Hawaii Kai Homes with Oceanfront Frontage

Welcome to Hawaii Kai, a breathtaking gem nestled on the southeastern coast of Oahu, Hawaii. Known for its stunning oceanfront views and serene atmosphere, Hawaii Kai is a paradise that offers a unique blend of luxury living and natural beauty. This vibrant community is surrounded by lush mountains and sparkling blue waters, making it an ideal location for those seeking a tranquil lifestyle while still being close to the vibrant city of Honolulu.

One of the most alluring features of Hawaii Kai is its selection of homes with oceanfront frontage. Imagine waking up to the gentle sound of waves lapping at the shore and enjoying your morning coffee while gazing at the endless horizon. These exquisite properties offer unparalleled access to pristine beaches, where you can swim, snorkel, or simply relax under the warm Hawaiian sun. The oceanfront homes in Hawaii Kai are designed to maximize the breathtaking views, with expansive windows and spacious decks that invite the outdoors in.

In addition to its stunning real estate, Hawaii Kai boasts a wealth of amenities, including upscale shopping, gourmet dining, and recreational opportunities. The nearby Koko Head Crater offers hiking trails with panoramic views, while the marina provides access to boating and water sports. Families will appreciate the top-rated schools and parks, creating a perfect environment for raising children.

Whether you’re looking for a serene retreat or a vibrant community, Hawaii Kai’s oceanfront homes offer an idyllic lifestyle that embodies the spirit of island living. Come experience the beauty and tranquility of Hawaii Kai – your dream home awaits!

Newest Hawaii Kai Homes with Oceanfront Frontage

$9,000,000

5 Beds ⋅ 4 Baths ⋅ 202616314 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

Rare opportunity to own a true Portlock oceanfront estate spanning two separate lots totaling approximately 33,276 sq. ft., from the street to the ocean. The existing residence at 433 Portlock Rd offers direct oceanfront living with a swimming pool, covered lanai, generous yard, recently installed split ACs in every room, and ample off-street parking for 10+ vehicles. Enjoy sweeping ocean, Diamond Head, sunset, and Maunalua Bay views from this exceptional setting. Included is an adjacent 15,000+ sq. ft. vacant lot at 431 Portlock Rd, offering the potential to create a private family compound, build a custom residence, or preserve additional open space and privacy. A unique opportunity to own a substantial double-lot estate in one of East Honolulu’s most desirable oceanfront neighborhoods. TMKs: 1-3-9-016-009 and 1-3-9-016-012.

431/433 Portlock Road, Honolulu

$14,500,000

5 Beds ⋅ 6 Baths ⋅ 202615821 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM

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

Honolulu

$1,688,000

3 Beds ⋅ 3 Baths ⋅ 202615063 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM ⋅ Koko Isle BLDG.

Waterfront living in Hawaii Kai doesn’t get much better than this. Nestled within the highly desirable Koko Isle community, this 3 bedroom, 2.5 bathroom townhome offers peaceful marina views, beautiful sunrise views, an enclosed lanai, and the perfect balance of privacy and convenience. Light updates completed in 2026 give the home a fresh feel while leaving plenty of opportunity to make it your own. Whether you enjoy boating, paddleboarding, kayaking, or simply relaxing by the water, this location makes it easy to embrace the island lifestyle. Start your mornings watching the sun rise over the marina with a cup of coffee, then spend your evenings enjoying the trade winds and the surrounding mountain backdrop. Residents of Koko Isle enjoy beautifully maintained grounds, resort-style amenities, and a central Hawaii Kai location just minutes from shopping, restaurants, beaches, hiking trails, and everything that makes East Oahu one of the island’s most desirable places to call home. A rare opportunity to enjoy the waterfront lifestyle you’ve been waiting for.

711 Koko Isle Circle Unit 13/1306, Honolulu

$16,500,000

6 Beds ⋅ 8 Baths ⋅ 202611158 MLS ⋅ FS - Fee Simple Tenure ⋅ 64 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

$7,400,000

4 Beds ⋅ 5 Baths ⋅ 202611227 MLS ⋅ FS - Fee Simple Tenure ⋅ 72 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 ⋅ 72 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 ⋅ 72 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

$7,950,000

4 Beds ⋅ 4 Baths ⋅ 202604645 MLS ⋅ FS - Fee Simple Tenure ⋅ 149 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

$1,299,000

3 Beds ⋅ 3 Baths ⋅ 202604564 MLS ⋅ FS - Fee Simple Tenure ⋅ 192 DOM ⋅ Gateway Peninsula BLDG.

Standing out above the rest is this NEWLY renovated 3-bd, 2.5-bath home in Gateway Peninsula, Hawaii Kai. Designed for a waterfront lifestyle. The spacious open-concept layout connects the sunroom, living-dining & kitchen areas, creating a bright gathering space with refreshing marina breezes. Enjoy Ocean & Koko Head views from the primary suite & back lanai, while large front & rear lanais expand outdoor living & entertaining. The designer kitchen features white shaker cabinetry, quartz countertops, a farmhouse sink & stainless-steel appliances. Updated baths, fresh interior finishes, waterproof vinyl flooring, energy-efficient split A/C throughout & hurricane-resistant upstairs windows provide modern comfort. Personal boat slip (NEW commercial grade dock) allows direct access for water activities like boating, paddling, kayaking, fishing and more directly from your backyard. Walk, drive or boat to nearby dining & shopping minutes from your door. Enjoy the community pool & clubhouse for gatherings or personal use. E komo mai- welcome home. 3D walk-through available and some photos enhanced.

205 Kawaihae Street Unit A5, Honolulu

$6,900,000

3 Beds ⋅ 4 Baths ⋅ 202528103 MLS ⋅ FS - Fee Simple Tenure ⋅ 247 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

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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.