About 3735 Diamond Head Road
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. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Offered as a singular acquisition under TMKs 1-3-1-039-042-0000 and 1-3-1-039-005-0000, Ho‘oluana Estate presents a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records. Last four digits of the listing TMK do not exist, these are used only for MLS entry purposes.
Features of 3735 Diamond Head Road
| MLS® # | 202520629 |
|---|---|
| Price | $55,000,000 |
| Bedrooms | 11 |
| Bathrooms | 11.00 |
| Full Baths | 10 |
| Half Baths | 1 |
| Square Footage | 10,047 |
| Acres | 2.05 |
| Year Built | 1967 |
| Style | Detached, Multiplex |
| Status | Active |
Additional Information
| Date Listed | October 2nd, 2025 |
|---|---|
| Days on Market | 348 |
| Land Tenure | FeeSimple |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Community Information
| Address | 3735 Diamond Head Road |
|---|---|
| Subdivision | DIAMOND HEAD |
| City | Honolulu |
| County | Oahu |
| State | HI |
| Zip Code | 96816 |
Amenities
| Features | Other, Level |
|---|---|
| Garages | Boat, Driveway, Garage, Three or more Spaces |
| View | Coastline, Garden, Mountain(s), Ocean |
| Is Waterfront | Yes |
| Waterfront | Waterfront |
| Has Pool | Yes |
Interior
| Interior | Ceramic Tile, Hardwood, Other |
|---|---|
| Interior Features | Bedroom on Main Level, Full Bath on Main Level |
| Fireplace | No |
| Stories | 2 |
| Has Basement | No |
Listing Details
| Office | Hawaii Life |
|---|---|
| Contact Info | (800) 667-5028 |