Diamond Head Homes under $2 million

Welcome to Diamond Head, a breathtaking gem nestled on the southeastern coast of Oahu in Honolulu, Hawaii. Known for its iconic volcanic crater and stunning coastal views, this vibrant neighborhood offers a unique blend of natural beauty and urban convenience. With its lush landscapes, pristine beaches, and rich cultural heritage, Diamond Head is not just a place to live; it’s a lifestyle.

The allure of Diamond Head extends beyond its picturesque scenery. This charming community is characterized by its diverse architecture, featuring everything from classic Hawaiian-style homes to modern condominiums. What’s more, you’ll be delighted to discover that there are beautiful homes available for under $2 million. Whether you’re seeking a cozy bungalow or a contemporary retreat, Diamond Head has something for everyone.

Residents enjoy a plethora of outdoor activities, from hiking the famous Diamond Head State Monument to basking in the sun at nearby beaches like Kaimana and Sans Souci. The area is also rich in local dining, shopping, and cultural experiences, making it easy to immerse yourself in the vibrant Hawaiian lifestyle.

With its close-knit community feel and easy access to the bustling heart of Honolulu, Diamond Head is an ideal location for families, retirees, and anyone looking to embrace the beauty of island living. Explore the possibilities of calling this enchanting neighborhood home, where the mountains meet the ocean, and every day feels like a vacation. Discover your dream home in Diamond Head today!

Newest Diamond Head Homes under $2 million

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

$1,015,000

2 Beds ⋅ 2 Baths ⋅ 202619453 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 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 ⋅ 5 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

$1,649,000

4 Beds ⋅ 2 Baths ⋅ 202619329 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Welcome to this tastefully renovated, move-in-ready 4 bedroom 2 bath residence, thoughtfully transformed from top to bottom. Set on a generous lot of over 7,500 square feet in the coveted Aina Haina neighborhood, this spacious home offers a seamless blend of modern upgrades and comfortable living. Freshly painted inside and out, the home features brand-new laminate flooring throughout, updated bathrooms, new ceiling fans, and split air conditioning for year-round comfort. At the heart of the home is the remodeled kitchen, complete with crisp white cabinetry, all-new appliances, modern lighting, and stylish finishes—an inviting space for everyday living and entertaining, enhanced by beautiful views from both the kitchen and living room. Designed with ultimate versatility in mind, the main level hosts 3 comfortable bedrooms, while the private downstairs suite—with its own bedroom, full bath, wet bar, and separate entrance—is ideal for hosting guests, extended family, or a home office. There's even an extra bonus space beneath the garage for storage, hobbies, or a home gym. Bright, open, and charming, this remarkable island retreat is truly a must-see! (Note: tax records may differ)

818 Alamuku Street, Honolulu

$1,350,000

1 Baths ⋅ 202617603 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM ⋅ Colony Surf Ltd BLDG.

Moment you enter the unit, you are greeted by cobalt blue ocean view !!! Rarely available Colony Surf sandy beach front row views. This breezy & spacious studio offers infinite ocean views & breathtaking daily sunsets for life of pure relaxation & adventure. Imagine yourself basking n the sun, diving into waves, padding or surfing within minutes of walking up. Entire renovation has just been completed. The refrigerator, gas stove and other appliances are all brand new!!! This beautiful renovation unit offers exceptional opportunity for you to own your piece of paradise. Enjoy immediate access to beach and close proximity to Kapiolani Park and Waikiki's vibrant life styles with acclaimed dining just moment away Michel's, Haw Tree, and Arden Restaurant. Parking is assigned. The maintenance fee conveniently covers electricity, basic cable, internet, gas, water & sewer. Experience luxury living in a prime location with stunning ocean view.

2895 Kalakaua Avenue Unit 103, Honolulu

$674,000

3 Beds ⋅ 2 Baths ⋅ 202619584 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 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

$1,775,000

5 Beds ⋅ 4 Baths ⋅ 202619094 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 DOM

A rare opportunity awaits with this elegant 5-bedroom, 4-bath Paiko Lagoon residence offering 2,789 sq ft of interior living space plus a versatile ohana unit. Both the main home and ohana reflect long-term rental use and presents an exceptional opportunity for thoughtful modernization, with plans underway to refresh the ohana unit. Set near the Paiko Lagoon Wildlife Sanctuary, this property enjoys a serene coastal setting with beach access just moments away. Convenient to Koko Marina, Hawai‘i Kai Towne Center, and premier dining. Minutes from Maunalua Bay, nearby parks, and signature East O‘ahu outdoor experiences.

132 Kuliouou Road, Honolulu

$995,000

4 Beds ⋅ 2 Baths ⋅ 202619410 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 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

$1,800,000

6 Beds ⋅ 3 Baths ⋅ 202619185 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM

Nestled on a peaceful private lane in Kaimuki, this charming vintage single-family home offers a rare combination of privacy, timeless character, sweeping views, and an exceptional location. Preserving its 1920s nostalgia with high ceilings and classic beadboard, the residence effortlessly blends historic appeal with relaxed island living. The living room and kitchen flow seamlessly to the lanai and yard, creating an inviting indoor-outdoor space perfect for entertaining or enjoying the cool trade winds. Perched above Ocean View Drive, the property captures panoramic views of Diamond Head, Koko Head, the Koolau Mountains, the ocean, Waikiki and Honolulu city lights, and spectacular sunrises and sunsets. Tucked away from the street yet minutes from Kapiolani Community College, Diamond Head, Kahala Mall, beaches, surfing, shopping, dining, Hawaii Film Studios, and Waikiki, this one-of-a-kind residence captures the essence of old-Hawaii charm and is ready for your final touches!

728 Hanole Place, 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

$1,595,000

1 Beds ⋅ 2 Baths ⋅ 202618550 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM ⋅ Oceanside Manor BLDG.

Enjoy beautiful ocean and Diamond Head views along with comfortable trade winds from this 1 bedroom, 1.5 bath unit which features a large walk-in closet (formerly the 2nd bedroom). Oceanside Manor has only 2 units per floor, with one assigned parking, pet-friendly, storage unit, secured surfboard rack and private beach access. Live a lifestyle like no other on the Gold Coast of Oahu where you are just minutes away from Kapiolani Park, Waikiki Shell, entertainment, shopping, dining, a variety of ocean sports and the best of Waikiki and Diamond Head has to offer.

3015 Kalakaua Avenue Unit 902, Honolulu

$685,000

2 Beds ⋅ 2 Baths ⋅ 202619163 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 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

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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 $2 million

Newest Diamond Head Homes under $2 million

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