Feature Properties

8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$35,000,000

2 Beds ⋅ 2 Baths ⋅ 408193 MLS ⋅ Fee Simple Tenure

Hana Ranch is the largest offering on Maui and one of the few remaining private holdings of this size in Hawai‘i. Established as a working cattle ranch in 1944, it remains an iconic agricultural land holding encompassing approximately 3,006 fee simple acres. The sale includes 26 separate parcels, allowing for the creation of a secluded estate with multiple homesites. The ranch features ocean and mountain views and is managed by a dedicated paniolo using sustainable, diversified agriculture and silviculture practices. Stewarded over its history by only a handful of owners, the current owner developed a land use plan based on regenerative agriculture and environmental stewardship. This includes rotational grazing, orchards of tropical fruit and ulu (breadfruit), and the restoration of forests and watersheds. A variety of vegetable crops have been grown and marketed on the land over the years, with potential for large-scale production. Included in the sale are a two-bedroom farm house with direct ocean views, equestrian facilities (including a rodeo arena), ranch and farm buildings and equipment, multiple wells and storage tanks, and fencing and gates for rotational grazing. Abundant water resources are managed by two operating water companies. Ranch roads and hiking or equestrian trails traverse rolling pastures and upland forests. Hana, Maui, located on the eastern slope of Haleakala, is a verdant coast that was one of the first areas settled by voyaging Polynesians and remains a thriving community proud of its heritage. Access the ranch via the historic Hana Highway, fly into Hana airport (10 minutes away), or utilize the helicopter landing site on the ranch. Rich in history and future possibilities, Hana Ranch presents the opportunity to create a legacy for generations to come.

5670 Hana Hwy, Hana

Listing courtesy of Hawaii Life (PR).

$29,900,000

5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$26,500,000

6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure

THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$24,500,000

4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure

One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$24,500,000

5 Beds ⋅ 6 Baths ⋅ 408059 MLS ⋅ Fee Simple Tenure

Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a private sanctuary of sophistication and rare serenity. This estate features 5 spacious en-suite bedrooms, multiple areas for relaxed socializing, and a seamless indoor-outdoor flow that embraces the home’s stunning pool courtyard and oceanfront experience. Every room gifts an extraordinary vantage point of paradise – between sweeping ocean views in three master suites or tranquil poolside perspectives from the guest suites. At the heart of the home, the expansive pool and courtyard form a striking focal point, linking the media room, main entry, and living areas in perfect harmony. A private poolside retreat ensures both security and discretion, ideal for intimate gatherings or large-scale entertaining. Landscaped gardens with numerous palm trees and second-level sundecks off the guest suites provide elevated spaces to soak in a front seat view of unforgettable sunsets. A spacious oceanfront lawn offers ultra-privacy, featuring a fire pit that creates an inviting ambiance, shielded from public view and accessible only through a discreet, gated beach entrance. Whether you seek a primary residence, a lavish vacation home, or an island retreat, this estate is designed for those who desire premium beachfront living with an ultimate feel of privacy. A rare opportunity to own the most memorable oceanfront lifestyle in Maui.

3254 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$23,000,000

4 Beds ⋅ 5 Baths ⋅ 402062 MLS ⋅ Fee Simple Tenure

Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters dance in eternal harmony. Each morning brings nature's theater to your doorstep, with the gentle lapping of waves providing the perfect soundtrack to your day. The dwelling is comprised of a total of 6643sf: 4778sf of living space, 995sf of covered lanai space to enhance the indoor/outdoor living, and an oversize, three-car garage of 870sf. The home's thoughtful design seamlessly integrates indoor and outdoor living spaces, featuring: - Four luxurious en-suite bedrooms, each offering a private sanctuary - Open-concept baths with spacious showers and captivating ocean views - State-of-the-art smart home technology throughout - Private elevator ensuring effortless accessibility - Custom finishes that reflect both modern luxury and island charm As one of Makena's newest luxury estates, this residence offers more than just a home – it's an invitation to experience Maui's most coveted lifestyle. The property's privileged location provides the perfect vantage point for witnessing the island's legendary sunsets and seasonal whale watching. Built in 2022, this contemporary masterpiece represents the perfect blend of modern amenities and timeless island elegance. Every detail has been carefully curated to create an environment where luxury isn't just a feature – it's a way of life. This rare offering stands as a testament to sophisticated island living, where every detail has been thoughtfully designed to create an unparalleled living experience in one of Maui's most sought-after locations. Don't let this unparalleled Makena estate slip away – seize the opportunity to be the first owner of this exceptional estate.

7595 Makena Rd, Kihei

Listing courtesy of Compass-W.

$19,750,000

4 Beds ⋅ 5 Baths ⋅ 407563 MLS ⋅ Fee Simple Tenure

Basking in the breathtaking beauty of Maui, perched just 25 feet from the shoreline, 51 Hui Road E is more than an oceanfront estate – it is a living work of art. Built entirely in reinforced concrete and completed with precise craftsmanship, this timeless villa is as enduring as the island itself. Each pillar sinks deep into the volcanic foundation, giving this island masterpiece a quiet strength that mirrors the steady rhythm of the Pacific. Its proximity to the ocean can never be duplicated. The exotic architecture fuses Mediterranean grace with tropical ease. It celebrates both endurance and grace. It is a home designed, not merely to exist beside the ocean, but to belong to it – to draw strength from its power and beauty from its calm. Its most recognizable feature, a glowing orange palapa overlooking the ocean is perfect for casual outdoor living and dining. It offers surreal views of shimmering sunsets that stretch to the jewels of Lanai and Molokai as well as a serene vantage for watching whales in season. Steps away, the heated pool finished in mosaic tile mirroring the sea and an inset spa await. Garden pools, a koi pond, and lush, mature landscaping enhance the setting. Inside, the villa unfolds in layers of artistry and intimacy. The grand salon with its 17-foot vaulted ceilings, arched colonnades, Italian fountain, and romantic star shaped skylights set a tone of cultivated elegance. The chef’s kitchen discretely tucked away, honors traditional European service design – a private culinary domain outfitted with professional appliances, handcrafted cabinetry, and artisanal tile work. The primary suite is an ode to serenity. A four-poster bed faces an arched lanai framed in tropical vines opening to the sea beyond. Morning light spills across white stone floors while a hand-tiled fireplace and soft coastal hues evoke both romance and repose. In the adjoining bath, marble, crystal, and natural light converge. A soaking tub is framed by palms and ocean views. The library reveals the home’s most personal voice: coral-colored walls, a hand-painted ceiling, and imported carved wooden doors that open into a space of warmth. A place where art, books, and tropical light are in quiet harmony. A second wing includes guest accommodations, a magnificent wine storage area, and laundry facilities. Gates to the property open to a large motor court and garage with ocean views as well as custom work bench and additional storage. The immense substructure offers additional flexibility, not included in the living area square footage. Minutes from Kapalua Resort, yet entirely private, 51 Hui Road E stands as one of Maui’s most extraordinary oceanfront estates – where art, engineering, and the eternal rhythm of the Pacific meet in perfect harmony.

51 Hui Road E, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$19,750,000

7 Beds ⋅ 9 Baths ⋅ 406991 MLS ⋅ Fee Simple Tenure

This magnificent oceanfront West Maui estate rests on approximately 1/2 acre of prime land in Kahana with over 250 feet of ocean frontage. Perfectly located between Kaanapali and Kapalua Resorts, this oceanfront property has no equal in the Hawaiian Islands. This nearly 10,000 square foot residence epitomizes Pacific Rim architecture. Glass pocket doors slide into rock walls bordering the spacious great room, which includes a grand living and dining area, as well as a fabulous open kitchen with separate enclosed butler's pantry. A floating mezzanine soars above the great room with a phenomenal sports bar and game tables. There are seven oceanfront suites, one being utilized as a media suite and one as a gym, each with a luxurious bath and most with a wet bar. Every suite is oceanfront with sweeping views of the neighboring island of Lanai and glimpses of Molokai. The large primary suite offers complete privacy and a fabulous outdoor lanai. The primary bathroom features an Italian custom two-person stone Jacuzzi tub, exquisite stonework, built-in wall speakers, and an expansive closet. An attached oceanfront one-bedroom Ohana can be utilized as a private office, for guests, or a caretaker. Extensive enhancements to the property include a new roof with 60KW photovoltaic solar system. Throughout the interior a selection of doors were replaced with new 10 ft. doors, freshly stained wood, new screens, and high-efficiency shades. A new Hydraulic elevator was installed, as well as new commercial-grade high efficiency air conditioning systems. Electronics have been significantly improved with a Control 4 System, a new Lutron system, top-of-the-line speakers throughout, as well as a state-of-the-art security camera system. A custom pool, complete with spa and waterfalls, is easily accessible from the great room. Moving outdoors, the oceanfront lanai and grilling area offer expansive coastal views. An outdoor landscape sound system has been integrated into the tropical gardens along with Tiki gas lamps and a fire pit from a local artist. The driveway was redesigned for convenience with the addition of a second entrance. Custom wood gates give the vehicular and pedestrian entrances a sophisticated natural appeal. Offered turnkey.

4809 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$18,900,000

4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$17,950,000

4 Beds ⋅ 5 Baths ⋅ 404266 MLS ⋅ Fee Simple Tenure

Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile backsplash and amenities like a wine fridge and coolers. Two distinct living spaces and dining area open to the lanai, pool and spa creating an ideal setting for entertaining. In the winter months, enjoy whale watching with views of Molokini, Kahoolawe, Lanai, and Molokai. Enjoy snorkeling at one of the most premier snorkeling spots “Turtle Town”. On the ground floor there are two en suite bedrooms. Upstairs, the primary suite features a private ocean-view lanai, a wet bar and a bathroom with a soaking tub and large walk-in shower. The upper floor also contains the fourth bedroom and sitting area. Additional features include new 4-zone air conditioning, central vacuum system, recessed lighting, Jerusalem gold tile throughout, carpeted stairs and bedrooms, fresh paint inside and out, and wine cellar. New tile around the pool and spa. Just a short drive away you will find world-class dining, shopping and three exceptional golf courses.

4950 Makena Rd Unit 8, Kihei

Listing courtesy of Hawaii Life (W).

$17,000,000

7 Beds ⋅ 9 Baths ⋅ 404095 MLS ⋅ Fee Simple Tenure

Meticulously selected by the Islands' owner at the time for his personal home, The Lanai Estate was built to sit atop the most premier viewpoint and amongst the epitome of Hawaii's natural tropical beauty. This exclusive estate offers luxury living, modern elegance, and classic charm. Every architectural detail has been thoughtfully designed with craftsmanship and quality to integrate seamlessly with the surrounding landscape. Situated on a coveted private drive, this remarkable home serves as your harmonious doorway to the many enchanting experiences that the island of Lanai has to offer. Enjoy direct access to vibrant hiking trails, the equestrian community, a world-class golf course, hidden beaches, incredible dining such as Nobu and Nancy Silverton's Mozza, and the local Island club for easy access to two of the world-renowned Four Seasons amenities and wellness center. This property is more than just a home; it is a treasured legacy—a place where you can forge lasting memories against the backdrop of captivating beauty, ready to be passed down through generations. Embrace the opportunity to leave your mark on this paradise.

121 Kapihaa Pl, Lanai City

Listing courtesy of Deep Blue HI.

$16,950,000

5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure

Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$16,800,000

4 Beds ⋅ 6 Baths ⋅ 407851 MLS ⋅ Fee Simple Tenure

WHERE THE SEA WHISPERS . . A Contemporary Expression of Timeless Oceanfront Living. Happy to accept backup Offers!! Pending in escrow and also Happy to show!! Closer to the ocean than almost any home on Maui -impossible to duplicate under today’s building regulations - direct-oceanfront estate delivers a level of proximity, craftsmanship, and design that defines rare. Set just 25' from the Pacific - 75' linear frontage - elevated 12' feet - this masterpiece captures panoramic year-round sunsets. As the evening unfolds, tap your mobile phone and watch your tiki torches glow while you relax at the ocean’s edge - a signature lifestyle moment. The state-of-the-art Lutron smart home controls four ocean-inspired ensuite bedrooms - five-and-one-half baths - glass-roof pool lounge with jacuzzi & waterfall - five-zoned a/c - 84 owned PV solar panels - two-car garage a/c - separate two-bedroom guest house. Walled and gated for complete privacy, security and serenity. Very rare oceanfront offering - an architectural achievement and a lifestyle unmatched. Completed in 2013 with wood-and-steel beam construction engineered for up to 150+mph wind loads - Custom IB roofing system 25 year warranty - fully permitted sea wall - exceptional materials and architectural precision throughout. Hand-selected marble, granite, and sandstone imported from Greece - Automatic 9’6” Fleetwood sliding glass doors & screens open at the touch of a button - or from your smartphone. Sculptural Sapele wood ceilings soar 10' to 20' illuminated by modern 3” recessed square LED lighting. The breathtaking custom blonde-walnut and stainless-steel floating staircase serves as the home’s contemporary centerpiece. The dramatic 12-foot floating double-glass "wave" kitchen bar - artistically lit for evening ambiance - the floating gold-inlaid automatic book matched cabinetry - the additional butler’s pantry - the in & out upstairs glass showers - stand as some of the home’s most memorable design features. As one of South Maui’s hidden oceanfront gems - where wellness and community combine to become part of your daily living - where morning walks, sunset jogs, oceanfront cycling, and easy access to ocean swimming are part of everyday life - a charming, low-traffic neighborhood where residents enjoy an authentic, active, and family-friendly island lifestyle with a nearby kid-friendly park. Looking for Buyers with the commitment to love, respect, and maintain this exquisite property.

1750 Halama St, Kihei

Listing courtesy of Compass-W.

$16,000,000

4 Beds ⋅ 5 Baths ⋅ 403334 MLS ⋅ Fee Simple Tenure

BRAND NEW HOME NEVER OCCUPIED MOVE IN READY. An exceptional residence where uncompromising attention to detail and a harmonious fusion of comfort and nature creates a testament to unparalleled quality and sophistication. Where every day is an opportunity to savor the beauty and tranquility that defines the essence of Hawaii. Located within the exclusive Mahana Estates, a gated enclave in the world-renowned Kapalua Resort on Maui. A flagship smart home with the latest in Lutron, Elan and Tesla home technology and energy with incomparable conveniences promises a care free lifestyle. Miele appliances in a modern kitchen design, four bedrooms and four and one-half baths, a three-car garage and extensive storage cater to the practical needs of its residents, whether it be a primary home or an exquisite vacation retreat. Boasting views that include the beautful Kapalua Bay, the majestic West Maui mountains, and the island of Molokai. Floor-to-ceiling windows bathe the oversized rooms with natural sunlight, while expansive ceilings invite gentle ocean breezes, creating an atmosphere of serenity and openness. An infinity pool, spa and an outdoor fireplace sets the mood for intimate gatherings. While an outdoor kitchen provides a space for culinary delights with the backdrop of the Pacific Ocean. Whether entertaining guests or unwinding in solitude, the outdoor areas offer a perfect balance of comfort and style.

210 Naio Pl, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$15,500,000

3 Beds ⋅ 3 Baths ⋅ 406314 MLS ⋅ Fee Simple Tenure

Hawaiiana meets contemporary design with this exceptional estate on the pristine shores of Keawakapu Beach. The property has been approved for a renovation expanding the home to a 5-bedroom, 5-bath home. Construction to commence early 2026. Beyond the gated entrance lies a world of relaxation and rejuvenation, where quality adjoins an unrivaled location. Upon entering the property, you're surrounded by lush tropical landscaping and the soothing sound of waves crashing against the shoreline. The grand entrance opens into a sprawling foyer where warm tones and gentle breezes are abundant. The open and airy interior seamlessly blend indoor and outdoor living spaces to capitalize on Maui's year-round sunshine and uninterrupted ocean views. The first level features an expansive kitchen with butlers pantry, sprawling great room, and the primary guest room with en suite. Outside the multiple sets of dramatic pocket sliders, is a large courtyard area and pool, just steps away from the sand. Below the pool area is an additional large yard, perfect for entertaining and an outdoor shower for rising off after a day at the beach. Retreat upstairs to the massive primary suite, where there are panoramic views of the Pacific Ocean and Keawakapu Beach. Complete with a luxurious en suite bathroom and private balcony. Additional highlights of this exceptional property include a spacious 1,000 square foot garage, providing ample space for your vehicles, water toys, and outdoor gear. Perhaps the best feature of this home are the unparalleled views of three neighboring islands – Molokini, Kaho'olawe, and Lana'i – from just about every room in the house. Experience the Maui lifestyle in this exquisite beachfront retreat, where every day feels like a vacation and paradise is truly found at home.

3002 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$15,000,000

2 Beds ⋅ 2 Baths ⋅ 402660 MLS ⋅ Fee Simple Tenure

This 54+ acre estate is one of a kind---a secluded and private retreat. With careful attention paid to every detail, it provides a rare opportunity for those seeking privacy, seclusion, and a peaceful lifestyle in one of the most desirable areas on Maui. The main house is situated on a high promontory, with commanding ocean views that extend across Alenuihaha Channel to the island of Hawaii (the “Big Island”). The finely detailed home is open and spacious, featuring a vaulted ceiling, a wrap-around deck/lanai, and, on the view side of the living area, a floor to ceiling glass wall. The property is comprised of two adjoining parcels totaling 54+ acres. The main parcel is bordered on one side by a seasonal stream and on the other side by a running stream featuring several waterfalls and pools. In addition to the two bedroom/two bath main residence this immaculately maintained property includes a massive private well and water system, a state of the art photo-voltaic system with battery and generator back-up, a six bay garage with an attached office, a four bay agricultural workshop, and separate ocean view 2 bedroom living quarters. This distinctive estate incorporates all of the features that define island living. Offered fully furnished.

40723 Hana Hwy, Hana

Listing courtesy of Island Sotheby's International Realty(M).

$14,750,000

4 Beds ⋅ 5 Baths ⋅ 405257 MLS ⋅ Fee Simple Tenure

Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the second level and additional primary suite on the first level, perfect for multi-generational living or hosting in style. The four full bathrooms can be viewed as curated sanctuaries, adorned with spa-inspired finishes and an ambiance of serenity. The home is being sold furnished and is move-in ready. Beyond its high quality interiors, the home unveils an expansive outdoor haven, with a resort-style pool, private spa retreat, and a lounge area that invites you to indulge in the backdrop of Maui’s legendary sunsets. With direct access to the beach, the crystal-clear waters of Wailea’s shoreline are just steps away, offering a connection to the island’s natural splendor. As a resident of Maluhia at Wailea, you’ll enjoy the private Maluhia Beach Club with a resident manager who lives at the beach club, an oceanfront escape featuring a catering kitchen, wet bar, and private storage for your beach and water activities. Located just moments from golf courses, five-star dining, and high-end designer boutiques and shops, this property embodies a balance of tranquility and quality.

19 Malukai Ln Unit 4, Kihei

Listing courtesy of Hawaii Life (W).

$14,400,000

409243 MLS ⋅ Fee Simple Tenure

Exceptional 58-acre agricultural estate comprised of eight separate TMKs, featuring a unique combination of high-quality improvements, established income, and long-term flexibility. The property includes four substantial ag buildings, two fully automated commercial greenhouses, and extensive infrastructure throughout. Improvements include a 1,300 sq ft Ag Office/Studio (2023) with slab-on-grade construction, 2x6 framing, Marvin windows, hardwood floors, split-pitch roof, R-19/R-30 insulation, Lutron automated lighting and shades, and Sonos audio. A 4,200 sq ft Ag Shop/Storage/Office offers 12’ walls, a 12/12 standing-seam metal roof, loft with hardwood flooring, and a Solark/Discovery off-grid PV system with 74kW storage. A 5,000 sq ft bolt-together Curvco galvanized corrugated metal ag shop with (2) 11' x 11' roll-up doors provides additional covered workspace and storage. A 2,400 sq ft Ag Warehouse with 12’ walls and standing-seam metal roof is also supported by the same off-grid solar system. Two 3,600 sq ft Agri-Tech Solar-Lite greenhouses, both fully automated and have supported a proven agricultural operation. Existing leases generate substantial income. Significant site work has been completed, including approximately 4,000 linear feet of 12-foot-wide asphalt drive providing secondary ingress/egress, an additional 800 linear feet of asphalt and concrete, four 12’ x 100’ concrete swales, and approximately 8,000 linear feet of perimeter game fencing. Roughly 40 acres have been cleared of old-growth wattle. This is a solid opportunity to acquire a large-scale, income-producing agricultural property with new infrastructure, multiple revenue streams, and long-term value.

7700 Kula Hwy, Kula

Listing courtesy of Hawaii Life (W).

$14,000,000

4 Beds ⋅ 4 Baths ⋅ 410153 MLS ⋅ Fee Simple Tenure

Set on beautifully curated grounds in Spreckelsville on Maui's North Shore, this extraordinary oceanfront estate embodies the timeless character of Old Hawaii, while offering a lifestyle centered around ocean, wellness, and understated luxury. Framed by sweeping views of the Pacific and peaceful bays stretching in both directions, the gated estate occupies one of the most breathtaking settings in Hawaii. A private pathway provides effortless access to a pristine white sandy beach lies just moments away. The compound features two tastefully renovated residences that honor their original plantation-era architecture while incorporating modern comforts and craftsmanship. The main home's four en suite bedrooms, inviting gathering spaces, and beautifully appointed chef's kitchen were designed to bring family and friends together, creating an atmosphere that is both sophisticated and welcoming. There's also a detached ohana perfect for guests or a caretaker. Life here revolves around connection—to nature, community, and the sea. World-class wingfoiling, kitesurfing, surfing, paddling, cycling, and beach walks await just beyond the property. The nearby Maui Country Club with golf, tennis and pickelball have further elevated Spreckelsville as one of Hawaii's most desirable coastal communities for those who embrace an active and healthy lifestyle.

477 Laulea Pl, Paia

Listing courtesy of Hawaii Life (W).

$13,999,000

4 Beds ⋅ 5 Baths ⋅ 408866 MLS ⋅ Fee Simple Tenure

Perched high above the coastline within the private gated enclave of Honolua Ridge, this extraordinary single-level estate captures a vantage point so rare it feels as though the Pacific, Moloka‘i, and the Pailolo Channel were reserved exclusively for you. Set on more than six pristine acres in Kapalua Resort, the panoramic views are expansive, intimate, and ever-changing — a daily masterpiece of blue water, outer island silhouettes, and golden sunsets. This is one of those homes where you pause… and just take it all in. Designed and constructed as the personal residence of one of West Maui’s most respected builders, the home is a statement of intentional design and uncompromising craftsmanship. Every finish, every material, every line was curated with longevity, beauty, and a deep respect for the setting. The grand great room opens seamlessly to an expansive lanai where a resort-style pool and spa are framed by flickering tiki torches, creating an atmosphere that transitions effortlessly from sun-drenched afternoons to refined evenings under the stars. It’s easy to imagine quiet mornings with coffee overlooking Moloka‘i, or gathering with friends as the sky melts into color over the blue expanse. Throughout the residence, extraordinary details abound. Modern infrastructure matches the timeless aesthetic, including , dual laundry rooms, a double septic grid system, a dedicated media room with full surround sound, custom primary closet and a three-car garage with oversized bays. Eagle concrete roof tiles and genuine stucco construction further reflect the enduring quality of this estate. The lower portion of the acreage offers a prime homesite for a future ohana residence — ideal for extended family or guests seeking privacy within the estate’s expansive grounds. A rare spring-fed pond adds yet another layer of serenity to this already remarkable property. Opportunities like this are few and far between on Maui — especially in Kapalua’s most private ridge setting. This is more than a home. It’s a legacy estate where craftsmanship, space, and sweeping ocean views converge in unforgettable fashion.

222 Ke'oawa St, Lahaina

Listing courtesy of Hawaii Life (W).

$12,900,000

5 Beds ⋅ 8 Baths ⋅ 409428 MLS ⋅ Fee Simple Tenure

Nestled withing the prestigious enclave to Kapalua Place, this extraordinary oceanview estate on over 1 landscaped acre offers an unparalleled blend of luxury, privacy, and island elegance. Encompassing over 10,000 square feet of living space, the magnificent five bedroom, 7.5 bath residence is designed to capture the essence of refined Hawaiian living. Thoughtfully crafted with an expansive open floor plan, the home flows seamlessly from grand interior living spaces to breathtaking outdoor spaces perfect for effortless entertaining and relaxed island living. Walls of glass frame panoramic ocean vistas while inviting natural light and gentle trade winds throughout the residence. The open chef's kitchen with gorgeous granite countertops anchors the main living area and opens to generous living and dining areas for hosting both intimate dinners and large celebrations. Each of the 5 bedroom suites offers exceptional comfort and privacy creating a serene retreat for family and guests alike. Complete with an elevator. The resort style outdoor living spaces create a tropical sanctuary designed for both relaxation and entertaining. At the heart of the grounds is a spectacular swimming pool accented by a cascading waterfall evoking the ambiance of a five star luxury living in the Kapalua resort. There is a separate private spa. Set within Maui's most coveted enclaves, this remarkable property provides both exclusivity and proximity to the world-class amenities of Kapalua, including championship golf, pristine beaches, fine dining, and luxury resort experiences. A rare offering where timeless architecture, breathtaking ocean views, famous sunsets and the west maui mountains frame the views and the spirit of aloha come together in perfect harmony. Private gated enterance to the white sand beach at Oneloa Bay with views up the coastline to Honolua Bay.

8 Kapalua Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$12,900,000

8 Beds ⋅ 13 Baths ⋅ 408480 MLS ⋅ Fee Simple Tenure

Located in gorgeous Napili, Maui, 5385 Lower Honoapi'ilani Road, also known as the Napili Beach House, is a uniquely spacious Maui home boasting stunning views of Napili Bay, the enchanting island of Moloka'i, and incredible features throughout. Amenities include a gated entrance, a heated rooftop ocean-view swimming pool with spa, an outdoor rooftop kitchen with a built-in barbecue, an elevator, two dining areas, two Great Rooms, two dens, and twelve Smart TVs. The home's expansive rooftop deck features a magnificent swimming pool and jetted spa, surrounded by panoramic ocean views and a majestic mountain backdrop. Imagine taking a dip in the pool or luxuriating in the jetted spa as you soak in the breathtaking sunset every evening. During winter, you can watch majestic humpback whales frolicking just offshore from the comfort of your home's private perch! The rooftop also includes an outdoor kitchen, barbecue, dishwasher, and refrigerator, allowing you to prepare meals in a stunning setting. You can enjoy breathtaking views from the second floor, which features two magnificent Great Rooms and four exquisite bedrooms, transforming it into the vibrant heart of this extraordinary home. The second floor is accessible via a private elevator or two staircases, making the home mobility-friendly. On one side, you'll discover a culinary haven with a gourmet kitchen, dining area, and a spacious Great Room. On the other side, indulge in the ultimate entertainment experience at the sleek wet bar, accompanied by a wine fridge, a second dining area, and an equally impressive second Great Room! Large sliding glass doors seamlessly connect two distinct lanai areas. The gourmet kitchen is well-appointed, with everything a home chef may need. There is a 5-burner range, double refrigerator, dishwasher, and microwave. A full-size freezer and a separate commercial ice maker are just off the kitchen. Eight bedrooms provide ample space for family and friends. All bedrooms have en-suite baths and are lavishly outfitted with California King beds. Each first-floor bedroom opens onto a quiet lanai in the backyard, sheltered from street view, while the four second-floor bedrooms offer stunning ocean views. The first floor also features two offices and two private dens equipped with large Smart TVs in a media-room setting. Central air conditioning with individual climate controls and ceiling fans ensures personalized comfort in every room. You are also within walking distance of gorgeous Napili Bay and a short drive from award-winning Kapalua Bay Beach and the world-class PGA Plantation Course. This unique home offers a rare opportunity for someone seeking a large Maui residence close to the ocean, services, and entertainment. The property must be seen!

5385 Lower Honoapi'ilani Rd, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$12,900,000

4 Beds ⋅ 4 Baths ⋅ 406606 MLS ⋅ Fee Simple Tenure

Perched on a sweeping green slope with panoramic ocean and mountain views, this award-winning Haiku retreat blends modern architecture with the serene elegance of a high-end sanctuary. Designed by renowned firm SEE Architecture, the home draws inspiration from iconic museums like the Getty and Venice Guggenheim, mid-century modern design, and the quiet refinement of luxury retreat spaces. Behind a minimalist facade, the experience unfolds—floor-to-ceiling glass reveals unobstructed vistas, blurring the line between indoors and out. Natural materials—including vein-cut silver travertine, western red cedar, and walnut crafted by local artisans—anchor the home to its surroundings. The structure itself is a precision steel BONE system, designed for longevity and environmental harmony. Inside, the interiors are curated with intention: Florim Italian porcelain tile throughout, custom millwork by Henrybuilt in the kitchen, baths, and beyond, handmade Heath Ceramics tile details, bronzed Honduran mahogany pivot door entry, Forbes & Lorax light switches, Phillip Jeffries woven wall coverings, and Waterworks fixtures and finishes. The open-plan layout flows effortlessly from artful entry to the main living spaces, with every room oriented toward the lush, private acreage and distant blue horizon. Beyond the glass, the landscape includes sculptural elements like Chinese scholar’s rocks, a sleek modern swimming pool, and rolling pastures where horses roam. A separate guest cottage provides additional space for visitors, work, or creative pursuits, all while maintaining the retreat’s sense of privacy. The arrival experience is equally compelling—lush, mature landscaping lines the private drive, a verdant gateway cultivated over the past 20 years with care and intention. Several acres of established orchard also grace the property, producing a bounty of citrus, avocado, mango, banana, starfruit, and more—a testament to the land’s abundance and stewardship. A thoughtfully built 1,152 sq ft barn sits tucked near a private eucalyptus forest—an elegant, utilitarian complement offering exceptional potential for future use. This is more than a residence—it’s a living gallery of design, detail, and tranquility.

1642 W Kuiaha Rd, Haiku

Listing courtesy of Island Sotheby's International Realty(M).

$12,400,000

5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure

In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

Listing courtesy of Island Sotheby's International Realty(M).

$12,250,000

4 Beds ⋅ 5 Baths ⋅ 410057 MLS ⋅ Fee Simple Tenure

A rare offering in Kapalua's coveted Honolua Ridge. This private estate commands sweeping ocean vistas with Molokai Island, Honolua Bay, and miles of Pacific blue ocean as a breathtaking backdrop, complemented by views across the renowned Kapalua Plantation Course. Beyond the gates, exquisite landscaping and a stunning Wyland dolphin sculpture greet you, setting the tone for a residence defined by artistry, grand scale and thoughtful design throughout. Perched above the west Maui coastline on a generous, gently sloping lot, the home is designed to embrace Maui's signature indoor-outdoor lifestyle, with expansive living spaces flowing seamlessly to multiple covered and uncovered lanais, a large resort style pool, and lush tropical gardens. The main residence features a chef's kitchen including 2 islands, complemented by and additional prep kitchen ideal for refined daily living and elevated entertaining. Rich acacia wood floors, custom wood detailing, and carefully selected finishes reflect a commitment to craftsmanship and timeless island elegance throughout. The home features a private office, 4 ensuite bedrooms that all enjoy exquisite ocean views, A detached 2-bedroom, 2-bathroom ohana offers exceptional versatility for hosting guests, extended family, or creating a private retreat. It is privately situated with its own driveway and garage. From the gorgeous Maui sunsets and panoramic sea views to the serenity of surrounding golf and coastal landscapes, this fee simple estate delivers privacy, space, and enduring sophistication in one of west Maui's most prestigious enclaves. Kapalua resort is a 23,000-acre planned community comprised of 12 residential neighborhoods of single-family homes and luxury vacation condominiums. Residents enjoy privileged access to the amenities of the world renowned The Resort at Kapalua Bay, the prestigious Ritz Carlton Kapalua Hotel, championship golf courses, the acclaimed Golf Academy, The Kapalua Tennis and Pickleball Garden, 3 pristine white sandy beaches, and miles of scenic coastal and hiking trails that showcase the natural beauty of the island of Maui and the luxurious Kapalua Resort. Enhancing the resort lifestyle is the spectacular 30,000 square foot spa, ideally situated adjacent to the hotel and Coconut Grove, The resort is also home to several award winning restaurants, where exceptional cuisine, ocean views, and impeccable service create memorable dining experiences.

114 Keoawa St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$12,000,000

4 Beds ⋅ 4 Baths ⋅ 410353 MLS ⋅ Fee Simple Tenure

This contemporary Polynesian-style oceanfront gated estate is architecturally designed to maximize ocean views. 4851 Lower Honoapiilani Road is built with the highest quality, high-tech materials, and finishes. 10-foot motorized pocket doors create seamless indoor-outdoor living for both entertainment and relaxation. The lower level features a great room, dining area, spectacular kitchen, 2 bedroom suites, an additional bedroom or home office, media room, fabulous infinity pool, spa, and water features. The upper level features the primary suite easily accessible by elevator with a mezzanine and expansive ocean views from a private lanai. The attached ohana features its own living room, kitchen, bedroom, walk-in closet and full bath, also with a private tiled lanai and ocean views. There is a 3-car garage and custom water features at entry. Offered Turnkey.

4851 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$11,998,000

4 Beds ⋅ 5 Baths ⋅ 406282 MLS ⋅ Fee Simple Tenure

Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where architecture, light, and nature exist in perfect harmony. Masterfully built by Trend Builders, this remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii.

14 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$11,900,000

3 Beds ⋅ 4 Baths ⋅ 408784 MLS ⋅ Fee Simple Tenure

Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above the sea. From sunrise to moonrise, panoramic ocean views create a constantly evolving backdrop to daily life. The 5,403 square foot primary residence offers 3 bedrooms and 3.5 bathrooms, thoughtfully positioned to embrace the extraordinary setting from nearly every room. Soaring coffered ceilings and expansive windows frame the ocean beyond, while newly installed bamboo flooring adds warmth and natural texture. Motorized shade screens provide comfort and ease, allowing the interiors to transition effortlessly throughout the day. The chef’s kitchen is both striking and functional, anchored by dual islands finished in black India leathered granite, creating a natural gathering space for entertaining or quiet evenings at home. A separate 1,050 square foot cottage with 1 bedroom and 1.5 bathrooms sits discreetly above the bluffs, privately tucked away from the main residence. Ideal for guests, extended family, or a creative retreat, it offers flexibility without compromising the estate’s sense of privacy and scale. Just fifteen minutes from town and easily accessible off Hana Highway, the property offers a rare balance of seclusion and connection. Some of Maui’s most respected private schools, including Seabury Hall, Montessori, Carden Academy, and Waldorf High School, are all within a short drive, adding meaningful convenience to this exceptional lifestyle. Spanning 20.5 acres, the grounds unfold with open lower meadows suited for equestrian use, irrigated gardens, and an edible orchard. A 293 foot well and a 5/8 inch County water meter provide reliable water resources. Along the eastern boundary, an enchanting 80 foot waterfall cascades toward the shoreline, creating a natural habitat for native Hawaiian green sea turtles. Private access to a secluded rocky beach enhances the rarity of this exceptional Maui estate. This is more than a home. It is a legacy estate where privacy, natural grandeur, and architectural presence come together in one of Maui’s most extraordinary coastal settings.

400 Mehana Rd, Haiku

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$11,500,000

5 Beds ⋅ 7 Baths ⋅ 408714 MLS ⋅ Fee Simple Tenure

Commanding one of the largest and most remarkable panoramic ocean views anywhere in the Hawaiian Islands, the residence at 426 Wailau occupies a truly iconic location in the uppermost heights of Launiupoko. This 25 + acre, agriculturally-zoned mountain top retreat offers an exclusive Westward perspective of the Auau Channel that spans from Sweetheart Rock on Lanai almost completely to Elephant Rock on Molokai. After driving through the gated entrance you will feel the collective magnitude of the property and anticipate the comforts found inside this ambitious, newly-constructed residence. In the spring of 2023, after 18 months of construction, the renowned Imagine It Builders delivered a modern luxury masterpiece with 6,682 square feet of single-level interior living space designed to occupy two expansive wings as well as a central open living area and kitchen. The North Wing features the primary suite with not one, but two, full en-suite bathrooms, including a steam shower and soaking tub. The North Wing, connected to the 4 car garage, also features a powder room in the hall, a pantry, and laundry room. The South Wing features 4 bedrooms, all with ensuite baths, a fully outfitted gym, and a flexible room for entertaining complete with wet bar. From the living area, massive retractable sliding glass doors open up to almost 2,000 square feet of covered outdoor lanai space with a 70 ft wide pool and 12ft wide hot tub. An outdoor kitchen and bar complement the lanai while all of the bathrooms feature their own private, connected outdoor showers to rinse off when coming back into the home. Every material finish has been thoughtfully designed and impeccably constructed, it isn't hyperbole to say that there are simply too many amazing features to list in a few paragraphs. This is one you will have to see to believe!

426 Wailau Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$11,000,000

5 Beds ⋅ 5 Baths ⋅ 407684 MLS ⋅ Fee Simple Tenure

Some properties shout; this one whispers. Set discreetly behind gates in one of Spreckelsville’s most coveted locations, this near half-acre sanctuary offers a life of ease, elegance, and salt-kissed spontaneity. Surf at sunrise. Meet friends for a round of golf or a game of pickleball at the Maui Country Club. Wander barefoot to Baby Beach for some laps. Then retreat to the quiet comfort of your private compound, where indoor and outdoor living unfold in seamless rhythm. Reimagined with intention, the 4,400+ square foot home spans two levels of hand-quarried basalt and wide-plank French oak. The enormous great room, bathed in natural light, anchors the home and flows into a chef’s kitchen built for connection. A massive island of book-matched Carrera marble centers the space, framed by a Viking Professional 8-burner range, Wolf induction cooktop, and Viking refrigeration. A 360-degree wraparound lanai invites morning coffee or sunset wind-downs. A 9-foot-deep, free-form saline pool catches sky and trade winds. A furo-style soaking tub rests beneath foliage. Multiple outdoor nooks welcome parties or peace. Multi-zone climate control, Leviton smart lighting, and two oversized garages ensure comfort and convenience. Paia is five minutes. The airport, fifteen. And when the gates close, the world fades.

43 Nonohe Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$10,995,000

4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure

NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$10,950,000

5 Beds ⋅ 6 Baths ⋅ 407837 MLS ⋅ Fee Simple Tenure

This stunning brand-new estate is situated on a prime lot within Puunoa Estates. Puunoa is a prestigious gated community located just south of Lahaina Towne comprised of only 24 estate sites which are a minimum of 5 acres in size. Recently completed in 2024, 325 Hokiokio Place embodies a unique French Country Farmhouse-style architecture with chic modern interior design. It is truly one of a kind on West Maui. The single-level sprawling floor plan includes a spacious great room and dining area, gourmet kitchen, five-bedroom suites, and a separate media suite. This captivating property is built with the highest quality of craftsmanship. The inviting exterior includes a beautiful pool, spa, and outdoor kitchen for relaxing and entertaining. A plumeria grove and fruit trees create true Hawaiian ambiance. Puunoa Estates owners are drawn to a lifestyle where summer never ends, and remarkable beaches are easily accessible. Outstanding views of the ocean, neighboring islands, West Maui mountains, sunsets and whale watching in season, create a dramatic setting to call home. Just above the property is a six-mile paved trail limited to pedestrians, bicyclists, and equestrians. Seller will consider the sale of a 50% partnership interest.

325 Hokiokio Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$9,995,000

5 Beds ⋅ 5 Baths ⋅ 406423 MLS ⋅ Fee Simple Tenure

100 Kalelemuku is a newly completed (2025) architectural estate set within Kula I'o, a gated enclave that redefines upcountry luxury. This landmark estate is fully fenced and gated, offering sweeping bi-coastal and mountain views across 3.6 acres. The estate offers 7,085 square feet of interior living space, including a 6,070-square-foot primary residence, a 1,015-square-foot two-bedroom ohana, together with a 2,718-square-foot covered lanai and an expansive 1,728-square-foot garage and storage. Every element is designed to celebrate indoor-outdoor living, with a seamless connection to the estate's refined, beautifully planned outdoor spaces. At the heart of the home is a dramatic great room, airy, open, and braced by vaulted ceilings and Fleetwood glass doors that frame vistas of Haleakala and the Pacific. The space flows into a sculptural Gaggenau kitchen, where waterfall-edge quartzite counters, custom cabinetry, and designer fixtures create a kitchen as elegant as it is functional. The home's layout is thoughtfully designed, featuring dual wings that ensure both seclusion and connection to the living areas. One wing houses the primary suite, complete with a private garden retreat, custom dressing room, and spa-style bath featuring luxurious surfaces and fixtures. Two additional bedroom suites are nearby, each with its own en-suite bath. The second primary suite opens directly to the lanai and a second garden retreat, offering ideal accommodations for guests or multi-generational living. A fourth bedroom and a media/flex room complete this wing, providing versatile space for work or relaxation. Each area offers residents seamless access to outdoor living. A sprawling covered lanai includes a full Lynx barbecue kitchen, outdoor refrigeration, and a 42" Trident grill, all shaded and designed for year-round use. Beyond, a 47-foot pool with a Baja shelf, jetted spa, and panoramic views complete the resort-like experience. Every finish in the home reflects a dedication to craftsmanship and contemporary luxury – exquisite wood flooring, Shibusa Tortora and Pietra Italia tile. Gaggenau appliances are featured throughout the kitchen and bar, including refrigeration columns, dual-zone wine and beverage coolers, and a custom coffee system. The bathrooms are appointed with marble and quartzite counters, soaking tubs and premium fixtures. The Ohana guest residence mirrors the same attention to detail. Fully self-contained with two bedrooms and two bathrooms, it features a Thermador kitchen suite, Teak cabinetry, a private garage, and its own covered lanai with a built-in Blaze grill - perfect for long-term guests. Set against the peaceful rhythm of upcountry life yet elevated by modern design and premium appointments, 100 Kalelemuku is a rare new-build offering in one of Maui's most desirable settings. Whether you're watching the sun rise over Haleakala or winding down with a sunset over the Pacific, every moment is choreographed around its beautiful setting and luxurious amenities. Inquire today for a private tour and the opportunity to see this incredible upcountry estate in person.

100 Kalelemuku Pl, Kula

Listing courtesy of Welcome Hawaii Properties.

$9,950,000

3 Beds ⋅ 3 Baths ⋅ 408390 MLS ⋅ Fee Simple Tenure

Situated on Maui’s Upcountry serene landscape, this Legacy Estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The first parcel of 10.46 acres features a spacious main residence and large detached cottage/studio. The second parcel of 11.79 acres is accompanied with a 2-bedroom 2-bath cottage, ideal for guests or caretakers, with room to build a main residence, and barn. Both parcels have separate water meters. Designed by Hans Riecke and Brian Bolter and constructed by Stephen King and Bill King, this impressive main residence includes an expansive great room with soaring ceilings, four stone fireplaces, a spacious open kitchen with top of the line appliances, dining areas, open sitting-room, office and den, a beautiful primary suite with spacious walk in closets and built-ins, two large guest rooms and covered decks for the enjoyment of the property, providing additional areas for entertaining guests and relaxation. The features throughout the homes exemplify fine craftsmanship with exotic hardwoods and custom finishes. A koa tree forest, producing olive orchard, and citrus orchard are among the many landscape features. This Extraordinary Estate is an Upcountry Maui treasure to behold.

95 & 285 Kekaulike Ave, Kula

Listing courtesy of Island Sotheby's International Realty(M).

$9,900,000

3 Beds ⋅ 4 Baths ⋅ 408037 MLS ⋅ Fee Simple Tenure

BEING WELL. For those that crave a holistic environment that nourishes the mind, body, and soul, in a tropical, private Hawaiian environment, the estate at 223 Plantation Club Drive is the home for YOU. Extremely private & serene, this extraordinary 2.18-acre sanctuary consists of mature luscious tropical landscaping with over 40 fruit plantings while being steps away from the 15th & 17th holes of the Kapalua Plantation Golf Course. The WELLNESS amenities include an ALL-IN PLUNGE® (cold water immersion), sauna, resort-sized pool & spa (complete with slides, pirate-themed smoke & lighting features), fire-pit, Koi-pond, vegetable-planter boxes, steam shower, workout facility and billiard table. This sprawling, single-level estate consists of 3 bedrooms, 3 bathrooms, and 1 1/2 half-bath spread across 5,366 living square feet. The residence showcases impeccable craftsmanship, state-of-the-art upgrades, and refined details throughout. Inside, discover 64 feet of motorized pocket doors that disappear into the walls, seamlessly blending the interior with over 2,000 square feet of covered lanai. The open floor plan features soaring 12-foot ceilings, two elegant living spaces, a dining area, a private office, a wine cellar, and two fireplaces. The gourmet kitchen boasts double islands, a new 48” Wolf range, and a Wolf grill at the outdoor bar, ensuring effortless entertaining. Two additional guest suites, all with 10-foot ceilings, provide ample accommodation for family & visitors. Outdoors, the estate’s transformation is nothing short of spectacular. The completely renovated pool features a grotto, two water slides, a 7-foot waterfall with a jumping rock, and an adjoining spa, creating a resort-like atmosphere. Hundreds of strategically placed landscape lights illuminate the lush grounds, koi pond, and tropical gardens, turning the property into a breathtaking paradise after sunset. The fully automated Savant system enhances the experience, providing control over nearly every aspect of the home, from lighting and sound to the 10 tiki torches and more. Additional features include a sprinklered orchard with over 40 fruit trees (bananas, avocado, mangos, lemons, limes, oranges, grapefruits, mountain apples, starfruit, papayas & more), an inviting outdoor shower, a spacious three-car garage with a home gym, and ample storage. The Plantation Estates of Kapalua is one of the most prestigious & exclusive golf-course gated communities in the Hawaiian Islands. This agricultural-zoned community consists of 53 Plantation Estates & 50 Honolua Ridge (phase 1 & 2) parcels. The community is home to the PGA’s annual Sentry Tournament of Champions Invitational and the Plantation Restaurant. Owners have easy access to the Kapalua Resort amenities including world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Montage massage/spa & the incredible shopping & fine-dining experiences. The quintessential luxury retreat, the estate at 223 Plantation Club Drive inspires you to attain a level of relaxation that YOU desire and deserve. YOUR Time Is Now.

223 Plantation Club Dr Unit 14, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$9,750,000

3 Beds ⋅ 3 Baths ⋅ 408478 MLS ⋅ Fee Simple Tenure

A truly rare offering in coveted Keokea. This exceptional Upcountry estate is perfectly positioned between Kula and Ulupalakua, presenting an unparalleled living experience in one of Maui’s most sought-after areas. Surrounded by sweeping natural beauty and rich island heritage, Keokea embodies tranquility and timeless charm. Set on 6.5 acres of meticulously manicured grounds, the property offers remarkable privacy while remaining conveniently close to shops, dining, and endless outdoor pursuits. Unobstructed ocean and Haleakala views serve as a breathtaking backdrop from every vantage point. Offered for sale by the original owner—renowned builder Keith Troxel—this custom, rustic-contemporary ranch-style residence is ideally situated at 2,300 feet in elevation, just below the Oprah Winfrey Estate and Sun Yat Sen Park. Enter through solid wrought iron doors that open to the elegant main residence with two primary suites thoughtfully positioned at opposite ends of the home for enhanced privacy. Interiors are appointed with acacia wood and travertine flooring throughout, while the expansive chef’s kitchen showcases a custom Monkeypod wood island, premium appliances, and granite countertops—perfect for both entertaining and everyday living. Seamlessly blending indoor and outdoor living, the home opens to an expansive lanai overlooking a resort-style pool and spa, set amidst park-like grounds and framed by panoramic ocean vistas. Enhancing the estate is a beautifully designed carriage-style cottage with a three-car garage below, offering flexibility for guests or extended living. The property is fully fenced and gated, complete with a barn and arena, and features a large ¾-inch water meter, allowing for potential future expansion. This is a once-in-a-lifetime opportunity to own a slice of heaven that is so unique, you will not find it anywhere else on Maui. Lister is owner.

337 Kealakapu Rd, Kula

Listing courtesy of Compass-W.

$9,675,000

5 Beds ⋅ 6 Baths ⋅ 406996 MLS ⋅ Fee Simple Tenure

Set within the premier gated community of Honolua Ridge, 94 Keoawa Place is a reimagined Kapalua residence offering more than 7,199 square feet of refined living space on nearly four acres of gently sloping land. Designed to embody world-class island living, the estate captures panoramic views of the Pacific Ocean, Molokai, Lanai, and the dramatic West Maui Mountains. 94 Keoawa Place stands as one of the most significant estates in Kapalua, uniting scale, seclusion, and a premier location with the assurance of a recent comprehensive, "down-to-the-studs" renovation. The house blends timeless island architecture with modern sophistication and state-of-the-art technology. For example, a new fully integrated Lutron system provides seamless control of audio and video throughout, including the dedicated theater room. Every element has been renewed—custom hardwood floors, new wiring and plumbing, fresh stucco, and all-new fascia and gutters, and a new tile roof. New Marvin windows and doors frame the views, while a 300K photovoltaic system with multiple backup batteries ensures both sustainability and independence. Inside, the residence offers 6 bedrooms, 5 full bathrooms and 2 half baths, thoughtfully arranged for comfort and versatility. Highlights also include a newly designed office, a lighted custom pantry, refreshed powder and laundry rooms, and elegantly updated bathrooms. There is a new stairway and railings that add architectural presence, while the main level features an all-new kitchen and dining area with an abundance of natural light. The outdoor spaces are equally striking. Expansive lanais flow into lush tropical landscaping, where a heated in-ground pool and spa overlook the Pailolo Channel. Here, sunsets are unforgettable, and in winter, humpback whales can be seen breaching against the horizon of Lanai and Molokai. Practical features include a three-car garage, underground utilities, private water and septic systems, cable TV, and automatic sprinklers—all designed for ease of living without compromising luxury. Life in Honolua Ridge offers privileged access to the best of Kapalua: two championship golf courses, including the famed Plantation Course, home of the PGA TOUR's Sentry Tournament of Champions; the Ritz-Carlton Maui and Montage Kapalua Bay resorts; acclaimed dining; hiking trails; and pristine white-sand beaches. For those seeking a private retreat in one of Hawaii's most celebrated resort communities, this residence is without equal. This property is being sold by the Bankruptcy Trustee, and the sale is subject to U.S. Bankruptcy Court approval. The sale is “As-Is, Where-Is,” with no warranties or representations of any kind. The Trustee has no personal knowledge of the property’s condition; prospective buyers are advised to conduct full independent due diligence.

94 Keoawa Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$9,500,000

6 Beds ⋅ 6 Baths ⋅ 409677 MLS ⋅ Fee Simple Tenure

Welcome to 1949 W Kuiaha Rd: a rare opportunity to acquire a one of a kind, legacy Maui country estate within one of the most beautiful microclimates of all the Hawaiian islands. On 39 acres of pristine land, two skillfully crafted homes look out onto expansive, gently sloping green pastures with full panoramic ocean views. Enjoy tranquil ocean, garden & mountain views from the entire downstairs great room as well as from the 818 sq ft covered lanai of the 4 bed 3.5 bath main home. Notable features are massive beam construction, Venetian plaster walls, a 1050 sq ft Primary suite with a fireplace, clawfoot tub & its own 756 sq ft private Ipe deck with incredible ocean views, a 659 sq ft multipurpose room with its own stairwell entrance, a 200 sq ft office, a 1933 sq ft garage, 531 sq ft of storage & an owned PV system. Just beyond the bamboo grove is a quaint 2 bed/2.5 bath, 1495 sq ft cottage which features a stunning 586 sq ft covered lanai & Ipe deck offering prime ocean views, Monkeypod slab counters in the kitchen & living room, a fireplace, 2 offices, semi outdoor shower & a gorgeous vaulted cupola roof. In addition, there are 4 fenced pastures, 2 partially enclosed sheds totaling 782 sq ft, 1 garden shed, 3 additional loafing sheds & a hitching post. The impressive array of fruit & ornamental trees, Rainbow Eucalyptus & Cook Pine forests, 2 acre garden, a seasonal stream, 3 property entrances, inspiring Haleakala, Giggle Hill, West Maui mountain & Pacific ocean views, incredible privacy, immersion in nature, general potential & future value that this property offers is unlike any other. There is much to explore, enjoy & create. This property is an equestrian’s and rancher's dream. 1949 W Kuiaha Rd is well-positioned in Haiku Pauwela with close proximity to Haiku, Makawao & Paia towns, Baldwin beach, Twin falls, exceptional schools, the best farmer’s markets on the island, private & international airports. This property is a gem & must be seen in person to appreciate. Seller is open to selling all or part of the property: A four unit CPR is in progress. Once completed, individual lots will be available to purchase separately at an elevated value. Seller may be open to trades. Contact Listing agent for more information. Listing agent is related to Seller.

1949 W Kuiaha Rd, Haiku

Listing courtesy of Hawaii Life (MA).

$9,500,000

5 Beds ⋅ 6 Baths ⋅ 408146 MLS ⋅ Fee Simple Tenure

LUXURY PROPERTY AUCTION: 5 –18 AUGUST. Accepting Starting Bids Through 4 August. Starting Bids Expected Between $4.5M–$6.5M. Earn an incentive by 4 August. Located in prestigious neighborhood of Pu’unoa, this is one of Hawaii’s most desirable gated luxury estates, offering tranquil tropical living with the ultimate in privacy and security. Gracing the gentle slopes of the West Maui Mountains, this 5-acre fully manicured estate, lush with a variety of fruit trees and tropical landscaping, boasts of breath-taking panoramic tri-island ocean views, stunning sunsets and majestic mountain backdrops with bountiful picturesque rainbows. 65 Wili Okai Way features the best of style and modern amenities in a spacious and elegant custom-built, 5 bedroom, 5.5 bath main residence. The separate 2 bedroom, 2 bath guest home is privately situated with its own gated access. Both homes also showcase abundant, covered, wraparound patio space. As your day begins, take in spectacular sunrises over the West Maui Mountains, embracing the sweeping views and fragrant trade winds while taking advantage of the easy access to private trails for walking, jogging and biking to popular beach parks. The one-of-a-kind outdoor shower, custom outdoor kitchen, and expansive, air-conditioned, multi-purpose modern barn make indoor/outdoor recreation easy and comfortable. If you desire world-class shopping, restaurants and entertainment, all are conveniently located in nearby Kaanapali and Kapalua. When you’re ready to wind down, relax in the dramatic infinity-edge saline pool, while you listen to the gentle sounds of the nearby cascading water feature, or soak, in your custom in-ground hot tub while enjoying the dazzling sunsets and clear, star-filled night skies. Nestled among beautiful flowering hedges, this property also reveals a highly sought after, comprehensive, energy- efficient, net metering photovoltaic system that minimizes electricity expense through renewable energy. The level of craftsmanship and detail in this grand estate is of the highest quality and finishes, including incredible custom metal work from famed artist, Larry Padilla, on display throughout the property from the custom metal entry gates to the fire torches, accent rails and various other architectural elements.

65 Wili Okai Way, Lahaina

Listing courtesy of Compass.

$9,395,000

3 Beds ⋅ 4 Baths ⋅ 408748 MLS ⋅ Fee Simple Tenure

Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is UNBEATABLE FINANCING. This home features an assumable mortgage at a fixed 2.25% interest rate, with 25 years remaining!! Seller is also open to exploring cryptocurrency transactions. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Pristine, peaceful, and thoughtfully finished with European oak floors, bespoke cabinetry, and curated design elements throughout. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. The designer chefs kitchen is appointed with a Thermador appliance suite, including a 48” gas range, built-in coffee system and a 92-bottle built-in wine refrigerator. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by one of the few zero-edge infinity pools and spas in Wailea, with built-in tiki torches to enjoy late nights under the stars. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Just moments from Wailea’s world-class beaches, fine dining, golf, and boutiques, yet quietly removed from the crowds. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

$9,000,000

2 Beds ⋅ 4 Baths ⋅ 408876 MLS ⋅ Fee Simple Tenure

Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end users seeking to add value in a location where land alone commands a premium. With limited beachfront inventory in Makena, the ability to renovate or reimagine a home on a parcel of this size represents a strategic acquisition. Peaceful and secluded, yet within walking distance of the Wailea Beach Path and celebrated resorts including Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz, this offering combines lo-cation, land, and long-term upside in one of Hawaii’s most prestigious enclaves.

4584 Makena Rd, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$8,900,000

5 Beds ⋅ 6 Baths ⋅ 409338 MLS ⋅ Fee Simple Tenure

Perched atop 45 acres of Launiupoko’s most coveted slopes, this extraordinary estate offers a rare sanctuary of privacy, space, and incomparable Maui beauty. Sweeping panoramic ocean, outer island, and sunset views define every horizon, while gentle trade winds and the serenity of open land create an unparalleled sense of escape. The 5,863 sq. ft. residence is a masterpiece of thoughtful design, featuring 5 ensuite bedrooms—including dual master suites—5.5 baths, and expansive living spaces that flow effortlessly to multiple lanais. An 80-foot infinity-edge pool frames the horizon, perfect for sunset gatherings or quiet reflection. The 3-car garage has been transformed into a high-end gym, reflecting a lifestyle that values wellness and leisure. Not one, but two 14,999-gallon gravity-fed water tanks provide both potable and agricultural water, supporting a property designed for flexibility, whether as a private compound, agricultural estate, or multi-structure retreat. A 3,800 sq. ft. barn offers extraordinary potential for equestrian, guest, or creative uses. This property is a CPR'd/residential condo property: Main home parcel of 45 acres off a 50 acre parcel. This is more than a home—it is a legacy property, a place where every day is defined by space, privacy, and the timeless rhythm of island life. For the discerning buyer seeking the ultimate Maui retreat, 554 Punakea Loop is a rare and unmatched opportunity.

554 Punakea Loop Unit A, Lahaina

Listing courtesy of The Agency Maui.

$8,800,000

3 Beds ⋅ 4 Baths ⋅ 408938 MLS ⋅ Fee Simple Tenure

If architecture is a language and the built form its voice, then a great architect is, ultimately, a master storyteller. 29 Kolonahe is evidence of such mastery from architect Ron Radziner, co-founder of renowned firm Marmol Radziner. This upcountry Maui home, built by legendary craftsman John Cahill, is an enduring, livable work of art—and Marmol Radziner’s first house in Hawaii. At the edge of a dramatic tropical valley, a triad of structures rises from an impeccably landscaped garden: main house, art studio and office, and carport and music studio. Glass, cedar, and honed lava playfully direct sunlight throughout the day—from its morning appearance to its dramatic sunset finale. Outside, gardens of native 'Ohi'a lehua, Koa, Puakenikeni, 'A'ali'i, Alahe'e and orchards of banana, papaya, mango, lychee, longan, citrus, avocados and more adorn the hillside. Listening to the voices of the land, the site, and the vision of his clients (fine artist, musician, and actor), Radziner created an oasis of modern design, inspired artistry, and native landscaping that simply feels good to live in. Radziner’s design at 29 Kolonahe tells a story of beauty, ease, and delight: the power of inhabiting a space that’s brilliantly crafted in alignment with the land where it is situated. Experience it yourself. This property is a Residential CPR and includes 1.719 acres of land.

29 Kolonahe Pl Unit A, Kula

Listing courtesy of Hawaii Life (W).

$8,800,000

5 Beds ⋅ 6 Baths ⋅ 408183 MLS ⋅ Fee Simple Tenure

Located in the Kapalua Resort, Mahana Estates is a gated community sitting between the Ritz Carlton and the world-famous PGA Plantation Golf Course. Set across 1.4 acres with sweeping ocean and Molokai views, 710 Mahana Ridge is a bespoke luxury residence defined by exceptional craftsmanship and refined materials throughout. Designed by an award-winning Hawaiian firm whose work has been featured on HGTV, the home pairs architectural distinction with elevated amenities, offering a private, artfully composed living experience. Million-dollar views abound from the property, with the majestic Pacific, Dragon's Pointe, and the emerald green mountains of Moloka'i laid out before you. Kapalua embodies the Maui resort lifestyle. Residents benefit from an easement that allows them to cut through the Ritz Carlton to access Fleming Beach and the golf course. The Plantation Golf Course becomes the focus of the golf world each year when it hosts the annual kick-off to the PGA Tour, the Sentry Tournament of Champions. Residents can literally drive golf carts into town or down for a massage at the Montage Spa – considered the best spa on the island by many on Maui. You can also purchase a membership at the Kapalua Club and enjoy benefits that include access to the Spa Montage, Beach Club, advanced tee times at two championship golf courses and more! Set back behind a gated entrance, the 4,103 sq. ft. 5 bedroom and 6 bathroom home is designed for comfort and livability. Each bedroom has an en-suite bath, and three have outdoor showers. The two Primary Bedrooms feature spacious covered lanais, opulent indoor bathrooms, outdoor showers, luxurious soaking tubs with ocean views, and massive walk-in closets. All bathrooms have custom cabinets designed to complement the home's clean, contemporary aesthetic and feature luxury-grade Kohler plumbing fixtures. The home's elegant design ethos begins with the impressive, covered entry that leads to a massive Great Room, where Western Window Systems aluminum folding-pocket doors open onto a huge, covered lanai. Luxurious Hackwood flooring runs throughout the entire home. In the kitchen, luxury-stone countertops and custom Italian cabinetry by Cucine LUBE feature neutral tones, creating an elegant and functional space. Miele appliances allow for the ultimate food-prep experience, and a butler pantry is strategically positioned for easy access. Outside, steps lead into an incredible pool with spa tub and in-pool Baja Shelf seating, all of which is ideally positioned to take in the captivating views of Molokai. The pool features a cool swim-through channel flanked by fire bowls that leads to the swim-up bar attached to the adjacent covered BBQ pavilion. A fabulous firepit is located on the other side of the pool. The pool system is all top-quality Jandy pool equipment. The quality of the finishes is superb, with a mortarless Blue Rock Veneer Finish used on the pool retaining wall, a pocketing door system with insulated glazing, and custom hardwood garage doors. The entire home uses Lutron Light Switches for home automation, allowing lighting control via the user-friendly system app. The grounds are thoughtfully landscaped to reflect the home’s refined interior, offering an elevated tropical atmosphere with a distinctly Hawaiian feel. Other standout features of 710 Mahana Ridge include quad washers and dryers, and a large 3-car garage with a storage area. With 710 Mahana Ridge, you have an exquisite, brand-new luxury home on Maui without waiting years to build. Just slip into your turnkey Maui resort lifestyle!

710 Mahana Ridge St Unit Lot 46, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$8,500,000

4 Beds ⋅ 4 Baths ⋅ 409060 MLS ⋅ Fee Simple Tenure

Welcome to 936 Punakea Loop, a truly one-of-a-kind, custom-designed residence on over 5 private acres. This exceptional modern home seamlessly integrates with its stunning natural surroundings, capturing the beauty of morning sunrises over the West Maui Mountains and unforgettable sunsets over the Pacific Ocean. The home’s architectural design is sophisticated yet minimalist, with over 6,000 square feet under a cantilevered roof and expansive disappearing glass pocket doors that dissolve the boundaries between the spacious living areas and the covered grand lanai, transforming the entire space into a single, airy pavilion. Inside, floor-to-ceiling windows flood each room with ambient light and allow the island’s natural beauty to take center stage. The heart of the home is its chef-inspired kitchen, featuring premium finishes, top-of-the-line appliances, and a 1,500-bottle wine room—perfect for entertaining or enjoying quiet meals at home. Designed for privacy, the light-filled primary suite and two guest bedrooms are set at opposite ends of the home. An elegant office/library, complete with a closet, offers a quiet space to focus on projects or the flexibility to serve as a fourth bedroom if desired. Offering both style and function for an exceptional living experience, this fully integrated smart home features automated lighting and shades for effortless ambiance control. For recreation and wellness, the property is unparalleled, with your own private 3-par golf course and artificial turf putting green for perfecting your short game. A fully equipped fitness studio caters to all exercise needs, while a private outdoor healing platform, peacefully nestled amid the trees, provides a tranquil setting for enjoying massages, practicing yoga, or meditation. This residence is more than just a home; it is a lifestyle destination where luxury, nature, and modern convenience coexist in perfect harmony.

936 Punakea Loop, Lahaina

Listing courtesy of REP Maui.

$8,395,000

5 Beds ⋅ 4 Baths ⋅ 408032 MLS ⋅ Fee Simple Tenure

This listing is a Residential CPR. Set across 3.219 acres in a quiet stretch of Makila Ranches, Launiupoko, this estate will bring together clean architecture, generous outdoor living, and a cohesive layout that feels open yet defined. With 5 bedrooms, 4 bathrooms, and 4,590 square feet of living area, the home offers a thoughtful balance between shared gathering spaces and private bedroom retreats. A covered entry leads into the Great Room, where wide openings frame the elegant reflecting pools, spa, and infinity-edge pool set directly along the central sightline of the home and positioned to take in the stunning ocean views. This sculptural outdoor centerpiece is complemented by 1,646 square feet of covered lanai spaces that stretch across the rear of the residence, creating a fluid style of living that suits the temperate Hawaiian climate. The Great Room spans approximately 34 feet in length and 51 feet in width, creating a wide, airy central living area. These dimensions give the room an impressive presence at the heart of the home, allowing for generous seating arrangements and a natural connection to the outdoor living spaces. The kitchen blends clean lines with a layout designed for easy gathering. A generous island offers ample workspace for cooking or casual conversations. Appliances include a 48-inch range, a matching 48-inch refrigerator/freezer, dedicated wine storage, and a walk-in pantry tucked neatly off to the side. The design keeps the central living areas light and open while feeling both polished and practical, creating an inviting centerpiece that brings everyone together. The five-bedroom layout is arranged in distinct wings for a sense of privacy throughout. Each of the home’s five bedrooms is designed as a quiet retreat, arranged across separate wings. The primary bedrooms feature walk-in closets, private bathrooms, and private lanai spaces with outdoor showers. The garage offers 945 square feet of covered parking for up to three cars and ample storage space. Set against the green backdrop of the West Maui Mountains and the expansive ocean and outer-island view, Makila Ranches 6A pairs modern simplicity with expansive single-level living, giving the property an easy, graceful presence that fits beautifully into the landscape. Also listed in Condo Classification MLS #408186

391 Haniu St Unit Lot 6A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$7,950,000

4 Beds ⋅ 4 Baths ⋅ 408187 MLS ⋅ Fee Simple Tenure

Nestled on what may be the finest parcel in all of West Maui, this expansive five-acre-plus sanctuary claims the premier position within Puunoa Estates. Thoughtfully designed landscaping combines with the property's naturally secluded setting to deliver complete seclusion. Within the exclusive, gated enclave of Puunoa only 24 estate properties exist, each spanning a minimum of five acres. The discerning owners who call Puunoa home have the means to reside anywhere globally, yet they've deliberately chosen this remarkable community. What draws them? An enviable lifestyle where perpetual summer weather meets effortless beach access, all framed by breathtaking vistas of the Pacific, neighboring islands, the West Maui Mountains, spectacular sunsets, and seasonal whale migrations. 67 Wili Okai Way stands apart with distinctive features rarely found among West Maui's current luxury offerings. The private entry drive makes a stunning first impression—majestic royal palms line the approach, framing spectacular mountain and ocean panoramas. An elegant water feature accented by tiki torches creates a welcoming threshold to this sophisticated single-story residence. The entire five-acre grounds showcase meticulous care, with indigenous flora, tropical plantings, and pristine emerald lawns throughout. The property's infrastructure allows for future expansion, including an ideal site for an Ohana cottage and a detached barn structure—both positioned to preserve the main residence's sweeping, uninterrupted views.

67 Wili Okai Way, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$7,950,000

3 Beds ⋅ 2 Baths ⋅ 408161 MLS ⋅ Fee Simple Tenure

Seller is now offering FULL ownership in this truly irreplaceable North Shore Maui oasis. Set amid panoramic ocean, coastline, and waterfall views, this sanctuary offers rare natural resources and privacy. Enter through hand-crafted 24-foot custom gates into a double-fenced private estate featuring 6 permitted structures thoughtfully designed with a blend of Japanese, Hawaiian, and Balinese architectural influences. Improvements include a dedicated ag center, office/garage, infrared sauna, custom loft, and multiple living spaces that harmonize seamlessly with the surrounding landscape. A stone walking path encircles the property, guiding you through a stunning rainbow eucalyptus forest, paperbark tree grove, and a variety of producing trees including cherry, papaya, banana and more. A wrap-around driveway with parking for 20+ vehicles makes the estate ideal for hosting gatherings and entertaining family/friends. This self-sustaining retreat features a 280-foot private well with county water rights, nutrient-rich soil ideal for agriculture, and owned solar with commercial-grade infrastructure. Enjoy ocean and waterfall access from the property! An opportunity to fully own one of Maui’s most inspiring and unique estates—Don’t miss out!!!

180 Door Of Faith Rd, Haiku

Listing courtesy of eXp Realty.

$7,900,000

4 Beds ⋅ 5 Baths ⋅ 410078 MLS ⋅ Fee Simple Tenure

MAGICAL MAUI is a single-level Private Olowalu Oceanfront Masterpiece with the ultimate attention to detail. The 4-bedroom suite 4.5-bathroom 5-zone A/C estate is a furnished turn-key contemporary home completed in 2020 with smart-ready features. The upscale and well-appointed 4,048 sf residence with world-class architecture and interior design represents "a residential work of art and love." The seamless indoor-outdoor living best defines the spacious open floor plan with. The custom and unique artistry throughout the property offers a handmade automatic entry gate, soft light-lined drive, pivot double entry doors, etched acid-washed marble flooring, impressive hand plaster walls, open-air corridors with water features leading to all bedroom en-suites with two hand-carved banana tree wall reliefs, book-matched marble backsplashes, glazed lava stone kitchen counters with soft-close drawers and cabinetry, jacquard silk and fine glass wall treatments, an amazing translucent cloud chandelier made of zippers, antique obis, very special outdoor tub and shower. The covered lanai is perfect for enjoying the outdoor bar area with refrigerator overlooking the luxurious oceanside heated lap pool and spa.

11505 Honoapiilani Hwy, Lahaina

Listing courtesy of Compass-W.

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