Diamond Head Homes with On Street Parking Features

Welcome to Diamond Head, one of Honolulu’s most picturesque neighborhoods, where breathtaking ocean views and lush landscapes create a serene island paradise. Nestled on the southeastern coast of Oahu, Diamond Head is renowned for its iconic volcanic crater, which not only provides a stunning backdrop but also offers an array of outdoor activities, including hiking and scenic picnics.

This vibrant community is rich in culture and history, with charming streets lined by historic homes and modern residences alike. Residents enjoy easy access to pristine beaches, vibrant local markets, and a variety of dining options that showcase the best of Hawaiian cuisine. The area’s proximity to downtown Honolulu means that you can enjoy the tranquility of island living while being just a short drive away from urban conveniences.

For prospective homeowners, Diamond Head presents a unique opportunity with homes that feature convenient on-street parking. This valuable amenity allows residents to easily accommodate guests and enjoy the laid-back lifestyle that the neighborhood embodies. Whether you’re a family looking for a spacious abode or a couple seeking a cozy retreat, the homes in Diamond Head cater to diverse tastes and lifestyles.

With its stunning natural beauty, welcoming community, and convenient amenities, Diamond Head is more than just a place to live; it’s a lifestyle choice that promises a harmonious blend of relaxation and adventure. Discover your dream home in this enchanting neighborhood and experience the charm of island life at its finest.

Newest Diamond Head Homes with On Street Parking Features

$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

$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

$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

$488,000

1 Beds ⋅ 1 Baths ⋅ 202609931 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM ⋅ Diamond Head Plaza BLDG.

Welcome to Diamond Head Plaza! This beautifully renovated 1 bdrm/1 bath condo in the highly desired Diamond Head neighborhood offers modern style and comfort. Enjoy a bright, open layout with fresh interior paint, new vinyl plank flooring, and a tastefully updated kitchen and bath featuring new cabinets and counters. Experience indoor-outdoor living with a spacious covered lanai—perfect for relaxing or entertaining. Includes 1 covered parking stall. Ideally located near the Gold Coast, Kapiolani Park, world-class dining, beaches, and more—this home offers the best of island living in one of Honolulu’s most sought-after areas.

3061 Pualei Circle Unit 203, Honolulu

$519,000

1 Baths ⋅ 202604477 MLS ⋅ FS - Fee Simple Tenure ⋅ 91 DOM ⋅ Kainalu BLDG.

Best Priced Unit on the Gold Coast in a great building! Located in the prestigious Gold Coast area at Diamond Head, Kainalu is the last high-rise residence on oceanfront Kalakaua Avenue. This spacious end-unit studio features an open floor plan filled with natural light and refreshing island breezes. Enjoy the convenience of an in-unit washer and dryer — a rare and valuable feature in this coveted neighborhood. A nearby beach access leads to a sandy shoreline during low tide, offering the perfect setting to relax by the ocean, take in breathtaking sunrises and sunsets, or simply enjoy the peaceful waterfront surroundings. Ideally situated near Waikiki, Diamond Head, parks, dining, and outdoor activities, this residence captures the essence of island living in one of Honolulu’s most desirable oceanfront communities. Property to be conveyed in present “as-is” condition in its entirety.

2801 Coconut Avenue Unit 3H, Honolulu

$17,500,000

5 Beds ⋅ 7 Baths ⋅ 202609193 MLS ⋅ FS - Fee Simple Tenure ⋅ 95 DOM

This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. Located on a quiet lane off Diamond Head Road, this home is truly a treasure to behold. The grand reception areas lead out to extensive wraparound lanai areas, a covered grill space, and a beachside seating area—perfect for enjoying sunsets and drinks while taking in the endless views of the Pacific Ocean. The upper level boasts a large primary ocean view bedroom, two additional en-suite bedrooms, elevator, gas generator and an unmatched office with ocean views that you’ll never want to leave. Refreshing pool, lush private landscaping, and unmatched location, style, comfort, and distinction define this Diamond Head gem.

218 Kaalawai Place, Honolulu

$1,050,000

1 Beds ⋅ 1 Baths ⋅ 202608952 MLS ⋅ FS - Fee Simple Tenure ⋅ 97 DOM ⋅ Diamond Head Ambassador A BLDG.

Truly amazing one-bedroom ocean front unit with 180 degree panoramic ocean views. Live the Gold Coast dream and watch beautiful sunsets, perfect surf, and whales swimming by from one of the closest ocean front units. Must come see for yourself to experience the beauty of this area from your own private oasis. Hasn't been on the market for over 40 years. Recently remodeled with new kitchen appliances and updated bathroom. The building has redone the plumbing and upgraded the pool to make living here even more luxurious. Also great potential for rental income.

2957 Kalakaua Avenue Unit 306, Honolulu

$4,250,000

2 Beds ⋅ 2 Baths ⋅ 202607496 MLS ⋅ FS - Fee Simple Tenure ⋅ 119 DOM ⋅ Colony Surf Ltd BLDG.

Double the Views, Double the Space, Simply Fabulous. A rare offering at Colony Surf, this double-unit residence (Units 1404 & 1405) combines comfort, flexibility and oceanfront luxury on one of Oahu’s most iconic sandy beachfront settings. Perched high with side, corner, and ocean-facing orientation, the units capture sweeping views of the Pacific, Diamond Head & Waikiki’s coastline. Trade winds and rolling surf create a breezy, beachside ambiance throughout. Spacious interiors allow use as one grand residence or separate units. Upgraded with lovely kitchens & baths, built-in oceanfront seating, and expansive windows to take in those spellbinding sunset views. Enjoy daily beach walks or paddle sessions just outside your door. Explore nearby Kapiolani Park, the Zoo, and Aquarium. Dine downstairs at Michel’s or stroll to the Hau Tree Restaurant next door or one of Waikiki’s shops and cafés. Whether for beachfront living or investment potential, this is a rare opportunity in one of Honolulu’s most treasured coastal settings. Sales include TMK (1)3-1-032-010-0112 (Apt. 1404) and TMK (1)3-1-032-010-0113 (Apt. 1405).

2895 Kalakaua Avenue Unit 1404 & #1405, Honolulu

$1,350,000

1 Beds ⋅ 1 Baths ⋅ 202607191 MLS ⋅ FS - Fee Simple Tenure ⋅ 122 DOM ⋅ Diamond Head Ambassador C BLDG.

Wake up to panoramic ocean views from Diamond Head buoy to Waikiki. Watch the surf roll in at Tonggs, Rice Bowls, and Old Mans- right from your lanai. This classic Gold Coast corner unit blends charm, privacy, and comfort. Sip your morning coffee as the sun rises and wind down with sunset skies from your living room. Enjoy direct ocean access via the iconic silver stairs, plus lockable owner storage and a full-time resident manager. Close to Kapiolani Park, Outrigger Canoe Club, Elks Club, Kaimana Beach, and all that Waikiki has to offer. Diamond Head Ambassador offers the ultimate surf lifestyle.

2957 Kalakaua Avenue Unit 418, Honolulu

$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

$26,500,000

5 Beds ⋅ 8 Baths ⋅ 202603726 MLS ⋅ FS - Fee Simple Tenure ⋅ 181 DOM

Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration. From the expansive living areas that capture breathtaking views to the advanced whole-house automation and security systems, this home is a true technological marvel. The chef's kitchen, featuring professional-grade appliances and a spacious butler’s pantry, is a culinary dream. Every corner reveals something extraordinary, from the exquisite interior finishes to the stunning outdoor oasis. This beachfront home represents the pinnacle of island living, now available at an exceptional price that underscores its unmatched quality and prestige. Seize the opportunity to own this extraordinary residence and make it your own private paradise.

213 Kaalawai Place, 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.