Diamond Head Homes under $1.25 million

Diamond Head Homes under $1.25 million

Welcome to Diamond Head, one of Honolulu's most iconic neighborhoods, where stunning natural beauty meets vibrant island living. Nestled on the southeastern coast of Oahu, Diamond Head is renowned for its breathtaking views, historical significance, and a lifestyle that embraces the outdoors. The area is named after the famous volcanic cone, which offers hiking trails leading to panoramic vistas of the Pacific Ocean and the Honolulu skyline.

Living in Diamond Head means having easy access to some of Hawaii’s best beaches, including the picturesque shores of Waikiki. Residents enjoy a plethora of recreational activities, from surfing and swimming to hiking and biking along scenic coastal paths. The neighborhood is also home to charming boutiques, delicious dining options, and local markets, ensuring that you have everything you need right at your fingertips.

For those seeking a slice of paradise without breaking the bank, Diamond Head offers a variety of homes priced under $1.25 million. These properties range from cozy condos with ocean views to single-family homes nestled in lush tropical surroundings. Each residence provides an opportunity to experience the laid-back charm of island life while enjoying modern amenities and proximity to the vibrant culture of Honolulu.

Whether you’re a first-time homebuyer, a retiree looking for a peaceful retreat, or an investor seeking a lucrative property, Diamond Head has something for everyone. Explore the possibilities of calling this enchanting neighborhood your home, where every day feels like a vacation in paradise. Discover your dream home in Diamond Head today!

Newest Diamond Head Homes under $1.25 million

3138 Waialae Avenue Unit 422, Honolulu
$674,000
3 Beds ⋅ 2 Baths ⋅ 202619584 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ Regency Park BLDG.
Rarely available 3 bedroom 2 bath unit on the MAUKA side of Regency Park! Recent upgrades include a freshly painted interior, new carpets in all of the bedrooms and interior paint, and brand new Mitsubishi split AC units - perfect way to keep cool all year round! Unit features two (2) covered assigned parking stalls in the parking garage! Conveniently located in close proximity to neighborhood restaurants, supermarkets, Chaminade University and University of Hawaii at Manoa! Regency Park has many amenities including a pool, recreation room, tennis courts, onsite manager, and security! Building is pet friendly, buyer to due their own due diligence to confirm the buildings pet policy. Additional fee of $53.54 is for cable TV only (internet is not included).

3138 Waialae Avenue Unit 422, Honolulu
3021 Herman Street, Honolulu
$995,000
4 Beds ⋅ 2 Baths ⋅ 202619410 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM
Rare opportunity in St. Louis Heights! Situated on an expansive 9,149 sq ft R-5 zoned lot, 3021 Herman Street offers incredible potential for investors, builders, and buyers looking to create something of their own in the heart of Honolulu. With its generous lot size, desirable zoning, and convenient in-town location, the true value of this property lies in the land and its future possibilities. The existing 4-bedroom, 2-bathroom home offers 1,408 sq ft of interior living space with two separate living areas, a lower level with its own entrance, a covered lanai, and a carport. Surrounded by lush tropical landscaping and mature mango trees, the property provides a peaceful setting with plenty of room to reimagine. Conveniently located just minutes from Kaimuki's popular restaurants, UH Manoa, shopping, and all that town has to offer. Whether you're looking to build your dream home or your next investment, properties with this much land in such a desirable location are hard to come by. Bring your contractor and your vision! Sellers are currently in the process of removing the existing life estate. The property will be conveyed free and clear of the existing life estate at closing.

3021 Herman Street, Honolulu
3824 Leahi Avenue Unit 101, Honolulu
$379,000
1 Baths ⋅ 202619322 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 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
4188 Keanu Street Unit 4, Honolulu
$685,000
2 Beds ⋅ 2 Baths ⋅ 202619163 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM ⋅ Tropic Gardens 1 BLDG.
Renovated top to bottom in 2023, this 2-bedroom, 2-bath split-level townhome in the Tropic Gardens offers 1,032 sf of interior living space in the renowned Waialae-Kahala neighborhood. The expanded open concept kitchen centers on a large island with seating, so no dining table is needed, & pairs stone & butcher block countertops with stainless steel appliances. Vinyl plank flooring & a blend of modern & farmhouse finishes run throughout. Downstairs holds the kitchen, living room & a full bath; upstairs, both bedrooms & a second full bath. A loft attic adds ample storage. Split ACs & ceiling fans. One assigned open parking stall. Tropic Gardens offers a swimming pool, grassy spaces throughout & a great resident manager. The well-funded project is midway through a master beautification program: one-third already has new landscaping, new roofs & fresh paint, & this unit is in the second phase. The work is fully funded by reserves with no assessment to owners. Across the street from Kahala Mall & within a half block of shops, restaurants, grocery stores & urgent care, near bus lines & freeway access. Zoned for Wilson Elementary, Kaimuki Middle & Kalani High. Open this Sun 10/18, 2-5pm

4188 Keanu Street Unit 4, Honolulu
1123B 2nd Avenue, Honolulu
$749,000
2 Beds ⋅ 1 Baths ⋅ 202619218 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
Charming Kaimuki cottage in the Heart of Honolulu minutes to Ala Moana, Waikiki, and Kahala shops and restaurants. This 2-bedroom 1-bath remodeled residence is move in ready. Features new hardwood cabinets & quartz counter tops, new appliances, new luxury vinyl flooring, new tub & surrounds, new toilet & vanity and new fixtures throughout. Comes with a dedicated parking stall and additional street parking. An ideal alternative to condo living with no maintenance fees. Close to the University of Hawaii at Manoa, Punahou, Iolani and down the street from Chaminade University and St. Louis School. Experience the best of Kaimuki with an affordable single family home.

1123B 2nd Avenue, Honolulu
2937 Kalakaua Avenue Unit 28, Honolulu
$975,000
1 Beds ⋅ 1 Baths ⋅ 202618916 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 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
4958 Kilauea Avenue Unit 57, Honolulu
$625,000
2 Beds ⋅ 2 Baths ⋅ 202619028 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM ⋅ Waialae Gardens BLDG.
An updated cute townhome ... very clean, freshly painted, newer floors, new bathroom shower , kitchen renovated a few years ago, some new appliances ... being sold furnished ...Nestled in prime Kahala location ... close to freeway entrance. Enjoy convenience with just a short walk to shopping, dining, schools... Don't miss this opportunity... Vacant and easy to see.

4958 Kilauea Avenue Unit 57, Honolulu
734 10th Avenue Unit B, Honolulu
$1,240,000
2 Beds ⋅ 1 Baths ⋅ 202618157 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM
Come home to this beautiful and private two-bedroom, one-bath home tucked away in the heart of Kaimuki. Set back from the street, the property offers a peaceful sense of privacy and added security while remaining close to all that Kaimuki has to offer. Updated in 2018, the bright and airy kitchen features a porcelain farmhouse sink, quartz countertops, ample cabinetry, built-in microwave and ceramic tile flooring. Additional features include split air conditioning, Pella double-pane windows, hardwood floors and ceiling fans. Outside, relax on the bench swing in the privacy of the enclosed backyard with a flat tree-shaded lawn, surrounded by tropical landscaping and a mature mango tree. The spacious covered lanai is ideal for entertaining, complete with a wet bar, outdoor lighting and ceiling fan. A detached two-car carport plus a third parking space in front of the home provide convenient parking and storage. Ideally located just minutes from Diamond Head Theatre, Kahala Mall, Kaimuki's farmers market, beaches, parks, playgrounds, public pool, restaurants and banks, with easy access to nearby freeway routes. A wonderful opportunity to enjoy the best of Kaimuki living.

734 10th Avenue Unit B, Honolulu
2324 10th Avenue Unit A, Honolulu
$1,135,000
3 Beds ⋅ 2 Baths ⋅ 202616622 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM
An opportunity to create something special in Palolo. Set along 10th Avenue against a lush valley backdrop, this 3-bedroom, 2-bath single-family home sits on a generous 7,743 sq. ft. lot surrounded by greenery and striking mountain views. Cool valley breezes and the natural landscape create a sense of retreat, while the location keeps you conveniently connected to town. Whether your vision is to refresh the existing home, reimagine the outdoor spaces, or transform the property into the home you've been dreaming of, the setting offers an exciting canvas for what's next. Imagine mornings overlooking the mountains, expanded indoor-outdoor living, a beautiful garden or lanai, and spaces designed around the way you want to live. Bring your vision and make it your own a Palolo property with the space, setting, and opportunity to create your next chapter.

2324 10th Avenue Unit A, Honolulu
3138 Waialae Avenue Unit 1115, Honolulu
$479,000
2 Beds ⋅ 2 Baths ⋅ 202618876 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM ⋅ Regency Park BLDG.
Welcome to a wonderful residence at Regency Park. This well-maintained two-bedroom, two-bath condo unit is on the top floor of Building 1, where morning sun and greenery make this a highly sought-after location. Fresh interior paint, new carpet, and AC units in the living room and primary bedroom complement the unit's well-maintained condition. This unit comes with two covered, assigned garage parking stalls. Regency Park residents enjoy a large private grassy park with room to walk, play, use the basketball court, picnic, or simply relax outdoors. The property also features a pool, a flexible recreation or meeting room, fitness gym, tennis court, and grilling area. Staffed entry, visitor registration, ample guest parking, and an on-site management office provides convenience and security

3138 Waialae Avenue Unit 1115, Honolulu
2001 10th Avenue, Honolulu
$990,000
202618637 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM
MAJOR PRICE REDUCTION. The property features five separate residential units, in beautiful Palolo Valley, providing immediate income and a compelling value-add investment opportunity. Priced to reflect its current condition, including existing water intrusion, foundation issues, and significant repair needs. This offering provides investors the opportunity to acquire a multi-unit asset at a substantial discount. With renovation and repositioning, the property offers meaningful upside through increased rental income and long-term appreciation.

2001 10th Avenue, Honolulu
2001 10th Avenue, Honolulu
$990,000
14 Beds ⋅ 6 Baths ⋅ 202618635 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM
MAJOR PRICE REDUCTION. The property features five separate residential units, in beautiful Palolo Valley, providing immediate income and a compelling value-add investment opportunity. Priced to reflect its current condition, including existing water intrusion, foundation issues, and significant repair needs. This offering provides investors the opportunity to acquire a multi-unit asset at a substantial discount. With renovation and repositioning, the property offers meaningful upside through increased rental income and long-term appreciation.

2001 10th Avenue, 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.

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