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Mid Century Modern Architecture and Homes on Oahu

Mid Century Modern architecture is something that I've been passionate about and blogging about since 2008. Since most of these gems were literally built "mid century" you can find concentrations of them throughout the island - most of which are in Honolulu or the Windward side. For example, you won't find much in the Ewa or Leeward Plains as most of the construction there is newer.

The challenge as we get further along in the 21st Century, it's becoming harder and harder to find good ones where the home is still relatively intact with the "bones", lines and features of the era. Unfortunately, there are many that have been remodeled in the 80's or 90's where they no longer have the same style. Also, sad but true, there's been a number that have been demolished over the years to pave way for new construction.

Here you'll find available listings for sale that I've gathered that meet the style. Some are done by the greats such as Vladimir Ossipoff or Alfred Preis. Once in a blue moon, you'll come across a George Hogan home or others of the era. Feel free to contact me in the event you're looking to purchase or sell a Mid Century Modern Home in Hawaii.

Active Mid Century Modern Listings

513 Iliaina Street, Kailua image
513 Iliaina Street, Kailua $1,575,000

Live the Kailua lifestyle you've been dreaming of! Nestled in desirable Kalaheo Hillside, this well-maintained, single-level home offers the perfect blend of comfort, spa...

  • 4 Beds
  • 2 Baths
  • 202620171 MLS
  • FS - Fee Simple Tenure
Courtesy of Engel & Volkers Honolulu

Listing courtesy of Engel & Volkers Honolulu.

45-185 B Lilipuna Road, Kaneohe image
45-185 B Lilipuna Road, Kaneohe $1,595,000

Morning coffee on the lanai w/ the Koolau Mountain backdrop. Evenings watching the ridgeline turn pink. This charming 5bd/3ba Lilipuna home on a 10,000 sf lot was made fo...

  • 5 Beds
  • 3 Baths
  • 202620065 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

161 E Hind Drive, Honolulu image
161 E Hind Drive, Honolulu $1,700,000

Single-level home on a spacious, level corner lot of 10,364 sq. ft. in desirable Aina Haina. Conveniently located near Kalanianaole Highway but not too far back in the va...

  • 4 Beds
  • 2 Baths
  • 202619535 MLS
  • FS - Fee Simple Tenure
Courtesy of Lei Homes LLC

Listing courtesy of Lei Homes LLC.

2908 Robert Place, Honolulu image
2908 Robert Place, Honolulu $1,015,000

E komo mai to “Paradise Perch,” est. 1957. Offered for the first time in nearly 70 years, this special home captures unobstructed panoramic views from East Oahu to Kalael...

  • 2 Beds
  • 2 Baths
  • 202619453 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

2550 Ipulei Way, Honolulu image
2550 Ipulei Way, Honolulu $1,445,000

Welcome to this newly renovated 4-bedroom, 2-bath home in Palolo’s Carlos Long subdivision. Completed in 2026, the renovation thoughtfully updates the home from top to bo...

  • 4 Beds
  • 2 Baths
  • 202618187 MLS
  • FS - Fee Simple Tenure
Courtesy of Real Broker

Listing courtesy of Real Broker.

41-012 Wailea Street, Waimanalo image
41-012 Wailea Street, Waimanalo $1,699,000

WHERE THE KOOLAUS MEET THE SEA. MOMENTS FROM WAIMANALO BEACH. Tucked into coveted Waimanalo Beach Lots, this beautifully updated 2-bedroom, 2-bath beach cottage pairs exc...

  • 2 Beds
  • 2 Baths
  • 202617903 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

1761 Halekoa Drive, Honolulu image
1761 Halekoa Drive, Honolulu $1,800,000

Rare opportunity to own a classic Mid-Century Modern residence designed by renowned architect Vladimir Ossipoff, widely considered the master of Hawaiian Tropical Moderni...

  • 3 Beds
  • 2 Baths
  • 202615810 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

431/433 Portlock Road, Honolulu image
431/433 Portlock Road, Honolulu $9,000,000

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 res...

  • 5 Beds
  • 4 Baths
  • 202616314 MLS
  • FS - Fee Simple Tenure
Courtesy of Oceans Real Estate

Listing courtesy of Oceans Real Estate.

313 Anolani Street, Honolulu image
313 Anolani Street, Honolulu $1,350,000 ▼

A rare offering in Niu Valley. This single-level 4-bedroom, 2-bath home rests upon a 6,998 sf lot, with 1,440 sf of living space & only one prior owner in its history. At...

  • 4 Beds
  • 2 Baths
  • 202614564 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

453 Iliaina Street, Kailua image
453 Iliaina Street, Kailua $1,539,500 ▼

MAJOR PRICE REDUCTION & EXTRAORDINARY VALUE!! E komo mai to this charming pool home in one of Kailua's most sought after neighborhoods, with less than a mile walk to beau...

  • 3 Beds
  • 2 Baths
  • 202616142 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

4117 Kaimanahila Street, Honolulu image
4117 Kaimanahila Street, Honolulu $2,900,000

Rare opportunity to renovate or rebuild near the base of Diamond Head along the south shore of Oahu. Situated on a generous 10,013 sq.ft. gently sloped lot, this single-l...

  • 4 Beds
  • 3 Baths
  • 202614843 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop

Listing courtesy of Coldwell Banker Island Prop.

47-220 Kamehameha Highway, Kaneohe image
47-220 Kamehameha Highway, Kaneohe $1,395,000

Welcome to 47-220 Kamehameha Highway, a unique Lulani Ocean property offering sweeping ocean views, flexible living options, and a separate legal dwelling. The main home ...

  • 4 Beds
  • 3 Baths
  • 202616178 MLS
  • FS - Fee Simple Tenure
Courtesy of Carvill Sotheby's Intl. Realty

Listing courtesy of Carvill Sotheby's Intl. Realty.

3362 Loulu Street, Honolulu image
3362 Loulu Street, Honolulu $1,798,000 ▼

Manoa living at its finest. Beautifully transformed in 2024, this sophisticated 4 bedroom, 2 bath split level residence pairs modern design with inviting indoor living an...

  • 4 Beds
  • 3 Baths
  • 202615300 MLS
  • FS - Fee Simple Tenure
Courtesy of Engel & Volkers Honolulu

Listing courtesy of Engel & Volkers Honolulu.

44-519 Kaneohe Bay Drive, Kaneohe image
44-519 Kaneohe Bay Drive, Kaneohe $6,088,888

This truly exceptional waterfront estate on Kaneohe Bay offers rare wide oceanfront frontage, deep-water channel, and a private boat dock with direct access to the bay, s...

  • 6 Beds
  • 6 Baths
  • 202611993 MLS
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

4765 Matsonia Drive, Honolulu image
4765 Matsonia Drive, Honolulu $1,968,000 ▲

Perched on the slopes of Maunalani Heights, this beautifully maintained midcentury home offers breathtaking wraparound views of Diamond Head, coastline, & Pacific Ocean. ...

  • 3 Beds
  • 2 Baths
  • 202611859 MLS
  • FS - Fee Simple Tenure
Courtesy of Caron B Realty

Listing courtesy of Caron B Realty.

4072 Kulamanu Street, Honolulu image
4072 Kulamanu Street, Honolulu $4,200,000

Get ready to find your dream home with this stunning Mid Century Modern home designed by Alfred Preis, the renowned Arizona Memorial Architect. Located just a stone's thr...

  • 4 Beds
  • 4 Baths
  • 202611048 MLS
  • FS - Fee Simple Tenure
Courtesy of Harcourts Island Real Estate

Listing courtesy of Harcourts Island Real Estate.

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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The Architects

  • Vladimir Ossipoff
  • Alfred Preis

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

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