Feature Properties

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.

$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

Also listed in Vacant Land Classification MLS #408615. 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.

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.

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