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.
Active
$55,000,000
3735 Diamond Head Rd, Honolulu, HI 96816
11beds
10,047sqft
Est.:
Single Family Residence
Built in 1967
-- sqft lot
$-- Zestimate®
$5,474/sqft
$-- HOA
What's special
- 195 days |
- 5,177 |
- 86 |
Zillow last checked:
Listing updated:
Listed by:
Noel Pietsch Shaw 808-221-8889,
Hawaii Life
Source: HiCentral MLS,MLS#: 202520629
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 11
- Bathrooms: 11
- Full bathrooms: 10
- 1/2 bathrooms: 1
Rooms
- Room types: Entry/Foyer, Guest Quarters
Features
- Bedroom on Main Level, Full Bath on Main Level
- Flooring: Ceramic Tile, Hardwood, Other
Interior area
- Total structure area: 13,626
- Total interior livable area: 10,047 sqft
Property
Parking
- Total spaces: 10
- Parking features: Boat, Driveway, Garage, Three or more Spaces
- Has garage: Yes
Features
- Levels: Two
- Stories: 2
- Exterior features: Landscaping
- Pool features: In Ground
- Fencing: Fenced,Wall
- Has view: Yes
- View description: Coastline, Garden, Mountain(s), Ocean
- Has water view: Yes
- Water view: Coastline,Ocean
- Frontage type: Oceanfront,Waterfront
Lot
- Features: Other, Level
- Topography: Level,Sloping
Details
- Additional structures: Workshop
- Parcel number: 1310390059999
- Zoning description: 04 - R-7.5 Residential District
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Detached,Multiplex
- Property subtype: Single Family Residence
Materials
- Double Wall, Concrete, Wood Frame
Condition
- Average Condition,Updated/Remodeled
- New construction: No
- Year built: 1967
Utilities & green energy
- Utilities for property: Above Ground Utilities, Electricity Available, Water Available
Community & HOA
Community
- Features: Deck/Porch, Patio, Storage Facilities
- Security: Key Card Entry
- Subdivision: Diamond Head
Location
- Region: Honolulu
Financial & listing details
- Price per square foot: $5,474/sqft
- Tax assessed value: $15,367,400
- Annual tax amount: $84,636
- Date on market: 10/2/2025
- Inclusions: AC Split, Blinds, Book Shelves, Dishwasher, Drapes, Lawn Sprinkler, Range/Oven, Refrigerator, Security System, Smoke Detector, Washer, Water Heater
Estimated market value
Not available
Estimated sales range
Not available
$2,247/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/2/2025 | Price change | $43,000,000-21.8%$4,280/sqft |
Source:  HiCentral MLS #202520630 Report a problem | ||
| 10/2/2025 | Listed for sale | $55,000,000+27.9%$5,474/sqft |
Source: HiCentral MLS #202520629 Report a problem | ||
| 10/2/2025 | Listing removed | $43,000,000$4,280/sqft |
Source: HiCentral MLS #202506223 Report a problem | ||
| 3/18/2025 | Price change | $43,000,000-21.8%$4,280/sqft |
Source: HiCentral MLS #202506223 Report a problem | ||
| 12/10/2024 | Listed for sale | $55,000,000+9900%$5,474/sqft |
Source: HiCentral MLS #202421173 Report a problem | ||
| 10/24/2018 | Sold | $550,000$55/sqft |
Source: Public Record Report a problem | ||
| 1/10/2018 | Listing removed | $10,000$1/sqft |
Source: Real Estate Strategies LLC Report a problem | ||
| 12/3/2017 | Price change | $10,000-33.3%$1/sqft |
Source: Real Estate Strategies LLC Report a problem | ||
| 10/5/2017 | Listed for rent | $15,000+50%$1/sqft |
Source: Owner Report a problem | ||
| 7/7/2017 | Listing removed | $10,000$1/sqft |
Source: Owner Report a problem | ||
| 6/7/2017 | Listed for rent | $10,000$1/sqft |
Source: Owner Report a problem | ||
| 6/8/2015 | Listing removed | $10,000$1/sqft |
Source: Real Estate Strategies LLC Report a problem | ||
| 5/23/2015 | Price change | $10,000+25%$1/sqft |
Source: Real Estate Strategies LLC Report a problem | ||
| 5/14/2015 | Price change | $8,000-20%$1/sqft |
Source: Real Estate Strategies LLC Report a problem | ||
| 4/17/2015 | Listed for rent | $10,000$1/sqft |
Source: Real Estate Strategies LLC Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $36,840 +9.4% | $10,525,800 +9.4% |
| 2024 | $33,674 -8.3% | $9,621,000 -8.3% |
| 2023 | $36,740 -1.5% | $10,497,000 -1.5% |
| 2022 | $37,308 +14.4% | $10,659,400 +14.4% |
| 2021 | $32,617 +0.4% | $9,319,000 +0.4% |
| 2020 | $32,474 -0.9% | $9,278,300 -0.9% |
| 2019 | $32,764 +2.7% | $9,361,000 +2.7% |
| 2018 | $31,908 -11.7% | $9,116,500 -11.7% |
| 2017 | $36,153 -33.7% | $10,329,400 -33.7% |
| 2016 | $54,497 +3% | $15,570,600 +3% |
| 2015 | $52,887 | $15,110,500 +36.6% |
| 2014 | -- | $11,063,100 |
Find assessor info on the county website
Monthly payment
Est. payment
$296,464/mo
Principal & interest
$283631
Property taxes
$12833
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Climate risks
Neighborhood: Diamond Head
Nearby schools
GreatSchools rating
- 4/10Kahala Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 9/10Kaimuki Middle SchoolGrades: 6-8Distance: 1 mi
- 10/10Kalani High SchoolGrades: 9-12Distance: 2.3 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Hawaii
- Honolulu County
- Honolulu
- 96816
- Diamond Head
- 3735 Diamond Head Rd
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Nearby neighborhoods
Nearby zip codes
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