View All Diamond Head HI Estate Homes Listings
RARE OPPORTUNITY ON KOLOA STREET IN KAHALA. Priced below tax assessed value, this is your chance to acquire a substantial estate on one of Kahala's most beloved streets. ...
- 5 Beds
- 5 Baths
- 202615601 MLS
- FS - Fee Simple Tenure
- 18 DOM
Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living ...
- 6 Beds
- 8 Baths
- 202613193 MLS
- FS - Fee Simple Tenure
- 63 DOM
GRAND SCALE KAHALA LIVING. Sprawling 5 BD, 5.5 BA residence on a wonderful wide street in coveted Kahala offering approximately 5,400 sq ft of interior living space. Dram...
- 5 Beds
- 6 Baths
- 202611124 MLS
- FS - Fee Simple Tenure
- 39 DOM
Thoughtfully reimagined and beautifully appointed, the 2026 open-concept estate blends Hawaiian-inspired finishes with refined contemporary luxury, creating the ambiance ...
- 5 Beds
- 4 Baths
- 202611527 MLS
- FS - Fee Simple Tenure
- 90 DOM
This home is an exceptional buy for the Kahala market. Priced below replacement cost for this INCREDIBLE & RARE to see craftsmanship! Completed in 1993 & built from quali...
- 5 Beds
- 8 Baths
- 202607760 MLS
- FS - Fee Simple Tenure
- 144 DOM
“House of Blue Heaven” — an extraordinary Diamond Head estate where architectural heritage meets timeless luxury. Originally designed in 1931 by renowned Hawaii architect...
- 4 Beds
- 6 Baths
- 202604465 MLS
- FS - Fee Simple Tenure
- 161 DOM
Hawaii Loa Ridge is one of Oahu’s most prestigious residential enclaves. Privately positioned within the secluded gated community of The Pointe, this remarkable estate ca...
- 5 Beds
- 6 Baths
- 202604792 MLS
- FS - Fee Simple Tenure
- 194 DOM
Discover a rare and extraordinary offering—over 45,000 square feet of prime buildable land along prestigious Kahala Avenue. This expansive oceanfront property, comprised ...
- 202604171 MLS
- FS - Fee Simple Tenure
- 197 DOM
Experience refined island living in this grand 7-bdrm, 6 full, 2 half-ba estate on a rare half-acre parcel within the desirable gated community of Hawaii Loa Ridge. Perfe...
- 7 Beds
- 8 Baths
- 202523956 MLS
- FS - Fee Simple Tenure
- 208 DOM
763 Kaulana Place is the best buy in all of East Oahu. Located in an private gated community, this estate offers 6 beds, 7 full & 2 half baths, and 6,493 sf of interior s...
- 6 Beds
- 9 Baths
- 202515864 MLS
- FS - Fee Simple Tenure
- 133 DOM
Perched on the scenic slopes of world-renowned Diamond Head, this landmark estate-once home to legendary musician John McVie of Fleetwood Mac-presents a rare opportunity ...
- 5 Beds
- 7 Baths
- 202514016 MLS
- FS - Fee Simple Tenure
- 436 DOM
Refined Island Living with a Resort-Like Feel... Beautiful design elements, custom craftsmanship and quality materials are showcased throughout this remarkable five-bedro...
- 5 Beds
- 8 Baths
- 202512065 MLS
- FS - Fee Simple Tenure
- 142 DOM
Modern Living in a Prime Kahala Location. An exceptional opportunity to own on prestigious Kahala Avenue, home to some of Honolulu’s most distinguished residences. This e...
- 3 Beds
- 6 Baths
- 202506825 MLS
- FS - Fee Simple Tenure
- 74 DOM
Welcome to Hale Hanohano, the "House of Honor," a landmark legacy estate on O‘ahu’s most prestigious coastline. As one of the largest properties on Kahala Avenue, this es...
- 6 Beds
- 8 Baths
- 202427799 MLS
- FS - Fee Simple Tenure
- 73 DOM
Introducing 4615 Kahala Avenue! Hidden from all with a grand gated entrance, you enter these solid and secure grounds finding yourself surrounded by thoughtful landscape ...
- 5 Beds
- 9 Baths
- 202321533 MLS
- FS - Fee Simple Tenure
- 200 DOM
EXQUISITELY DESIGNED & BUILT MASTERPIECE FOR THE MOST DISCERNING BUYERS. Hypnotizing, dramatic, & expansive ocean views spanning from Koko Kai to Diamond Head await you f...
- 5 Beds
- 6 Baths
- 202301949 MLS
- FS - Fee Simple Tenure
- 306 DOM
Welcome to your private estate in prestigious Hawaii Loa Ridge, a sanctuary of luxury and tranquility with breathtaking views of Diamond Head, the Pacific Ocean, and East...
- 7 Beds
- 10 Baths
- 202417771 MLS
- FS - Fee Simple Tenure
- 347 DOM
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.
Diamond Head, HI · Curated MLS Search
Estate Homes in Diamond Head, HI
An editorially curated view of every active estate homes listing in Diamond Head, HI. Updated in real time from the local MLS, presented without the noise.
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