Diamond Head Homes under $2 million

Welcome to Diamond Head, one of Honolulu’s most picturesque and sought-after neighborhoods! Nestled on the southern coast of Oahu, this vibrant community is renowned for its stunning natural beauty, rich history, and laid-back island lifestyle. With the iconic Diamond Head crater as your backdrop, residents enjoy breathtaking views, lush landscapes, and a plethora of outdoor activities.

Diamond Head offers a unique blend of urban convenience and serene coastal living. The area is home to charming local shops, delightful eateries, and cultural attractions, making it an ideal place for families, professionals, and retirees alike. Enjoy a leisurely stroll along the beach, hike the scenic trails of Diamond Head State Monument, or simply relax in one of the many parks that dot the neighborhood.

For those seeking their dream home in this idyllic setting, Diamond Head offers an impressive selection of properties priced under $2 million. Here, you can find a diverse range of homes, from cozy beach cottages to modern condos with ocean views. Many properties boast spacious layouts, private outdoor spaces, and easy access to the sparkling waters of the Pacific Ocean.

Living in Diamond Head means embracing a lifestyle filled with adventure, relaxation, and community spirit. Whether you’re a nature enthusiast or someone who enjoys the vibrant local culture, this neighborhood has something for everyone. Discover your perfect home in Diamond Head, where island living meets modern convenience!

Newest Diamond Head Homes under $2 million

$379,000

1 Baths ⋅ 202619322 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ Diamond Head Surf BLDG.

Rarely available ground-floor end unit at Diamond Head Surf, ideally situated in one of Honolulu's most desirable neighborhoods. This charming studio has been refreshed with new mango-wood LVP flooring, ceiling fan, and kitchen window, creating a bright, inviting space with a relaxed island feel. Enjoy the cross-breezes and abundant natural light, with lush tropical landscaping just outside your door. This boutique, mid-century building offers an on-site swimming pool, BBQ area, bike racks, and community laundry facilities, all in an exceptional location a quick walk to Kapiolani Park, Honolulu Zoo, Waikiki Shell, and some of Oahu’s most beautiful beaches. Whether you're looking for a convenient island retreat or a place to call home, this is a wonderful opportunity to enjoy the Diamond Head lifestyle.

3824 Leahi Avenue Unit 101, Honolulu

$1,595,000

1 Beds ⋅ 2 Baths ⋅ 202618550 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM ⋅ Oceanside Manor BLDG.

Enjoy beautiful ocean and Diamond Head views along with comfortable trade winds from this 1 bedroom, 1.5 bath unit which features a large walk-in closet (formerly the 2nd bedroom). Oceanside Manor has only 2 units per floor, with one assigned parking, pet-friendly, storage unit, secured surfboard rack and private beach access. Live a lifestyle like no other on the Gold Coast of Oahu where you are just minutes away from Kapiolani Park, Waikiki Shell, entertainment, shopping, dining, a variety of ocean sports and the best of Waikiki and Diamond Head has to offer.

3015 Kalakaua Avenue Unit 902, Honolulu

$975,000

1 Beds ⋅ 1 Baths ⋅ 202618916 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM ⋅ Castle Surf Apts BLDG.

NEW LISTING!! Rarely available on Honolulu’s iconic Gold Coast, this beautifully updated 1-bedroom, 1-bath residence at Castle Surf offers the opportunity to own in one of Oahu’s most coveted coastal settings. With 1 covered parking stall, the unit features fresh interior paint, an open floor plan, stainless steel appliances, and a covered lanai for enjoying the tropical surroundings. Exceptionally clean and move-in ready, this residence offers private direct access to the Pacific Ocean and an incredible coastal lifestyle. Ideally located just moments from Kapiolani Park, Kaimana Beach, and world-famous Waikiki Beach, with an array of restaurants, shopping, entertainment, and outdoor activities nearby. A wonderful opportunity to own a well-kept residence in one of Honolulu’s most sought-after coastal neighborhoods.

2937 Kalakaua Avenue Unit 28, Honolulu

$925,000

1 Beds ⋅ 1 Baths ⋅ 202618544 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM ⋅ Colony Surf Ltd BLDG.

Welcome to this well-maintained 1-bedroom, 1-bath residence in the iconic in the iconic Colony Surf, an oceanfront landmark at the edge of Waikiki and Diamond Head. This light and bright unit features a separate bedroom, in-unit washer/dryer, and an open layout with refreshing trade winds. While it does not have direct ocean view, it is just steps from the beach. Enjoy morning swims, surfing, and sunset strolls, with Kapiolani Park, shopping, and dining at Michel's and the Kaimana Beach Hotel nearby. Low monthly fee includes electricity, internet, front desk service, parking stall, and more. A rare opportunity to own in one of Honolulu's most sought-after Gold Coast buildings.

2895 Kalakaua Avenue Unit 207, Honolulu

$450,000

1 Beds ⋅ 1 Baths ⋅ 202618462 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 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

$625,000

1 Beds ⋅ 1 Baths ⋅ 202614971 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 DOM ⋅ Diamond Head Sands BLDG.

Nestled at the base of Diamond Head this rarely available spacious unit at Diamond Head Sands is one of only eight in the entire community. Enjoy a generous 198 sq ft lanai overlooking lush gardens and a beautiful Monkeypod tree - perfect for relaxing and taking in stunning sunsets while sipping a cool beverage. The spacious bedroom offers an additional closet, while the prime Diamond Head location puts you just minutes from Waikiki's beaches, dining, shopping, Honolulu Zoo, Shell Amphitheater and KCC Farmers Market. Hike world famous Diamond Head Crater and enjoy the spectacular views. Offered AS-IS and priced below assessed value, this is a special opportunity in one of Oahu's most sought-after neighborhoods.

3721 Kanaina Avenue Unit 206, Honolulu

$600,000

2 Beds ⋅ 1 Baths ⋅ 202617320 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM ⋅ Hale Pua Lei BLDG.

Diamond Head neighborhood and island lifestyle come together at Hale Pua Lei. This Charming 2-bedroom, 1-bath corner unit is located on the third floor of a three-story walk-up and includes one assigned parking stall. Situated in the sought-after Pualei Circle neighborhood at the base of Diamond Head, the property offers convenient access to Kapiolani Park, Kaimana Beach, the Gold Coast and Waikiki. Enjoy the convenience of being approximately a mile from Waikiki Beach, with nearby restaurants, outdoor recreation, and the neighborhood amenities of Monsarrat Avenue. A few photos are enhanced.

3111 Pualei Circle Unit 301, Honolulu

2957 Kalakaua Avenue Unit 615/616, Honolulu

$999,000

2 Beds ⋅ 2 Baths ⋅ 202615953 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM ⋅ Diamond Head Ambassador A BLDG.

Experience penthouse living at the edge of the Pacific along one of Honolulu’s most iconic stretches of coastline. Located at the Diamond Head Ambassador on Oahu’s coveted Gold Coast, this rarely available combined, updated 615/616 residence offers approximately 1,040 square feet of living space & an incredible opportunity to create your own retreat at the edge of the ocean. Here, the Gold Coast lifestyle becomes part of everyday life—morning swims, surf sessions, Kapiolani Park, & evenings spent watching the sky change over the Pacific. Enjoy the building’s oceanfront saltwater pool & direct ocean access, while recent building improvements, including updated plumbing & an upgraded pool, add to the ease of oceanfront living. Ideally positioned near Kaimana Beach, Kapiolani Park, Outrigger Canoe Club, Elks Lodge, Waikiki Aquarium, Honolulu Zoo, & the dining, shopping, and entertainment of Waikiki, this location offers a lifestyle that is increasingly difficult to replicate. A penthouse setting, two combined units, approx. 1,040 square feet, & an extraordinary oceanfront setting make 615/616 a rare opportunity to make a home on Honolulu’s Gold Coast & that's entirely your own.

2957 Kalakaua Avenue Unit 615/616, Honolulu

3151 Monsarrat Avenue Unit 502, Honolulu

$550,000

2 Beds ⋅ 1 Baths ⋅ 202614519 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 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. Building plumbing project completed in 2014. 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

$995,000

1 Beds ⋅ 1 Baths ⋅ 202613177 MLS ⋅ FS - Fee Simple Tenure ⋅ 97 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

$559,000

1 Beds ⋅ 1 Baths ⋅ 202613308 MLS ⋅ FS - Fee Simple Tenure ⋅ 98 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

$750,000

2 Beds ⋅ 2 Baths ⋅ 202611628 MLS ⋅ FS - Fee Simple Tenure ⋅ 126 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

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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.

Diamond Head Homes under $2 million

Newest Diamond Head Homes under $2 million

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