Diamond Head Homes under $600,000

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 volcanic crater, picturesque hiking trails, and panoramic views of the Pacific Ocean. This charming area is not just a feast for the eyes; it also offers a unique blend of culture, history, and community.

For those seeking an affordable slice of paradise, Diamond Head presents a fantastic opportunity with homes priced under $600,000. Whether you're a first-time homebuyer, an investor, or looking for a vacation getaway, this region provides a variety of options to suit your needs. From cozy condos with ocean views to quaint single-family homes tucked away in lush surroundings, there’s something for everyone in this vibrant community.

Living in Diamond Head means embracing an outdoor lifestyle, with access to world-class beaches, surf spots, and recreational parks. Picture yourself enjoying morning walks along the coastline or exploring the scenic trails of the iconic Diamond Head State Monument. With its close proximity to downtown Honolulu, residents can also indulge in a rich array of dining, shopping, and entertainment options, all while soaking in the laid-back island vibe.

Investing in a home in Diamond Head is not just about finding a place to live; it’s about embracing a lifestyle filled with adventure, beauty, and the warm aloha spirit. Discover your dream home in this enchanting neighborhood today!

Newest Diamond Head Homes under $600,000

1120 Koko Head Avenue Unit 201, Honolulu

$300,000

2 Beds ⋅ 1 Baths ⋅ 202619792 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM ⋅ Kaimukian BLDG.

Rarely available condominium unit in the heart of Kaimuki! Close to everything Kaimuki. Very low monthly HOA dues. With only 9 total units in the building, this charming 2nd floor walk-up has amazing views of the Koolau Mountains, Wilhelmina Rise and Diamond Head. Fresh trade-winds keeps this condo nice and cool. This corner unit provides extra natural light. Updated windows throughout. Close distance to the Great Honolulu Area. The Kaimuki Area offers many shops, restaurants and parks in close proximity.

1120 Koko Head Avenue Unit 201, Honolulu

$379,000

1 Baths ⋅ 202619322 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 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

$479,000

2 Beds ⋅ 2 Baths ⋅ 202618876 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 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

$450,000

1 Beds ⋅ 1 Baths ⋅ 202618462 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 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

$348,000

2 Beds ⋅ 2 Baths ⋅ 202617558 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM ⋅ Kaimuki Jade BLDG.

Kaimuki Jade is located within walking distance to many restaurants, pubs, boutiques, and banks in Kaimuki. Unit recently upgraded: new paint, newer cabinets and counters, bathroom sinks. Coin-Op laundry on each floor. Special Assessment - $413/mo for spalling repairs. Seller offering closing credits for Special Assessment balance.

1139 9th Avenue Unit 304, Honolulu

$600,000

2 Beds ⋅ 1 Baths ⋅ 202617320 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 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

$599,000

2 Beds ⋅ 2 Baths ⋅ 202616997 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM ⋅ Waialae Gardens BLDG.

Perfect split level starter home in a great location. Walking distance to Kahala mall, Whole Foods, strip malls, and a handful of eateries. Renovated and move in ready with brand new ac units. Close proximity to beaches, surf spots and Waikiki. Open House Sunday, September 20, 2026, 1-4pm.

4952 Kilauea Avenue Unit 82, Honolulu

$45,000

2 Beds ⋅ 2 Baths ⋅ 202616172 MLS ⋅ LH - Leasehold Tenure ⋅ 62 DOM ⋅ Kahala Beach BLDG.

Enjoy coastal chic living in this well-appointed and cared for Kahala Beach residence located one back from the ocean. A rare offering in the preferred building (three stack), enjoy beautiful views of the Pacific Ocean from your lanai. Updated in 2021 with refreshed carpet, tasteful decor and well thought out upgrades that show pride of ownership. Two parking stalls included, both located in your building'sgarage. Property is Leasehold and no fee purchase option is available. Please consult with your Realtor to ensure You are fully aware of what Leasehold ownership entails at Kahala Beach Apartments. Monthly fees (estimated, please confirm) are: $2,565/month in Lease Rent, $1,371.31/month in Maintenance Fees and $863.43/mo nth in Property Taxes. Leasehold expires on July 15th 2027, no lease renewal or extension will occur. Owners will have the option to sign a rental lease agreement with Lessor after the leasehold expires, but with an initial contract date no longer than July 31st, 2028.

4999 Kahala Avenue Unit 250, Honolulu

$50,000

2 Beds ⋅ 2 Baths ⋅ 202615775 MLS ⋅ LH - Leasehold Tenure ⋅ 69 DOM ⋅ Kahala Beach BLDG.

Enjoy the beauty and serenity of Kahala Beach from this spacious 1,555 sq ft, 2-bedroom, 2-bathroom ground-floor condominium at Kahala Beach Apartments. Ideally located on Kahala Avenue, this fully furnished residence is just steps from the beach and conveniently close to Kahala Hotel, Kahala Mall, restaurants, shopping, and easy access to Honolulu. The generous floor plan features an enclosed lanai that expands the living space and offers a peaceful garden setting. The unit is fully furnished with comfortable Hawaiian-style décor and includes a king bed in the primary bedroom, two queen beds in the second bedroom, and two sofa beds, providing ample space for family and guests. Enjoy the convenience of ground-floor living with easy access to the pool and recreation areas, plus the ability to bypass the elevator. The property also includes one covered garage parking stall and storage. A unique opportunity to own in one of Honolulu’s desirable beachfront communities. The lease term ends July 2027, but you can rent from Kamehameha schools after providing additional time to enjoy or utilize the property. Maintenance fee includes all utilities. Lease rent paid til October 2026!

4999 Kahala Avenue Unit 148, Honolulu

3151 Monsarrat Avenue Unit 502, Honolulu

$550,000

2 Beds ⋅ 1 Baths ⋅ 202614519 MLS ⋅ FS - Fee Simple Tenure ⋅ 86 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

$150,000

2 Beds ⋅ 2 Baths ⋅ 202614285 MLS ⋅ LH - Leasehold Tenure ⋅ 90 DOM ⋅ Kahala Beach BLDG.

This spacious, garden-view gem in prestigious Kahala is beautifully renovated and move-in ready! Featuring 2 bedrooms, 2 baths, 1 covered parking stall, an open floor plan, and an enclosed lanai, this home is just steps from a sandy beach, Kahala Mall, and the iconic Kahala Hotel. Enjoy direct beach access with a protective offshore reef, offering calm waters for swimming, snorkeling, diving, and paddleboarding. Experience the best of island living. Lease expires July 15, 2027.

4999 Kahala Avenue Unit 422, Honolulu

$495,000

3 Beds ⋅ 3 Baths ⋅ 202614329 MLS ⋅ LH - Leasehold Tenure ⋅ 90 DOM ⋅ Kahala Beach BLDG.

Experience luxury BEACHFRONT living in prestigious KAHALA! This stunning 3b/3b residence offers direct beach access w/a protective offshore reef, creating calm waters ideal for swimming, snorkeling, diving & paddleboarding. Enjoy unobstructed OCEAN & KOKO HEAD views from the spacious enclosed lanai. Highlights incl: HARDWOOD floors, soaring ceilings, custom cabinetry, central A/C, Sub-Zero & Bosch appliances, wine refrigerator, built-in bookshelves & speakers, Toto toilets, dual water heaters & Water Guard sensors. Rare opportunity to own this beachfront paradise! Lease expires July 15, 2027.

4999 Kahala Avenue Unit 472, 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 $600,000

Newest Diamond Head Homes under $600,000

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