Diamond Head Homes with Garden View

Welcome to Diamond Head, a stunning jewel nestled on the southern coast of Oahu, Hawaii. This iconic neighborhood, known for its breathtaking volcanic crater, offers not only picturesque landscapes but also a vibrant community atmosphere that’s hard to resist. With its proximity to the sparkling shores of Waikiki and the lush greenery of the surrounding mountains, Diamond Head epitomizes the spirit of island living.

One of the most enchanting features of homes in this area is the abundance of properties boasting beautiful garden views. Imagine waking up each morning to the soft rustle of palm trees and the vibrant colors of tropical blooms right outside your window. These homes are designed to bring the beauty of nature indoors, offering serene spaces where you can unwind and connect with the lush environment that Hawaii is famous for.

In addition to the stunning views, Diamond Head is a haven for outdoor enthusiasts. The neighborhood is home to scenic hiking trails, including the famous Diamond Head State Monument, where you can embark on an adventure to witness panoramic views of the Pacific Ocean and the Honolulu skyline. Enjoy leisurely strolls along the beach, or indulge in picnics at the nearby parks, all while soaking in the warm Hawaiian sunshine.

With its unique blend of natural beauty, vibrant culture, and a strong sense of community, Diamond Head is not just a place to live; it’s a lifestyle. Whether you’re seeking a charming home with a garden view or a vibrant community to call your own, Diamond Head welcomes you with open arms. Discover your dream home in this enchanting paradise today!

Newest Diamond Head Homes with Garden View

$2,800,000

4 Beds ⋅ 3 Baths ⋅ 202615777 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Perched within the gated community of Hawaii Loa Ridge, 869 Ikena Circle captures sweeping ocean, coastline, and mountain views from an elevated East Honolulu setting. Expansive windows fill the home with natural light and showcase the blue Pacific from the spacious main living areas, which extend to a covered lanai for effortless indoor-outdoor living. Renovated in 2025, the thoughtfully designed floor plan offers a bedroom and full bath on the main level, along with a versatile office/den, while upstairs you'll find two generously sized en-suite bedrooms offering privacy and separation. Step outside to your own private pool surrounded by tropical greenery—the perfect setting to relax, entertain and take in the island surroundings. Additional highlights include 86 owned photovoltaic panels, a laundry room, and a 2 car garage with more covered parking in front. Residents of Hawaii Loa Ridge enjoy 24-hour gated security along with community tennis courts, a clubhouse, playground, BBQ areas and access to the Hawaii Loa Ridge hiking trail. A rare opportunity to enjoy privacy, space, security, and panoramic views in one of East Honolulu's most sought-after gated neighborhoods!

869 Ikena Circle, Honolulu

$50,000

2 Beds ⋅ 2 Baths ⋅ 202615775 MLS ⋅ LH - Leasehold Tenure ⋅ 3 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

$1,400,000

3 Beds ⋅ 2 Baths ⋅ 202615578 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM ⋅ Kalani Iki Estates BLDG.

Tucked away in a cool, quiet & peaceful neighborhood, Kalani Iki Estates feels uniquely special as you arrive through the lush tree-lined community. This bright, modern 3-bedroom, 2-bath split-level home has been exceptionally maintained & thoughtfully updated. Soaring high ceilings & wrap-around floor-to-ceiling windows welcome you home to a contemporary floor plan, natural light & garden views throughout. Features & upgrades include a re-imagined kitchen with new quartz counter-tops & updated appliances, a dedicated dining space, luxury vinyl flooring, all-new windows & doors throughout, upgraded lighting, roller & zebra shades, two split A/C units & more. Three bedrooms are positioned on the upper-level for added privacy, plus a walk-in storage & walk-in laundry room. This home includes two covered parking stalls. Furnishings available for purchase to make this a turn-key package. Kalani Iki Estates includes landscaping & trash service, an on-site swimming pool, large covered entertainment space & a newly refurbished pickleball court. Minutes to Kahala, Hawaii Kai, urban Honolulu & beyond, this exceptional home in a truly special location is one you won't want to miss.

1500 Kalaniiki Street Unit 13, Honolulu

$1,275,000

3 Beds ⋅ 2 Baths ⋅ 202609335 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Vintage 1940's bungalow located in the super convenient Kapahulu area at the base of Diamond Head Crater. This charming home with many original features, that made it so cute, are intact and has been meticulously maintained throughout the years. Kitchen and bathrooms have been remodeled to todays standards... New fixtures, new appliances - including a gas range, AC's and ceiling fans in each room, new cabinetry, LVP flooring, fresh paint, lighting etc. makes this a perfect move-in ready home. Nicely landscaped exterior with full grassy areas, large mango tree for cool shade, fully fenced and gated yard, multiple tandem car parking with a laundry / storage room behind the carport are all features that make this a great property! There is a large concrete patio off the laundry room... possible extension for a future home office or additional bedroom? Definitely a classically adorable, move-in ready property on the outskirts of Waikiki!

3327 Catherine Street, Honolulu

$535,000

1 Beds ⋅ 1 Baths ⋅ 202614934 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM ⋅ Ilima Apts BLDG.

Located at desirable Pualei Circle in the Diamond Head neighborhood, Ilima Apartments offer peaceful residential living with the best of Honolulu just minutes away. Waikiki Elementary School is within walking distance. Diamond Head, Kapiolani Park, Waikiki Beach, Kaimana Beach, Queen’s Surf and the Honolulu Zoo are all conveniently nearby. Enjoy easy access to some of Honolulu’s favorite cafes, restaurants, bakeries and local eateries along Monsarrat Avenue, Kapahulu and Kaimuki. Assigned storage locker has space for surfboards and bicycles. The condo was beautifully renovated in 2020, including updated plumbing, providing modern comfort and peace of mind. With its tranquil salt water pool, quiet neighborhood setting, walkable access to school, beaches, parks, dining, and everyday conveniences, Ilima Apartments at Pualei Circle offers an exceptional opportunity to enjoy the best of island living in one of Honolulu’s most sought-after locations.

3093 Pualei Circle Unit 208, Honolulu

$985,000

2 Beds ⋅ 2 Baths ⋅ 202615363 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM ⋅ Kuliouou Kai Villa BLDG.

Rarely available WATERFRONT residence at Kuliouou Kai Villa, just steps from the beach! Corner unit offers exceptional privacy. Inspiring views over Paiko Lagoon & the Pacific set the backdrop for this stylish and beautifully maintained townhome. An airy living room takes full advantage of the oceanfront setting, with soaring vaulted ceilings and sweeping views. Contemporary kitchen opens to a spectacular private garden, where a travertine patio is surrounded by immaculate landscaping, two fountains, and a bird bath, all fully irrigated. The split-level layout offers two spacious bedroom suites, each with a walk-in closet. Unwind in your primary suite with panoramic views and ample room for a home office and sitting area. Kuliouou Kai Villas is a resort style community with a private pool and beautiful walking paths overlooking a bird sanctuary, and Kuliouou Beach Park. Two parking stalls & storage included.

6109-A Summer Street Unit 6109A, Honolulu

$1,088,000

2 Beds ⋅ 3 Baths ⋅ 202614149 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM ⋅ Kahala View Estate BLDG.

Tucked among lush tropical greenery, this beautifully upgraded home offers the perfect blend of elegance, privacy, and comfort. Soaring vaulted ceilings and expansive windows fill the interior with natural light, creating a bright and inviting atmosphere. The open-concept living and dining areas flow seamlessly into a custom kitchen featuring Delicatus granite countertops, abundant pantry cabinetry, and a breakfast bar. Commercial-grade Wilsonart flooring, split AC, and an owned 18-panel photovoltaic system provide exceptional style, comfort, and energy efficiency. Two private lower-level bedroom suites offer a peaceful retreat. Move-in ready and located in the gated Kahala View Estates, just minutes from Kahala Mall, beaches, and downtown Honolulu.

1487 Hiikala Place Unit 28, Honolulu

$15,950,000

5 Beds ⋅ 7 Baths ⋅ 202615041 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM

Set on one of Hawaii Loa Ridge's most coveted lots, this five bedroom, six and one half bath residence delivers uninterrupted views of Diamond Head, the Pacific Ocean, and Honolulu's coastline from nearly every room, with complete privacy from neighbors and the street. Award-winning architect Jeff Long paired steel-and-concrete construction with interiors built by artisans whose past work spans ultra-luxury yachts and the ateliers of Chanel, Cartier, and Hermes. Book-matched travertine and marble carry through the home, alongside Spinneybeck and Holly Hunt Italian leather walls and Molteni closet systems. A pneumatic glass elevator connects the levels, and a private theater and wine cellar round out the entertaining spaces. The Pininfarina-designed kitchen centers on a Taj Mahal quartzite island, Snaidero cabinetry, dual Sub-Zero refrigerators, and Gaggenau appliances. Outside, a saltwater infinity pool and spa sit within a landscaped lanai framed by the same sweeping views. German-engineered shutters, a full security system, and 24-hour gated access make this a genuine lock-and-go estate.

360 Puuikena Drive, Honolulu

$2,995,000

5 Beds ⋅ 4 Baths ⋅ 202615058 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM

Experience modern island living in this exceptional 2020-built home in the heart of Niu Valley. Designed for effortless indoor-outdoor living; expansive glass sliders and LaCantina stacking doors create a seamless connection between the spacious interior and a private backyard retreat featuring a resort-style pool, spa, covered lanai, and pool house. Thoughtfully designed with 4 bedrooms, a versatile bonus room, and a spacious downstairs den, the flexible floor plan easily accommodates guests, a home office, gym, media room, or playroom. The chef's kitchen is appointed with Bosch and Thermador appliances, while smart-home features include a 28-panel PV system with two Tesla Powerwall batteries (2026), Pentair app-controlled pool and spa automation, and Rain Bird irrigation. Outdoor shower designed opposite the 1/2 bath wall and already connected to sewer for optional full bath conversion. Enjoy exceptional privacy with no back neighbors, lush tropical landscaping, and mature fruit trees. This exceptional home offers the perfect balance of contemporary luxury, energy efficiency, and island living in one of East Honolulu's most desirable neighborhoods.

5872 Haleola Street, Honolulu

$1,125,000

5 Beds ⋅ 3 Baths ⋅ 202614973 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM

Located in the peaceful, lush surroundings of Palolo Valley, this spacious 5-bedroom, 3-bathroom home is a rare find for those ready to build sweat equity in a highly sought-after neighborhood. The mostly single-level main living area boasts a great layout and abundant original charm and character, the type you just can't recreate in new construction. A standout feature: a separate downstairs living area, ideal for living in comfortably while you renovate upstairs at your own pace, or a possible in-law suite once complete. This is your chance to add your personal touch and design with updates or build in the highly desirable Palolo Valley. Whether you're an investor seeking your next project or dreaming of customizing your forever home, this property offers the space, and location to make it happen. Palolo Valley combines quiet, nature-filled living with easy access to major freeways, and just a few minutes away from some of Oahu's best restaurants along Waialae Avenue.

3433 Ginger Street, Honolulu

$5,750,000

6 Beds ⋅ 6 Baths ⋅ 202614908 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

TIMELESS ISLAND LIVING ON WAILUPE BEACH WITH SEPARATE GUEST HOUSE. Set on a 25,216 sq ft beachfront parcel w/approx 90 linear ft of sandy shoreline, this charming, reimagined island beach house features a 3-bdrm, 3-bath main residence, a 3-bdrm, 2-bath guest house & detached pool house w/indoor swimming pool & full bath. Coconut palms, mature tropical landscaping, expansive lawns & outdoor gathering areas lead to the sandy shoreline. The main home features French windows, spacious open living & lounge areas w/seamless indoor/outdoor living. Wraparound decks overlook tropical gardens & ocean vistas. The kitchen features rich coastal blue-green cabinetry, abundant counter space, dine-in seating & ocean views. Three en-suite bdrms each offer a private bath w/updated vanities, while a separate seaside den serves as a home office w/lovely views. The detached guest house is situated above two separate 2-car garages w/ generous storage, laundry facilities & ample driveway parking. Enjoy surfing, paddleboarding, kayaking, swimming & beach walks just beyond your backyard. Conveniently located between Kahala & Aina Haina w/easy access to shopping, dining, banking & everyday conveniences.

4929 Kalanianaole Highway, Honolulu

$7,000,000

5 Beds ⋅ 7 Baths ⋅ 202614361 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM

Affectionately, known as 'Hotel Aloha,' a masterpiece of opulence, grace, and authentic Hawaiian design. This elegant 2-story private residence features 5 spacious en-suite bedrooms, each offering a private luxury bathroom, generous closet space & breathtaking views. Located on a white sandy beach in East Honolulu The upstairs primary suite opens to a sprawling lanai overlooking the saltwater pool, spa, & the vast Pacific Ocean—perfect for watching the surf & magenta sunsets. For added convenience, a gracious bedroom with an easy-access walk-in shower is located on the main level. The home showcases exquisite craftsmanship, featuring imported marble flooring and a matching fireplace. The gourmet kitchen includes gas cooking, while the media room offers a surround sound system. Exterior highlights include a newly painted automatic gated entry, lushly landscaped grounds & ample parking w/a two-car garage, a tiled driveway for 4 vehicles and space for a boat. Located off a private, crescent-shaped road shared by only three homes, this property offers unmatched security and privacy. Additional features: dual washer/dryer sets, central AC and direct beach access. Heated saltwater pool.

5599 Kalanianaole Highway, 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.