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$4,498,000
6 Beds ⋅ 8 Baths ⋅ 202613193 MLS ⋅ FS - Fee Simple Tenure
Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living space, this home is designed for grand entertaining and exceptional comfort. Soaring high ceilings and elegant marble flooring anchor the grand living space, seamlessly flowing from the formal living room to the privately situated swimming pool and whirlpool spa—perfect for indoor-outdoor entertaining. Every bedroom features its own en-suite bathroom, offering privacy for family and guests alike. Additionally, the home is thoughtfully appointed with a private sauna and entertainment room—perfect for lounging and gathering. A rare opportunity to own a luxury estate in one of Honolulu’s most prestigious neighborhoods just moments from the shopping and eateries at Kahala Mall!

4327 Kilauea Avenue, Honolulu

Listing courtesy of REMAX Hawaii.

$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.

$3,000,000
11 Beds ⋅ 6 Baths ⋅ 202613188 MLS ⋅ FS - Fee Simple Tenure
Located in the heart of Kaimuki, 3513 Harding Ave. presents a rare opportunity to acquire a multi-cottageinvestment property on a 15,000 SF lot. The property consists of five separate cottages totaling approximately3,828 SF, offering flexible use potential for investors, owner-users, or future redevelopment considerations.Cottages need improvements, previous commercial use. Improvements needed to restore residential use.

3513 Harding Avenue, Honolulu

Listing courtesy of CBI Residential Advisory Svcs..

$1,488,000
14 Beds ⋅ 6 Baths ⋅ 202613187 MLS ⋅ FS - Fee Simple Tenure
The property features five separate residential units, in beautiful Palolo Valley, providing immediate income and a compelling value-add investment opportunity. Priced to reflect its current condition, including existing water intrusion and significant repair needs, this offering provides investors the opportunity to acquire a multi-unit asset at a substantial discount. With renovation and repositioning, the property offers meaningful upside through increased rental income and long-term appreciation.

2001 10th Avenue, Honolulu

Listing courtesy of CBI Residential Advisory Svcs..

$2,895,000
6 Beds ⋅ 6 Baths ⋅ 410172 MLS ⋅ Fee Simple Tenure
Wake up to the sound of the Pacific along the white sands of Papohaku Beach, one of Molokai's most remarkable oceanfront settings. Papohaku Beach House offers a rare opportunity to experience nearly six acres of beachfront privacy with approximately 300 feet of beach frontage on Molokai's West End. Designed as a private oceanfront retreat, the property includes a spacious six-bedroom, six-bath main residence, a two-bedroom guest cottage, and caretaker's quarters with garage and storage. The layout provides flexibility for extended stays, visiting guests, and quiet separation between living spaces. Updated in 2022, the home features new windows, modern kitchens and baths. With 56 solar panels, EV charging capability, underground utilities, and fiber-optic internet, the property supports a connected lifestyle while keeping the focus on privacy, space, and the natural beauty of Papohaku Beach. Beyond the property, Molokai offers a quieter outdoor lifestyle shaped by beach walks, shoreline fishing, paddling, seasonal whale watching, stargazing, and wide-open natural beauty. From morning walks on the sand to sunset gatherings by the ocean, Papohaku Beach House is a peaceful beachfront estate for those seeking room to breathe, space to gather, and a deeper connection to life on Molokai.

2944 Kalua Koi Rd, Maunaloa

Listing courtesy of Coldwell Banker Island Prop-KP.

$8,495,000
6 Beds ⋅ 6 Baths ⋅ 202612637 MLS ⋅ FS - Fee Simple Tenure
Experience the ultimate Portlock lifestyle from this exceptional estate featuring deeded ocean access, resort-caliber outdoor living, and over 7,000 square feet under roof on a private 1/3- acre lot. Designed for those who love to entertain, the property offers a heated 12-foot-deep pool, dramatic waterfall, spa, poolside bar, grilling station, fire table lounge, tiki torches, and lush tropical landscaping that transforms the backyard into a private island resort. The main residence features 5 bedrooms, 4.5 baths, living and dining rooms, a family room, recreation area, bonus/media room, and an impressive Iron Chef-inspired stadium kitchen. The private primary wing serves as a luxurious retreat with a library, lounge, oversized walk-in closet and spa-inspired bath featuring a steam shower with body jets and a jetted tub. Exceptional craftsmanship is showcased throughout with premium natural stone and hardwood finishes, along with custom metalwork by renowned artisan Frederic Zimmer. A separate permitted studio with full kitchen and bath provides flexible accommodations for guests, extended family, or a private office. A rare offering on Oahu.

443 Portlock Road, Honolulu

Listing courtesy of Compass.

$8,580,000
5 Beds ⋅ 8 Baths ⋅ 202612088 MLS ⋅ FS - Fee Simple Tenure
New construction on .41 acres along Kahala Avenue, this 7,741 sq ft residence was designed around light, water and the art of entertaining. Walls of glass rise to soaring ceilings, and three living areas open to one another and to the outdoors in a single continuous flow. At the heart of the home, an interior garden and koi pond bring a stillness felt in every room. Five en-suite bedrooms offer privacy for family and guests. and an attached ADU/guest residence extends the home for visitors or multigenerational living. Studio Becker cabinetry, Miele and Bosch appliances, Italian porcelain tile, and hardwood floors throughout. Minutes from the beach and the Kahala Hotel, where some of Honolulu's best dining is right around the corner.

4758 Kahala Avenue, Honolulu

Listing courtesy of Compass.

$2,550,000
11 Beds ⋅ 9 Baths ⋅ 202612725 MLS ⋅ FS - Fee Simple Tenure
RARE INVESTMENT OPPORTUNITY! At the base of the cool and breezy Ko'olau Mountains, this magnificent home with 72 OWNED PV PANELS has HUGE VALUE. Renovation just completed, move in ready. 11 bedrooms and 8.5 bathrooms. Currently potential for 5 separate living spaces with an upstairs recreation space of roughly 2900 Square feet, make more rooms and expand the home. Be creative on how you use this expansive space. Invest and cash flow while living on site. Two Hot water heaters with Yolink water leak prevention to help lower homeowners insurance, 'My Q' Wi-Fi activated garage door openers, Gas Stove, Beautiful Stained-Glass features, brand new appliances, two car garage with additional parking in front, space to park a boat on the side of the home, new toilets, vanities, quartz and granite countertops, custom tile work in the bathrooms, Jet tub, luxury shower with massaging jets, brand new waterproof vinyl plank flooring, new fan/light combos throughout. Seller has invested over $400k into the upgrades for this home and its new owner. With immaculate landscaping off the first floor and a built-in stone BBQ, there is limited maintenance needed for the outdoor space.

47-544 Hakuhale Street, Kaneohe

Listing courtesy of Hawaii Life.

$13,898,000
7 Beds ⋅ 10 Baths ⋅ 202611234 MLS ⋅ FS - Fee Simple Tenure
Positioned waterside of the iconic Koko Kai cliffs, the Koko Kai Compound presents a once-in-a-generation opportunity to own one of East O?ahu’s most extraordinary legacy estates. Comprising 120 & 128 Hanapepe Loop, each on its own separate TMK, this rare offering blends privacy, flexibility, and an unmatched island lifestyle. Together, the residences offer 7 bedrooms, 6 full baths, 4 half baths, approximately 195 feet of ocean frontage, 2 pools, beach access, a detached surf shack/art studio, a versatile entertainment flex room, expansive indoor-outdoor living, and breathtaking views of Maunalua Bay, lush mountains, and unforgettable sunsets. Oversized glass sliding doors flood both homes with natural light while embracing Hawai?i’s indoor-outdoor lifestyle. Perfect for multigenerational living, fractional ownership, a corporate retreat, or the ultimate surfers’ and water sports enthusiasts’ dream. Ideally located in prestigious Portlock, just moments from Koko Marina, shopping, dining, golf, world-class beaches, and endless ocean adventures. The Koko Kai Compound is an exceptionally rare opportunity to own one of Hawai?i’s most iconic private compounds. More photos to come

120/128 Hanapepe Loop, Honolulu

Listing courtesy of Corcoran Pacific Properties.

$9,450,000
4 Beds ⋅ 7 Baths ⋅ 202612618 MLS ⋅ FS - Fee Simple Tenure
TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite, detached pool house, separate BBQ pavilion, & 3-car garage, this remarkable property lives like a private resort. A striking torii gate welcomes you into lush tropical grounds w/expansive lawns, mature landscaping & a beautiful swimming pool w/spa. The chef’s kitchen features abundant counter space, dine-in seating, dual sinks, gas & electric cooktops, dual ovens, oversized refrigerator/freezer, beverage drawers, wine captain, ice maker, and a large center island. Rich hardwood floors, natural stone accents, custom cabinetry, floating display shelves & wood-framed glass doors enhance the interiors. Covered indoor-outdoor hallways lead to 3 private bedroom suites w/garden & pool views. The upstairs primary retreat enjoys a private balcony, mountain vistas, home office, custom built-ins & a spa-inspired bath w/ dual vanities, walk-in shower & soaking tub. Fully walled & gated w/ a spacious motor court, this is a rare opportunity to enjoy true resort-style living in one of Oahu’s most desirable beachside communities.

1011 Mokulua Drive, Kailua

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.

$3,800,000
7 Beds ⋅ 6 Baths ⋅ 202612237 MLS ⋅ FS - Fee Simple Tenure
Lower Old Pali Road Estate on approx.½ acre of lush tropical grounds. This beautifully remodeled 6,700+ sq. ft. residence features stunning mountain views, soaring wood ceilings, expansive picture windows, rich wood details, and newer aluminum roof. The main house welcomes you with a covered porch and tranquil water feature. The gourmet kitchen, pantry, dining room overlooking the mountains, spacious great room for entertaining or family gatherings. The expansive primary suite offers room for a sitting area or home office. The living room features dramatic ceilings, breathtaking views, and fireplace. Enjoy the soothing sound of a stream, mature landscaping, and numerous fruit trees. Three separate rental units generate approximately $9,000 per month, offering income potential or multigenerational living.Additional features include 72 PV panels, two Tesla batteries, 3 car garage, carport for 3 cars, + 7 more cars. Owned by an experienced builder, quality craftsmanship and imported materials.A rare opportunity minutes from downtown, Oahu Country Club, and Honolulu’s premier private schools. A true legacy property combining privacy, character, craftsmanship, and income potential.

3702 Old Pali Road, Honolulu

Listing courtesy of Corcoran Pacific Properties.

$6,088,888
6 Beds ⋅ 6 Baths ⋅ 202611993 MLS ⋅ FS - Fee Simple Tenure
This truly exceptional waterfront estate on Kaneohe Bay offers rare wide oceanfront frontage, deep-water channel, and a private boat dock with direct access to the bay, sandbar, and open ocean. Sweeping panoramic views of Kaneohe Bay and the Koolau Mountains define this remarkable property. Just moments from Kaneohe Yacht Club, it delivers an unmatched boating lifestyle and a rare opportunity for multigenerational living or a private family compound on a 62,315 sq. ft. (nearly 1.5-acre) R-10 zoned parcel. The estate includes two dwellings. The main residence is a 3-bedroom, 3-bath home with vaulted ceilings, hardwood floors, and renovation potential PLUS an attached 1-bedroom, 1-bath unit offering its own entry, open floor plan, vinyl plank flooring, and covered lanai. A separate 2-bedroom, 2-bath guest residence features soaring vaulted ceilings and a wraparound deck, ideal for entertaining and relaxing. With expansive grounds, ample parking, and exceptional boating access suitable for larger vessels, this is a rare waterfront offering for those seeking space, privacy, and ocean recreation in one of Oahu’s most coveted settings.

44-519 Kaneohe Bay Drive, Kaneohe

Listing courtesy of REMAX Hawaii.

$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.

$2,395,000
11 Beds ⋅ 8 Baths ⋅ 409725 MLS ⋅ Fee Simple Tenure
Also listed under Residential MLS #409724. This unique multi-structure, multi-unit property offers a rare opportunity for investors seeking strong cash flow and long-term upside. Current rents total over $13,000/month. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features 4 separate structures with a total of 8 tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind Upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

$4,250,000
8 Beds ⋅ 8 Baths ⋅ 202608906 MLS ⋅ FS - Fee Simple Tenure
MAUNAWILI AT ITS FINEST! One Acre+ lot in the heart of the Valley. Overlooking your very own Kailua estate and the horses of Maunawili Farms. Having just undergone a COMPREHENSIVE RENOVATON and appraised at over 5 million dollars, this estate offers quite a lifestyle right here in Kailua. Just a few miles from one of the world's most beautiful beaches, minutes to Le Jardin Academy and 20 minutes to Honolulu, our location is ideal. The main part of this home is stunning, featuring an open floor plan with a well planned kitchen right in the heart of the home. Floor-to-ceiling windows, large rooms, and tall ceilings frame the mountain views. The lower floor is separate from the main home but could be connected if desired. It features 3 bedrooms and two full baths, plus a large entertainment area that is ideal for MULTIGENRATIONAL living, teenagers in their own space or a rental. VERSATILITY is key here, offering many options with this AG Land. The unpermitted Yellow cottage has an additional 3 bedrooms, 2 baths and kitchen. Enjoy a refreshing swim in the pool, with a big bowl of home grown fruits. Lots of parking for cars, toys, and entertaining. Come see us today!

969 Auloa Road, Kailua

Listing courtesy of Compass.

$3,189,000
6 Beds ⋅ 6 Baths ⋅ 202612077 MLS ⋅ FS - Fee Simple Tenure
RUN! Don't walk! Built 2019, this spectacular OFF-GRID oasis features breathtaking panoramic Koolau Mountain and canal views! Featuring tailored indoor-outdoor living, and thoughtfully crafted resort-style amenities, this 12,000+sq.ft. land offers privacy and solace to weary souls highlights a custom 5-bed/4.5 bath retreat plus Bonus 1-bed/1-bath ADU designed with owned PV system, 65KW battery backup, AND HECO connectivity. It also boasts a truly generous 33ft salt pool with 9ft depths overflowing to a terraced deck of green expanse! Three of the bedrooms have ensuite accommodations along with lanais off every bedroom with lookouts that prove Hawaii's unparalleled bounty. Beautiful custom floor to ceiling glass doors allow for live-in/out harmony. Spacious 3 car attached garage and ample 5 vehicle carport and driveway, provide comfort and leisure in the completely fenced and walled in security of this private residence. Only minutes WALK to Laenani Beach Park with your Surf, WindPaddle Board, or play basketball and pickle. Nearby hiking trails, shopping, and dining. Your chance to own a rare fully sustainable, flexible, secure multigenerational home or income producing asset.

47-079 Lihikai Drive, Kaneohe

Listing courtesy of H2O Watermark Pacific Prop LLC.

$3,650,000
8 Beds ⋅ 6 Baths ⋅ 202612081 MLS ⋅ FS - Fee Simple Tenure
Nestled in the prestigious hillside community of Maunalani Heights, this exceptional residence offers an ideal blend of contemporary luxury, expansive living spaces, and breathtaking views of Diamond Head and the Pacific Ocean. Situated on a generous sized lot, the home provides over 5,500 square feet of interior living space designed for both grand entertaining and comfortable island living. The kitchen is a chef's delight, equipped with Sub-Zero and Wolf appliances. The thoughtfully designed floor plan features multiple living areas, spacious bedrooms, and a flexible lower-level suite with a separate entrance, ideal for extended family, or guests. Just moments from Kaimuki's vibrant dining scene, Waikiki’s renowned beaches, Downtown Honolulu’s business district, and some of Oahu’s most highly regarded schools, the property provides the perfect balance of scenic beauty and everyday convenience.

4556 Sierra Drive, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$5,645,000
5 Beds ⋅ 6 Baths ⋅ 202612065 MLS ⋅ FS - Fee Simple Tenure
Privately gated and offered fully furnished, this exceptional Mediterranean-inspired estate evokes the ambiance of a private resort. Crowned by a striking turquoise tile roof and surrounded by lush tropical landscaping, the residence blends timeless architecture with Kahala's coveted indoor-outdoor lifestyle. Designed by Pyramid Premier Properties, the home features 5 bedrooms, a den, and 5.5 baths, including dual primary suites—one on the main level and another upstairs. Thoughtfully designed for both everyday living and gracious entertaining, the chef's kitchen is appointed with a Sub-Zero refrigerator, 60-inch Viking gas range, walk-in pantry, and abundant storage. Outside, a private oasis unfolds with a sparkling heated pool, spa, cascading waterfall, and Badu swim jet system for exercise. A whimsical bridge and separate pool cabana with full bath complete the resort-like setting. With an oversized garage, gated entry, and beautifully curated living spaces throughout, this remarkable Kahala retreat offers a rare blend of elegance, comfort, and escape.

917 Iiwi Street, Honolulu

Listing courtesy of Hawaii Life.

$1,595,000
8 Beds ⋅ 6 Baths ⋅ 202612042 MLS ⋅ FS - Fee Simple Tenure
Are you looking for a Multi-Family and/or an Income Property? One Lot with Two Updated Homes each includes Upper-Level Main Living areas and Lower-Level Guest Quarters with private entrances. Located above the airport at an ideal elevation w/panoramic Ocean&Sunset views in a quiet neighborhood w/convenient access to Kailua-Kona town & the Kohala Gold Coast.Both areas offer a variety of restaurants, shopping & beaches. North located home: The open-beam ceilings in the Great Room divide the two-bedroom suites, each w/a walk-in closet, four-piece bathroom,sliding doors to private covered tiled lanais. Kitchen has bright white cabinets & appliances.Guest quarters have 2bedrooms/1 full bath, wet-bar, cabinets, vinyl & tile flooring.West side windows w/ garden views. Separate entrances to the Storage Room & Laundry.Two storage buildings for yard tools & beach toys are towards the back of the property. South located home: Two car carport & laundry closet, new roof, open-beam ceilings, 3 bedroom & 1¾ bath.Updated Kitchen, bathrooms & tile floors.Covered Lanai the full length of the house on both levels.Guest quarters 1 bedroom/1bath, updated bathroom,wet bar,cabinets,vinyl & tile flooring.

73-1153 Ahikawa Street Unit A & B, Kailua Kona

Listing courtesy of Nathalie Mullinix R. U., Inc..

$1,600,000
15 Beds ⋅ 6 Baths ⋅ 202612022 MLS ⋅ FS - Fee Simple Tenure
Great investment property. Four houses on over 1/2 acre lot. Five rental units. Convenient location. Next to public park and elementary school. Walking distance to shops, restaurants etc. Live on one unit and rent the other 4 units. Rental income should pay your mortgage. Potential for development. Recently remodeled. New electrical wiring on the main front house.

85-824 Lihue Street, Waianae

Listing courtesy of Fogarty Realty, Inc..

$13,800,000
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.

$3,750,000
6 Beds ⋅ 6 Baths ⋅ 202611620 MLS ⋅ FS - Fee Simple Tenure
Rarely available 1-acre ocean-view property on Oahu's North Shore, offers a unique blend of privacy, flexibility, and the ease of country living. The beautifully remodeled and thoughtfully styled main home features five rooms, designer finishes, and expansive ocean views. Below the home, you'll find abundant storage and a versatile flex space currently used as an art studio, ideal for creative pursuits, a home office, gym, or additional living area. Designed for flexibility, the property includes a detached 1-bedroom, 1.5-bath ADU and offers the potential to build an additional detached Ohana unit as a third structure. Endless possibilities for multi-generational living, guests, or future income potential. The lush grounds are a tropical sanctuary with mature avocado, mango, ulu, macadamia nut, papaya, banana, citrus trees, and more, plus a chicken coop. Enjoy easy access to the beach and bike path without needing to get in your car, all while enjoying the privacy and space of this rarely available North Shore acre. Actual bedroom and bathroom count may differ from tax records. First OPEN HOUSE Sunday June 21, 2026.

59-65 Kumupali Road, Haleiwa

Listing courtesy of Real Broker.

$6,200,000
5 Beds ⋅ 6 Baths ⋅ 202611466 MLS ⋅ FS - Fee Simple Tenure
Luxury Kahala Living at Its Finest! This stunning custom residence blends timeless elegance with modern island comfort in one of Honolulu’s most prestigious neighborhoods. Set on an expansive 11,250 sq. ft. lot, this 5-bedroom, 5.5-bath home welcomes you with a dramatic skylit foyer, soaring ceilings, and beautifully crafted stone and hardwood finishes throughout. Designed for effortless indoor-outdoor living, the spacious floor plan flows seamlessly to a private tropical oasis featuring a resort-style pool, pool cabana, and lush landscaped grounds—perfect for entertaining or relaxing in paradise. Just minutes from Kahala Beach, Waialae Country Club, premier shopping, dining, and top schools, this exceptional residence offers the ultimate blend of luxury, privacy, and convenience. A rare opportunity to own a true Kahala gem.

950 Kealaolu Avenue, Honolulu

Listing courtesy of Starts International HI, Inc..

$6,750,000
5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$2,350,000
7 Beds ⋅ 7 Baths ⋅ 202611143 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity! Expansive 7BD/7BA home on a 7,500 SF R-5 zoned lot with legal duplex potential and stunning Diamond Head views. Designed for flexible living, the property can function as three separate living areas: 2BD/1BA, 1BD/2BA, and 4BD/4BA, making it ideal for multigenerational living, rental income, or extended family use. Features include two primary suites, split A/C throughout, a dumbwaiter elevator, enclosed 4-car garage, and durable hollow tile construction for low-maintenance ownership. Recent upgrades include a new roof (2025), two new water heaters, remodeled downstairs 2BD/1BA unit (2023), and appliances less than 3 years old. Energy-efficient with solar water heating and 46 PV panels. Enjoy beautiful outdoor spaces featuring copper gutters, a koi pond, and a charming tea house. Exceptional versatility, income potential, and location with iconic Diamond Head views.

648 10th Avenue, Honolulu

Listing courtesy of Sanford R. Ujimori Realty, Inc.

$2,895,000
5 Beds ⋅ 6 Baths ⋅ 202611278 MLS ⋅ FS - Fee Simple Tenure
Nestled on a beautiful mountain range in one of Oahu’s most sought-after locations is this tastefully renovated Waialae Iki home. The property boasts a flexible layout while being surrounded by lush landscaping and gorgeous ocean views. Step inside to discover an open living space combined with multiple layouts which allows for a desired way of living alongside passive incomes. Abundant natural light fills every room to showcase the thoughtfully updated contemporary finishes, while blending island-inspired elegance with modern comforts. Attention to detail and pride in this home is refreshing. New roof, gutters, split AC’s, appliances, 12 micropyles, tie backs, steel stringers, beams and much more. You don’t want to miss this unique and beautiful opportunity.

5436 Poola Street, Honolulu

Listing courtesy of Corcoran Pacific Properties.

$1,328,000
16 Beds ⋅ 7 Baths ⋅ 202611235 MLS ⋅ FS - Fee Simple Tenure
A rare chance to acquire a large-scale property with significant upside potential in one of Honolulu's most convenient locations. Situated on a large 9,262 sq. ft lot in R-5 zoned lot, this expansive property offers over 5000+ sq. ft. of living area that is currently configured with 6 separate units: 4br/2ba, 3br/1ba, 3br/1ba, 2br/1ba, 2br/1ba, 2br/1ba. Endless possibilities for investors, multi-generational living, care home possibilities, or owner-occupants seeking lucrative rental income, this home offers all the ways to maximize your investment. Property is conveyed as-is so bring your handy people/and or contractor to imagine the possibilities and transform this special property into something lucrative. Conveniently located near shopping centers, restaurants, schools, freeway access, airport, and the Kalihi main rail stations just down Middle street. Home is on backside of Fort Shafter gate. This centrally located property has great long-term value. What is your vision? Sold As-Is. Bedrooms/bath does not meet tax records. Bring your contractor, designer, or development team sooner than later!

1524 Meyers Street, Honolulu

Listing courtesy of eXp Realty.

$10,500,000
5 Beds ⋅ 7 Baths ⋅ 202608794 MLS ⋅ FS - Fee Simple Tenure
Introducing a rare new luxury construction in the heart of Kahala, where no detail has been overlooked. This stunning estate features a primary residence and guest cottage/gym, both crafted with the finest materials, including custom cedar ceilings, copper gutters, high-quality composite roofing, and lava rock accents throughout. Designed for the discerning buyer, the property boasts a resort-style pool, whirlpool, koi pond, custom cedar gazebo, and expansive lava tile patios and walkways. Inside, you will find a marble primary bath tub, custom wood ceilings, lava tile feature walls, acoustic wall paneling, vanities, and interior tiling of the highest caliber. A true one-of-a-kind opportunity to own a brand new, thoughtfully designed luxury home.

4561 Aukai Avenue, Honolulu

Listing courtesy of Compass.

$45,000,000
8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure
An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

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