Diamond Head Homes under $800,000

Welcome to Diamond Head, one of the most picturesque and sought-after neighborhoods in Honolulu, Hawaii. Nestled on the southeastern coast of Oahu, this iconic area is renowned for its stunning views, rich history, and vibrant local culture. With the majestic Diamond Head Crater as a backdrop, residents enjoy a unique blend of natural beauty and urban convenience, making it a perfect place to call home.

For those seeking affordable living in this enchanting locale, there are charming homes available under $800,000. These properties offer a wonderful opportunity for first-time buyers, young families, or anyone looking to invest in a slice of paradise without breaking the bank. From cozy condos with ocean views to quaint single-family homes nestled within lush landscapes, the options are diverse and inviting.

Living in Diamond Head means you’re just a stone’s throw away from some of the best beaches in the world, including the famous Waikiki Beach. Enjoy outdoor activities like hiking, surfing, and snorkeling, or simply relax on the sandy shores while soaking in the sun. The area boasts a vibrant dining scene, with a plethora of local eateries serving up delicious Hawaiian cuisine, as well as boutique shops and art galleries that showcase the rich cultural heritage of the islands.

In Diamond Head, you’ll find not just a home, but a lifestyle filled with adventure, beauty, and community. Come explore the possibilities and discover your dream home in this tropical paradise today!

Newest Diamond Head Homes under $800,000

$479,000

2 Beds ⋅ 2 Baths ⋅ 202618876 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 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 ⋅ 7 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

$270,000

1 Beds ⋅ 1 Baths ⋅ 202618394 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 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 ⋅ 24 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 ⋅ 31 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 ⋅ 27 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 ⋅ 37 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

$799,000

3 Beds ⋅ 1 Baths ⋅ 202616407 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM

Bring your contractor! Have you been looking for a single-family home in Honolulu that you can truly make your own? Welcome to 3262 Kikilia Place, a charming 3 bedroom, 1 bathroom cottage located in one of Oahu’s more desirable areas, Palolo. This rare opportunity is priced for buyers who are looking to break into the single-family home market or investors who want to renovate the home and make it their own. Positioned on a quiet dead-end street, this 5,477 sq. ft. R-5 zoned lot allows for a legal ADU—giving you a clear, actionable path to boost property value and income. Conveniently located near Diamond Head, Kaimuki, and Waikiki, this home is moments away from everything Honolulu has to offer. Whether you are looking to renovate and customize to your personal style or move-in and improve over time, this property presents flexibility and potential in a highly coveted location. Don’t miss out on your chance to own a slice of paradise! TMK does not match actual.

3262 Kikilia Place, Honolulu

$95,000

2 Beds ⋅ 2 Baths ⋅ 202616172 MLS ⋅ LH - Leasehold Tenure ⋅ 45 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

$24,000

2 Beds ⋅ 2 Baths ⋅ 202615328 MLS ⋅ LH - Leasehold Tenure ⋅ 48 DOM ⋅ Kahala Beach BLDG.

Experience island living in this beautifully upgraded 2 bdrm/2 bath residence in the desirable Kahala Beach oceanfront community. Tastefully renovated with modern finishes throughout, the unit features vinyl plank flooring, an updated kitchen with stainless steel appliances, and refreshed bathrooms. The spacious enclosed, covered lanai provides a comfortable extension of the living space—perfect for relaxing or enjoying the lush surroundings. The generously sized primary bedroom offers a peaceful retreat, while the unit’s private setting is enhanced by abundant greenery. A wonderful opportunity to enjoy the tranquility of Kahala Beach with the convenience of being just minutes from Kahala Mall with options of restaurants, shopping and entertainment! Don’t miss this fantastic opportunity!

4999 Kahala Avenue Unit 202, Honolulu

$50,000

2 Beds ⋅ 2 Baths ⋅ 202615775 MLS ⋅ LH - Leasehold Tenure ⋅ 52 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

$675,000

3 Beds ⋅ 2 Baths ⋅ 202611462 MLS ⋅ FS - Fee Simple Tenure ⋅ 58 DOM ⋅ Regency Park BLDG.

Welcome to Regency Park! Motivated and ready to sell this rarely available 3 bedroom 2 bath home with over 1200 sq ft of living with treetop views of the canal in the preferred Makai side of building! Unit offers comfort, value and convenience in one of Honolulu's most central locations. Freshly painted, with brand new carpeting in all the bedrooms, and includes two assigned covered parking stalls. Residents enjoy an array of amenities including a swimming pool, recreation room, tennis & pickleball courts, fitness center, private 2-acre park with basketball courts, bbq area and disc golf, onsite manager, 20 guest stalls and 24-hour security. Regency park is located near Waialae avenue restaurants and cafes, supermarkets, boutique shops and freeway access. This home is just minutes from University of Hawaii and walking distance to Chaminade University and Saint Louis School, making it an excellent opportunity for homeowners and investors alike. Building is pet-friendly, buyer to do their own due diligence to confirm the buildings pet policy. Competitively priced and offering exceptional value for the location and amenities, this is an opportunity you won't want to miss!

3138 Waialae Avenue Unit 226, 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.