Hawaii Kai Homes with Oceanfront Frontage

Welcome to Hawaii Kai, a stunning gem nestled on the southeastern coast of Oahu, Hawaii. This picturesque community is renowned for its breathtaking oceanfront properties, lush landscapes, and a laid-back lifestyle that embodies the spirit of island living. With the majestic Ko'olau Mountains as a backdrop and the sparkling Pacific Ocean at your doorstep, Hawaii Kai offers an unparalleled blend of natural beauty and modern convenience.

Hawaii Kai is perfect for those seeking a serene retreat while still being close to the vibrant city life of Honolulu. The area boasts a variety of outdoor activities, including hiking trails, kayaking, and snorkeling in pristine waters. The nearby Hanauma Bay Nature Preserve is a must-visit, where you can explore vibrant coral reefs and diverse marine life.

Homes in Hawaii Kai with oceanfront frontage are truly a slice of paradise. Imagine waking up to the sound of waves gently crashing against the shore and enjoying your morning coffee with panoramic views of the ocean. These properties offer spacious layouts, modern amenities, and the ultimate in luxury living. Whether you’re looking for a cozy beach cottage or an expansive estate, Hawaii Kai has something for everyone.

In addition to its natural beauty, Hawaii Kai is home to a variety of dining, shopping, and entertainment options. From fresh seafood restaurants to boutique shops, you’ll find everything you need right at your fingertips. Experience the allure of Hawaii Kai—where oceanfront living meets the charm of island life. Your dream home awaits!

Newest Hawaii Kai Homes with Oceanfront Frontage

$16,500,000

6 Beds ⋅ 8 Baths ⋅ 202611158 MLS ⋅ FS - Fee Simple Tenure ⋅ 22 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 ⋅ 30 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 ⋅ 30 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 ⋅ 30 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

$1,695,000

3 Beds ⋅ 3 Baths ⋅ 202607857 MLS ⋅ FS - Fee Simple Tenure ⋅ 94 DOM ⋅ Koko Isle BLDG.

Welcome to Koko Isle — an island within an island, offering one of Honolulu's most unique waterfront lifestyles with direct access to open Hawaiian waters in just 5 minutes. This 3-bed, 2.5-bath marina-front townhome offers approx. 1,700 SF of living space on the cool, quiet side of the island, away from commercial marina activity. Watch sailboats drift by from your enclosed lanai — adding usable sq. footage while keeping you connected to the water. A large fenced courtyard at entry adds a gracious arrival and private outdoor space. Mountain & marina views set a serene backdrop throughout. Mitsubishi split A/C serves the living areas; all bedrooms have A/C, blackout coverings & ceiling fans. The private boat dock & deck are in excellent shape — cruise to open water in minutes or take the boat out to waterfront restaurants nearby. Community grounds are meticulously maintained with recent updates reflecting the pride of ownership woven throughout Koko Isle. A refined waterfront address for the discerning buyer who values both serenity and access.

715 Koko Isle Circle Unit 13/1307, Honolulu

$8,500,000

4 Beds ⋅ 4 Baths ⋅ 202604645 MLS ⋅ FS - Fee Simple Tenure ⋅ 107 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 ⋅ 130 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 ⋅ 136 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

$1,299,000

3 Beds ⋅ 3 Baths ⋅ 202604564 MLS ⋅ FS - Fee Simple Tenure ⋅ 150 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 ⋅ 205 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.