Diamond Head Homes under $2 million

Welcome to Diamond Head, a breathtaking neighborhood nestled in the heart of Honolulu, Oahu, Hawaii. Known for its iconic volcanic crater and stunning coastal views, this vibrant community blends natural beauty with the charm of island living. Diamond Head offers a unique lifestyle, where residents can enjoy outdoor activities, cultural experiences, and a sense of community that is hard to find elsewhere.

The area is characterized by its lush landscapes, picturesque beaches, and a plethora of hiking trails, including the famous Diamond Head State Monument. Imagine starting your day with a refreshing hike to the summit, where panoramic views of the Pacific Ocean and Waikiki await you. Afterward, you can unwind on the pristine shores or explore the local cafes and boutiques that line the streets.

For those seeking a home in this idyllic locale, Diamond Head offers an array of properties under $2 million, making it an accessible option for both first-time buyers and those looking to invest. From charming single-family homes to modern condos with ocean views, there’s something to suit every taste and budget. The neighborhood’s rich history and architectural diversity add to its appeal, providing a warm and inviting atmosphere for families, retirees, and professionals alike.

With its close proximity to downtown Honolulu and the vibrant cultural scene, Diamond Head is not just a place to live; it’s a lifestyle choice. Experience the magic of island living in this enchanting neighborhood, where every day feels like a vacation. Discover your dream home in Diamond Head today!

Newest Diamond Head Homes under $2 million

$925,000

1 Beds ⋅ 1 Baths ⋅ 202618544 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 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 ⋅ 2 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 ⋅ 26 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 ⋅ 22 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 ⋅ 23 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

2895 Kalakaua Avenue Unit 1008, Honolulu

$985,000

1 Baths ⋅ 202614438 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM ⋅ Colony Surf Ltd BLDG.

Welcome to this spacious and well maintained studio at Colony Surf. One of a handful condos situated directly on the sandy beach in Oahu's premier Gold Coast. Bright and breezy with ocean and Diamond Head views. Newly painted. No popcorn ceiling. Enjoy Michel's Restaurant located in the lobby with oceanfront dining. Walking distance to Waikiki, dining, Waikiki Aquarium, Honolulu Zoo, and Kapiolani Park. Maintenance fee includes all utilities - electricity, water, sewer, trash, gas, cable TV and Internet. Pet friendly.

2895 Kalakaua Avenue Unit 1008, Honolulu

$535,000

1 Beds ⋅ 1 Baths ⋅ 202614934 MLS ⋅ FS - Fee Simple Tenure ⋅ 53 DOM ⋅ Ilima Apts BLDG.

Located at desirable Pualei Circle in the Diamond Head neighborhood, Ilima Apartments offer peaceful residential living with the best of Honolulu just minutes away. Waikiki Elementary School is within walking distance. Diamond Head, Kapiolani Park, Waikiki Beach, Kaimana Beach, Queen’s Surf and the Honolulu Zoo are all conveniently nearby. Enjoy easy access to some of Honolulu’s favorite cafes, restaurants, bakeries and local eateries along Monsarrat Avenue, Kapahulu and Kaimuki. Assigned storage locker has space for surfboards and bicycles. The condo was beautifully renovated in 2020, including updated plumbing, providing modern comfort and peace of mind. With its tranquil salt water pool, quiet neighborhood setting, walkable access to school, beaches, parks, dining, and everyday conveniences, Ilima Apartments at Pualei Circle offers an exceptional opportunity to enjoy the best of island living in one of Honolulu’s most sought-after locations.

3093 Pualei Circle Unit 208, Honolulu

3151 Monsarrat Avenue Unit 502, Honolulu

$550,000

2 Beds ⋅ 1 Baths ⋅ 202614519 MLS ⋅ FS - Fee Simple Tenure ⋅ 64 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 ⋅ 81 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 ⋅ 82 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 ⋅ 110 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

$485,000

1 Beds ⋅ 1 Baths ⋅ 202610719 MLS ⋅ FS - Fee Simple Tenure ⋅ 116 DOM ⋅ Diamond Head Terrace BLDG.

Large open studio with 538 total sq foot & private lanai. Rental income: $2210+tax. 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 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. The living area flows seamlessly to the large enclosed covered lanai, creating an ideal indoor outdoor lifestyle. A newly installed retractable awning adds both shade & 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. 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.