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Vladimir Ossipoff Home in Pacific Heights

Vladimir Ossipoff

Vladimir Ossipoff is Hawaii's most renowned mid century modern architect. Born in Russia and studied in Japan, his design has left a remarkable stamp on our islands. Whether it be his custom homes or his commercial projects, his works can be seen throughout the state.

Having grown up with his architecture all around me - from family properties to institutions I've spent countless hours at, it wasn't until 2008 that I really dove in and started blogging about his works after visiting an exhibit at the Honolulu Academy of Arts. I also spent many years after writing on his works.

Below you'll find the latest Ossipoff listings and recent sales on Oahu. If you're looking to Buy or Sell an Ossipoff home on Oahu, feel free to contact me for more information.

Ossipoff Listings and Recent Sales

459 A Portlock Road, Honolulu image
459 A Portlock Road, Honolulu $6,000,000

A TIMELESS PORTLOCK OCEANFRONT TREASURE WITH SPELLBINDING SUNSETS. Perfectly positioned along Portlock’s coveted south facing shoreline, this timeless 5 Bedroom, 4 Bath i...

  • 5 Beds
  • 4 Baths
  • 202608267 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Selling Office: Oceans Real Estate.

5543 Kalanianaole Highway, Honolulu image
5543 Kalanianaole Highway, Honolulu $4,999,000

RARE, VINTAGE, MINT, BEACHFRONT OSSIPOFF GEM! Experience timeless Hawaii luxury in this exquisite 3-bedroom, 2.5-bathroom single-level home, meticulously crafted by reno...

  • 3 Beds
  • 3 Baths
  • 202523545 MLS
  • FS - Fee Simple Tenure
Courtesy of Deep Blue HI

Listing courtesy of Deep Blue HI.

1935 Halekoa Drive, Honolulu image
1935 Halekoa Drive, Honolulu $1,815,000

Experience sweeping ocean vistas and iconic Diamond Head views from the comfort of your spacious covered lanai, perfectly situated on a prized rim lot along highly desira...

  • 3 Beds
  • 2 Baths
  • 202518823 MLS
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii. Selling Office: Refined Real Estate Hawaii LLC.

4219 Kaikoo Place, Honolulu image
4219 Kaikoo Place, Honolulu $4,785,000

An exceptional mid-century residence offering sweeping ocean views in the prestigious Diamond Head area. Designed in 1959 by acclaimed architect Vladimir Ossipoff, this h...

  • 6 Beds
  • 8 Baths
  • 202512547 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass. Selling Office: Non-MLS.

1808 Halekoa Drive, Honolulu image
1808 Halekoa Drive, Honolulu $2,300,000

Perched atop the prestigious Waialae Nui Ridge, this stunning residence on Halekoa Drive offers a rare chance to enjoy sweeping, unobstructed views of Diamond Head. Origi...

  • 4 Beds
  • 4 Baths
  • 202507493 MLS
  • FS - Fee Simple Tenure
Courtesy of Jeffrey Samuels Realty

Listing courtesy of Jeffrey Samuels Realty. Selling Office: Corcoran Pacific Properties.

210 Aikahi Loop, Kailua image
210 Aikahi Loop, Kailua $1,888,000

This one of a kind, well loved, home is move in ready. This multigenerational home has not been available for more than 50 years. It was designed by architect Ossipoff, ...

  • 5 Beds
  • 3 Baths
  • 202505492 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Selling Office: Non-MLS.

1790 Halekoa Drive, Honolulu image
1790 Halekoa Drive, Honolulu $1,920,000

Mid-Century Modern Masterpiece with breathtaking views, designed by renowned architect Valdimar Ossipoff. This home perfectly embodies his signature style of seamlessly b...

  • 5 Beds
  • 3 Baths
  • 202505741 MLS
  • FS - Fee Simple Tenure
Courtesy of Berkshire Hathaway HmSvc HI RE

Listing courtesy of Berkshire Hathaway HmSvc HI RE. Selling Office: Engel & Volkers Honolulu.

1879 Halekoa Drive, Honolulu image
1879 Halekoa Drive, Honolulu $1,895,000

Location, Location, Location! Welcome to this stunning Waialae Nui Ridge home, originally designed by renowned architect Vladimir Ossipoff, celebrated for his ability to ...

  • 3 Beds
  • 3 Baths
  • 202314093 MLS
  • FS - Fee Simple Tenure
Courtesy of Redfin Corporation

Listing courtesy of Redfin Corporation. Selling Office: Hawaii Smart Homes LLC.

216 Kulamanu Place, Honolulu image
216 Kulamanu Place, Honolulu $3,900,000

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 wa...

  • 4 Beds
  • 3 Baths
  • 202320951 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Selling Office: BHGRE Advantage Realty.

1910 Alaeloa Street, Honolulu image
1910 Alaeloa Street, Honolulu $1,600,000

Enjoy life in one of Honolulu’s most highly sought after neighborhoods in this Ossipoff-Inspired home on Waialae Nui Ridge. This simple, but unique home has sweeping view...

  • 3 Beds
  • 2 Baths
  • 202414855 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass. Selling Office: Coldwell Banker Realty.

1632 Halekoa Place, Honolulu image
1632 Halekoa Place, Honolulu $1,580,000

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 ...

  • 3 Beds
  • 2 Baths
  • 202320573 MLS
  • FS - Fee Simple Tenure
Courtesy of Concepts Unlimited Inc

Listing courtesy of Concepts Unlimited Inc. Selling Office: Asato Realty Inc..

5112 Maunalani Circle, Honolulu image
5112 Maunalani Circle, Honolulu $2,286,000

Perched atop Maunalani Heights like the crown jewel on Her Majesty, this could be your once-in-a-lifetime opportunity to own a unique Ossipoff home in a highly sought-aft...

  • 3 Beds
  • 2 Baths
  • 202416465 MLS
  • FS - Fee Simple Tenure
Courtesy of Sachi HI Pacific Century Prop.

Listing courtesy of Sachi HI Pacific Century Prop.. Selling Office: eXp Realty.

1929 Halekoa Drive, Honolulu image
1929 Halekoa Drive, Honolulu $2,475,000

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...

  • 3 Beds
  • 3 Baths
  • 202404779 MLS
  • FS - Fee Simple Tenure
Courtesy of Carvill Sotheby's Intl. Realty

Listing courtesy of Carvill Sotheby's Intl. Realty. Selling Office: Hawaii Life.

355 Portlock Road Unit A, Honolulu image
355 Portlock Road Unit A, Honolulu $3,393,000

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, pea...

  • 3 Beds
  • 3 Baths
  • 202321731 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Selling Office: Corcoran Pacific Properties.

1747 Halekoa Drive, Honolulu image
1747 Halekoa Drive, Honolulu $1,790,000

Relish the Ocean and Diamond Head views from the spacious lanai of your mid-century modern Ossipoff & Snyder Architects designed home on the highly desirable neighborhood...

  • 3 Beds
  • 3 Baths
  • 202424367 MLS
  • FS - Fee Simple Tenure
Courtesy of BHGRE Advantage Realty

Listing courtesy of BHGRE Advantage Realty. Selling Office: Carvill Sotheby's Intl. Realty.

3300 Pacific Heights Road, Honolulu image
3300 Pacific Heights Road, Honolulu $8,800,000

This architectural masterpiece by Vladimir Ossipoff is the ultimate ridgetop sanctuary in Honolulu. Sited on over eight acres, the property offers breathtaking 360-degree...

  • 4 Beds
  • 5 Baths
  • 202420541 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Selling Office: Berkshire Hathaway HmSvc HI RE.

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.

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Harcourts Island Real Estate
    4614 Kilauea Ave. #206
    Honolulu, HI 96816

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