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$23,000,000
8 Beds ⋅ 12 Baths ⋅ 731346 MLS ⋅ ['Fee Simple'] Tenure
A single oceanfront compound fronting Tunnels Beach, in Hāʻena on Kauaʻi’s north shore, joins two individually deeded parcels offered together as one. Nearly three acres run the full depth from Kūhiō Highway to the beach, with approximately 250 feet of beachfront. The principal residence stands at the water, circular in plan, its broad lānai and walls of glass open to the Pacific. Set back among the palms, the second is a wood plantation home beneath a terracotta-colored metal roof, offering four additional bedrooms with mountain, garden, and filtered ocean views. Open lawn runs unbroken to the beach, with mature gardens, a screened pavilion, and a tennis court. The oceanfront residence is fully renovated and in exceptional condition; both homes are fully air conditioned and carry solar and Tesla Powerwall battery storage. Together, the compound offers approximately 9,575 square feet and eight bedrooms in one of Hāʻena’s most significant oceanfront holdings. The Napali Coast, with its dramatic terrain and renowned hiking trails, is just a short drive to the “end of the road.” Hanalei’s charming town and crescent bay are approximately 15 minutes away, offering world-class dining and surf, while Princeville’s golf courses, shopping, and resort amenities are just beyond.

5-7534 Kuhio Hwy, HANALEI

Listing courtesy of Hawaii Life.

$23,000,000
3 Beds ⋅ 5 Baths ⋅ 724076 MLS ⋅ ['Fee Simple'] Tenure
LUXURY PROPERTY AUCTION: 13–25 August. Accepting starting bids through 12 August Earn an incentive by 12 August. Wahi Lani, meaning heavenly place in Hawaiian, captures the spirit of Hanalei Bay just steps from its white sand shoreline. Completed in 2022 by acclaimed architecture firm Walker Warner, this newly built residence pairs sleek, modern design with an unmistakable surfer's ease and direct access to some of Kauai's most celebrated waves. A central courtyard anchored by a Heath ceramic infinity pool draws the outdoors in, framed by dramatic Shou Sugi Ban walls, a traditional Japanese charring technique lending rich, textured depth throughout. Honey-toned cedar and oak siding complement a warm ipe wood deck, while an integrated indoor pizza oven brings culinary flair to the open-air lanai. Surfboard storage, outdoor showers, and a foot-washing station suit life spent between sand and sea, while wide gates foster easy connection with the neighborhood. Moments from Hanalei Town and close to Princeville, Wahi Lani offers privacy, style, and coastal immersion on Kauai's storied North Shore.

5515 Weke Rd, HANALEI

Listing courtesy of Hawaii Life.

$23,000,000
4 Beds ⋅ 5 Baths ⋅ 402062 MLS ⋅ Fee Simple Tenure
Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters dance in eternal harmony. Each morning brings nature's theater to your doorstep, with the gentle lapping of waves providing the perfect soundtrack to your day. The dwelling is comprised of a total of 6643sf: 4778sf of living space, 995sf of covered lanai space to enhance the indoor/outdoor living, and an oversize, three-car garage of 870sf. The home's thoughtful design seamlessly integrates indoor and outdoor living spaces, featuring: - Four luxurious en-suite bedrooms, each offering a private sanctuary - Open-concept baths with spacious showers and captivating ocean views - State-of-the-art smart home technology throughout - Private elevator ensuring effortless accessibility - Custom finishes that reflect both modern luxury and island charm As one of Makena's newest luxury estates, this residence offers more than just a home – it's an invitation to experience Maui's most coveted lifestyle. The property's privileged location provides the perfect vantage point for witnessing the island's legendary sunsets and seasonal whale watching. Built in 2022, this contemporary masterpiece represents the perfect blend of modern amenities and timeless island elegance. Every detail has been carefully curated to create an environment where luxury isn't just a feature – it's a way of life. This rare offering stands as a testament to sophisticated island living, where every detail has been thoughtfully designed to create an unparalleled living experience in one of Maui's most sought-after locations. Don't let this unparalleled Makena estate slip away – seize the opportunity to be the first owner of this exceptional estate.

7595 Makena Rd, Kihei

Listing courtesy of Compass-W.

$22,500,000
7 Beds ⋅ 6 Baths ⋅ 731606 MLS ⋅ ['Fee Simple'] Tenure
Five standalone beach cottages on three legal parcels, totaling roughly 60,000 square feet and more than 200 linear feet of direct golden-sand frontage on Kauaʻi’s North Shore. Each cottage is a complete house, single-story and at grade, with its own deck, kitchen, living room, and private entrance. Three are one-bedroom units of approximately 700 square feet. Two are two-bedroom villas, the larger of which sits on its own adjacent parcel at 4414 Oneone Road with two full baths, a 400-square-foot covered lanai, and dedicated off-street parking. All five were fully renovated in 2025, with new systems, kitchens, baths, and finishes throughout, plus three new aerobic septic systems. Additionally, all five have transient vacation rental licenses allowing for short term rental use. The compound fronts Baby Beach, where the reef keeps the water calm and swimmable through most of the year. More than fifty mature coconut palms shade the open lawn connecting all five cottages. A detached laundry building includes two washers, two dryers, a commercial ice machine, and gear storage. Finally, the third adjacent parcel is vacant and can be improved with an additional home to complete your vision. The property can be operated as a hosted vacation rental or held entirely private. Hanalei is a short drive east. The road ends west of the property at the Nā Pali Coast.

4400 Oneone Rd, HANALEI

Listing courtesy of Hawaii Life.

$22,000,000
6 Beds ⋅ 10 Baths ⋅ 202606611 MLS ⋅ FS - Fee Simple Tenure
When a residence transcends architecture, it becomes a work of art. Set across 1.81 acres in the misted beauty of Nuuanu, LIHIWAI is one of Hawaii’s most iconic historic estates, a rare convergence of land, design, and legacy in a truly cinematic setting. Originally built between 1927 and 1929 for Territorial Governor George R. Carter and designed by Bertram Grosvenor Goodhue, the home has been completely restored and is offered following a meticulous renovation by Welch & Weeks, a museum-quality restoration for modern living. Gracious volumes, natural light, and a refined material palette, including ohia hardwood, old-growth redwood, plaster, bronze windows, and limestone, create spaces that feel both expansive yet intimate. The four-bedroom, seven-bathroom main residence is complemented by two guest homes. The grounds unfold as a private sanctuary with a natural auwai, flowing stream, dramatic waterfall, and heated saltwater pool and spa. Set within Nuuanu Valley, this is a composition of historic pedigree, quiet luxury, and natural beauty. A legacy estate, now coming to market.

51 Kepola Place, Honolulu

Listing courtesy of Hawaii Life.

$21,000,000
4 Beds ⋅ 6 Baths ⋅ 731952 MLS ⋅ ['Fee Simple'] Tenure
Experience the pinnacle of luxury living at 2838 Kapoli St in the exclusive Kealia Kai subdivision. This brand-new, nearly oceanfront estate showcases unmatched craftsmanship, custom designer furnishings, and meticulous attention to every detail. The main residence offers approx 6,000 sqft of interior living space complemented by over 2,400 sqft of covered lanais designed for seamless indoor-outdoor living. Floor-to-ceiling pocket glass doors frame unobstructed panoramic ocean views, with the sand of Donkey Beach in sight, along with breathtaking vistas of Wai‘ale‘ale and Makaleha mountain ranges. Enjoy beach access, endless views, and complete privacy on this nearly 7-acre estate. Inside, an expansive kitchen features Wolf appliances, a La Cornue French stove, a butler’s pantry, and an oversized island, ideal for entertaining and culinary pursuits. The primary suite is a private retreat, highlighted by an Alaskan king bed, luxurious finishes, and direct access to an ocean-view lanai. Each bedroom includes its own ensuite bath and private lanai, creating individual sanctuaries for family and guests. Custom designer furnishings enhance every room, while invisible speakers, integrated audio-visual systems, and hidden gutters elevate both form and function. Additional features include a 1-bedroom, 1-bathroom guest house (approx. 1,100 sqft with 650 sqft lanai), a 650 sqft gym, and two garages, each exceeding 550 sqft. Outdoor living is defined by a 25’x50’ pool and a 10’x10’ spa, set against the backdrop of Kaua‘i’s dramatic coastline and mountain ranges. From stamped lava rock impressions on the driveway to cutting-edge smart home integration, no detail has been overlooked. This is a rare opportunity to own one of Kaua‘i’s finest new builds. Ideally located walking distance to the coastal trail, beaches, shopping, restaurants and more! Pool construction and final landscaping is underway. Virtual renditions included in photos.

2838 Kapoli St, KEALIA

Listing courtesy of COMPASS.

$21,000,000
6 Beds ⋅ 7 Baths ⋅ 730631 MLS ⋅ ['Fee Simple'] Tenure
Perched majestically atop 1.62 acres of prime ocean-view land within The Bluffs exclusive gated community at Mauna Kea Resort. Mauna Kea Resort, is a premier destination offering world-class amenities and 1800 acres of breathtaking natural beauty. The resort features two renowned hotels, the Mauna Kea Beach Hotel, and The Westin Hapuna, sited on 2 of the best beaches in Hawaii along with two championship golf courses; including the newly imaged Robert Trent Jones course. Include oceanfront tennis courts and you understand the rarity of this offering. This 6,300-square-foot sanctuary offers six private bedrooms and six and a half baths, seamlessly blending Balinese, Chinese, and Hawaiian design elements into an architectural masterpiece. The separate 4 Bedroom Guest Villa ensures peaceful multigenerational living. Celebrated by Architectural Digest, this estate epitomizes refined island living. The property celebrates the Big Island’s indoor-outdoor lifestyle, with over 2,000 square feet of covered lanai spaces. Custom-designed outdoor showers enhance the tropical ambiance, while 200 degree panoramic ocean views, including Maui, elevate the estate's allure. An outdoor kitchen and dining pavilion, surrounded by tranquil Koi ponds, create an idyllic setting for entertaining or quiet reflection. The 80 ft infinity-edge pool connects the main hale to the primary suite and poolside pavilions. After the dramatic bridge entrance over koi ponds, you enter the Great Room with high ceilings and retractable pocket doors that open to meticulously landscaped gardens. The adjacent @4 acres of unbuildable common area adds to the absolute privacy of the estate. A complete solar array provides sustainable power, underscoring harmony with the environment. Discover Hawaiian elegance at Hale Kiekiena, between two white sand beaches—where luxury and natural beauty converge. Be sure to click on the camera and the Video icon at the top of the page...fabulous!

62-3680 Kiekiena Pl, KAMUELA

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

$20,000,000
202614230 MLS ⋅ FS - Fee Simple Tenure ⋅ Na BLDG.
Presenting a prime opportunity for an owner/user in Kapolei, HI! 2254 Lauwiliwili Street, a beautiful, state-of-the-art office and industrial facility on 1.31 acres of I-2 zoned property in Kapolei Business Park Phase II — one of Oahu’s most supply-constrained submarkets. Built to institutional standards with no deferred maintenance, this modern facility features 30-foot clear heights, eight grade-level rollup doors, a concrete yard, ample parking, an executive-level office build-out, and an owned solar system that meaningfully reduces operating costs in Hawaii’s high-priced energy market.

2254 Lauwiliwili Street, Kapolei

Listing courtesy of Bratton Realty Advisors Ltd.

$20,000,000
6 Beds ⋅ 7 Baths ⋅ 202600680 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 3/15, Kahuku

Listing courtesy of Compass.

$19,800,000
202604171 MLS ⋅ FS - Fee Simple Tenure
Discover a rare and extraordinary offering—over 45,000 square feet of prime buildable land along prestigious Kahala Avenue. This expansive oceanfront property, comprised of two parcels (TMKs: 1-3-5-006-014 & 1-3-5-006-009), boasts 126 linear feet of direct beachfront access, inviting you to experience breathtaking, sunsets, and over a mile of direct serene sandy shoreline. Recently improved with grading and new perimeter walls, this R-5-zoned property is an exceptional canvas for a grand estate, private compound, or luxury family residence. Short distance to the Kahala Hotel or Waialae Country Club, embrace the ultimate island lifestyle in one of Oahu’s most prestigious neighborhoods. Nestled down a private lane, this exclusive setting offers privacy, gorgeous ocean views, and an opportunity to craft an oceanfront legacy in one of Hawaii’s most coveted locations. Don’t miss this chance to build your dream home in Kahala.

4767 Kahala Avenue Unit B&D, Honolulu

Listing courtesy of Hawaii Life.

$19,750,000
4 Beds ⋅ 5 Baths ⋅ 407563 MLS ⋅ Fee Simple Tenure
Basking in the breathtaking beauty of Maui, perched just 25 feet from the shoreline, 51 Hui Road E is more than an oceanfront estate – it is a living work of art. Built entirely in reinforced concrete and completed with precise craftsmanship, this timeless villa is as enduring as the island itself. Each pillar sinks deep into the volcanic foundation, giving this island masterpiece a quiet strength that mirrors the steady rhythm of the Pacific. Its proximity to the ocean can never be duplicated. The exotic architecture fuses Mediterranean grace with tropical ease. It celebrates both endurance and grace. It is a home designed, not merely to exist beside the ocean, but to belong to it – to draw strength from its power and beauty from its calm. Its most recognizable feature, a glowing orange palapa overlooking the ocean is perfect for casual outdoor living and dining. It offers surreal views of shimmering sunsets that stretch to the jewels of Lanai and Molokai as well as a serene vantage for watching whales in season. Steps away, the heated pool finished in mosaic tile mirroring the sea and an inset spa await. Garden pools, a koi pond, and lush, mature landscaping enhance the setting. Inside, the villa unfolds in layers of artistry and intimacy. The grand salon with its 17-foot vaulted ceilings, arched colonnades, Italian fountain, and romantic star shaped skylights set a tone of cultivated elegance. The chef’s kitchen discretely tucked away, honors traditional European service design – a private culinary domain outfitted with professional appliances, handcrafted cabinetry, and artisanal tile work. The primary suite is an ode to serenity. A four-poster bed faces an arched lanai framed in tropical vines opening to the sea beyond. Morning light spills across white stone floors while a hand-tiled fireplace and soft coastal hues evoke both romance and repose. In the adjoining bath, marble, crystal, and natural light converge. A soaking tub is framed by palms and ocean views. The library reveals the home’s most personal voice: coral-colored walls, a hand-painted ceiling, and imported carved wooden doors that open into a space of warmth. A place where art, books, and tropical light are in quiet harmony. A second wing includes guest accommodations, a magnificent wine storage area, and laundry facilities. Gates to the property open to a large motor court and garage with ocean views as well as custom work bench and additional storage. The immense substructure offers additional flexibility, not included in the living area square footage. Minutes from Kapalua Resort, yet entirely private, 51 Hui Road E stands as one of Maui’s most extraordinary oceanfront estates – where art, engineering, and the eternal rhythm of the Pacific meet in perfect harmony.

51 Hui Road E, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$19,750,000
7 Beds ⋅ 9 Baths ⋅ 406991 MLS ⋅ Fee Simple Tenure
This magnificent oceanfront West Maui estate rests on approximately 1/2 acre of prime land in Kahana with over 250 feet of ocean frontage. Perfectly located between Kaanapali and Kapalua Resorts, this oceanfront property has no equal in the Hawaiian Islands. This nearly 10,000 square foot residence epitomizes Pacific Rim architecture. Glass pocket doors slide into rock walls bordering the spacious great room, which includes a grand living and dining area, as well as a fabulous open kitchen with separate enclosed butler's pantry. A floating mezzanine soars above the great room with a phenomenal sports bar and game tables. There are seven oceanfront suites, one being utilized as a media suite and one as a gym, each with a luxurious bath and most with a wet bar. Every suite is oceanfront with sweeping views of the neighboring island of Lanai and glimpses of Molokai. The large primary suite offers complete privacy and a fabulous outdoor lanai. The primary bathroom features an Italian custom two-person stone Jacuzzi tub, exquisite stonework, built-in wall speakers, and an expansive closet. An attached oceanfront one-bedroom Ohana can be utilized as a private office, for guests, or a caretaker. Extensive enhancements to the property include a new roof with 60KW photovoltaic solar system. Throughout the interior a selection of doors were replaced with new 10 ft. doors, freshly stained wood, new screens, and high-efficiency shades. A new Hydraulic elevator was installed, as well as new commercial-grade high efficiency air conditioning systems. Electronics have been significantly improved with a Control 4 System, a new Lutron system, top-of-the-line speakers throughout, as well as a state-of-the-art security camera system. A custom pool, complete with spa and waterfalls, is easily accessible from the great room. Moving outdoors, the oceanfront lanai and grilling area offer expansive coastal views. An outdoor landscape sound system has been integrated into the tropical gardens along with Tiki gas lamps and a fire pit from a local artist. The driveway was redesigned for convenience with the addition of a second entrance. Custom wood gates give the vehicular and pedestrian entrances a sophisticated natural appeal. Offered turnkey.

4809 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$19,500,000
6 Beds ⋅ 5 Baths ⋅ 725480 MLS ⋅ ['Fee Simple'] Tenure
Welcome to the breathtaking Hanalei Bay on the picturesque island of Kaua’i! This exceptional estate offers a truly unique and luxurious living experience. As you step onto the fully fenced and private grounds, you'll be greeted by two magnificent structures that define this remarkable property. The main residence, a stunning two-story masterpiece, commands awe-inspiring views of the ocean & mountains from its elevated perch. Boasting three bedrooms, an office, and generous living areas, this home exudes comfort and warmth. Unwind in the sumptuous soaking tub, a perfect retreat after a day of island adventures. Plus, with state-of-the-art solar hot water systems and photovoltaic panels, coupled with convenient switch panels, seamless transition from the grid to generators is effortlessly achieved. A highlight of this estate is its front-row seats to surf contests and the mesmerizing sight of paddlers gracefully gliding across the bay. The vibrant energy & beauty of the rare entire bay view are yours to savor right from your own doorstep. Convenience is paramount, with a back gate opening onto Pine Trees parking, adjacent to Waioli Beach Park & Pine Trees Beach. Easy access to the pristine sandy shores & verdant landscapes of the surrounding area. The second structure, positioned at the front of the property, features an elegant privacy gate opening onto the renowned Weke Rd. Delight in sweeping mountain views and meticulously manicured gardens from this vantage point. Offering two expansive stories & three additional bedrooms, and two outdoor showers, this structure ensures ample space to suit your lifestyle. For those cherished vehicles, rest assured, there's even a garage to shelter your prized automobile. A fusion of natural splendor, opulent living, & effortless access to the vibrant locale. Seize this rare opportunity to claim ownership of this extraordinary property and immerse yourself in the ultimate Hanalei Bay lifestyle.

5390 Weke Rd, PRINCEVILLE

Listing courtesy of Better Homes and Gardens Real Estate, Rainbow Island Properties.

$18,900,000
4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure
Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$18,900,000
720274 MLS ⋅ ['Fee Simple'] Tenure
Kapalaoa Oceanfront Estate Property Nestled within 23.75 acres of unspoiled Hawaiian beauty, beckons you to own a piece of the Big Island's natural grandeur. This exceptional property surrounded by state land, steeped in cultural heritage, serenity, and an unrivaled marine sanctuary right at your doorstep. Embraces its rich cultural history, where ancient stories blend seamlessly with modern living. This is a place where history whispers through the gentle breeze, inviting you to connect with the land. Accessed via a private easement road traversing Hawaii's conservation land, Kapalaoa promises unparalleled seclusion and tranquility. Here, you can escape the demands of the outside world and immerse yourself in the island's natural beauty without distractions. Native lava flows cradle the land, while anchialine ponds punctuate the terrain. These ponds are a testament to the island's geological history. Step from your doorstep onto your private white sand beach, where the inviting waters of the Pacific Ocean call you to explore. Whether you're snorkeling, swimming, or simply savoring the mesmerizing views, this sanctuary becomes your personal playground. This offering includes all four oceanfront lots, granting you the canvas to realize your Hawaiian dream. Not just a purchase; this is an investment in your legacy. Here's your opportunity to own a piece of untouched Hawaiian paradise, forging enduring memories and a connection to the land that will span generations. Included is 4 TMKs 3-7-1-3-11 5.99 acres 3-7-1-3-5 8.22 acres 3-7-1-3-4 6.025 acres 3-7-1-3-6. 1.25 acres

Queen Kaahumanu Hwy, KAMUELA

Listing courtesy of Hawaii Luxury Real Estate.

$18,880,000
12 Beds ⋅ 16 Baths ⋅ 202520168 MLS ⋅ FS - Fee Simple Tenure
Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar just steps away from a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and three-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.

572C N Kalaheo Avenue, Kailua

Listing courtesy of REMAX Hawaii.

$18,500,000
202604570 MLS ⋅ FS - Fee Simple Tenure
This rare offering presents a stabilized, fee-simple investment opportunity featuring a total of 36 renovated units situated in the absolute heart of Waikiki. This building is high-density asset perfectly positioned to capture the district’s premium rental rates and offers a superior unit mix designed for maximum occupancy, including TWELVE 2-bedroom/2-bathroom units, EIGHTEEN 2-bedroom/1-bathroom units, and SIX 1-bedroom/1-bathroom units. Each residence has been updated to meet modern standards, providing a turnkey experience for the next owner with significantly reduced capital expenditure requirements compared to the area’s aging inventory. In addition to the robust residential rent roll, the property features an on-site laundromat with four coin-operated washers and dryers, generating consistent ancillary income. Property may differ from tax records; buyer to do their own due diligence.

412 Launiu Street, Honolulu

Listing courtesy of Moana Realty LLC.

$18,500,000
202603690 MLS ⋅ FS - Fee Simple Tenure ⋅ Aloha Waikiki BLDG.
This rare offering presents a stabilized, fee-simple investment opportunity featuring a total of 36 renovated units situated in the absolute heart of Waikiki. This building is high-density asset perfectly positioned to capture the district’s premium rental rates and offers a superior unit mix designed for maximum occupancy, including TWELVE 2-bedroom/2-bathroom units, EIGHTEEN 2-bedroom/1-bathroom units, and SIX 1-bedroom/1-bathroom units. Each residence has been updated to meet modern standards, providing a turnkey experience for the next owner with significantly reduced capital expenditure requirements compared to the area’s aging inventory. In addition to the robust residential rent roll, the property features an on-site laundromat with four coin-operated washers and dryers, generating consistent ancillary income. Property may differ from tax records; buyer to do their own due diligence.

412 Launiu Street, Honolulu

Listing courtesy of Moana Realty LLC.

$18,000,000
726129 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kilauea Gardens Farms BLDG.
Discover this exceptional offering—almost 60 acres of prime, vacant land nestled in one of Kauai’s most desirable communities. This expansive property consists of three separate CPR units, each with the potential for a farm dwelling and various agricultural structures. With water meters already installed, all three parcels are development-ready, making it an ideal foundation to bring your vision to life. This property is also ideally suited as an equestrian estate with its extensive acreage and location on one of the sunniest and driest parts of Kauai's North Shore. Whether you’re dreaming of a luxurious private estate, envisioning an agricultural endeavor, or a combination of both, this property offers limitless possibilities. Enjoy easy access to the best of Kauai's North Shore lifestyle. Walk or bike to the charming town of Kilauea where you will find gyms, bars, restaurants, schools, and shops. Take in the breathtaking views at the nearby Kilauea Lighthouse and Wildlife Sanctuary or head down to the nearby, and famed, Secret Beach. Unwind with world-class golfing at the Princeville courses. Just minutes from Kauai’s famous surf breaks and pristine beaches, this location captures the essence of island living at its finest. Create your vision in Kauai’s beautiful Kauapea neighborhood. The CPR is in the process of being re-registered under HRS 514B.

Kauapea Rd, KILAUEA

Listing courtesy of Hawaii Life.

$17,950,000
4 Beds ⋅ 5 Baths ⋅ 404266 MLS ⋅ Fee Simple Tenure
Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile backsplash and amenities like a wine fridge and coolers. Two distinct living spaces and dining area open to the lanai, pool and spa creating an ideal setting for entertaining. In the winter months, enjoy whale watching with views of Molokini, Kahoolawe, Lanai, and Molokai. Enjoy snorkeling at one of the most premier snorkeling spots “Turtle Town”. On the ground floor there are two en suite bedrooms. Upstairs, the primary suite features a private ocean-view lanai, a wet bar and a bathroom with a soaking tub and large walk-in shower. The upper floor also contains the fourth bedroom and sitting area. Additional features include new 4-zone air conditioning, central vacuum system, recessed lighting, Jerusalem gold tile throughout, carpeted stairs and bedrooms, fresh paint inside and out, and wine cellar. New tile around the pool and spa. Just a short drive away you will find world-class dining, shopping and three exceptional golf courses.

4950 Makena Rd Unit 8, Kihei

Listing courtesy of Hawaii Life (W).

$17,500,000
5 Beds ⋅ 7 Baths ⋅ 730642 MLS ⋅ ['Fee Simple'] Tenure
Set along a dramatic stretch of coastline within the prestigious Mauna Kea Resort, Hale 'O Ka La “House of the Sun” is not simply a home — it is a way of living that few places in the world can offer. Originally designed in 1992 and once featured in Architectural Digest, the property was thoughtfully reimagined in 2025 through an $8 million renovation led by Diane Bobek Designs, Taleah Smith Design, and Pono Hana Builders — preserving its architectural significance, while elevating every aspect of the experience. Arranged as a series of interconnected pavilions beneath a continuous roofline, the 5,358-square-foot Kauhale-style compound replaces traditional hallways with open-air breezeways that invite natural light, tropical gardens, and ocean air into everyday living. Every transition was intentionally designed to slow the pace. At the heart of the home, an open-air grand room anchors five bedrooms, five full baths, and two half baths — a layout where privacy and togetherness exist without compromise. Carefully preserved details — refinished dark wood accents, custom lighting crafted from salvaged copper roof fragments — speak to a renovation that understood what to keep as much as what to reimagine. Outside, the experience continues through layered tropical landscapes, sculpted pathways, and purposeful outdoor living areas designed to evoke satiation. A resort-style saltwater pool with waterslide and swim-up palapa bar serves as the estate's focal point, while a secluded waterfall grotto spa with integrated jacuzzi offers a more intimate escape among natural rockwork and shade. Surrounded by protected land, with no future development in front, and 355 acres preserved by the Queen Emma Land Trust to the north, the estate captures unobstructed Pacific and mountain views alongside rare, permanent privacy. A proven luxury short-term rental operation is in place and running. On the Kohala Coast, opportunities like this do not repeat themselves.

62-3916 Lanikeha Pl, KAMUELA

Listing courtesy of Hawaii Life.

$17,500,000
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.

$17,500,000
5 Beds ⋅ 7 Baths ⋅ 202609193 MLS ⋅ FS - Fee Simple Tenure
This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. Located on a quiet lane off Diamond Head Road, this home is truly a treasure to behold. The grand reception areas lead out to extensive wraparound lanai areas, a covered grill space, and a beachside seating area—perfect for enjoying sunsets and drinks while taking in the endless views of the Pacific Ocean. The upper level boasts a large primary ocean view bedroom, two additional en-suite bedrooms, elevator, gas generator and an unmatched office with ocean views that you’ll never want to leave. Refreshing pool, lush private landscaping, and unmatched location, style, comfort, and distinction define this Diamond Head gem.

218 Kaalawai Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$17,500,000
6 Beds ⋅ 8 Baths ⋅ 729749 MLS ⋅ ['Fee Simple'] Tenure
Within the coveted enclave of the Mauna Lani Resort on the Kohala Coast, Hale Ohi‘a is regarded as one of Mauna Lani’s most architecturally significant private estates. Positioned along the 12th fairway where the ocean is seen, heard, and felt, the 0.66 acre property offers rare privacy and immediate coastal presence in a community where land of this scale is increasingly scarce. Built with more than 250 native Ohi‘a logs, now protected and no longer permitted for harvest, the residence represents craftsmanship that cannot be recreated under modern construction. The timbers rise through woven lauhala ceilings and expansive living spaces, anchoring the home in Hawai‘i’s landscape and tradition. Interiors reflect a refined approach to luxury with African mahogany cabinetry, onyx and tiger eye stone, Italian porcelain, kiawe hardwood floors, and custom Koa furnishings. Walls of glass open to the lanai where waterfalls, koi ponds, and a resort style pool and spa create seamless indoor outdoor living. The primary suite enjoys dual lanais and panoramic views across the Pacific toward Mauna Kea and Mauna Loa. Ownership includes access to the exclusive Mauna Lani Beach Club.

68-1028 Honokaope Pl, KAMUELA

Listing courtesy of Deep Blue HI.

$17,000,000
726474 MLS ⋅ ['Fee Simple'] Tenure
Property owners are extended the opportunity to apply to the Kukio Golf & Beach Club: an oceanfront private club with world class amenities including Tom Fazio designed 18-hole Championship Golf Course and 10-hole short course, two clubhouses with private dining, sports complex, ocean pursuits center, and a comprehensive indoor and outdoor spa. Gatehouse entry with 24-hour manned security.

72-111 Pahinahina Pl, KAILUA KONA

Listing courtesy of Kukio Properties.

$17,000,000
7 Beds ⋅ 9 Baths ⋅ 404095 MLS ⋅ Fee Simple Tenure
Meticulously selected by the Islands' owner at the time for his personal home, The Lanai Estate was built to sit atop the most premier viewpoint and amongst the epitome of Hawaii's natural tropical beauty. This exclusive estate offers luxury living, modern elegance, and classic charm. Every architectural detail has been thoughtfully designed with craftsmanship and quality to integrate seamlessly with the surrounding landscape. Situated on a coveted private drive, this remarkable home serves as your harmonious doorway to the many enchanting experiences that the island of Lanai has to offer. Enjoy direct access to vibrant hiking trails, the equestrian community, a world-class golf course, hidden beaches, incredible dining such as Nobu and Nancy Silverton's Mozza, and the local Island club for easy access to two of the world-renowned Four Seasons amenities and wellness center. This property is more than just a home; it is a treasured legacy—a place where you can forge lasting memories against the backdrop of captivating beauty, ready to be passed down through generations. Embrace the opportunity to leave your mark on this paradise.

121 Kapihaa Pl, Lanai City

Listing courtesy of Deep Blue HI.

$16,995,000
5 Beds ⋅ 7 Baths ⋅ 202516307 MLS ⋅ FS - Fee Simple Tenure
Prominently situated against the majestic Ko'olau Mountains, this extraordinary 23+ acre estate is a rare opportunity to own a true legacy property. Hidden behind gates & elevated above the coastline, it offers breathtaking panoramic views of Kaneohe Bay, the Pacific Ocean & verdant mountain cliffs - a setting that truly feels worlds away. The custom-designed smart home spans over 5,500 sq ft of sophisticated living space with 5 bedrooms, 5 full baths & 2 half baths. Designed for seamless indoor-outdoor living, expansive glass doors open to stunning lanais, a sundeck with resort-style infinity-edge pool, a full outdoor kitchen & BBQ pavilion - perfect for entertaining or quiet reflection. This self-sustaining haven has a spring-fed water system, 120-panel PV system & 6 Tesla Powerwalls. Other exceptional highlights include: Miele appliances, 140" theater room with wet bar, elevator, central AC, fire sprinklers, 3-car garage with parking courtyard & much more. The possibilities are endless across this expansive parcel of highly coveted land. A unicorn estate & once-in-a-generation opportunity...only one buyer will inherit this treasure! *Sale pending Final Public Report

47-958 Kamakoi Road, Kaneohe

Listing courtesy of Coldwell Banker Realty.

$16,950,000
5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure
Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$16,800,000
4 Beds ⋅ 6 Baths ⋅ 407851 MLS ⋅ Fee Simple Tenure
WHERE THE SEA WHISPERS . . A Contemporary Expression of Timeless Oceanfront Living. Happy to accept backup Offers!! Pending in escrow and also Happy to show!! Closer to the ocean than almost any home on Maui -impossible to duplicate under today’s building regulations - direct-oceanfront estate delivers a level of proximity, craftsmanship, and design that defines rare. Set just 25' from the Pacific - 75' linear frontage - elevated 12' feet - this masterpiece captures panoramic year-round sunsets. As the evening unfolds, tap your mobile phone and watch your tiki torches glow while you relax at the ocean’s edge - a signature lifestyle moment. The state-of-the-art Lutron smart home controls four ocean-inspired ensuite bedrooms - five-and-one-half baths - glass-roof pool lounge with jacuzzi & waterfall - five-zoned a/c - 84 owned PV solar panels - two-car garage a/c - separate two-bedroom guest house. Walled and gated for complete privacy, security and serenity. Very rare oceanfront offering - an architectural achievement and a lifestyle unmatched. Completed in 2013 with wood-and-steel beam construction engineered for up to 150+mph wind loads - Custom IB roofing system 25 year warranty - fully permitted sea wall - exceptional materials and architectural precision throughout. Hand-selected marble, granite, and sandstone imported from Greece - Automatic 9’6” Fleetwood sliding glass doors & screens open at the touch of a button - or from your smartphone. Sculptural Sapele wood ceilings soar 10' to 20' illuminated by modern 3” recessed square LED lighting. The breathtaking custom blonde-walnut and stainless-steel floating staircase serves as the home’s contemporary centerpiece. The dramatic 12-foot floating double-glass "wave" kitchen bar - artistically lit for evening ambiance - the floating gold-inlaid automatic book matched cabinetry - the additional butler’s pantry - the in & out upstairs glass showers - stand as some of the home’s most memorable design features. As one of South Maui’s hidden oceanfront gems - where wellness and community combine to become part of your daily living - where morning walks, sunset jogs, oceanfront cycling, and easy access to ocean swimming are part of everyday life - a charming, low-traffic neighborhood where residents enjoy an authentic, active, and family-friendly island lifestyle with a nearby kid-friendly park. Looking for Buyers with the commitment to love, respect, and maintain this exquisite property.

1750 Halama St, Kihei

Listing courtesy of Compass-W.

$16,500,000
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.

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.