Diamond Head Homes with Garden View

Welcome to Diamond Head, a stunning gem nestled on the southern coast of Oahu, Hawaii. Known for its iconic volcanic crater and breathtaking coastal views, this charming neighborhood is not just a feast for the eyes but also a sanctuary of tranquility and beauty. With the majestic Diamond Head State Monument as your backdrop, residents enjoy a unique blend of natural splendor and urban convenience.

Imagine waking up to the gentle sounds of the ocean and the rustling of palm trees, all while surrounded by lush greenery. Homes in Diamond Head often boast picturesque garden views, providing a serene escape right at your doorstep. These properties are designed to harmonize with the island's natural beauty, featuring spacious gardens that invite you to relax, entertain, or simply bask in the sun.

The community is not only about stunning homes; it’s also about lifestyle. With easy access to pristine beaches, hiking trails, and vibrant local markets, residents can immerse themselves in the rich culture and outdoor activities that Oahu has to offer. Whether you’re savoring a sunset at the beach or enjoying a leisurely stroll through the neighborhood, Diamond Head exudes a laid-back charm that captures the essence of island living.

If you’re searching for a place where the beauty of nature meets the comforts of home, Diamond Head is the perfect choice. Discover your dream home with a garden view in this enchanting neighborhood, and embrace the Hawaiian lifestyle you’ve always envisioned. Your paradise awaits!

Newest Diamond Head Homes with Garden View

$1,400,000

3 Beds ⋅ 2 Baths ⋅ 202614156 MLS ⋅ FS - Fee Simple Tenure

Discover the potential of this well-maintained single-level home with a few interior steps to an extended living room on a desirable corner lot of nearly 7,800 sq. ft. in Upper Aina Haina Valley. Surrounded by cool trade winds and lush mountain views, this home boasts front and side yards with fully fenced/walled perimeters offering generous space for outdoor living, gardening, entertaining, or play, and is ideal for your furry friends to roam. The flexible floor plan provides an excellent opportunity to update and personalize the home to your style. Additional features include newer exterior paint, updated electrical, a covered carport with a dedicated laundry storage area, and abundant street parking. Enjoy the peaceful valley setting with convenient access to Aina Haina Shopping Center, restaurants, schools, nearby beaches, Aina Haina Community Park, and scenic hiking trails. With its established neighborhood and easy access to Kahala, Hawaii Kai, and downtown Honolulu, this is a rare opportunity to own in one of East Honolulu's most desirable communities.

860 Hind Iuka Drive, Honolulu

Listing courtesy of Engel & Volkers Honolulu.

$1,298,000

3 Beds ⋅ 3 Baths ⋅ 202612198 MLS ⋅ FS - Fee Simple Tenure

Cooled by gentle mountain breezes & blessed with sweeping coastline views stretching toward Diamond Head, this exceptional 3-unit property offers the kind of island lifestyle people dream about. Upstairs, a spacious covered lanai becomes the heart of the home, a place to greet the morning with a cup of coffee as the sun rises over the Pacific, to gather with friends for leisurely meals, or unwind in the evening while watching mesmerizing sunsets paint the sky in shades of gold & pink. The well-appointed kit flows effortlessly to the outdoor living space, making entertaining and dining al fresco both easy & enjoyable. Whether preparing a casual breakfast or hosting a sunset dinner, everything is designed to embrace the HI indoor-outdoor way of life. The upstairs residence features 2 comfortable bedrooms & 1 bathroom, creating a peaceful retreat where the sights, sounds & breezes of the islands are never far away. The downstairs 1 bedroom unit has a generous sized living area leading out to the covered lanai. Easy walking distance to Waialae Avenue with numerous restaurants & boutique shops. Small studio also included in the offering.

4137 Sierra Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure

TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

$3,280,000

5 Beds ⋅ 4 Baths ⋅ 202613577 MLS ⋅ FS - Fee Simple Tenure

Spacious 5 bedroom 4 bath home on Maono Place, a quiet interior street, within prestigious Hawaii Loa Ridge. This home features a covered lanai with beautiful sweeping ocean views and sunsets. Upstairs also features a spacious living area, dining room, kitchen with breakfast room, and 2 bedrooms, 1 bath. Downstairs features the primary bedroom & bathroom which look out to a spacious lanai, 2 bedrooms each with their own ensuite, and a dedicated laundry room. This gated community features gated security, tennis courts, hiking trails, and club room.

167 Maono Place, Honolulu

Listing courtesy of Hawaii Homes & Estates LLC.

$2,980,000

3 Beds ⋅ 3 Baths ⋅ 202608180 MLS ⋅ FS - Fee Simple Tenure

Within the prestigious gates of Hawaii Loa Ridge, this elegant island home blends privacy, comfort, and sweeping ocean views high above the coastline. Welcomed by floor to ceiling windows, that frame panoramic blue-water views, the main level flows effortlessly, with a bedroom, a full bathroom, laundry room and a versatile office or den—ideal for working from home or hosting guests. The spacious living area opens out to a covered lanai. Upstairs, two generously sized en-suite bedrooms provides two separate sanctuaries. Step outside to your own private pool, where you can cool off while enjoying the surrounding greenery and distant ocean horizon. The property also features parking for three or more vehicles, accommodating both residents and guests. Living in Hawaii Loa Ridge means access to a private community lifestyle, complete with tennis courts, a club room for gatherings, and 24-hour gated security—all designed to provide peace of mind and a sense of community in one of Honolulu's most sought-after hillside neighborhoods.

869 Ikena Circle, Honolulu

Listing courtesy of Locations LLC.

$8,580,000

5 Beds ⋅ 8 Baths ⋅ 202612088 MLS ⋅ FS - Fee Simple Tenure

New construction on .41 acres along Kahala Avenue, this 7,741 sq ft residence was designed around light, water and the art of entertaining. Walls of glass rise to soaring ceilings, and three living areas open to one another and to the outdoors in a single continuous flow. At the heart of the home, an interior garden and koi pond bring a stillness felt in every room. Five en-suite bedrooms offer privacy for family and guests. and an attached ADU/guest residence extends the home for visitors or multigenerational living. Studio Becker cabinetry, Miele and Bosch appliances, Italian porcelain tile, and hardwood floors throughout. Minutes from the beach and the Kahala Hotel, where some of Honolulu's best dining is right around the corner.

4758 Kahala Avenue, Honolulu

Listing courtesy of Compass.

$3,600,000

3 Beds ⋅ 3 Baths ⋅ 202612743 MLS ⋅ FS - Fee Simple Tenure

Looking for back up offer. Easy to show. Modern Luxury timeless in Diamond Head. Experience modern island luxury, Beautifully upgraded throughout, this elegant residence features 3 bedrooms, 1 office/ bedroom , and 3 full bathrooms with a spacious, open-concept design filled with natural light. Contemporary finishes, quality craftsmanship, and thoughtful details create a sophisticated yet comfortable living environment. Enjoy the open concept from the main living room open to yard areas while overlooking peaceful, lush gardens that provide exceptional privacy and tranquility. Located on a quiet cul-de-sac in one of Honolulu's most desirable neighborhoods, this move-in-ready home offers the perfect balance of luxury, comfort, and convenience—just minutes from beaches, shopping, dining, and schools.

3942 Kaualio Place, Honolulu

Listing courtesy of Central Pacific Properties Inc.

$1,549,000

4 Beds ⋅ 3 Baths ⋅ 202612209 MLS ⋅ FS - Fee Simple Tenure

Beautifully renovated and move-in ready! This tastefully reimagined 4-bedroom, 3-bath home offers the perfect blend of modern comfort and flexible living. The thoughtfully designed layout features an open-concept living area, split AC units throughout, stylish finishes, and abundant natural light. Adding to its versatility is a separate studio with wet bar, full bath, and private entrance... ideal for extended family, guests, a home office, fitness room, or creative space. Conveniently located on the Kaimuki-Palolo border, this home offers easy access to shopping, dining, schools, parks, and town-bound conveniences. A rare turnkey opportunity with the space and flexibility today’s buyers are looking for. Don’t miss this exceptional home! Be sure to check out the property video : )

1320-A 7th Avenue, Honolulu

Listing courtesy of Five Star Realty, Inc..

$2,999,000

5 Beds ⋅ 4 Baths ⋅ 202611449 MLS ⋅ FS - Fee Simple Tenure

Breathtaking Diamond Head, ocean views and soaring high ceilings greet you entering this luxury residence. The spacious and light filled five bedroom, four bath island retreat located on the slopes of Wilhelmina Rise is perfectly positioned to capture cooling trade winds and beautiful island views. The well appointed kitchen features custom kitchen cabinetry and Bosch appliances. The kitchen connects effortlessly to the inside and outside entertaining areas. There are three bedrooms located on the upper floor including a separate laundry area. The expansive and elegant primary suite connects to a sophisticated primary bathroom including a soaking tub. The lower level features another large living and dining area as well as a covered lanai. Two bedrooms, two bathrooms and another separate laundry area are perfect for multigenerational living options. The lower floor also has its own entrance. The lowest floor serves as a very versatile and fun recreational room. It also has its own entrance and very large covered lanai. Reinforced concrete walls and footings set deep into the rock just show the level of craftsmanship and detail used in this custom built home.

1717 Iwi Way, Honolulu

Listing courtesy of DM Luxury Homes LLC.

$5,795,000

5 Beds ⋅ 6 Baths ⋅ 202612065 MLS ⋅ FS - Fee Simple Tenure

Privately gated and offered fully furnished, this exceptional Mediterranean-inspired estate evokes the ambiance of a private resort. Crowned by a striking turquoise tile roof and surrounded by lush tropical landscaping, the residence blends timeless architecture with Kahala's coveted indoor-outdoor lifestyle. Designed by Pyramid Premier Properties, the home features 5 bedrooms, a den, and 5.5 baths, including dual primary suites—one on the main level and another upstairs. Thoughtfully designed for both everyday living and gracious entertaining, the chef's kitchen is appointed with a Sub-Zero refrigerator, 60-inch Viking gas range, walk-in pantry, and abundant storage. Outside, a private oasis unfolds with a sparkling heated pool, spa, cascading waterfall, and Badu swim jet system for exercise. A whimsical bridge and separate pool cabana with full bath complete the resort-like setting. With an oversized garage, gated entry, and beautifully curated living spaces throughout, this remarkable Kahala retreat offers a rare blend of elegance, comfort, and escape.

917 Iiwi Street, Honolulu

Listing courtesy of Hawaii Life.

$2,135,000

4 Beds ⋅ 3 Baths ⋅ 202611215 MLS ⋅ FS - Fee Simple Tenure

Rim lot at the end of a quiet cul-de-sac on the lower slopes of Wilhelmina Rise, this beautifully restored home captures sweeping views of the Pacific Ocean, Diamond Head, Palolo Valley, and the Ko'olau Mountains. Thoughtfully restored since its last sale, the property features white oak hardwood flooring, large-format porcelain tile, mahogany cabinetry, and natural quartzite countertops. The expansive rear deck delivers spectacular views day and night with space for gatherings and a large hot tub. Large flat grass front yard, lush tropical landscaping, maturing fruit trees, and raised garden beds complete the outdoor space. The main residence offers three bedrooms and two bathrooms, configurable as a single family or two separate living units: a 2bed/1bath and a 1bed/1bath, ideal for multi-generational living or rental investment. Three separate utility connections (gas, water, and electric) provide real value for owners and tenants alike. A separate cottage above the garage (1bed/1bath) has its own private entrance for rental income, guest accommodations, or private quarters. Minutes from Waialae Avenue and the heart of Kaimuki, with easy freeway access in both directions.

1341 Highview Place, Honolulu

Listing courtesy of Compass.

$4,950,000

5 Beds ⋅ 5 Baths ⋅ 202606798 MLS ⋅ FS - Fee Simple Tenure

Oceanfront residence on one of Oahu's most beautiful stretches of coastline. 5811 Kalanianaole Highway is a contemporary oceanfront residence where the remodel and the setting work together. Thoughtfully remodeled with a contemporary design sensibility, every detail has been considered and every space elevated. The open plan kitchen anchors the main living area with a large island, upgraded appliances, and a flow that makes it as comfortable for quiet mornings as it is for entertaining. Generous lanai space leads to the lawn and the ocean beyond. Morning coffee with the sunrise over the Pacific, afternoon barbecues on the lawn with the water right in front of you. The second-floor primary suite is designed to maximize the setting. Ocean and mountain views from the primary bedroom, ocean views from the bath, and a dedicated space that works equally well as a home office or art studio, all facing the water. Five bedrooms, four full baths, and a half bath across 3,300 square feet of living on 8,674 square feet of fee simple land. The first floor includes a full bedroom suite. A pool provides a private retreat in back. Two-car garage. Photovoltaic owned. Direct ocean access.

5811 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

Start Your Search

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.