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$15,375,000
6 Beds ⋅ 6 Baths ⋅ 202413777 MLS ⋅ FS - Fee Simple Tenure ⋅ 295 DOM
LARGEST BEACHFRONT PROPERTY for sale on Hawaii’s Most Exclusive Street: 1.21 ACRES (1,485 Tsubo — 4,910 Sq Meters). 2 separate parcels. The Street to Ocean parcels at 4679 & 4679B Kahala feature a large driveway nestled amidst lush landscaping, a caretaker’s residence, an extremely large pool, and a 5bdrm/5bath single level Hawaiian Modern main house designed by acclaimed Hawaii architect, Vladimir Ossipoff. Organic design in harmony with nature provides effortless transition from indoors to out and efficient use of natural light & ventilation. Living room frames the sweeping ocean view & opens to lanais on both sides – step out to the beachfront yard or pool. Excellent Kahala Avenue location with easy access to fine dining, world-class shopping and entertainment; enjoy a short scenic drive around Diamond Head to Waikiki. This offering includes TMKs 1-3-5-5-2 and 1-3-5-5-3.

4679B Kahala Avenue, Honolulu
$1,957,000
4 Beds ⋅ 4 Baths ⋅ 202400954 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM
Views, views and more views of Lanikai and the infamous Mokulua islands! This well-loved home offers 3 bedrooms, 3 bathrooms in main home, (each bedroom is an ensuite) and permitted workshop/rumpus room above garage. Original Ossipoff design, with original floor plans. 16 Owned PV panels installed in 2011 and updated in 2019. Owner's ensuite and kitchen have noticeable slope. Structure is safe but buyers to do their own due diligence. Number of bedrooms and bathrooms do not match TMK. Don't forget to view layout and video via the "movie reel" icon located, below the picture! Easy to see, so call your favorite realtor and let's get started!

35 Aalapapa Place, Kailua
$1,895,000
3 Beds ⋅ 3 Baths ⋅ 202314093 MLS ⋅ FS - Fee Simple Tenure ⋅ 65 DOM
Location, Location, Location! Welcome to this stunning Waialae Nui Ridge home, originally designed by renowned architect Vladimir Ossipoff, celebrated for his ability to seamlessly blend indoor and outdoor living spaces. This captivating residence boasts 3 bedrooms, 3 baths, and a spacious study, ensuring comfort and versatility. The end bedroom features a separate entrance, making it an ideal accommodation for extended family visits or guests. This home also offers an abundance of storage space and is equipped with a 45 panel owned solar system on the NEM agreement, significantly reducing your monthly electric bills. At 800 ft above sea level prepare to be mesmerized by the sweeping views of the coast and the majestic Diamond Head Crater. Unwind by the pool, as you marvel at rain clouds rolling over the ocean horizon. Convenience at your fingertips, as this home is ideally located near Kahala Mall and all the amenities of town. Whether you seek shopping, dining, or entertainment options, everything is just a stone's throw away. Don't miss out on this extraordinary opportunity to own a truly unique Hawaiian-style home that captures the essence of island living.

1879 Halekoa Drive, Honolulu
$3,900,000
4 Beds ⋅ 3 Baths ⋅ 202320951 MLS ⋅ FS - Fee Simple Tenure ⋅ 30 DOM
ISLAND LIFE BY THE SEA… It’s all about the location and this Diamond Head home checks all the boxes if you dream of waking to a life by the sea, swimming in the azure waters of the Pacific Ocean each day and strolling down a famed sandy beach at sunset. This charming single level 4 bedroom, 3 Bath Island home is located on a private lane and was designed by legendary architect Vladimir Ossipoff. Enjoy a wonderful indoor/outdoor floor plan with sprawling light filled open living and entertaining areas overlooking tropical landscaped grounds and the sky-blue sea beyond. Experience Ossipoff’s notable trademarks; polished concrete and hardwood floors, a wood burning fireplace, open display shelving, design elements offering natural air flow for trade winds and a seamless integration to natures outdoor elements from within. A cozy dining room unites to a timeless kitchen with stainless countertops, new appliances, and wide windows with garden views. This home is a dream for the water enthusiast with access to every imaginable ocean sport at your back door and the convenience to nearby Diamond Head hiking trails, farmers market, golfing, restaurants, shopping, Waikiki & more!

216 Kulamanu Place, Honolulu
$1,580,000
3 Beds ⋅ 2 Baths ⋅ 202320573 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Open House Sunday, September 10 from 2:00-5:00 p.m. Welcome to your comfortable and private split-level single family home located on lower Waialae Nui Ridge. Designed by architect Vladimir Ossipoff, it features vaulted ceilings, hardwood floors, and lots of natural light. The kitchen was renovated in 2020, both bathrooms were renovated in 2023. The the lower level living room opens to the patio. Electrical system updated in 2019. Twelve PV panels, owned, and two split AC units installed in 2020. Two 220 volt outlets for EV charging in carport. This rim lot home on a quiet cul-de-sac offers Diamond Head, ocean, city, and garden views. Conveniently located to Kahala Mall, freeway access, schools, churches, parks, and beach. To be sold in "As Is" condition.

1632 Halekoa Place, Honolulu
$2,900,000
6 Beds ⋅ 6 Baths ⋅ 202318900 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM
Wonderful opportunity to own a large home and separate cottage on one of Kahala's most coveted streets. The main house consists of 3072 sq feet and has 4 bedrooms and 3 1/2 bathrooms. The separate cottage consisting of 560 sq feet and has two separate bedrooms and two full bathrooms. The main house offers two primary suites: The first one is located on the ground floor overlooking a serene pool and the second one is located on the second floor overlooking a lush and private backyard. The original home was build by famed architect Vladimir Ossipoff. The home is perfect for multi generational living. It also provides wonderful indoor and outdoor living possibilities. The flat yard in the back of the house is fully fenced and offers a sense of serenity, privacy and peace. The front of the house has a covered lanai perfect for entertaining by the pool and enjoying meals. The home comes with a fully owned PV system. The home is awaiting updating and personal touches and can be transformed into a stunning residence. Open House on September 3rd from 2:00 pm-5:00 pm.

4561 Aukai Avenue, Honolulu
$2,475,000
3 Beds ⋅ 3 Baths ⋅ 202404779 MLS ⋅ FS - Fee Simple Tenure ⋅ 40 DOM
Welcome to unobstructed views through the lens of unparalleled master architect Vladimir Ossipoff. Start your day inspired in this private Mid Century gem situated in the neighborhood of Waialae Nui Ridge, one of Oahu’s best kept secrets! Take in the sunrise over Molokai, Maui and Lanai from this 3 bedroom 2.5 bath home. Large, no maintenance, Trex decks encompass the updated pool and flow from the main living area to the outside. Custom touches fill the home including George Nelson pendants, a mural by artist JMikal Davis (@hellbent_), and many other touches Ossipoff would have approved of. Boasting panoramic ocean views you can while away your day watching whales breach, ships sail by, or checking your favorite local surf spot. Even the recently renovated two car garage has a view! Updates include a new standing seam metal roof, solar with 50 400 watt panels, 3 Generac batteries and updated 200 amp electrical; all completed in 2022. End your day with a sweat in the cedar dry sauna, a dip in the heated pool, and take in the expansive ocean view as Ossipoff intended.

1929 Halekoa Drive, Honolulu
$7,200,000
5 Beds ⋅ 6 Baths ⋅ 202222456 MLS ⋅ FS - Fee Simple Tenure ⋅ 337 DOM
Private and secluded property just minutes from town sits a single level home on a sprawling 47,000 square foot property. Stroll through the beautifully manicured lawn, surrounded by an ancient Hawaiian fish pond and Paiko lagoon. Designed by famed mid-century modern architect Vladmir Ossipoff, this 8,000 square foot mid-century style home features open living spaces and that old Hawaii charm. Open the windows throughout to enjoy those cool Hawaiian breezes and enjoy that indoor/outdoor lifestyle. Gated and private hidden gem!

5949 Kalanianaole Highway Unit D, Honolulu
$3,393,000
3 Beds ⋅ 3 Baths ⋅ 202321731 MLS ⋅ FS - Fee Simple Tenure ⋅ 154 DOM
This lovely, level oceanfront lot on coveted Portlock Road has stunning views of East Oahu Coastline and Diamond Head, formed by 2 magnificent monkeypod trees. Quiet, peaceful and calm through all the hours, and graced with an older Ossipoff beach house on the Historic Register. Journey back in time to a calmer era on this beautiful property, evocative of days gone by. A swimming pool and ample parking make for easy living. Great neighbors on either side, owning from beach to road, are true bonus.

355 Portlock Road Unit A, 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.