Diamond Head Homes with Garden View

Nestled on the vibrant island of Oahu, Diamond Head is a breathtaking neighborhood that seamlessly blends natural beauty with urban convenience. Known for its iconic volcanic crater, this area offers not just stunning landscapes but also a rich cultural tapestry that makes it one of the most sought-after locations in Honolulu. With its proximity to pristine beaches, lush parks, and vibrant local markets, Diamond Head is a paradise for outdoor enthusiasts and those seeking a lively community atmosphere.

One of the most enchanting features of homes in Diamond Head is their ability to embrace the beauty of nature, particularly through homes with captivating garden views. Imagine waking up to the gentle rustle of palm trees and the vibrant colors of tropical flowers just outside your window. These residences are designed to harmonize with their surroundings, allowing you to immerse yourself in the serene beauty that Hawaii is known for.

Whether you’re enjoying a morning coffee on your lanai or hosting a sunset gathering in your garden, these homes provide a tranquil retreat from the hustle and bustle of everyday life. The lush greenery and vibrant flora create an idyllic backdrop, making each day feel like a vacation.

In addition to the stunning views, Diamond Head boasts a welcoming community with a plethora of dining, shopping, and recreational options. From hiking the famous Diamond Head Crater to relaxing on the nearby beaches, this neighborhood offers a lifestyle that is both active and laid-back. Discover the charm of Diamond Head and experience the perfect blend of nature and community in your next home!

Newest Diamond Head Homes with Garden View

$675,000

2 Beds ⋅ 2 Baths ⋅ 202614239 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM ⋅ Regency Park BLDG.

Rarely available condo with private yard/garden area- an uncommon find in Honolulu condo living! Pet-friendly 2-bed, 2-full-bath w/2 covered parking. Split a/c, and a beautifully renovated kitchen w/Quartz countertops, stainless-steel appliances, abundant cabinetry, and generous workspace. The unit opens directly to its own enclosed green space, complete with low-maintenance synthetic lawn, tropical landscaping, a sprinkler system, gardening storage, & a dedicated surfboard rack. Whether relaxing outdoors, entertaining friends, gardening, or creating a peaceful retreat for pets, this unique space offers the feel of a home with the ease of condominium living. Gated entry, known for its expansive park-like grounds and impressive amenities, including a private two-acre park, swimming pool, tennis & basketball courts, fitness center, rec room, BBQ and picnic areas, walking paths, pet area, guest parking, and 24-hour security. Conveniently located near Kaimuki’s popular restaurants, cafés, shopping, schools, & everyday conveniences. Near UH & Chaminade, easy access to Waikiki & H-1. Rare opportunity combining privacy, outdoor space, excellent amenities, and a central Honolulu location.

3138 Waialae Avenue Unit 109, Honolulu

$1,400,000

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

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

$1,298,000

3 Beds ⋅ 3 Baths ⋅ 202612198 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

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

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

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

$3,050,000

202613896 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

7 Units with good income. Good location convenient location bus line, Close to Kahala Mall, Diamond Head, and easy freeway access. Buyer to do their own due diligence.

718 10th Avenue, Honolulu

$3,280,000

5 Beds ⋅ 4 Baths ⋅ 202613577 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM

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

$43,000

2 Beds ⋅ 2 Baths ⋅ 202613437 MLS ⋅ LH - Leasehold Tenure ⋅ 17 DOM ⋅ Kahala Beach BLDG.

Wake up every day feeling like you're on vacation in this beautifully upgraded two-bedroom, two-bath residence with two assigned parking spaces, ideally situated between prestigious Waialae Country Club and the iconic Kahala Resort on world-famous Kahala Beach. This partly furnished island retreat features numerous custom upgrades, including a new washer and dryer, and enjoys peaceful garden views surrounded by lush tropical landscaping. Step outside and experience one of Honolulu's most desirable resort communities, where white sand beaches, swaying palms, and ocean breezes create the ultimate Hawaiian lifestyle. Residents enjoy outstanding amenities including 24-hour security, a heated pool, fitness center, community library, and additional storage conveniently located next to the parking stalls. Ideal as a primary residence, vacation home, or investment property, the unit is currently tenant occupied at $5,500 per month through October 2026, providing immediate rental income. Tenants are willing to vacate early should the new owner wish to occupy sooner. Leasehold property's current lease runs through July, 15 2027. Monthly Leasehold rent $2565.00, maintenance fee $1,397.00.

4999 Kahala Avenue Unit 265, Honolulu

$1,325,000

3 Beds ⋅ 3 Baths ⋅ 202613053 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM ⋅ Kahala View Estate BLDG.

Elevated island living begins here!! Refined design meets timeless appeal in this beautifully upgraded 3-bedroom, 2.5-bath residence in sought-after Kahala View Estates. Tucked into a peaceful setting with exceptional privacy, this move-in-ready home showcases bright, open interiors, tasteful contemporary upgrades, and four spacious lanais that create multiple outdoor retreats for entertaining or quiet moments, framing captivating ocean, Diamond Head, and lush valley views. Designed to embrace natural light, cool trade winds, and lush surroundings, every space feels calm, comfortable, and refined. Whether relaxing at home or entertaining guests, you'll appreciate the tranquil atmosphere while remaining just minutes from Kahala's world-class beaches, shopping, dining, and everyday conveniences. A rare opportunity to enjoy privacy, sophistication, and effortless island living in one of East Oahu's most desirable communities. Explore the immersive 3D virtual tour to fully appreciate the home’s thoughtful design and exceptional living experience, then arrange your private showing to experience it firsthand!!

1487 Hiikala Place Unit 35, Honolulu

$2,980,000

3 Beds ⋅ 3 Baths ⋅ 202608180 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM

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

$8,580,000

5 Beds ⋅ 8 Baths ⋅ 202612088 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM

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

$2,595,000

202612904 MLS ⋅ FS - Fee Simple Tenure ⋅ 21 DOM

Stellar location with excellent upside. Value add opportunity with 2 hollow tile buildings consisting of 3 bed/1 ba over an existing bakery (front) and 9 one-bedrooms (back) with 10 covered parking. 2 gas meters: bakery pays their own + 1 CAM for laundry, 2 water meters, all units separately metered for electric. Some renovated units, 4 vacant units, 3 units on term. Open House July 16; see agent remarks for more information.

3154 Waialae Avenue, Honolulu

$3,600,000

3 Beds ⋅ 3 Baths ⋅ 202612743 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 DOM

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

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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.