Diamond Head Homes under $2.5 million

Welcome to Diamond Head, one of Honolulu's most iconic and sought-after neighborhoods! Nestled on the southeastern coast of Oahu, this stunning area is renowned for its breathtaking views, vibrant culture, and outdoor adventures. The majestic Diamond Head Crater, a dormant volcanic cone, serves as a stunning backdrop and offers residents and visitors alike the chance to explore scenic hiking trails, picnic spots, and panoramic vistas of the Pacific Ocean.

Living in Diamond Head means embracing a lifestyle that is both relaxed and exhilarating. The neighborhood is just a stone's throw away from the pristine beaches of Waikiki, where you can enjoy sunbathing, surfing, and a plethora of water sports. Additionally, the rich history and cultural heritage of the area can be experienced through nearby attractions, such as the Honolulu Zoo and the Waikiki Aquarium.

For those looking to call Diamond Head home, there are remarkable opportunities available with homes priced under $2.5 million. This range includes charming single-family residences, luxurious condos with ocean views, and contemporary townhomes that blend modern living with island charm. Many properties feature spacious layouts, lush gardens, and easy access to the area's beautiful beaches and parks.

Whether you’re an outdoor enthusiast, a foodie eager to explore local eateries, or someone simply looking for a serene place to unwind, Diamond Head has it all. Discover your dream home in this enchanting neighborhood and experience the unparalleled lifestyle that makes Diamond Head a true gem of Oahu!

Newest Diamond Head Homes under $2.5 million

$2,150,000

4 Beds ⋅ 2 Baths ⋅ 202618646 MLS ⋅ FS - Fee Simple Tenure

Incredible Value in the heart of Kahala! Loved and enjoyed by the same family for nearly 20 years, this well cared for, single level 4-bedroom, 2-bath residence offers a wonderful opportunity to move into the Kahala neighborhood. Situated on a quiet cul de sac, the home features an open floor plan, comfortable living spaces, split air conditioning, and thoughtful upgrades throughout. The kitchen features stainless steel appliances, dual refrigerator/freezers, generous wraparound counter space, and a sizable center island with dine in seating and pendant lighting. The adjacent dining area opens to a spacious backyard with large grassy lawn areas and a swimming pool, offering plenty of room for outdoor living and entertaining. Conveniently located just minutes from Kahala Mall, shops, restaurants, banking, medical facilities, and several nearby preschools and elementary schools. Kahala Beach, Diamond Head Farmers Market, parks, playgrounds, and tennis courts are also just minutes away. Move in ready and full of potential, this is the perfect starter home for those looking to make Kahala home. Don’t miss this wonderful opportunity!

4574 Ahuli Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 202618747 MLS ⋅ FS - Fee Simple Tenure

STUNNING VIEWS & PRIVACY IN AINA HAINA! 3BD/2.5BA home on a quiet private lane with wonderful neighbors and breathtaking views! Features huge covered decks/lanais, floor-to-ceiling windows, high vaulted ceilings, hardwood floors upstairs, new downstairs flooring (no carpet), renovated kitchen, and vintage tile baths. Durable aluminum shingle roof on a 7,531 sf lot. Spacious, bright, well-maintained & full of charm! Tax records differ: tax records show 4BD/924 sf with no lanai; actual layout is 3BD with approx 1,848 sf living area. Buyer to perform due diligence and verify all square footage and property information. You won't want to miss this very special property. Schedule a private showing with your agent or come to the open house on Sunday, 10/11, 2-5 PM!

5372 Manauwea Street Unit A, Honolulu

Listing courtesy of Compass.

$1,488,000

202618637 MLS ⋅ FS - Fee Simple Tenure

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 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

Listing courtesy of CBI Residential Advisory Svcs..

$1,488,000

14 Beds ⋅ 6 Baths ⋅ 202618635 MLS ⋅ FS - Fee Simple Tenure

2001 10th Avenue, Honolulu

Listing courtesy of CBI Residential Advisory Svcs..

$2,150,000

3 Beds ⋅ 4 Baths ⋅ 202614948 MLS ⋅ FS - Fee Simple Tenure

From the moment you arrive, you’ll sense what sets this exceptional home apart. Designed and built as a 100% custom residence offering approximately 4,100 square feet of living space, it offers generous bedrooms, spacious hallways, and an impressive sense of openness throughout. A custom-made front door opens to a beautiful marble entry and an authentic Japanese-style room with tatami and shoji imported from Japan. The open kitchen features quartz countertops and a large island, flowing seamlessly into the living and dining areas and covered courtyard for effortless indoor-outdoor living. Upstairs, an open space and tranquil library offer a peaceful retreat. The primary bedroom features a raised platform mattress space with built-in storage and a versatile den. Adjacent are an oversized walk-in closet, dedicated makeup room, and powder room. The primary bath features a spacious shower and skylit tub for a luxurious, hotel-inspired retreat. A separate suite with its own entrance, full bath, and kitchenette offers flexibility as a guest suite or home office. There is still so much more to discover. Schedule your private showing to experience this remarkable home for yourself.

3468 Keanu Street, Honolulu

Listing courtesy of Help-U-Sell Honolulu Prop..

$925,000

1 Beds ⋅ 1 Baths ⋅ 202618544 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of Hawaii Modern Realty.

$1,650,000

202615390 MLS ⋅ FS - Fee Simple Tenure

Discover a rare opportunity in the highly desirable St. Louis neighborhood! This versatile 5-bedroom property features a legal, permitted ADU, offering flexibility for multi-generational living, extended family, guests, or potential rental income! Enjoy the ocean and Diamond Head views from your upper lanai while sipping your morning coffee. The remodeled lower level showcases modern finishes and updated living spaces, while the home's functional layout provides room for a variety of living arrangements. Whether you're looking for additional privacy, space to work from home, or an income-producing opportunity, this property delivers. Back side of the backyard borders State land, providing an added sense of privacy with no neighboring home along that boundary. Conveniently located to UH Manoa, Waikiki, Kaimuki, shopping, dining, parks, and freeway access, you'll enjoy neighborhood charm and town convenience. Don't miss the chance to own this unique St. Louis home with endless possibilities!

1938 Bertram Street, Honolulu

Listing courtesy of Century 21 Island Homes.

$2,100,000

5 Beds ⋅ 5 Baths ⋅ 202615943 MLS ⋅ FS - Fee Simple Tenure

Location, Location, Location - Please Do not miss your opportunity at a RARELY available single-family home located on a desirable street on Luawai street. Single family Kaimuki / Kahala residence minutes to Times super market, Kahala Mall and surrounding shops and restaurants. This 5-bedroom, 4 and half-bath home features an open kitchen with, quartz counter tops, stainless steel appliances. Enjoy meals and entertaining along with a formal dining area. Features new painting, split ACs in the main living area and each bedroom. The fenced yard with large patio provides privacy and an relaxing retreat time. A conveniently located home with parks and shopping a couple blocks away.

1063 Luawai Street, Honolulu

Listing courtesy of Locations LLC.

$450,000

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

Listing courtesy of REMAX Hawaii.

$1,800,000

6 Beds ⋅ 5 Baths ⋅ 202618308 MLS ⋅ FS - Fee Simple Tenure

A well cared for Kamaaina home, on a quiet street. 1st time on the market. Multi-family dwelling home. The front dwelling 4 bdrm 2 bath & a study/office with spacious kitchen, remodeled in 1958 and additional in 1999. The rear dwelling was built in 1977 with 2 bdrm, 2.75 bath and a spacious kitchen too. Both uses gas stoves. Storage under the stairways & one in the carport + one storage shed in the backyard. Enjoy cool cross breeze and natural lighting that brighten the living space. Front & back dwelling connected through a laundry room. 26 leased PV solar panels and an outdoor covered walkway area for family gatherings. Under ground utilities for electric. Near Kapiolani Park, Honolulu Zoo, Aquarium, Kaimana Beach, Ala Wai Golf course. . . . minutes drive to near-by Safeway, Foodland, Time Supermarket, restaurants, Waikiki, Kahala Mall and EZ access to freeway. Paradise living at it's best. Live in one and rent the other one out for extra rental income. To be sold " As Is". All Showings by appointments only, please allows 2 days prior notice. Lister must be present. Broker open 10/7 9:30-11:30.

3128 Hayden Street, Honolulu

Listing courtesy of Pan Pacific Realty, LLC..

$1,445,000

4 Beds ⋅ 2 Baths ⋅ 202618187 MLS ⋅ FS - Fee Simple Tenure

Welcome to this newly renovated 4-bedroom, 2-bath home in Palolo’s Carlos Long subdivision. Completed in 2026, the renovation thoughtfully updates the home from top to bottom while preserving the character of its distinctive mid-century architecture. The open-concept great room is the heart of the home, featuring dramatic vaulted ceilings, exposed wood beams, multiple skylights, and abundant natural light. Large windows and the spacious lanai frame beautiful mountain and valley views of lush Palolo, creating a peaceful connection between the indoor and outdoor living spaces. Situated on a 6,367 sq. ft. lot on a quiet cul-de-sac, the home is conveniently located near Kaimuki, Kapahulu, UH Manoa, shopping, and dining. Come experience the fresh design and character of 2550 Ipulei Way. OPEN HOUSE Thursday, October 1, 2026 | 9:30 AM–11:30 AM Saturday, October 3,2026 | 2:00 PM–5:00 PM Sunday, October 4,2026 | 2:00 PM–5:00 PM

2550 Ipulei Way, Honolulu

Listing courtesy of Real Broker.

$270,000

1 Beds ⋅ 1 Baths ⋅ 202618394 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of OahuRE.com.

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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.