Diamond Head Homes under $1.25 million

Welcome to Diamond Head, one of Oahu's most iconic and picturesque neighborhoods, nestled in the heart of Honolulu. This stunning region is famous for its breathtaking views, lush landscapes, and rich history, making it a coveted destination for homebuyers seeking a slice of paradise. With its striking volcanic crater and proximity to some of the island's most beautiful beaches, Diamond Head offers a unique blend of natural beauty and urban convenience.

For those looking to make Diamond Head their home without breaking the bank, you'll be pleased to know that there are charming properties available for under $1.25 million. These homes provide a fantastic opportunity to immerse yourself in the vibrant local culture and enjoy the laid-back island lifestyle. Picture yourself waking up to the sound of waves crashing, sipping coffee on your lanai, and soaking in the stunning views of the majestic Diamond Head crater.

The neighborhood is not just about beautiful homes; it also boasts a plethora of outdoor activities. From hiking the Diamond Head State Monument to enjoying a leisurely day at the beach, adventure awaits at every corner. Additionally, the area is rich in local dining options, boutique shops, and cultural experiences, ensuring that residents have everything they need within reach.

Whether you're a first-time homebuyer or looking for a vacation retreat, Diamond Head offers an unparalleled lifestyle that combines natural beauty, community spirit, and accessibility. Explore the possibilities of calling this enchanting region home, where paradise meets affordability.

Newest Diamond Head Homes under $1.25 million

$535,000

1 Beds ⋅ 1 Baths ⋅ 202619352 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ Diamond Head Sands BLDG.

Discover the charm of Diamond Head Sands! This inviting one-bedroom, one-bath residence features an expansive 137 sq. ft. lanai overlooking a lush lawn and mature shade tree, creating a peaceful, tropical setting for outdoor dining, morning coffee, or simply relaxing in the island breeze. Thoughtfully remodeled in 2017, the residence features luxury vinyl plank flooring, a contemporary kitchen with granite countertops, stainless steel appliances, pendant lighting, and a convenient breakfast bar. Two air-conditioning units provide year-round comfort. Ideally situated in one of Honolulu's most desirable neighborhoods, just moments from Kapiolani Park, Diamond Head, Waikiki's beaches, and an eclectic selection of neighborhood restaurants, cafés, and boutiques. Enjoy the perfect blend of indoor-outdoor living, neighborhood charm, and urban convenience.

3721 Kanaina Avenue Unit 308, Honolulu

$900,000

4 Beds ⋅ 1 Baths ⋅ 202619746 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

A rare opportunity to reimagine a longtime family property in the heart of Palolo. Set on an expansive lot of over 8,500 sq. ft., this property offers exciting potential for investors and contractors looking to renovate, restore, or explore the possibilities of creating something special. The existing structure features a 3-bedroom, 1-bath main living area, along with an unfinished basement offering additional possibilities for future improvement. Rich in family history and cherished memories, this property is ready for its next chapter. Enjoy established fruit trees, including a mango tree and multiple hybrid fruit trees, adding character and charm to the property. Conveniently located near Kaimuki, popular local restaurants, shopping, and everyday amenities, this is an opportunity to unlock the potential of a property in an established Honolulu neighborhood. Bring your vision, creativity, and imagination!

1838 10th Avenue, Honolulu

1120 Koko Head Avenue Unit 201, Honolulu

$300,000

2 Beds ⋅ 1 Baths ⋅ 202619792 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 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

$1,015,000

2 Beds ⋅ 2 Baths ⋅ 202619453 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

E komo mai to “Paradise Perch,” est. 1957. Offered for the first time in nearly 70 years, this special home captures unobstructed panoramic views from East Oahu to Kalaeloa, showcasing iconic Leahi (Diamond Head) in its entirety & the stunning coastline stretching westward from Diamond Head. The main dwelling offers 2 bedrooms, while the former 3rd bedroom now houses a permitted elevator (1999), with remaining space offering potential for a desk, filing cabinet, playroom or reading nook. Hardwood flooring throughout, generous kitchen storage & hallway storage extending to the ceiling add warmth & functionality. The covered lanai invites al fresco dining, while Pirie mango and soursop trees add a taste of island living. A backyard bench offers a peaceful spot to sit & take in the views. A detached flex space offers versatility for a variety of uses. This rim lot backs to the University of Hawaii. Nearby Kaimuki offers numerous restaurants & boutiques, with downtown Honolulu just 4 miles away. The home needs some TLC, but the views don't need a thing!

2908 Robert Place, Honolulu

$980,000

3 Beds ⋅ 1 Baths ⋅ 202619656 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Cute as a Button and Ready for its NEW OWNER! Remodeled in 2025, this charming 3-bedroom, 1-bath home features fresh paint, new laminate flooring, updated kitchen and bathroom cabinets with quartz countertops, and a new plumbing fixtures. Move right in and enjoy the improvements, with plenty of potential to make it your own and add value over time! Imagine living in lush Upper Palolo Valley, where beautiful rainbows are a frequent sight, while being just minutes away from vibrant Kaimuki, known for its fantastic restaurants, shopping, and so much more. Property does not match City and County tax records. Don't miss this wonderful opportunity! Schedule your showing with your favorite Realtor today before it's gone!

2318 Hanakealoha Place, Honolulu

$674,000

3 Beds ⋅ 2 Baths ⋅ 202619584 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 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

$995,000

4 Beds ⋅ 2 Baths ⋅ 202619410 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 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

$379,000

1 Baths ⋅ 202619322 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 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 ⋅ 14 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 ⋅ 15 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

$975,000

1 Beds ⋅ 1 Baths ⋅ 202618916 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 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

$625,000

2 Beds ⋅ 2 Baths ⋅ 202619028 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 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

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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 $1.25 million

Newest Diamond Head Homes under $1.25 million

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