Back to Results

Active

$55,000,000

3735 Diamond Head Road

Honolulu, HI 96816

Single Family ResidenceProperty Type

11Beds

11Baths

10,047Sq. Ft.

10Parking

1967Year Built

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 Wai...

MLS #202520629

Monthly HOAN/A

On Site298 Days

Updated7/27/2026

Open House Schedule

No scheduled open housesPrivate showings are available by request.

Location

Property Details

Community Information

Address3735 Diamond Head Road, Honolulu, HI 96816

AreaDiamondHd

CountyOahu

CityHonolulu

NeighborhoodDIAMOND HEAD

Zip Code96816

Architecture

Bedrooms11

Bathrooms11

Year Built1,967

Stories2

StyleDetached,Multiplex

Construction MaterialsDoubleWall,Concrete,WoodFrame

Building Area10,047

Parking FeaturesBoat,Driveway,Garage,ThreeOrMoreSpaces

Parking Total10

Features / Amenities

FlooringCeramicTile,Hardwood,Other

FurnishedUnfurnished

Security FeaturesKeyCardEntry

Interior FeaturesBedroomOnMainLevel,FullBathOnMainLevel

AmenitiesDeckPorch,Patio,StorageFacilities

Property Features

Lot FeaturesOther,Level

ViewCoastline,Garden,Mountains,Ocean

Zoning04 - R-7.5 Residential District

Tax and Financial Info

Tax Annual Amount$79,104

Tax Assessed Value$14,687,400

Mortgage Calculator

Purchase priceDown Payment %TermRate %

Your monthly payment will be$282,465Loan and interest only.

Schedule a Tour

3735 Diamond Head Road

Ready to see it?

Request a showing, or have us send directions and property details first.

Explore More Listings

Swipe through nearby and newly listed homes without leaving this page.

3131 Mokihana Street

7 Beds 2 Baths 1,565 Sq. Ft. Built in 1939

3131 Mokihana Street Honolulu, HI 96816

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Hawaii Modern Realty

1728 Kumakani Loop

4 Beds 4 Baths 3,644 Sq. Ft. Built in 1974

1728 Kumakani Loop Honolulu, HI 96821

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Hawaii Life

35 Laimi Road A

5 Beds 3 Baths 2,795 Sq. Ft. Built in 2018

35 Laimi Road A Honolulu, HI 96817

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. The Agency-Oahu

654 D Walea Place D

3 Beds 2 Baths 1,336 Sq. Ft. Built in 1954

654 D Walea Place D Honolulu, HI 96817

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Coldwell Banker Realty

3765 Lurline Drive

5 Beds 4 Baths 2,507 Sq. Ft. Built in 1956

3765 Lurline Drive Honolulu, HI 96816

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Coldwell Banker Realty

3032 Harding Avenue

4 Beds 4 Baths 1,352 Sq. Ft. Built in 1924

3032 Harding Avenue Honolulu, HI 96816

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Compass

313 Anolani Street

4 Beds 2 Baths 1,440 Sq. Ft. Built in 1960

313 Anolani Street Honolulu, HI 96821

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Compass

4854 Analii Street

5 Beds 5 Baths 2,732 Sq. Ft. Built in 2008

4854 Analii Street Honolulu, HI 96821

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Island Pacific Real Estate LLC

3609 Woodlawn Drive

4 Beds 3 Baths 1,926 Sq. Ft. Built in 1945

3609 Woodlawn Drive Honolulu, HI 96822

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Island Estates, Inc.

2020 Kula Street

3 Beds 2 Baths 2,123 Sq. Ft. Built in 1924

2020 Kula Street Honolulu, HI 96817

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Compass

502 Kekupua Street

4 Beds 3 Baths 2,339 Sq. Ft. Built in 1968

502 Kekupua Street Honolulu, HI 96825

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. eXp Realty

1176 Alewa Drive

4 Beds 4 Baths 3,710 Sq. Ft. Built in 1929

1176 Alewa Drive Honolulu, HI 96817

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed. Compass

View more like this

Listing Information Last Updated 7/27/2026

Based on information from HiCentral MLS, Ltd. Information is deemed reliable but not guaranteed.