Most Expensive Home Currently For Sale in Hawaii

$55,000,000

Date Found: 9/8/2025
Property Overview

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.

Source: Zillow
Property Details
  • Year built: 1967
  • Square footage: 10,047 sqft
  • Lot Size: 2.05 acres
  • Total Bedrooms: 11
  • Total Bathrooms: 11
  • Full Bathrooms: 10
  • Partial Bathrooms: 1
  • Parking: 10 spaces
  • Pool
  • Adjacent parcels
  • Two residences
  • Open lot
  • Ocean views
  • Beachfront access
Source: Zillow
Find Owner Info, Sales & Mortgage history, and more!

Find who owns 3735 Diamond Head Rd, Honolulu, HI 96816 as well as mortgage history, sales history, tax history, and much more! Simply click the link below.

3735 Diamond Head Rd, Honolulu, HI 96816