Diamond Head Homes with Canal View

**Discover the Allure of Diamond Head: Your Dream Home Awaits**

Nestled on the southeastern coast of Oahu, Diamond Head is a captivating neighborhood that perfectly marries the beauty of nature with the vibrancy of urban living. Known for its iconic volcanic crater, this historic area boasts breathtaking views, lush greenery, and an inviting community atmosphere. With its proximity to the shimmering waters of the Pacific Ocean and the bustling heart of Honolulu, Diamond Head offers a unique lifestyle that is both serene and dynamic.

Imagine waking up each day to the soothing sounds of the ocean and the gentle rustle of palm trees. Homes in Diamond Head, especially those with stunning canal views, provide an idyllic backdrop for relaxation and rejuvenation. These properties are not just homes; they are gateways to a lifestyle filled with outdoor adventures, cultural experiences, and culinary delights. Picture yourself enjoying your morning coffee on a spacious lanai, watching the sun dance across the water, or taking a leisurely stroll along the scenic canals that wind through the neighborhood.

With a rich blend of historic charm and modern convenience, Diamond Head is also just a stone's throw away from world-renowned beaches, hiking trails, and local shops. Whether you're an outdoor enthusiast seeking adventure or someone who appreciates the finer things in life, this enclave has something for everyone.

Explore the possibilities of calling Diamond Head home, where the beauty of nature meets the warmth of community, and every day feels like a vacation. Your dream home with a canal view is waiting for you in this Hawaiian paradise!

Newest Diamond Head Homes with Canal View

$13,800,000

5 Beds ⋅ 7 Baths ⋅ 202611456 MLS ⋅ FS - Fee Simple Tenure

The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls, and koi ponds, there’s no place quite like this home. A unique estate designed by John Hara in 1983, Hara brings an intentional, open-air feeling to this home like he built at the Honolulu Museum of Art, UH West Oahu, and Punahou School. Spanning 9,295 square feet, the interior is vast, yet warm and deliberate. A dedicated primary wing and private sitting room tucked away from the main entertaining areas, plus four guest bedrooms, each with its own ensuite bath and connected by a custom glass elevator. A media room, family room, and private offices provide space for everyone. The transition to the sweeping lanais is seamless. The grounds carry the calm of a private Japanese resort, with gardens and water features weaving through the property. You have direct frontage on Kanewai Spring feeding into Historic Paiko Lagoon. Because it’s a state wildlife sanctuary, the view is strictly nature—quiet and serene. Evenings here are best spent on the lanai watching shorebirds wade through the shallow waters.

6015 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$10,500,000

5 Beds ⋅ 7 Baths ⋅ 202608794 MLS ⋅ FS - Fee Simple Tenure

Introducing a rare new luxury construction in the heart of Kahala, where no detail has been overlooked. This stunning estate features a primary residence and guest cottage/gym, both crafted with the finest materials, including custom cedar ceilings, copper gutters, high-quality composite roofing, and lava rock accents throughout. Designed for the discerning buyer, the property boasts a resort-style pool, whirlpool, koi pond, custom cedar gazebo, and expansive lava tile patios and walkways. Inside, you will find a marble primary bath tub, custom wood ceilings, lava tile feature walls, acoustic wall paneling, vanities, and interior tiling of the highest caliber. A true one-of-a-kind opportunity to own a brand new, thoughtfully designed luxury home.

4561 Aukai Avenue, Honolulu

Listing courtesy of Compass.

$4,800,000

5 Beds ⋅ 7 Baths ⋅ 202528272 MLS ⋅ FS - Fee Simple Tenure

Perched on the eastern facing perimeter of the prestigious Hawai’i Loa Ridge, 875 Ikena Circle brings a unique grandness to Oahu. Enjoy picturesque views of the Pacific Ocean, Hawai’i Kai Marina, Koko Head, and Portlock. A multi level layout provides the ideal recipe for entertainment and multigenerational living. The main level of the home showcases vaulted ceilings and an abundance of natural light. A spacious primary bedroom suite is situated on the main level adjacent to the living room. Make your way downstairs where you are presented with 3 suites along with an additional living room that opens to the pool deck. A detached pool house provides a personal sanctuary that can be utilized as a home office, a space for guests, or a cozy man cave. Amenities within the community include: Gated entry, 24/7 security, tennis & pickleball.

875 Ikena Circle, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

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.