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$16,500,000
5 Beds 6 Baths 731721 MLS ['Fee Simple'] Tenure
Embrace Kauai oceanfront living at its finest within the premier 10-lot enclave of Makahuena Estates. This newly constructed 1-acre and five-bedroom shoreline estate defines the epitome of island living. The two-story coastal contemporary residence rests on a bluff along the Poipu Beach coastline, offering uninterrupted views of the beach, ocean, sunrise, and sunset. With an open floor plan, clean lines, high wooden beam ceilings, floor-to-ceiling windows, and expansive glass doors that open to lanai areas, the home designed intrigues. Inside, warm wood tones and serene thoughtfully layered textures create a natural harmony with the awe-inspiring coastal environment. Entertaining is easily accommodated by way of the fully equipped kitchen, butler’s pantry and accompanying covered barbeque lanai. Serve up anything from an organically sourced Kauai meal for 2 people to an elaborate Pacific Rim celebratory feast for the crowd knowing that you have the space, storage and equipment to handle everything. To cap it off, serene and graciously proportioned bedroom suites await, each featuring elegant en-suite baths with lanai spaces that convey a barefoot elegance. And, before retiring, take a dip in the oceanfront infinity pool and spa – a perfect day in paradise. HOME FEATURES Land Area: 1.001 Acres Design: 2-Story Coastal Contemporary Residence Square Footage: Interior SF: 4,080 + Lanai SF: 2,472 + Garage: 870 Bedrooms & Baths: 5 Bed | 5.5 Baths Use: Long Term or Vacation Rental Use Neighborhood Amenities: Private Clubhouse - fitness, sauna, indoor & outdoor showers, lounge and putting green Entry: Gated Etc: Coastal Path, Lighthouse, Coastline

2177 Maka Rd, KOLOA

Listing courtesy of COMPASS.

$16,250,000
4 Baths 722539 MLS ['Fee Simple'] Tenure
An exceptional and irreplaceable offering in Keaau, Hawai‘i: two contiguous parcels totaling 8.17 ac., featuring entitled industrial land, on-site renewable energy infrastructure, secure access to groundwater from the Mauna Loa Aquifer, and over 22,000 square feet of existing improvements including 1200 PV panels on the adjacent condo lot of 1.141 ac. This is an opportunity to acquire a fully positioned industrial asset in one of Hawai‘i Island’s most important and resource-conscious industrial corridors. At the core of this property is a fully permitted private well sourcing water from the Mauna Loa Aquifer-a clean, high-recharge aquifer recognized as one of Hawai‘i’s most reliable. With new well permits no longer being issued, this legally entitled access represents a rare and secure resource that cannot be replicated under current regulations for commercial use. The well is permitted to serve both parcels, w/up to 50% of its capacity transferable between them. Water use remains within sustainable and regulated limits and opens the door to a range of permitted on-site uses. In an era where supply, security and resource independence are critical, this property offers a powerful combination of water access, clean energy, and entitled land uses. The 7.03 ac. lot includes a Special Use Permit (SUP) allowing for industrial operations on agriculturally zoned land--a process that typically takes 24+ months to obtain in Hawai‘i. This eliminates significant entitlement risk and delay. The approx. 22,000 sq.ft. of existing improvements further reduce time and cost for deployment—avoiding lengthy permitting, construction, and inspection timelines. This property offers a self-reliant infrastructure with water, energy, land control, secure, permitted water rights which are non-reproducible and strategically valuable and, infrastructure advantages that save years of development time. Further valuation perspectives are available w/acceptable financial credentials and NDA.

16-305 Volcano Rd, KURTISTOWN

Listing courtesy of COMPASS.

$16,000,000
4 Beds 5 Baths 403334 MLS Fee Simple Tenure
BRAND NEW HOME NEVER OCCUPIED MOVE IN READY. An exceptional residence where uncompromising attention to detail and a harmonious fusion of comfort and nature creates a testament to unparalleled quality and sophistication. Where every day is an opportunity to savor the beauty and tranquility that defines the essence of Hawaii. Located within the exclusive Mahana Estates, a gated enclave in the world-renowned Kapalua Resort on Maui. A flagship smart home with the latest in Lutron, Elan and Tesla home technology and energy with incomparable conveniences promises a care free lifestyle. Miele appliances in a modern kitchen design, four bedrooms and four and one-half baths, a three-car garage and extensive storage cater to the practical needs of its residents, whether it be a primary home or an exquisite vacation retreat. Boasting views that include the beautful Kapalua Bay, the majestic West Maui mountains, and the island of Molokai. Floor-to-ceiling windows bathe the oversized rooms with natural sunlight, while expansive ceilings invite gentle ocean breezes, creating an atmosphere of serenity and openness. An infinity pool, spa and an outdoor fireplace sets the mood for intimate gatherings. While an outdoor kitchen provides a space for culinary delights with the backdrop of the Pacific Ocean. Whether entertaining guests or unwinding in solitude, the outdoor areas offer a perfect balance of comfort and style.

210 Naio Pl, Lahaina

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

$15,950,000
6 Beds 7 Baths 202606829 MLS FS - Fee Simple Tenure North Shore Club Residences BLDG.
North Shore Club | Penthouse Residence | Now Previewing. The final direct beachfront Penthouse in Phase I offers a rare opportunity to acquire a signature legacy residence at the North Shore Club. This premier 6 bedroom, 6.5 bath residence offers over 7,820 livable square feet with 6,029 interior and 1,791 panoramic lanai space, a private pool, and sweeping ocean views. Designed for effortless island living, the residence showcases a grand-scale great room, bespoke finishes, and a seamless indoor-outdoor flow. Floor-to-ceiling openings frame uninterrupted Pacific vistas, while curated materials and architectural detailing create a timeless modern coastal aesthetic. Pre-construction design selections remain available, allowing for personalized interior finishes. Members enjoy world-class amenities including championship golf, resort pools, spa and wellness experiences, state-of-the-art fitness facilities, and curated dining. A truly irreplaceable beachfront legacy offering in one of Hawaii’s most coveted coastal settings, located walking distance to the Ritz-Carlton, O'ahu Turtle Bay Resort.

57-275 Kamehameha Highway Unit 1/5, Kahuku

Listing courtesy of Compass.

$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.

$15,750,000
5 Beds 6 Baths 731293 MLS ['Fee Simple'] Tenure
Exceptional ocean, sunset, and Keʻolu Golf Course views define this custom residence in Hualālai Resort's Hokuloa Estates. Designed to embrace Hawaiʻi's renowned indoor-outdoor lifestyle, the expansive great room opens through handcrafted pocket and louvered doors to an enlarged lanai and exceptional outdoor living spaces. A private gated courtyard entry welcomes you to this thoughtfully designed home featuring four bedrooms, an office with ensuite bath currently utilized as a fifth bedroom, and a spacious media room. Interior finishes include travertine flooring, granite countertops, and numerous quality upgrades throughout. Outdoor amenities include an infinity-edge pool and spa, expansive lawn, gas tiki torches, fire bowls, and a fully equipped outdoor kitchen with barbecue, refrigerator, sink, generous counter space, and bar seating—ideal for entertaining while enjoying the stunning ocean and golf course views. Beautifully maintained tropical landscaping enhances the property's appeal, while recent improvements include updated HVAC systems, refinished exterior trim, and an updated roof. An oversized garage currently used for four golf carts and one vehicle. Ideally located on one of Hualālai Resort's premier view streets, this exceptional home enjoys a coveted lower resort location and is just a short golf cart ride from the Resort's world-class amenities, including championship golf, beaches, dining, spa facilities, fitness center, and club services.

72-118 Hokuloa St, KAILUA KONA

Listing courtesy of COMPASS.

$15,500,000
3 Beds 3 Baths 406314 MLS Fee Simple Tenure
Hawaiiana meets contemporary design with this exceptional estate on the pristine shores of Keawakapu Beach. The property has been approved for a renovation expanding the home to a 5-bedroom, 5-bath home. Construction to commence early 2026. Beyond the gated entrance lies a world of relaxation and rejuvenation, where quality adjoins an unrivaled location. Upon entering the property, you're surrounded by lush tropical landscaping and the soothing sound of waves crashing against the shoreline. The grand entrance opens into a sprawling foyer where warm tones and gentle breezes are abundant. The open and airy interior seamlessly blend indoor and outdoor living spaces to capitalize on Maui's year-round sunshine and uninterrupted ocean views. The first level features an expansive kitchen with butlers pantry, sprawling great room, and the primary guest room with en suite. Outside the multiple sets of dramatic pocket sliders, is a large courtyard area and pool, just steps away from the sand. Below the pool area is an additional large yard, perfect for entertaining and an outdoor shower for rising off after a day at the beach. Retreat upstairs to the massive primary suite, where there are panoramic views of the Pacific Ocean and Keawakapu Beach. Complete with a luxurious en suite bathroom and private balcony. Additional highlights of this exceptional property include a spacious 1,000 square foot garage, providing ample space for your vehicles, water toys, and outdoor gear. Perhaps the best feature of this home are the unparalleled views of three neighboring islands – Molokini, Kaho'olawe, and Lana'i – from just about every room in the house. Experience the Maui lifestyle in this exquisite beachfront retreat, where every day feels like a vacation and paradise is truly found at home.

3002 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$15,000,000
726793 MLS ['Fee Simple'] Tenure
Hāna Ranch South Orchard encompasses approximately 540 acres across 11 Tax Map Parcels within the agricultural uplands of Hāna, “mauka" of Hamoa. With frontage along Hāna Highway, the land rises through rolling pasture and orchard terrain, offering scale, continuity, and a clear sense of place within the larger Hāna 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.

$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).

$15,000,000
2 Beds 2 Baths 402660 MLS Fee Simple Tenure
This 54+ acre estate is one of a kind---a secluded and private retreat. With careful attention paid to every detail, it provides a rare opportunity for those seeking privacy, seclusion, and a peaceful lifestyle in one of the most desirable areas on Maui. The main house is situated on a high promontory, with commanding ocean views that extend across Alenuihaha Channel to the island of Hawaii (the “Big Island”). The finely detailed home is open and spacious, featuring a vaulted ceiling, a wrap-around deck/lanai, and, on the view side of the living area, a floor to ceiling glass wall. The property is comprised of two adjoining parcels totaling 54+ acres. The main parcel is bordered on one side by a seasonal stream and on the other side by a running stream featuring several waterfalls and pools. In addition to the two bedroom/two bath main residence this immaculately maintained property includes a massive private well and water system, a state of the art photo-voltaic system with battery and generator back-up, a six bay garage with an attached office, a four bay agricultural workshop, and separate ocean view 2 bedroom living quarters. This distinctive estate incorporates all of the features that define island living. Offered fully furnished.

40723 Hana Hwy, Hana

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

$14,990,000
3 Beds 4 Baths 407472 MLS Fee Simple Tenure Wailea Beach Villas BLDG.
THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of Wailea’s most exceptional properties rarely available. Fresh, elegant, and contemporary - fully furnished turnkey residence is ready to deliver the ultimate Maui lifestyle by providing breathtaking ocean, sunset and outer island views. Private amenities include a plunge pool, outdoor shower and a one car garage. The renovation encompasses a new kitchen with premium appliances and finishes, wide plank wood flooring, recessed lighting, upgraded electrical fixtures with LED lighting, Nest temperature controls, new interior paint, automated window coverings & blackout shades feature new custom mahogany valances, new dry bar with wine and beverage refrigerators, new RH furnishings, curated wall art and a new juke box. The Beachfront Villa occupies one of the most private and pristine locations in all Wailea Beach Villas. The premier 10 acre resort community is located in the heart of the prestigious Wailea Resort, only steps away are Wailea’s world class beaches, dining, and boutique shopping. An optional 2025 guest rental pro-forma is available. Enjoy the professional photos and cinema!

3800 Wailea Alanui Dr Unit B-101, Kihei

Listing courtesy of Compass-W.

$14,900,000
5 Beds 6 Baths 730630 MLS ['Fee Simple'] Tenure
A rare offering nestled within The Bluffs at Mauna Kea, this exquisite custom-furnished estate is a masterpiece offering a flawless blend of historic Hawaiian elegance and modern luxury. Inspired by the stately grandeur of Hulihe‘e Palace in Kona, this five-bedroom, six-bath residence exudes an understated refinement, subtly influenced by Japanese aesthetics. Step into the serene courtyard entry, framed by tropical landscaping, and immerse yourself in a world of timeless sophistication. The expansive Great Room is adorned with rich Brazilian Cherry hardwood floors, soaring ceilings, and a dramatic spiral staircase with koa handrail, all opening to an outdoor lanai. Pocket doors disappear to reveal a breathtaking resort-style pool, spa and covered al fresco dining area—all set against sweeping Pacific Ocean views. Also on the ground level: *A cavernous kitchen equipped with state-of-the-art appliances * Two ocean-view ensuite guest bedrooms * A spacious media room for private screenings *A private gym * A butler’s pantry and laundry room * An elevator for ease of access to all three floors The primary suite is an oasis unto itself. With its own lanai overlooking the Pacific, this 2nd floor retreat features an expansive walk-in closet and an opulent spa-like bathroom. Also on this level: *Private sitting room * An executive office with koa cabinetry and desk, with inspiring (yet distracting) ocean views. *Two additional ensuite guest rooms designed for privacy The third-floor widow’s walk is a rare feature, offering panoramic views where you can listen for the seasonal whales. Located within Mauna Kea Resort, homeowners are eligible for coveted membership to The Club at Mauna Kea. Elevate you wellness with championship golf, world class tennis, new spa and fitness center (late 2025), adult lap pool, fine dining and access to the best white-sand beaches on Hawaii Island.

62-3646 Kiekiena Pl, KAMUELA

Listing courtesy of Aloha Sotheby's Intl Realty - Hawai'i.

$14,900,000
6 Beds 7 Baths 725879 MLS ['Fee Simple'] Tenure
Artevilla is a luxury, two story, six bedroom, ocean view residence situated just above the beach at Mauna Lani Resort. Typically Hawaiian in style, the house is designed to blend seamlessly with its lush tropical and romantic surroundings and provides the perfect environment for an ultimate and memorable Hawaiian vacation experience. Situated in one of the most exclusive gated communities in the state, this villa simultaneously offers the peacefulness of a protected environment, the charm of a fantastic ocean view, gorgeous sunsets and the exclusive services of high-end Resort. Walk in three minutes to your private beach club and experience the convenience of nearby golf, tennis, spa, shops, restaurants and more. Artevilla was conceived to be the perfect combination between the art of Hawaiian well-being and contemporary style. Environmentally current, the home runs efficiently on solar energy. This spectacular and unique property offers a spacious great room with a vaulted, twenty foot ceiling surrounded by large sliding glass pocket doors. Listing is sold unfurnished. Please consider Title Guaranty Escrow, Rae-Ann Ontiveros

68-1056 Pauoa Way, KAMUELA

Listing courtesy of Anne Rediske REALTOR.

$14,750,000
6 Beds 7 Baths 730105 MLS ['Fee Simple'] Tenure
All year round sunset views! Hapuna Estates at Mauna Kea Resort Lot 12 offers expansive Pacific Ocean views, Hualalai view to the south, Maui to the north and the 8th green and fairway views of the Hapuna Arnold Palmer Golf Course! Designed and developed by the trusted team of Paul Bleck and Brown Development, this estate residence features 6BR 6.5BATH, pool & spa, spacious great room and a gourmet kitchen, totaling approximately 5,957 sf of livable area on 1.33 acres in the prestigious Hapuna Estates subdivision inside of the Hapuna Resort gate. The home is offered furnished, perfect for both personal enjoyment and as a short-term vacation rental. With a Club at Mauna Kea membership, you will gain access to the resort’s world-class amenities in both Mauna Kea Beach Hotel and Westin Hapuna Beach, including two golf courses, tennis courts, pristine beaches, fitness centers, gourmet restaurants, and more. Enjoy the convenience of charging privileges and take advantage of discounts on various services. Mauna Kea Beach Hotel is currently going under $180-million renovation. Additionally, the Hapuna Estates Association membership grants you access to the private amenity center, featuring a half-Olympic-sized pool, a 130-foot water slide, BBQ areas, a gym, and an orchard and garden. Some of the features include, but not limited to: * All year round sunset views * Pool & spa overlooking a golf hole and the Pacific Ocean and mountain views * Taj Majal Quartzite for the kitchen island, vanity and backsplashes * Luxury Wolf, Subzero and Bosch appliances in the kitchen * Wolf Outdoor BBQ Grill * Under-counter refrigerator and a sink in the guest room for your guest's convenience * Maytag front-load washer & dryer * Beautiful built-in mahogany cabinets * 3 outdoor showers * STVR allowed and more... The home will be completed in Summer 2026!

62-4402 Amaui Nani Pl, KAMUELA

Listing courtesy of BD Properties Hawaii LLC.

$14,750,000
4 Beds 5 Baths 405257 MLS Fee Simple Tenure
Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the second level and additional primary suite on the first level, perfect for multi-generational living or hosting in style. The four full bathrooms can be viewed as curated sanctuaries, adorned with spa-inspired finishes and an ambiance of serenity. The home is being sold furnished and is move-in ready. Beyond its high quality interiors, the home unveils an expansive outdoor haven, with a resort-style pool, private spa retreat, and a lounge area that invites you to indulge in the backdrop of Maui’s legendary sunsets. With direct access to the beach, the crystal-clear waters of Wailea’s shoreline are just steps away, offering a connection to the island’s natural splendor. As a resident of Maluhia at Wailea, you’ll enjoy the private Maluhia Beach Club with a resident manager who lives at the beach club, an oceanfront escape featuring a catering kitchen, wet bar, and private storage for your beach and water activities. Located just moments from golf courses, five-star dining, and high-end designer boutiques and shops, this property embodies a balance of tranquility and quality.

19 Malukai Ln Unit 4, Kihei

Listing courtesy of Hawaii Life (W).

$14,500,000
202525712 MLS FS - Fee Simple Tenure
One or more photos have been enhanced. A One-of-One Opportunity Above Oahu's Iconic North Shore. Nestled above Sunset Beach, this extraordinary 15-acre estate offers a once-in-a-generation chance to create a bespoke legacy. With sweeping 180° ocean views, year-round sunsets, and a front-row seat to world-famous surf breaks, it’s a blank canvas for visionary dreams. Included are conceptual renderings by acclaimed Bowery Design Group, envisioning a sustainable tropical compound where bold architecture meets Hawaii’s raw natural beauty. Embrace seamless indoor-outdoor living and regenerative design principles to create an eco-luxury haven like no other. Ensconced behind private gates with no public access, the property ensures complete privacy just minutes from the town of Haleiwa and North Shore’s iconic waves. Whether imagined as a retreat, equestrian estate, or wellness sanctuary, this offering delivers unmatched scale, serenity, and versatility. Ride through native landscapes, grow your own crops, or simply unwind in total seclusion. A true one-of-one masterpiece and the ultimate expression of island luxury. Seller financing available.

58-248 Kamehameha Highway Unit C1, Haleiwa

Listing courtesy of Deep Blue HI.

$14,400,000
409243 MLS Fee Simple Tenure
Exceptional 58-acre agricultural estate comprised of eight separate TMKs, featuring a unique combination of high-quality improvements, established income, and long-term flexibility. The property includes four substantial ag buildings, two fully automated commercial greenhouses, and extensive infrastructure throughout. Improvements include a 1,300 sq ft Ag Office/Studio (2023) with slab-on-grade construction, 2x6 framing, Marvin windows, hardwood floors, split-pitch roof, R-19/R-30 insulation, Lutron automated lighting and shades, and Sonos audio. A 4,200 sq ft Ag Shop/Storage/Office offers 12’ walls, a 12/12 standing-seam metal roof, loft with hardwood flooring, and a Solark/Discovery off-grid PV system with 74kW storage. A 5,000 sq ft bolt-together Curvco galvanized corrugated metal ag shop with (2) 11' x 11' roll-up doors provides additional covered workspace and storage. A 2,400 sq ft Ag Warehouse with 12’ walls and standing-seam metal roof is also supported by the same off-grid solar system. Two 3,600 sq ft Agri-Tech Solar-Lite greenhouses, both fully automated and have supported a proven agricultural operation. Existing leases generate substantial income. Significant site work has been completed, including approximately 4,000 linear feet of 12-foot-wide asphalt drive providing secondary ingress/egress, an additional 800 linear feet of asphalt and concrete, four 12’ x 100’ concrete swales, and approximately 8,000 linear feet of perimeter game fencing. Roughly 40 acres have been cleared of old-growth wattle. This is a solid opportunity to acquire a large-scale, income-producing agricultural property with new infrastructure, multiple revenue streams, and long-term value.

7700 Kula Hwy, Kula

Listing courtesy of Hawaii Life (W).

$14,250,000
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.

$14,200,000
4 Beds 6 Baths 726476 MLS ['Fee Simple'] Tenure
A Coastal Masterpiece of Timeless Elegance Commanding a premier view homesite, this estate within Kukui'ula captures the essence of Kauai’s historic charm fused with modern sophistication. From lush, intimate gardens to the endless ocean horizon and glowing sunsets, every perspective is a work of art. Inside, craftsmanship reigns supreme—Ipe hardwood floors, soaring coffered ceilings, custom millwork, and natural stone accents frame sweeping 180-degree ocean, coastal, and mountain views. The chef’s kitchen is a culinary sanctuary, featuring honed marble countertops, bespoke cabinetry, and elite appliances by Sub-Zero, Wolf, Fisher & Paykel, and Thermador. A butler’s pantry and custom Koa banquette seating complete this gourmet haven designed for both artistry and gathering. The primary suite wing offers a serene retreat with an ocean-view lanai, private outdoor shower garden, and dual private wardrobes. On the opposite wing, a secondary suite welcomes guests with panoramic views, custom built-ins, and an alfresco shower experience. Upstairs, discover a media and game room where vistas stretch “as far as the eye can see,” complemented by a cozy twin room with built-ins. For additional flexibility—whether for an art studio, office, or home gym—the detached guest house provides a 4th sleeping room, bath, living area, wet bar, and lanai. Outdoors, indulge in an infinity-edge pool, spa, and firepit, serene courtyard with koi pond, terraced gardens, and fruit trees—all set against commanding ocean vistas. For shaded relaxation, the luxuriously appointed lanai room with wet bar overlooks it all. This is more than a home—it’s a statement of elegance, privacy, and coastal living at its finest. View the Video (copy/paste into browser): https://player.vimeo.com/video/1146713224

5741 Ka Hookui Pl, KOLOA

Listing courtesy of COMPASS.

$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).

$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.

$13,999,000
4 Beds 5 Baths 408866 MLS Fee Simple Tenure
Perched high above the coastline within the private gated enclave of Honolua Ridge, this extraordinary single-level estate captures a vantage point so rare it feels as though the Pacific, Moloka‘i, and the Pailolo Channel were reserved exclusively for you. Set on more than six pristine acres in Kapalua Resort, the panoramic views are expansive, intimate, and ever-changing — a daily masterpiece of blue water, outer island silhouettes, and golden sunsets. This is one of those homes where you pause… and just take it all in. Designed and constructed as the personal residence of one of West Maui’s most respected builders, the home is a statement of intentional design and uncompromising craftsmanship. Every finish, every material, every line was curated with longevity, beauty, and a deep respect for the setting. The grand great room opens seamlessly to an expansive lanai where a resort-style pool and spa are framed by flickering tiki torches, creating an atmosphere that transitions effortlessly from sun-drenched afternoons to refined evenings under the stars. It’s easy to imagine quiet mornings with coffee overlooking Moloka‘i, or gathering with friends as the sky melts into color over the blue expanse. Throughout the residence, extraordinary details abound. Modern infrastructure matches the timeless aesthetic, including , dual laundry rooms, a double septic grid system, a dedicated media room with full surround sound, custom primary closet and a three-car garage with oversized bays. Eagle concrete roof tiles and genuine stucco construction further reflect the enduring quality of this estate. The lower portion of the acreage offers a prime homesite for a future ohana residence — ideal for extended family or guests seeking privacy within the estate’s expansive grounds. A rare spring-fed pond adds yet another layer of serenity to this already remarkable property. Opportunities like this are few and far between on Maui — especially in Kapalua’s most private ridge setting. This is more than a home. It’s a legacy estate where craftsmanship, space, and sweeping ocean views converge in unforgettable fashion.

222 Ke'oawa St, Lahaina

Listing courtesy of Hawaii Life (W).

$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.

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