Diamond Head Homes with Boat Parking Features

Welcome to Diamond Head, a stunning neighborhood nestled in the heart of Honolulu, Oahu. Renowned for its breathtaking views and vibrant community spirit, this area is a true gem of Hawaiian living. With the iconic Diamond Head Crater as your backdrop, residents here enjoy a unique blend of natural beauty and urban convenience.

The neighborhood is characterized by its lush landscapes, pristine beaches, and a plethora of outdoor activities. Whether you're hiking the scenic trails of Diamond Head State Monument, soaking up the sun at the nearby beaches, or enjoying a leisurely stroll through the charming streets, every day feels like a vacation. The vibrant local culture is reflected in the eclectic mix of shops, restaurants, and art galleries, making Diamond Head a lively hub for both residents and visitors alike.

For those with a passion for boating, Diamond Head is particularly appealing, as many homes in the area come equipped with boat parking features. This means you can easily access the beautiful waters of the Pacific Ocean, whether for a day of fishing, sailing, or simply enjoying the stunning coastline. Imagine waking up to the sound of waves and having your boat ready to go just steps from your door!

With its perfect blend of natural beauty, community charm, and convenient amenities, Diamond Head is not just a place to live—it's a lifestyle. Discover your dream home in this idyllic neighborhood and experience the magic of Hawaiian living at its finest.

Newest Diamond Head Homes with Boat Parking Features

$6,900,000

7 Beds ⋅ 8 Baths ⋅ 202601735 MLS ⋅ FS - Fee Simple Tenure ⋅ 136 DOM

PRICE REDUCED! MOTIVATED SELLER. This luxury home was taken nearly to the studs and rebuilt a few years ago, and it shows. Unobstructed ocean views are framed by 30-foot windows and ceilings spanning the entire front of the house, opening to oversized decks. A rooftop deck adds sweeping views of the coastline, Diamond Head, and the ocean. Quiet, private setting two blocks from Diamond Head Road and a short distance to the beach. Seven bedrooms and six full baths plus two half baths. Includes a separate studio with its own private entrance — one bedroom, one bath, full kitchenette — ideal for multigenerational living, guests, or rental income. Owned 27-panel photovoltaic system keeps energy costs low. Seller financing may be available.

3849 Poka Street, Honolulu

$43,000,000

5 Beds ⋅ 7 Baths ⋅ 202520630 MLS ⋅ FS - Fee Simple Tenure ⋅ 313 DOM

Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded 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. Neighboring property located at 3735 Diamond Head Road A, is also available for sale, presenting a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records.

3735- Diamond Head Road, Honolulu

$55,000,000

11 Beds ⋅ 11 Baths ⋅ 202520629 MLS ⋅ FS - Fee Simple Tenure ⋅ 313 DOM

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.

3735 Diamond Head Road, Honolulu

Start Your Search

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.