Diamond Head Homes under $800,000

Welcome to Diamond Head, a stunning gem nestled on the southeastern coast of Oahu, Hawaii. Renowned for its iconic volcanic crater and breathtaking ocean views, this vibrant neighborhood is not just a feast for the eyes but also a haven for those seeking a laid-back lifestyle infused with the spirit of aloha.

Diamond Head boasts a rich history and a unique blend of natural beauty and urban convenience. The area is famous for its picturesque hiking trails, where residents and visitors alike can experience panoramic vistas of the Pacific Ocean and the lush landscapes that surround it. Imagine starting your day with a morning hike, followed by a refreshing dip in the ocean, all within minutes from your front door.

For those looking to call Diamond Head home, you'll be delighted to discover that there are charming properties available for under $800,000. These homes offer a perfect blend of comfort and affordability, making it possible for you to embrace the island lifestyle without breaking the bank. From cozy condos with stunning views to quaint single-family homes nestled in lush surroundings, there's something for everyone in this picturesque neighborhood.

In addition to its natural splendor, Diamond Head is conveniently located near an array of amenities, including boutique shops, delightful cafes, and local markets. The vibrant atmosphere, combined with the warmth of the community, makes it an ideal place for families, retirees, and anyone looking to enjoy the enchanting Hawaiian lifestyle.

Explore the possibilities that Diamond Head has to offer—your dream home awaits!

Newest Diamond Head Homes under $800,000

$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

$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

$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

$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

$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

$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

$450,000

1 Beds ⋅ 1 Baths ⋅ 202618462 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 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

$259,000

1 Beds ⋅ 1 Baths ⋅ 202618394 MLS ⋅ FS - Fee Simple Tenure ⋅ 21 DOM ⋅ Kaimuki Jade BLDG.

This charming, nicely decorated Kaimuki 1-bedroom offers a rare mix of location, parking, and smart interior upgrades at an accessible price point. The competitive list price and low current monthly maintenance fee create an exceptional value that is hard to find in Honolulu. The 453 sq. ft. layout is efficient and comfortable, with a remodeled bathroom, custom Inspired Closets wall unit for added storage and style, and a private storage locker for extra convenience. Located in a secure-entry building with two recently installed elevators and laundry available on every floor. One unassigned parking stall is included. Set in the vibrant, walkable heart of Kaimuki, the property is near local eateries, shops, pubs, banks, bus lines, and quick access to H-1, Waikiki, the University of Hawaii, and Chaminade. A strong option for a first-time buyer, investor, or anyone looking for value, convenience, and lower monthly ownership costs. Unit is being sold As Is. Special assessment has been paid off.

1139 9th Avenue Unit 202, Honolulu

$348,000

2 Beds ⋅ 2 Baths ⋅ 202617558 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 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

$625,000

1 Beds ⋅ 1 Baths ⋅ 202614971 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 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 ⋅ 39 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 ⋅ 49 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

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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 $800,000

Newest Diamond Head Homes under $800,000

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