Historic House Listings

Hawaii’s most expensive old house listing! C. 1941. $34,000,000

November 16, 2025

Welcome to Hawaii’s most expensive old house listing! In love with the property! The house was built in 1941. It is located in Honolulu, Hawaii. The house features custom woodwork and multiple lanais. There is beautiful landscaping and water features. There is a pilates studio and a guest cottage. Four bedrooms, nine bathrooms and 5,226 square feet. $34,000,000

From the Zillow listing:

 

A Rare Diamond Head Estate with Timeless Elegance and Botanical Distinction- The legacy estate that reflects decades of thoughtful ownership and unmatched care. Lovingly maintained and meticulously upgraded, this refined residence sits on an expansive 34,157 sq ft lot and showcases an extraordinary level of craftsmanship, preservation, and pride. Honoring the property’s architectural heritage while introducing modern enhancements that elevate daily living. From the custom woodwork, curated interiors, and peaceful lanais, every element exudes quality and intention. Central to the plan of the garden, which was meant to create “an oasis in the midst of chaos”, were water features and arbors, which bring shade and structure to the garden with the addition of terraces connected by a winding path. The fountains and water features add visual beauty to the garden, as well. Tucked into the side of one of the lower hillside terraces, the path wanders up to and around a pilates studio and guest cottage. The grounds are a living masterpiece. Breathtaking panoramic ocean and coastal views, minutes from Waikiki resort amenities, private clubs, and beautiful beaches.

 

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