Diamond Head Luxury Real Estate
With grand cliffs and majestic ocean views, Diamond Head is the crown jewel of Oahu's luxury real estate market. Custom homes in Diamond Head can be as large as 10,000 sq. ft., with guest quarters, huge resort-like pools and grounds, and of course, some of the best ocean views in the world.
Read more about Diamond Head luxury real estate, or see all Diamond Head luxury homes for sale below.
Diamond Head Luxury Homes & Condos for Sale
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Diamond Head Luxury Homes
Diamond Head luxury homes begin at about $2 million, and go all the way up to $20 million. The captains of Oahu's industry make their homes in Diamond Head, which is just a short drive to Downtown Honolulu.
This community offers discerning buyers all the amenities of big city life with the charm of a simple beach town. Diamond Head stands apart as Hawaii's most prestigious real estate market, setting sales records every year, and maintaining its value better than almost any other market.
To broaden your real estate search, see our Diamond Head real estate page, or Diamond Head beachfront properties.
Contact AlohaTony to learn more about buying or selling Diamond Head luxury real estate.
Diamond Head Luxury Real Estate for Sale
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zo...
- 11 Beds
- 11 Baths
- 202520629 MLS
- FS - Fee Simple Tenure
Listing courtesy of Hawaii Life.
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet,...
- 5 Beds
- 7 Baths
- 202520630 MLS
- FS - Fee Simple Tenure
Listing courtesy of Hawaii Life.
The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this ...
- 5 Beds
- 9 Baths
- 202528159 MLS
- FS - Fee Simple Tenure
Listing courtesy of Compass.
Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisa...
- 5 Beds
- 8 Baths
- 202603726 MLS
- FS - Fee Simple Tenure
Listing courtesy of Coldwell Banker Realty.
This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. L...
- 5 Beds
- 7 Baths
- 202609193 MLS
- FS - Fee Simple Tenure
Listing courtesy of Coldwell Banker Realty.
TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence pres...
- 5 Beds
- 4 Baths
- 202613905 MLS
- FS - Fee Simple Tenure
Listing courtesy of Coldwell Banker Realty.
Exceptional Beachfront Luxury on Honolulu’s Iconic Diamond Head! A rare gem on one of Honolulu’s most coveted stretches of beach, this stunning beachfront estate offers a...
- 6 Beds
- 4 Baths
- 202520628 MLS
- FS - Fee Simple Tenure
Listing courtesy of Hawaii Life.
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at ...
- 3 Beds
- 3 Baths
- 202525708 MLS
- Kuu Makana@ Diamond Hd Bldg.
- FS - Fee Simple Tenure
Listing courtesy of Caron B Realty.
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at ...
- 3 Beds
- 3 Baths
- 202525685 MLS
- Kuu Makana@ Diamond Hd Bldg.
- FS - Fee Simple Tenure
Listing courtesy of Caron B Realty.
It's all about the view...Rare 360-degree panorama that captures breathtaking vistas in every direction. One-of-a-kind retreat designed to immerse you in nature's beauty ...
- 5 Beds
- 6 Baths
- 202507863 MLS
- FS - Fee Simple Tenure
Listing courtesy of Coldwell Banker Realty.
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.