Diamond Head Homes with Fee Simple Land tenure

Welcome to Diamond Head, one of Honolulu’s most iconic neighborhoods, where breathtaking natural beauty meets vibrant urban living. Nestled on the southeastern coast of Oahu, Diamond Head is not just a geographical landmark but a lifestyle choice. This charming community is known for its stunning views of the Pacific Ocean, lush landscapes, and the majestic Diamond Head Crater, making it a paradise for outdoor enthusiasts and nature lovers alike.

As you stroll through the tree-lined streets, you’ll find a delightful mix of historic homes and modern residences, many of which come with Fee Simple land tenure—a coveted feature that provides homeowners with complete ownership of both the property and the land it sits on. This offers a sense of stability and investment that is hard to match in today’s market.

Diamond Head is also a hub for cultural experiences, with nearby attractions such as the Diamond Head State Monument, where you can hike to the summit for panoramic views, and the serene beaches that invite you to bask in the sun or enjoy water sports. The neighborhood is home to a tight-knit community that values both tranquility and vibrancy, with local cafes, boutiques, and farmer’s markets just a stone’s throw away.

Whether you’re seeking a cozy bungalow or a luxurious ocean-view estate, Diamond Head offers a unique blend of relaxation and adventure. Embrace the island lifestyle in this enchanting neighborhood, where every day feels like a vacation. Come and discover your dream home in Diamond Head—where paradise awaits!

Newest Diamond Head Homes with Fee Simple Land tenure

$560,000

2 Beds ⋅ 1 Baths ⋅ 202614519 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM ⋅ Diamond Head Hillside BLDG.

Rarely available pet friendly 2-bedroom residence nestled on the coveted slopes of Diamond Head, where up to two pets are welcome. Efficiently designed for comfortable island living, this home captures cooling tradewinds and expansive views from the Honolulu skyline to the lush Ko'olau Mountains Ideally situated with proximity to Waikiki and Gold Coast neighborhoods and just moments from the vibrant cafés, restaurants, and boutiques of Monsarrat Avenue. The convenience abounds with effortless access to Waikiki Elementary, Kapiolani Park, Waikiki Beach, Kapiolani Community College, Diamond Head Theatre, and some of Oahu's best dining, recreation, and outdoor pursuits. A wonderful opportunity to own in one of Honolulu's most sought-after neighborhoods.

3151 Monsarrat Avenue Unit 502, Honolulu

$4,800,000

4 Beds ⋅ 3 Baths ⋅ 202614040 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM

Nestled on the prestigious Diamond Head neighborhood, offers a large 15,000 sqft lot overlooking Kahala with ocean views. Bring your architect and contractor to design your home. Conveniently located near Kapiolani Park, Diamond Head, Kahala Mall, beaches, and Waikiki, making it an exceptional place to enjoy both tranquility and island living at its best.

633 Hakaka Place, Honolulu

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure ⋅ 22 DOM

TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

$3,590,000

2 Beds ⋅ 2 Baths ⋅ 202613818 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM ⋅ Coral Strand Ltd BLDG.

Experience refined Gold Coast living in this beautifully crafted oceanfront residence at Coral Strand Ltd. Perfectly positioned above the canopy of Kapiolani Park, this exceptional home captures breathtaking panoramic views of the Pacific Ocean, Diamond Head, the Honolulu skyline from three private lanais. Expertly remodeled by renowned contractor John Sutton, the residence showcases timeless design, exceptional craftsmanship, and premium materials throughout. European limestone flooring, exquisite marble bathrooms, hand-finished teak accents, custom walnut cabinetry, and soaring 9-foot ceilings create an elegant and sophisticated living environment. The gourmet kitchen is appointed with Miele, Bosch, and Sub-Zero appliances, while a wet bar, Lutron lighting and automated shades, Sonos sound system, dual-zone central air conditioning, and an in-unit washer and dryer provide modern comfort and convenience. Residents enjoy secure underground parking, private storage, a heated saltwater pool, and direct access to one of Oahu's most desirable coastal settings. Just moments from Kapiolani Park, Waikiki and world-famous beaches, this is island living at its finest.

2979 Kalakaua Avenue Unit 904, Honolulu

$995,000

1 Beds ⋅ 1 Baths ⋅ 202613177 MLS ⋅ FS - Fee Simple Tenure ⋅ 28 DOM ⋅ Diamond Head Ambassador C BLDG.

Live the Gold Coast dream at the iconic Diamond Head Ambassador! This desirable 1-bedroom, 1-bathroom residence places you steps away from world-class surf, pristine beaches, and the beauty of Kapiolani Park. Enjoy the building's signature mid-century design, unique Japanese-inspired footbridges, and an incredible oceanfront backyard compete with a saltwater pool, private ocean stairs and outdoor shower. An unbeatable location close to the Elks Club, Outrigger Canoe Club, and Waikiki. This co-op property is your perfect boutique oceanfront getaway.

2957 Kalakaua Avenue Unit 318, Honolulu

$580,000

1 Beds ⋅ 1 Baths ⋅ 202613308 MLS ⋅ FS - Fee Simple Tenure ⋅ 29 DOM ⋅ Diamond Head Plaza BLDG.

Tucked away at the base of Diamond Head along Pualei Circle, this 1-bedroom, 1-bath residence at Diamond Head Plaza is one you won't want to miss. As soon as you step inside, a newly completed renovation welcomes you home with bright, modern upgrades. Features include recessed lighting in the living room, beautifully upgraded kitchen and bathroom spaces, new vinyl louver windows, fresh flooring, sleek new appliances, updated fixtures, and more—plus an enclosed lanai for added interior living space. The generous-sized bedroom features a large closet with the beautifully updated bathroom sitting just adjacent. For extra convenience, your parking stall is easily accessible and located right out front as you arrive. This quiet building offers a swimming pool with comfortable seating areas and lush tropical landscaping. Pualei Circle is highly sought after for its peaceful atmosphere, yet sits just minutes from all things Waikiki—beaches, shops, restaurants, entertainment, and more. Don't miss this newly renovated residence in an ultra-convenient location. Welcome home to Diamond Head Plaza #105.

3061 Pualei Circle Unit 105, Honolulu

$445,000

1 Baths ⋅ 202612484 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM ⋅ Diamond Head Ambassador B BLDG.

Welcome to Diamond Head Ambassador, where island living meets an unbeatable location on Oahu's prestigious Gold Coast! Just minutes from world-famous Waikiki Beach, this inviting residence offers the perfect opportunity to own your own piece of paradise. Start your mornings with a cup of coffee on your private lanai while enjoying peekaboo views of the Pacific Ocean and Kapi?olani Park. Residents enjoy a beautifully renovated saltwater pool, secured storage, and convenient bike and surfboard racks—ideal for embracing Hawaii's outdoor lifestyle. Endless recreation awaits just outside your door: swimming, surfing, snorkeling, biking, jogging, & hiking the iconic Diamond Head trail. Stroll to the KCC Farmers Market, attend concerts at Kapi?olani Park, or spend the day at the Honolulu Zoo, Waikiki Aquarium, Outrigger Canoe Club, or Elks Lodge. An abundance of popular restaurants, cafés, and shopping are all within easy reach. Grab your beach chair & head to the shoreline to experience Hawaii's spectacular sunsets. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this exceptional location offers the very best of the Gold Coast lifestyle.

2957 Kalakaua Avenue Unit 211, Honolulu

$1,175,000

1 Beds ⋅ 1 Baths ⋅ 202612527 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM ⋅ 2987 Kalakaua BLDG.

This property is a surfer's paradise! Any closer to the ocean and you'd be swimming. Enjoy direct oceanfront living in this light, bright one-bedroom condominium, ideally located in one of the Gold Coast's best buildings. Sliding glass doors front the entirety of this second floor residence, creating a direct connection to the surf from all living spaces, including the bedroom. Step outside and you're in the water in under a minute, with easy access to Tonggs for great surf year-round. Windows on both the mauka and makai sides of this unique property capture trade winds to keep this condo cool. One deeded and assigned parking stall is included for your convenience, and 2987 Kalakaua is a well-managed building with very low maintenance fees. Perched on the slopes of iconic Diamond Head, the Gold Coast offers blend of tranquility and active living in a walkable, coastal neighborhood. Don't miss this opportunity to make the Pacific Ocean your backyard.

2987 Kalakaua Avenue Unit 205, Honolulu

$1,099,000

1 Beds ⋅ 1 Baths ⋅ 202611458 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM ⋅ Tropic Seas Inc BLDG.

Perched on the 7th floor of the Tropic Seas Inc., this corner residence offers an elevated coastal retreat with gorgeous ocean vistas & treetop mountain views. Renovated in 2014, the unit blends modern comfort with timeless beachside elegance, featuring smooth ceilings, natural stone flooring, and floor-to-ceiling windows and sliding glass doors that invite abundant natural light and steady tradewinds from the mauka to makai exposure. A generous ocean facing lanai extends the living space outdoors—an ideal perch to watch surfers, paddlers, and sailboats glide by, along with the occasional honu or monk seal in the turquoise water below. The open layout includes a kitchen with newer cabinetry, granite countertops, stainless appliances, and thoughtful storage. The bedroom offers 2 closets, including a custom wall closet with sliding glass doors and built-in organization.Two dedicated storage spaces, including 1 on the same floor, plus surfboard and bike storage all add exceptional convenience. Residents enjoy private ocean access, a rare oceanfront BBQ and lounge area, gated entry, and an on-site manager. Enjoy Gold Coast living in one of Honolulu’s most coveted oceanfront enclaves!

2943 Kalakaua Avenue Unit 707, Honolulu

$750,000

2 Beds ⋅ 2 Baths ⋅ 202611628 MLS ⋅ FS - Fee Simple Tenure ⋅ 57 DOM ⋅ Diamond Head Ambassador C BLDG.

Rarely Available Ocean View Corner Unit on Honolulu’s Gold Coast. Don’t miss this exceptional 2-bedroom, 2-bath corner-end unit in the iconic Diamond Head Apartments (DHA) — a highly sought-after oceanfront Co-Op where listings are rare and often sold within the community. This fully renovated residence features tropical hardwood flooring, premium tile finishes, and a reimagined open-concept layout that expands the living room and seamlessly integrates a modern kitchen and bathrooms. From the living area and walkway entry, take in breathtaking ocean and Diamond Head views, enhanced by cooling cross breezes. Enjoy resort-style amenities including: Oceanfront saltwater pool with private ocean access, on-site property manager, community laundry, Library, secured assigned storage. Parking is not included, but rental options are available on a first-come, first-served basis. Emotional support pets are permitted. Monthly maintenance fees cover property tax, electricity, hot water, sewer and water—providing a truly hassle-free lifestyle. Live steps from Waikiki, white sand beaches and Kapiolani Park and experience the best of the Gold Coast—where island elegance meets everyday ease.

2957 Kalakaua Avenue Unit 415, Honolulu

$4,200,000

4 Beds ⋅ 4 Baths ⋅ 202611048 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 DOM

Get ready to find your dream home with this stunning Mid Century Modern home designed by Alfred Preis, the renowned Arizona Memorial Architect. Located just a stone's throw from Diamond Head beach, this fabulous home perfectly embodies the indoor/outdoor lifestyle, boasting a salt water pool, spa and an outdoor shower. Whether you love to host parties or prefer intimate gatherings, the multiple dining areas and a built-in bar are tailor-made for entertaining. The kitchen is a chef's paradise featuring dual sinks, Thermador appliances, a double oven and a gorgeous Heath Tile backsplash. Add a touch of green to your culinary endeavors with the accompanying herb garden. The house remains true to the mid-century aesthetic with smartly designed built-ins and offers abundant storage throughout. Convenient features such as upstairs/downstairs washer/dryers, and central AC in the bedrooms underline the thoughtful design. Hau trees provide privacy around the perimeter, with the added bonus of fruit trees including lime, fig and avocado. Don't miss the chance to live in a home that seamlessly blends style, luxury and comfort at Diamond Head.

4072 Kulamanu Street, Honolulu

$499,000

1 Beds ⋅ 1 Baths ⋅ 202610719 MLS ⋅ FS - Fee Simple Tenure ⋅ 63 DOM ⋅ Diamond Head Terrace BLDG.

Welcome to 3121 Pualei Circle #14 at Diamond Head Terrace. This beautifully updated first floor home features a fully remodeled kitchen, new flooring throughout, and a bright, open layout designed for comfortable island living. The spacious living area flows seamlessly to the large enclosed covered lanai, creating an ideal indoor outdoor lifestyle. A newly installed retractable awning adds both shade and privacy, allowing you to enjoy the outdoor space year round. This desirable end unit offers added privacy and features a tropical garden area just outside the front door. The current open floor plan maximizes light and space, while offering the flexibility to easily reinstall a wall and return to the original layout if desired. Diamond Head Terrace is a charming boutique community featuring a swimming pool, BBQ area, and assigned parking, all nestled on beautiful Pualei Circle. Enjoy the convenience of first floor living with easy access to the community amenities. Just moments from Kapiolani Park, Diamond Head, beaches, dining, shopping, and Waikiki, this home offers the perfect blend of modern updates, flexibility, privacy, convenience, and an exceptional location.

3121 Pualei Circle Unit 14, Honolulu

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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.