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121 Kapihaa Pl, Lanai City
$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.

47-958 Kamakoi Road, Kaneohe
$16,995,000
5 Beds ⋅ 7 Baths ⋅ 202614590 MLS ⋅ FS - Fee Simple Tenure
THIS IS NOT A.I.! This is one of Hawaii's rarest offerings, an estate that cannot be replicated & must be experienced to be believed! Prominently situated against the Ko'olau Mountains, this extraordinary 23+ acre legacy property offers an unparalleled opportunity to own a truly one-of-a-kind retreat. Hidden behind private gates & elevated above the coastline, this custom-designed smart home spans over 5,500 sq ft with 5 bedrooms, 5 full baths & 2 half baths. Designed for seamless indoor-outdoor living, expansive glass doors open to stunning lanais, a resort-style infinity-edge pool, sundeck & outdoor kitchen/BBQ pavilion - perfect for entertaining or quiet reflection. This self-sustaining haven features a spring-fed water system, 120-panel PV system & 6 Tesla Powerwalls. Additional highlights include Miele appliances, elevator, theater room with wet bar, central AC, fire sprinklers, 3-car garage with parking courtyard & more. The possibilities are endless across this expansive parcel of highly coveted land. A unicorn estate & once-in-a-generation opportunity...only ONE fortunate buyer will become the next steward of this magical treasure! *Sale Pending Final Public Report

47-958 Kamakoi Road, Kaneohe

Listing courtesy of Coldwell Banker Realty.

706 Mokuleia Pl Unit 6, Lahaina
$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.

200 S Kalaheo Avenue, Kailua
$16,900,000
4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure
Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

176 Hanapepe Loop, Honolulu
$16,500,000
6 Beds ⋅ 8 Baths ⋅ 202611158 MLS ⋅ FS - Fee Simple Tenure
Sophisticated, Modern, Unlimited Ocean Views...Designed to relish in the beauty of magnificent indoor spaces coupled w/ a seamless integration to expansive outdoor living this stunning ultra-luxury residence designed by renowned HI Architect Jim McPeak offers uninterrupted Diamond HD, ocean & coastline views, and the best direct sunset vistas on the island. Situated on Oahu’s Southeastern shoreline overlooking Maunalua Bay this breathtaking 6-BD, 7.5-BA residence offers exceptional appointments & a true private luxury resort experience. The Great Rm welcomes you w/its awe-inspiring panoramic landscapes, soaring custom wood inlaid ceilings, pocketing walls of glass & assortment of natural stone textures. The chef’s kitchen w/prof appliances provides a wonderful connection to both the dining alcove & lounge areas. The Primary Suite w/ secluded sitting nook, seaside lanai and dream spa like bath is stunning, Each BD suite provides a sensory experience & soothing sounds of the ocean waves. This modern-day masterpiece is complete w/ a gated, dual access driveway providing ample onsite parking + garage parking for 3-cars. For those in search of a stunning island villa, welcome home.

176 Hanapepe Loop, Honolulu

Listing courtesy of Coldwell Banker Realty.

Kuihelani Hwy Unit Lot 79, Kahului
$16,416,000
373212 MLS ⋅ Fee Simple Tenure ⋅ Maui Lani Village Center BLDG.
Fee simple vacant land parcel in Maui's newest planned community connecting Kahului and Wailuku. Located at the busy intersection of Kuikahi Drive and Waiale Road and across from Walgreens, Longs Drugs and Foodland. The Center's VMX zoning allows for a wide array of uses. Fully entitled, ready-to-build lot with drainage and utilities stubbed to site. Maui Lani's community includes 3,700 home in its master plan.

Kuihelani Hwy Unit Lot 79, Kahului

Listing courtesy of Commercial Prop of Maui LLC.

210 Naio Pl, Lahaina
$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).

360 Puuikena Drive, Honolulu
$15,950,000
5 Beds ⋅ 7 Baths ⋅ 202615041 MLS ⋅ FS - Fee Simple Tenure
Set on one of Hawaii Loa Ridge's most coveted lots, this five bedroom, six and one half bath residence delivers uninterrupted views of Diamond Head, the Pacific Ocean, and Honolulu's coastline from nearly every room, with complete privacy from neighbors and the street. Award-winning architect Jeff Long paired steel-and-concrete construction with interiors built by artisans whose past work spans ultra-luxury yachts and the ateliers of Chanel, Cartier, and Hermes. Book-matched travertine and marble carry through the home, alongside Spinneybeck and Holly Hunt Italian leather walls and Molteni closet systems. A pneumatic glass elevator connects the levels, and a private theater and wine cellar round out the entertaining spaces. The Pininfarina-designed kitchen centers on a Taj Mahal quartzite island, Snaidero cabinetry, dual Sub-Zero refrigerators, and Gaggenau appliances. Outside, a saltwater infinity pool and spa sit within a landscaped lanai framed by the same sweeping views. German-engineered shutters, a full security system, and 24-hour gated access make this a genuine lock-and-go estate.

360 Puuikena Drive, Honolulu

Listing courtesy of Compass.

Kahekili Hwy, Wailuku
$15,875,000
409624 MLS ⋅ Fee Simple Tenure
Pristine 370 acres located in Waihe’e Valley on the North Shore of Maui. Plans for preliminary approval of a 24 lot subdivision with expansive ocean and mountain views from the homesites. 3 water wells are already in place for a private water system for residential and irrigation uses. Located within walking distance to ocean and river access. The fresh mountain water of Waihe’e River runs along the south side of the land, and is bordered by other large parcels and thousands of acres of forest preserve. Enjoy the very private country setting, yet centrally located only 10 minutes from Wailuku Town and 15 minutes from the Kahului Airport. The perfect property for a self-sufficient estate, ranch, or retreat with pure ground water, clean rainfall, and cool trade wind breeze. The ideal climate for growing your own food. The elevations range from approximately 200ft to 1,300ft. Waihe’e Valley is known for its beautiful river and the Waihe’e Ridge hiking trail located just above this property.

Kahekili Hwy, Wailuku

Listing courtesy of Coldwell Banker Island Prop-Ku.

958 Mokulua Drive, Kailua
$15,250,000
5 Beds ⋅ 5 Baths ⋅ 202609183 MLS ⋅ FS - Fee Simple Tenure
This exceptional Lanikai beachfront estate features over half an acre of land extending from the street directly to the sand and ocean. Unlike many of the neighboring properties that sit above rock and reef, this home opens directly onto the sandy beach, offering a rare and true beachfront experience with views of the Mokulua Islands. The house is built for how people actually live. Walls of glass retract and disappear, so the kitchen, dining area, pool courtyard, and beach read as one space. The open kitchen is where people gather, sized for a crowd and opening to outdoor dining and the grill. In the ocean, at the pool, or in the cool air inside, you are never closed off from the other areas. The upstairs primary suite was designed to take full advantage of the views from your bed, sitting area, bath or the private ocean-view lanai. This is a property people can grow into and form to their lifestyle. Beyond the lawn you have the Lanikai Pillbox trailhead, Mid Pacific Country Club, and the shops and restaurants of Kailua a short drive away. The ocean is the front yard. Property is offered fully furnished and being sold turnkey.

958 Mokulua Drive, Kailua

Listing courtesy of Hawaii Life.

49 Kuahulu Pl Unit Lot 4-C, Lahaina
$15,000,000
3 Beds ⋅ 4 Baths ⋅ 410537 MLS ⋅ Fee Simple Tenure
Experience the relaxed beauty of the Hawaiian lifestyle in this special West Maui oceanfront estate. Set on two acres of lush, naturally landscaped grounds within a small gated oceanfront community, this tropical paradise offers a rare combination of space, comfort, privacy, and authentic indoor-outdoor island living. The 3-bedroom, 3.5-bath main home is warm, open, and designed to embrace Maui’s natural surroundings. Cathedral ceilings, polished concrete floors, and open living spaces invite the ocean breeze indoors. The gourmet kitchen features high-end appliances and flows naturally to the covered lanai, creating an inviting setting for morning coffee, sunset dinners, & gatherings with family and friends. Each bedroom offers its own en-suite bathroom and private enclosed outdoor shower—a quintessential Hawaiian touch that brings you closer to nature. Outside, the resort-style pool with cascading waterfall creates a peaceful retreat, while the Pacific Ocean provides a beautiful backdrop. A separate 2-bedroom, 1-bath ohana offers comfortable space for visiting family & friends. Features include a gated entry, photovoltaic solar system with Tesla battery storage, 3-car garage, additional storage for kayaks, surfboards, and other ocean gear. A true Maui home where ocean, nature, family, and the laid-back Hawaiian lifestyle come together.

49 Kuahulu Pl Unit Lot 4-C, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

Hana Hwy, Hana
$15,000,000
408192 MLS ⋅ Fee Simple Tenure
Hana Ranch South Orchard encompasses approximately 540 acres across 11 Tax Map Parcels within the agricultural uplands of Hana, “mauka" of Hamoa. With frontage along Hana Highway, the land rises through rolling pasture and orchard terrain, offering scale, continuity, and a clear sense of place within the larger Hana Ranch landscape. Set at an elevated “mauka" position, the South Orchard is removed from shoreline activity while remaining a short drive from Hamoa Beach, Hana Town, and local amenities. Its acreage, configuration, and long-standing agricultural use support continued cultivation, responsible land stewardship, or long-term legacy ownership. Representing a substantial and more accessible portion of Hana Ranch, the South Orchard stands as a meaningful agricultural holding in East Maui, defined by land area, access, and enduring connection to one of Hawai‘i’s most established ranch environments.

Hana Hwy, Hana

Listing courtesy of Hawaii Life (PR).

4607 Kahala Avenue, Honolulu
$15,000,000
202524575 MLS ⋅ FS - Fee Simple Tenure
Kahala Avenue ocean front property. Opportunity to design/build your luxury residence. All Permits, Certifications, Assessments, Plans & Surveys have expired. Removal of Condominium Registration & Map, Chapter 5148, Declaration of CPR, Bylaws on 2/19/25. As-Is. Buyer to do own due diligence.

4607 Kahala Avenue, Honolulu

Listing courtesy of Chaney Brooks Residential LLC.

Honolulu
$14,500,000
5 Beds ⋅ 6 Baths ⋅ 202615821 MLS ⋅ FS - Fee Simple Tenure
Exceptional Portlock Estate. This oasis is along one of Oahu's most prestigious beaches. Iconic Diamond Head & Sunset Views. Rare Adjacent Vacant Lot. The property features a gated entry, leading to a fabulous private retreat. Inside, you'll find a spacious, flowing floor plan that extends to a beautifully tropical landscaped yard. The home includes a spacious primary bath and a large covered entry. The expansive yard is complete with a pool, waterfall, gas BBQ, and a pavilion, perfect for entertaining. This offering includes 2 separate parcels. A 14,491 sq ft lot with a 2 story 5 bedroom, 5.5 bath home (TMK 1-3-9-3-8) and an adjacent 13,500 sq ft vacant lot (TMK 1-3-9-3-11). To be sold "As Is".

Honolulu

Listing courtesy of Zen Properties Incorporated.

255 & 257 Portlock Road, Honolulu
$14,250,000
6 Beds ⋅ 8 Baths ⋅ 202604666 MLS ⋅ FS - Fee Simple Tenure
Spectacular beachfront estate ..two separate parcels seamlessly combined.Stroll through immaculately landscaped grounds with soothing waterfalls throughout and a separate guest studio.Fully walled for privacy.Step into this architectural masterpiece designed by well known architect Jeff Long with grand foyer directly looking out to breathtaking beach, ocean, and Diamond Head Views!! Three primary suite-sized bedrooms..one suite on the main level...all enjoying Diamond Head and ocean views. Two other primary suites on the upper level with "Romeo and Juliet" balconies looking down to the foyer.Open floor plan with soaring ceilings ... finished with the finest materials..hardwood floors,wood trim in bedroom ceilings,etched glass touches,floor to ceiling sliding glass doors..close to island themed restaurants by the marina, shopping, Hanauma Bay, Sandy Beach..Your own Private Hawaiian Paradise..Simply STUNNING!! Both TMK's are being sold together for a total purchase price of $14,250,000. This spectacular dream retreat is also a Celebrity Home ... having been featured in multiple episodes of Hawaii Five-O. Your chance to own a piece of Hollywood and paradise all in one !!

255 & 257 Portlock Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

477 Laulea Pl, Paia
$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).

58-256 Kamehameha Highway, Haleiwa
$14,000,000
202521787 MLS ⋅ FS - Fee Simple Tenure
TMK 1-5-8-004-066 is INCLUDED with this sale. Two large multi home parcels perfect for future "Development". Ocean and Sunset Views!

58-256 Kamehameha Highway, Haleiwa

Listing courtesy of Sterman Realty.

58-256 Kamehameha Highway, Haleiwa
$14,000,000
202521661 MLS ⋅ FS - Fee Simple Tenure
TMK 1-5-8-004-066 is included with this sale. Two Parcels, prime for Development into Numerous Residential Parcels via CPR (Subject to approvals). Incredible Opportunity... Residential Large Double Parcel.

58-256 Kamehameha Highway, Haleiwa

Listing courtesy of Sterman Realty.

56-1089 Kamehameha Highway Unit 20-27, Kahuku
$14,000,000
202524252 MLS ⋅ FS - Fee Simple Tenure ⋅ Na BLDG.
An exceptional opportunity awaits in the prestigious Marconi Point Development, offering a rare chance to acquire an agricultural warehouse or land on AG-2 zoned land in Kahuku. This property is part of a unique agricultural Condominium Property Regime (CPR) that emphasizes agricultural based land uses, perfectly blending functionality with the serene North Shore lifestyle. Square footages and assessment may not match TMK public record data. Buyer to due own due diligence. Sale includes TMK #'s: 1-5-6-3-53-0020 - 0027

56-1089 Kamehameha Highway Unit 20-27, Kahuku

Listing courtesy of Coldwell Banker Comm Realty.

1650 Young Street, Honolulu
$14,000,000
202403902 MLS ⋅ FS - Fee Simple Tenure
Have you been looking for an established apartment building with overflowing investment potential and an unparalleled location? You’re in luck! This 42-unit apartment building is perfectly situated in the coveted historic neighborhood of Moiliili close to many restaurants, stores, schools, Kapiolani Medical Center (0.6-miles), Ala Moana Center (0.9-miles), University of Hawaii at Manoa (1.1-miles), and Downtown Honolulu (2.1-miles). Equipped with a gated lower-level parking lot and an upper-level parking lot, this building features 42 1BR/1BA units, 1:1 parking ratio, solid concrete construction, keyed elevator, trash chutes on each level, and a secured community laundry room with 4 washers and 4 dryers. Other considerations include separate electric meters, lovely views, loading zone area, and much more! Call now to find out more about adding this building to your investment portfolio! NOI is actual with many under market rent units. Please contact Listor with additional questions and interior showings will be subjected to accepted offer. Please submit offers on the Commercial Purchase and Sale Agreement form. DO NOT DISTURB tenants.

1650 Young Street, Honolulu

Listing courtesy of Real Estate Specialists.

7700 Kula Hwy, Kula
$13,999,000
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).

2726 Waiwai Loop, Honolulu
$13,999,000
201927198 MLS ⋅ FS - Fee Simple Tenure ⋅ Kamaaina Hale BLDG.
Located near Honolulu Internation Airport and the future rail station, this approximately 20,140 square foot lot has many possibilities. Warehouse, storage building, commercial space, and more!

2726 Waiwai Loop, Honolulu

Listing courtesy of Coldwell Banker Realty.

2726 Waiwai Loop, Honolulu
$13,999,000
201927213 MLS ⋅ FS - Fee Simple Tenure
Located near Honolulu Internation Airport and the future rail station, this approximately 20,140 square foot lot has many possibilities. Warehouse, storage building, commercial space, and more!

2726 Waiwai Loop, Honolulu

Listing courtesy of Coldwell Banker Realty.

4000 Wailea Alanui Dr Unit 101, Kihei
$13,900,000
4 Beds ⋅ 4 Baths ⋅ 410182 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom functions as a den. From the moment the door opens, the reaction is immediate — an arrival that announces itself before a single detail is pointed out. The residence showcases nine-foot clear grade Cedar ceilings, travertine marble floors, Sub-Zero, Wolf, and Thermador appliances, an African Mahogany wet bar, and Big Island Koa entry doors — all of which convey with the sale. In 2025, it was further elevated with a fully automated lighting and shade system — controlled at the touch of a button — and custom engraved electrical covers throughout. All-new furnishings, including a custom Koa coffee table set on a driftwood base, also convey. A 2025 Jeep and premium golf cart may also be available to the purchaser — full details outlined in the Disclaimer below. Set within 30 acres at under 4 units per acre — one of the lowest density communities in Hawaii. Four resort-style pools · lighted tennis and pickleball · fitness center · 24-hour gated security. Immediate neighbors include the Four Seasons Resort Maui and the Fairmont Kea Lani — world-renowned luxury hotels. Their restaurants, spas, and beaches are part of daily life here. Private appointment only · Pre-qualified buyers exclusively. DISCLAIMER Purchase of this property includes mandatory membership in the Wailea Community Association (WCA), which is separate and distinct from the property's AOAO (Association of Apartment Owners). Buyers should independently review WCA governing documents, dues, and obligations as part of their due diligence. A 2025 Jeep and premium golf cart may be available to the purchaser under a separate bill of sale. These items are personal property, are not included in the real property purchase price, and will be transferred separately from the real estate transaction. This will be outside of escrow. Wailea Point's original governing documents prohibit rentals of fewer than 30 consecutive days. An amendment effective July 1, 2026 that sought to increase the minimum lease term to more than 365 days was held invalid. Buyers should independently review the current declaration, bylaws, house rules, AOAO notices, applicable governmental requirements, and any subsequent legal developments. No representation or guarantee is made regarding rental eligibility, rental income, or future rental restrictions.

4000 Wailea Alanui Dr Unit 101, Kihei

Listing courtesy of Engel & Volkers Maui.

4000 Wailea Alanui Dr Unit 1602, Kihei
$13,900,000
3 Beds ⋅ 3 Baths ⋅ 407829 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the ocean and beach, and to the many fine restaurants and other amenities of the incomparable Wailea Resort. The interior of residence 1602 sets the standard for quality; totally remodeled by acclaimed builder Shawn Conners. Only the finest materials, fixtures, finishes and furnishings were used, creating an exquisite, luxurious environment. The custom, state of the art kitchen makes entertaining a pleasure. Enjoy the cedar-walled private sauna off the primary bath. Parking for two vehicles – plus a golf cart - is easy in the oversized double garage. This single-level “double” residence occupies the entire top floor of the building, and sits 36 feet above the ocean. The changing weather, the ocean currents, activities on Polo Beach, the pedestrians on the oceanfront path that sits well below the home – all provide occupants with an ongoing, fascinating drama of change and shear beauty. Wailea Point may be the most private and peaceful of any condominium environment. There is both gated and roving, round-the-clock security patrols. The very design of the property - with just over 4 units per acre - ensures privacy and tranquility for every residence. The exceptionally maintained property has 2 pavilions for entertaining, 4 swimming pools - including a 25-meter lap pool, hot tubs, an excellent fitness room, and lighted tennis & pickleball courts. Edible landscaping includes avocados, oranges, tangerines, limes, pomelos, papaya, breadfruit, bananas, and an extensive herb garden. Wailea Point encompasses nearly 30 acres of beautifully manicured grounds – including the famed Bud Wagner Memorial Native Hawaiian garden. There is perhaps no finer place in the world to enjoy the beauty and comforts of home, marvel at the Humpback whales, take a stroll, have a swim, enjoy a casual golf car ride ... Live unlike you've ever lived before! In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days." See more at www.waileapoint1602.com.

4000 Wailea Alanui Dr Unit 1602, Kihei

Listing courtesy of Wailea Point Realty, Inc..

6015 Kalanianaole Highway, Honolulu
$13,275,000
5 Beds ⋅ 7 Baths ⋅ 202611456 MLS ⋅ FS - Fee Simple Tenure
The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls, and koi ponds, there’s no place quite like this home. A unique estate designed by John Hara in 1983, Hara brings an intentional, open-air feeling to this home like he built at the Honolulu Museum of Art, UH West Oahu, and Punahou School. Spanning 9,295 square feet, the interior is vast, yet warm and deliberate. A dedicated primary wing and private sitting room tucked away from the main entertaining areas, plus four guest bedrooms, each with its own ensuite bath and connected by a custom glass elevator. A media room, family room, and private offices provide space for everyone. The transition to the sweeping lanais is seamless. The grounds carry the calm of a private Japanese resort, with gardens and water features weaving through the property. You have direct frontage on Kanewai Spring feeding into Historic Paiko Lagoon. Because it’s a state wildlife sanctuary, the view is strictly nature—quiet and serene. Evenings here are best spent on the lanai watching shorebirds wade through the shallow waters.

6015 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

396 Dune Circle, Kailua
$12,995,000
3 Beds ⋅ 4 Baths ⋅ 202606968 MLS ⋅ FS - Fee Simple Tenure
Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxury, privacy, & effortless island living. Enter through a private tropical courtyard featuring a sunny pool & hot tub, beautifully redesigned in 2016 by DeBiasi Pacific, along with a spacious BBQ area ideal for entertaining. Inside, sweeping ocean views pour through floor-to-ceiling windows, filling the great room, chef’s kitchen, & primary suite with natural light. The stunning kitchen is anchored by a curved island with seating, creating an inviting gathering space for family & guests. Seamless indoor-outdoor flow extends to multiple lanai areas—perfect for relaxing poolside or taking in the ocean views. A detached guest suite or fitness room, complete with a Murphy bed, offers flexibility & privacy just off the pool area. The home is thoughtfully buffered from the beach by a lush, grassy lawn, providing both privacy & direct access to the soft sands of Kailua Beach. Enjoy the comfort of central A/C, or drift off to sleep with the soothing sound of the waves and gentle trade winds. Beachfront living at its finest.

396 Dune Circle, Kailua

Listing courtesy of Corcoran Pacific Properties.

4000 Wailea Alanui Dr Unit 1202/1204, Kihei
$12,995,000
4 Beds ⋅ 6 Baths ⋅ 407692 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on the bow of the ship; the infinite blue Pacific fills one's heart! Two 18-foot wide bay windows afford PANORAMIC OCEAN, OUTER ISLAND, WEST MAUI and SUNSET VIEWS! Venetian-plastered surfaces soar floor-to-ceiling. An identifiable harmony exists amongst the exquisite designer materials. How does nature effortlessly generate the sensuous patterns in the golden-hued eucalyptus wood-clad beams & book-matched cabinetry? Absolute black granite counters complement the tiger-eye, black, & silvered-glass tile backsplash. One's culinary creativity is inspired by the Viking, SubZero, & Fisher-Paykel appliances. Buttery-soft white-bronze vessel sinks, beveled edge floor-to-ceiling specimen granite, & translucent windows embedded with natural elements exude elegance. The primary bedroom suite is oceanfront, & the two additional guest suites with spacious en-suite spa baths are equally luxurious. The staircase, an architectural gem rendered in exotic woods & matte stainless steel, leads to a grand mezzanine; one side, an executive office/den & the other, a family media area with a custom-designed wine cabinet. The main level den/bedroom 4 has a full bath & closet. The two upper-level loft areas both offer sleeper sofas, full bathrooms, & closet areas, thus, they can serve as sleeping areas 5 & 6. WAILEA POINT'S LUSHLY LANDSCAPED 28 ACRES are a GATED OASIS bordered by two of Maui’s finest beaches, & the Four Seasons & Fairmont Kea Lani Resorts. WORLD-CLASS GOLF, TENNIS, FINE DINING, SHOPPING, SPAS, & ART GALLERIES are NEARBY. On-site, TWO POOL/SPA PAVILIONS host Wailea Point community gatherings & are available for owners' private use.

4000 Wailea Alanui Dr Unit 1202/1204, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

68-1007 Ke Kailani Drive, Kamuela
$12,990,000
4 Beds ⋅ 7 Baths ⋅ 202612282 MLS ⋅ FS - Fee Simple Tenure

68-1007 Ke Kailani Drive, Kamuela

Listing courtesy of Hawaii Luxury Real Estate.

1642 W Kuiaha Rd, Haiku
$12,900,000
4 Beds ⋅ 4 Baths ⋅ 411187 MLS ⋅ Fee Simple Tenure
There are properties that follow the landscape, and others that transform the way you experience it. Set across more than 18 acres of rolling green pastures in Haiku, this extraordinary modern retreat offers a remarkable intersection of architecture, art, and nature, with sweeping views from Haleakala to the Pacific Ocean. Designed by SEE Architecture and featured in Dwell, Wallpaper, and Maui Magazine, the residence draws inspiration from celebrated museums, mid-century modernism, and the understated elegance of contemporary retreat architecture. Its clean, minimalist exterior reveals a beautifully considered interior, where soaring glass walls frame the surrounding landscape and blur the distinction between indoors and out. The materials are as exceptional as the design itself. Vein-cut silver travertine, western red cedar, Italian porcelain tile, custom Henrybuilt cabinetry, Heath Ceramics tile, Waterworks fixtures, and a bronze-clad Honduran mahogany pivot entry door reflect an uncompromising attention to craftsmanship. A precision-engineered BONE Structure steel framing system forms the architectural foundation. Beyond the residence, more than two decades of thoughtfully cultivated landscaping have created a lush private setting. Mature tropical gardens, established orchards, expansive pastures, sculptural stone installations, and a sleek swimming pool complement the architecture while celebrating the natural beauty of Ha?iku. A separate two-bedroom guest cottage offers its own private retreat, complete with a full kitchen, covered lanais, and garden views. A 1,000 sq ft barn near a secluded eucalyptus grove provides additional utility and flexibility, while the property's fenced pastures and existing equestrian infrastructure invite a connection to the land. The result is something rarely encountered on Maui: a property where contemporary architecture, extraordinary craftsmanship, and the freedom of expansive acreage exist in remarkable harmony.

1642 W Kuiaha Rd, Haiku

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

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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