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$4,100,000
5 Beds 5 Baths 202613989 MLS FS - Fee Simple Tenure 8 DOM
Must See! Experience the rare serenity of one of Hawaii Kai's most extraordinary view residences. Perfectly positioned on a prime 11,000 SF cul-de-sac lot in the prestigious Koko Kai/Triangle neighborhood, this beautifully rebuilt home offers a truly exceptional combination of breathtaking ocean views, refreshing trade winds, complete privacy, and seamless indoor-outdoor living. The home features 4 bedrooms plus a spacious, flexible guest suite, including a large newly added pool house with its own private entrance—ideal for extended family, guests, a home office, fitness studio, or creative retreat. Unobstructed views of Maunalua Bay, Diamond Head, and the sparkling Pacific Ocean can be enjoyed from nearly every principal room.Rebuilt in 2006, this resort-inspired property is designed for both relaxation and entertaining. The spectacular 50-foot, 30,000-gallon pool with spa and waterfall creates a true private oasis, while expansive lanais invite year-round island living surrounded by panoramic views and cooling trade winds. Modern comforts include 20 owned photovoltaic panels, a Tesla charger, a new water heater, and refreshed landscaping recently completed.

278 Makaweli Place, Honolulu

$2,098,000
3 Beds 3 Baths 202613409 MLS FS - Fee Simple Tenure 11 DOM
Positioned at the highest point of Hawaii Kai's highly sought-after Triangle neighborhood, 111 Polihale Pl offers an extraordinary vantage point. The sweeping views command your attention immediately, stretching across the marina, out to the ocean, and framing the surrounding mountains. Because the neighborhood rises up like a natural amphitheater against the base of Koko Head the properties on the upper streets get a completely unobstructed, wide angle look at the island. Designed and built in 1969 for optimal natural ventilation on a hillside, this mid century modern home features a 3-bedroom, 2 bath with a separate attached studio and bath, 2 car garage and shared driveway. Polihale Place is located within a top-tier school district, just five minutes from Costco and 3 major shopping centers, with convenient access to Hanauma Bay and Koko Head. Whether you are looking for a residence ready for immediate occupancy or a renovation project to suit your preferences, this property represents a significant opportunity.

111 Polihale Place, Honolulu

$2,188,800
3 Beds 2 Baths 202612332 MLS FS - Fee Simple Tenure 13 DOM
Positioned on a prime corner-end lot in the coveted Triangle neighborhood of Hi Kai, this exceptional single level residence offers space, privacy, & the ultimate island lifestyle. This expansive 11,196 sq ft lot & well designed 2,144 sq ft. home features 3 bedrooms & 2 baths, complemented by generous living areas, ideal for both relaxing and entertaining.The remodeled kitchen showcases maple cabinetry with pull-out storage, quartz countertops, ceramic tile flooring, gas cook top & newer appliances. Hand-laid, piece by piece, 3/4' oak plank herringbone patterned floors, adds craftsmanship & timeless elegance, while the custom built-in birch garage cabinets add charm & practicality. The home includes 12 owned net-metered PV panels, along with hurricane clips, for added protection. Elegantly manicured yard enhances the home's curb appeal, w/enough room for a pool, while a 2-car garage, spacious driveway to accommodate multiple cars & ample street parking provide convenience for guests. Ideally located with walking distance to Haunama Bay, Koko Head Trail & minutes from premier shopping, dining, schools & beaches. This home offers the quintessential Hi Kai lifestyle.

148 Waialeale Street, Honolulu

$16,500,000
6 Beds 8 Baths 202611158 MLS FS - Fee Simple Tenure 19 DOM
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

$8,495,000
6 Beds 6 Baths 202612637 MLS FS - Fee Simple Tenure 21 DOM
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

$7,400,000
4 Beds 5 Baths 202611227 MLS FS - Fee Simple Tenure 27 DOM
Positioned waterside of the iconic Koko Kai cliffs, one of two residences comprising the private Koko Kai Compound, each situated on its own separate TMK. This exceptional 4-bedroom, 3-full-bath, 2-half-bath residence also features a detached surf shack, art studio, or flex space, offering endless possibilities for guests, wellness, work, or creative pursuits. Dramatic soaring ceilings, expansive living spaces, and oversized glass sliding doors fill the home with natural light while framing breathtaking views of Maunalua Bay, lush mountains, and unforgettable sunsets. Step outside to your private pool, where spacious lanais and refreshing trade winds create the perfect setting for entertaining or relaxing after a day on the water. Ideally located in prestigious Portlock, just moments from Koko Marina, shopping, dining, golf, world-class beaches, and endless ocean adventures. For those seeking a truly rare legacy property, this residence may also be purchased together with the companion residence, creating the complete Koko Kai Compound—one of East O?ahu’s most extraordinary private compounds. More Photos to come..

120 Hanapepe Loop, Honolulu

$13,898,000
7 Beds 10 Baths 202611234 MLS FS - Fee Simple Tenure 27 DOM
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

$7,100,000
3 Beds 5 Baths 202611231 MLS FS - Fee Simple Tenure 27 DOM
Positioned waterside of the iconic Koko Kai cliffs, one of two residences comprising the private Koko Kai Compound, each situated on its own separate TMK. This exceptional 3-bedroom, 3-full bath, 2-half-bath residence is thoughtfully designed for effortless island living, with all bedrooms and full baths conveniently located on the main entrance level for easy single-level living. Expansive living spaces and oversized floor-to-ceiling glass sliding doors showcase breathtaking views of Maunalua Bay, lush mountains, and unforgettable sunsets while filling the home with natural light. The elegant dining room is designed for memorable gatherings, while the spacious lower-level flex room opens to the private pool through dramatic floor-to-ceiling glass sliding doors, creating the ideal media lounge, game room, fitness studio, home office, or guest retreat. Ideally located in prestigious Portlock, just moments from Koko Marina, shopping, dining, golf, world-class beaches, and endless ocean adventures. This residence may also be purchased with the companion home to create the complete Koko Kai Compound, one of East Oahu’s most extraordinary private compounds. More photos to come..

128 Hanapepe Loop, Honolulu

$2,100,000
5 Beds 3 Baths 202611728 MLS FS - Fee Simple Tenure 40 DOM
Welcome home to a thoughtfully designed space where comfort, connection, and everyday living come naturally. Located in the prestigious Portlock neighborhood of Hawaii Kai, this 5-bedroom, 3-bathroom home offers the perfect blend of functionality, space, and island living. Boasting over 2,000 square feet of interior living area, the home's unique open-concept floor plan provides generous living and dining spaces ideal for both everyday living and entertaining. Spacious bedrooms provide flexibility for family, a home office, or multigenerational living, while three separate gated yard areas offer private outdoor spaces off each wing of the home. Step outside to your own private tropical retreat featuring a swimming pool and beautifully landscaped yard, creating the perfect setting for outdoor dining, relaxation, and year-round enjoyment. From the spacious gathering areas to the private backyard, this home was made for making memories. Located in one of East Honolulu's most coveted neighborhoods and just moments from both Hawaii Kai's shopping centers and desirable beach access points, this Portlock home offers the lifestyle, space, and comfort you've been searching for.

7081 Kalanianaole Highway, Honolulu

$3,000,000
3 Beds 4 Baths 202607683 MLS FS - Fee Simple Tenure 89 DOM
Tucked within a canopy of mature fruit trees and lush tropical landscaping, this vintage island style estate carries the warmth and authenticity that define classic Hawaii living while set in one of East Honolulu's most coveted addresses. Located on a private, expansive lot in the highly sought-after Portlock neighborhood, the main residence offers 3 bedrooms, 3 bathrooms, and the kind of character that simply cannot be built new — with ocean access just steps away across the street. Privately situated toward the rear of the property, a legal custom-built cottage adds remarkable versatility. Featuring approximately 768 sq. ft. of living space and an impressive lofted living area perfect for extended family, guests, or a private retreat of your own. Properties like this where privacy, tropical beauty, and proximity to the Pacific converge rarely come to market in East Honolulu. A true legacy property.

380 Portlock Road, Honolulu

$3,395,000
4 Beds 4 Baths 202608384 MLS FS - Fee Simple Tenure 91 DOM
Spectacular panoramic ocean and mountain views greet you at this brand new renovated luxury residents located in the highly desirable Portlock, Koko Kai and Triangle neighborhood. This light filled island retreat showcases a wonderful single level four bedroom, four bath floorplan. The spacious living room also overlooks a stunning lap-worthy pool surrounded by tropical landscaping. The home is build with exceptional craftsmanship and is truly move in ready. Inside/outside living is perfect for family gatherings and entertainment. A very large and private primary suite offers a wonderful walk in closet and a spa inspired primary bathroom. The brand new gourmet kitchen features new high end LG appliances and offers ample space to create delightful meals. Three other bedrooms are located in the back of the house for utmost privacy and tranquility. The home comes with 25 owned PV panels and a Tesla battery, keeping energy costs very low. A two car garage offers lots of storage space. Upscale dining, shopping and world class snorkeling at Hanauma Bay can be reached within minutes. Plus sandy beaches and hiking trails are also part of this exceptional neighborhood.

101 Nawiliwili Street, Honolulu

$4,485,000
3 Beds 6 Baths 202605472 MLS FS - Fee Simple Tenure 92 DOM
Situated on one of Oahu’s most treasured streets in one of the most private, yet convenient neighborhoods, this mid-century contemporary home combines architectural integrity, character and functionality all dressed in a palate of solid and evocative materials. Thin mullioned French windows, brick and custom tile conspire to create a home that is warm, timeless and very much aligned with today’s living. 12 Lumahai St. is a landmark 1975 custom estate representing a compelling renovation opportunity. Set on 15,577 sq. ft. of land, this home offers 3,881 sq. ft. of interior living space and includes a thoughtfully designed main home as well as a separate guest cottage — offering flexibility for multi-generational living, guest accommodation or home gym or office. The home’s terraced architecture cascades toward a stunning pool and deck, framing breathtaking, unobstructed ocean views. Original brick archways, soaring ceilings and bold contemporary lines speak to the craftsmanship of its era and remain ready to anchor a world-class modern renovation. The property invites transformation as few properties on O'ahu offer this combination of scale, privacy, location, views and opportunity.

12 Lumahai Street, Honolulu

$4,400,000
4 Beds 5 Baths 202607374 MLS FS - Fee Simple Tenure 97 DOM
Portlock—one of Oahu’s most sought-after residential enclaves. Situated just 1300 feet to the ocean on a sprawling 20,000-sqft estate, your day begins as you gaze upon the sunset sinking beyond Diamond Head. This is a place where Hawaii's nature and urban convenience coexist in a miraculous balance. From Hanauma Bay and Koko Head to golf courses and the shoreline of Sandy Beach, you can enjoy the luxury of ocean and mountain activities as if they were your own backyard.Commercial facilities such as Koko Marina and Town Center are also nearby, so daily shopping and dining are a breeze. Renovate this Mid-Century 4-bedroom house into your own modern-vintage style and enjoy a vibrant Hawaiian lifestyle, island life with views of Maunalua Bay, the Kona winds from the Pacific Ocean, and barbecues while watching the sunset. Why not enjoy both the tranquility of a Hawaiian home and the peaceful respite from the hustle and bustle of city life? [Activities] Surfing, SUP, Fishing, Kayaking, Hiking and China Wall are all within 2600 feet. [Investment Potential] With R10 zoning and the construction of a new ADU (annex) on the property, rental income is also possible.

532 Portlock Road, Honolulu

$8,500,000
4 Beds 4 Baths 202604645 MLS FS - Fee Simple Tenure 104 DOM
Welcome to an oceanfront jewel on Portlock Road. This meticulously maintained, single-level residence presents four bedrooms and four bathrooms across more than 3,800 square feet of thoughtfully designed living space, where comfort and elegance blend seamlessly with the beauty of the Pacific. From the moment you open the front door, your gaze is drawn straight through the home to sweeping ocean views, with Diamond Head framed perfectly against radiant sunset skies beyond. The privately positioned primary suite serves as a tranquil retreat, capturing expansive ocean vistas and gentle trade winds. Designed for effortless entertaining, the well-appointed kitchen features marble countertops, two stoves, and two refrigerators-ideal for gatherings both intimate and grand. The spacious great room flows seamlessly to a covered lanai, extending to the pool and exquisitely landscaped grounds. Private, quiet, and serene, this exceptional residence is a true oasis-an inviting sanctuary to relax and savor refined oceanfront living.

365 Portlock Road, Honolulu

$3,980,000
202605996 MLS FS - Fee Simple Tenure 127 DOM
A rare opportunity to build your custom oceanfront estate in Honolulu's coveted Portlock neighborhood. This expansive, south-facing 35,155 sq ft rim lot offers exceptional privacy and security, with breathtaking panoramic views of Maunalua Bay. Enjoy seasonal sightings of turtles, dolphins and whales right from your future home. Preliminary architectural plans are available for a stunning 11,000+ sq ft multi-level modern residence, thoughtfully designed to maximize the natural beauty, topography, and integrity of the land. SMA permits approved. Build as designed or bring your own vision, the possibilities are endless. This is more than land, it is a rare and prestigious opportunity to create a true oceanfront masterpiece. Renderings and plans are conceptual only. No structures currently exist on the property.

3 Poipu Drive, Honolulu

$3,980,000
202605729 MLS FS - Fee Simple Tenure 133 DOM
Rare 0.807 acres south-facing waterfront lot ready to build your exclusively private Hawaiian dream home. A rare opportunity to build your custom oceanfront estate in Honolulu’s coveted Portlock neighborhood. This expansive, south-facing 35,155 sq ft rim lot offers exceptional privacy and security, with breathtaking panoramic views of Maunalua Bay. Enjoy seasonal sightings of turtles, dolphins, and whales right from your future home. Preliminary architectural plans are available for a stunning 11,000+ sq ft multi-level modern residence, thoughtfully designed to maximize the natural beauty, topography, and integrity of the land. SMA permits approved. Build as designed or bring your own vision, the possibilities are endless. This is more than land, it is a rare and prestigious opportunity to create a true oceanfront masterpiece.

3 Poipu Drive, Honolulu

$14,250,000
6 Beds 8 Baths 202604666 MLS FS - Fee Simple Tenure 151 DOM
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

$5,493,000
4 Beds 4 Baths 202601273 MLS FS - Fee Simple Tenure 188 DOM
Luxury living beyond expectations - Sweeping, breathtaking views unfold in a way that can only be fully appreciated in person. Meticulously redesigned and rebuilt, the home blends architectural sophistication with tranquility, oriented to capture expansive ocean views, mountain ranges, and iconic Diamond Head stretching as far as the eye can see. High ceilings, an open floor plan, and beautiful finishes elevate both form and function, with the home thoughtfully designed for effortless entertaining. Expansive living spaces and a seamless indoor/outdoor flow create the perfect setting for gatherings, allowing the home to live as beautifully as it looks. The architectural design is further enhanced by premium, custom-made and imported Eagon aluminum doors engineered for luxury living, offering exceptional thermal performance and effortless function. Refined design, coastal serenity, and craftsmanship that speaks for itself. Walk through video and upgrades and features list attached. Rebuilt in 2023!

132 Poipu Drive, Honolulu

$6,900,000
3 Beds 4 Baths 202528103 MLS FS - Fee Simple Tenure 202 DOM
Rarely will you find a home that evokes quintessential Hawaii living at its finest. This SINGLE LEVEL oceanfront home is located on a LARGE 15,000+lot on prestigious Portlock Rd. It has everything: a beautifully designed Ossipoff home, off-shore breezes, & rare double WIDTH private lane entrance. The local property Owner is the founder of the surf company, Local Motion. He says the area PORTLOCK has the BEST WEATHER IN THE WORLD, the location has direct West exposure w-off-shore breezes, slower living away from the hustle-bustle. Raised in Kailua, the seller has also lived in different areas of Hawaii & chose this area. ONLY a few homes on Portlock Rd. have private land in front, this is one of them. This home sits on the ocean but has NO SAND that attracts people, no music, trash or hanging around. Hawaii Kai has everything needed: 5 surfing areas in front (beginners-advanced), ranked schools, public golf, recreation pools & shopping conveniences. Private & separate entry for Guest room for family or care giving. Hawaii living at its finest; unpretentious, you deserve to live the dream. Rob is a Hawaiian Local & raised in Hawaii all his life & will provide his BIO if asked.

469 A Portlock Road, Honolulu

$6,500,000
5 Beds 6 Baths 202528543 MLS FS - Fee Simple Tenure 206 DOM
Tucked behind a private gate in prestigious Portlock, this extensively rebuilt residence offers rare privacy and peacefulness. Thirty-foot sliding glass doors and ceilings open to a large covered lanai and backyard featuring a 50-foot saltwater pool and spa. Mature palms along the property line create a natural privacy buffer. Step through the front door into expansive open living spaces with marble-like Italian porcelain flooring and soaring ceilings. The layout includes five bedrooms with two primary suites — each with a private lanai — plus a versatile bonus room with private entrance and an in-home sauna. Designed by award-winning architect James McPeak and reimagined in recent years, the home features dramatic floor-to-ceiling windows and spa-inspired bathrooms. Set on a 13,000+ sq ft lot with ¼ shared ownership in a nearby beach access walkway. Recent improvements include a new custom roof (2021), updated windows (2022, excluding select doors), and a solar system subject to a power purchase agreement. Just minutes to Costco, Hawaii Kai shopping centers, and dining. A rare offering in one of O?ahu's most established coastal neighborhoods.

235 Portlock Road, Honolulu

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.