Diamond Head Homes with Fee Simple Land tenure

Welcome to Diamond Head, a breathtaking gem nestled on the southeastern coast of Oahu, Hawaii. This iconic neighborhood is renowned for its stunning landscapes, rich history, and vibrant community. Dominated by the majestic Diamond Head Crater, this area offers not only picturesque views but also a unique blend of urban convenience and natural beauty.

Living in Diamond Head means embracing a lifestyle that celebrates the outdoors. With its pristine beaches, lush parks, and scenic hiking trails, residents can enjoy activities like surfing, swimming, and exploring the stunning coastline. The famous Diamond Head State Monument, with its panoramic vistas, beckons adventurers and nature lovers alike, making it a must-visit destination for both locals and tourists.

The real estate landscape in Diamond Head is as diverse as its surroundings. Homes here often come with Fee Simple land tenure, providing homeowners with full ownership of their property. This means you can enjoy the peace of mind that comes with owning your slice of paradise, whether it’s a charming bungalow, a modern condo, or a luxurious estate. The community is characterized by its friendly atmosphere and a strong sense of belonging, making it an ideal place for families, retirees, and anyone looking to enjoy the Aloha spirit.

With its blend of natural beauty, cultural richness, and real estate opportunities, Diamond Head is not just a place to live; it’s a lifestyle waiting to be embraced. Discover the magic of this enchanting neighborhood and make it your home today!

Newest Diamond Head Homes with Fee Simple Land tenure

$2,450,000

4 Beds ⋅ 2 Baths ⋅ 202616289 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM

SELLER IS IN CONTRACT ON REPLACEMENT PROPERTY & Ready to receive offers again! OCEAN views; NOT in flood zone; PRIDE of ownership & shows BEAUTIFULLY! Nestled at the back of sought after Niu Valley, this elegant home offers a perfect blend of privacy, style, & sophisticated living. Enjoy lush mountain & distant ocean views from multiple vantage points. The generous yard provides a haven for gardeners or a perfect space for outdoor entertaining & play. The home features vaulted ceilings, abundant natural light, & a thoughtful layout & curated remodel inside and out. An upstairs primary suite is separate, well-appointed, offering comfort & privacy for family or guests. A spacious 2-car garage includes extra storage. The thoughtful layout includes 3 additional lower level bedrooms, w/adjacent family room & a 2 large walk-in storage closets. This lovely home is move-in ready, an EXCELLENT value in the current market! Convenient to nearby beaches, parks, restaurants, shopping, schools, & hiking trails, offering EZ access to everything you need. Enjoy the comfort & peaceful setting, surrounded by gorgeous verdant mountain, & the refined island living this home presents.

6046 Haleola Street, Honolulu

$3,150,000

5 Beds ⋅ 5 Baths ⋅ 202615601 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

RARE OPPORTUNITY ON KOLOA STREET IN KAHALA. Priced below tax assessed value, this is your chance to acquire a substantial estate on one of Kahala's most beloved streets. This spacious 5,500+ sq. ft. home offers 5 bedrooms and 4.5 bathrooms and is full of promise. A grand floor plan, private swimming pool, and the kind of scale that's increasingly hard to find set this home apart. Natural light, soaring ceilings, a grand entry, plus a main-level bedroom and full bath make it easy to welcome guests. Sold AS-IS and ready for a thoughtful renovation, this is an open invitation to put your own tastes into a home in one of Honolulu's most cherished neighborhoods, a chance to reimagine every room and make it truly your own. Just moments from Kahala Beach, Waialae Country Club, The Kahala Hotel & Resort, Kahala Mall, schools and parks, this is your invitation to build your own forever legacy home.

1060 Koloa Street, Honolulu

$350,000

1 Beds ⋅ 1 Baths ⋅ 202613192 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ 465 Kapahulu BLDG.

Great one bedroom unit in conveniently located Kapahulu, currently used as a salon. Close to Waikiki, Honolulu Zoo, Diamond Head, and so much more!

465 Kapahulu Avenue Unit 2B, Honolulu

$5,500,000

4 Beds ⋅ 5 Baths ⋅ 202615121 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Directly fronting the 7th hole fairway of Waialae G/C (home of the PGA Sony Open), this classic country-style Honolulu home offers a timeless island retreat on generous lot. Exterior and interior repainting and some touch-ups completed in August 2026! The 4-bedroom, 4.5-bathroom floor plan provides exceptional comfort and charm. The entire second floor is dedicated to a massive primary suite complete with a classic bath that captures a golf course and serene peekaboo ocean view. The ground level features three additional bedrooms, perfect for hosting family and guests in a warm, character-rich home. The Seller requests closing date to be after January 4, 2027.

1100 Kaimoku Place, Honolulu

$1,848,000

4 Beds ⋅ 3 Baths ⋅ 202616077 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Great value for this 4-bedroom, 2.5-bath home featuring 2,518 sq. ft. of interior living area and a 515 sq. ft. garage. Enjoy an in-ground pool and beautiful ocean and Diamond Head views. Being offered by the original owner, this property presents a wonderful opportunity for buyers to update and customize to their personal taste. Property and improvements are being sold in As-Is Condition. Large, paved driveway with ample room for additional parking.

1621 Kuhilani Street, Honolulu

$1,299,000

4 Beds ⋅ 2 Baths ⋅ 202616169 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Home near the University of Hawaii Manoa Campus and sits right over the university at the end of Eugene Place. Offers a nice City, Ocean, Diamond Head View. What you see is what you get. Two Story Home on Terraced Lot of 7,121 Sq. Ft. Recently Termite Tented with warranty valid to 8/31/2031. Home is in original condition, Sold As-Is. No repairs. Buyer Inspection for knowledge only no credits. Easy to See by Appointment.

2911 Eugene Place, Honolulu

$2,200,000

4 Beds ⋅ 5 Baths ⋅ 202612539 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

The true beauty of island living awaits in this impressive 4-bedroom, 3 full bath, and 2 half-bath estate. Set against the stunning backdrop of Aina Haina’s lush green mountains, this property has been lovingly cared for by one family for generations. Step into the open living room, which welcomes you into a serene, zen-like space filled w/natural sunlight, recessed lighting, & peaceful valley views. The kitchen features a spacious bar-top island—making meal prep & busy mornings a breeze—while a gigantic walk-in pantry ensures your ?ohana is always well-stocked. The crown jewel of the home, the primary suite offers sweeping ocean & mountain views, vaulted ceilings, a massive walk-in closet, & an expansive en-suite bathroom complete w/a soaking tub & separate shower. Designed with longevity in mind, ADA-accessible features make this property perfect for multi-generational living & seamless long-term planning. Outside, a secure, gated yard offers an ideal playground for young keiki & pets. Ample dedicated storage rooms guarantee clutter-free living with a place for everything. Located just a short drive from East Oahu’s premier beaches, parks, and dining. BOH THURS 8/27 9am-12pm.

912 Hao Street, Honolulu

$1,699,000

202615208 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Discover an incredible multi-dwelling opportunity nestled in the scenic Kuliouou Valley. This spacious parcel is situated at the end of a quiet street and features an original house alongside a permitted duplex. The duplex boasts 5 bedrooms, 3 bathrooms, and two kitchens, with separate entrances for each level, along with an internal staircase connecting them. Renovated in 2025, the duplex has been vacant and is ready for new occupants. Each unit includes its own electric and water meters, as well as a washer, dryer, carports, and front and back yards, offering ample open space. Conveniently located near shopping centers in Hawaii Kai and Koko Marina, as well as schools and medical facilities, this property is a must-see. Schedule your viewing today! Please note that the front house is the original structure and requires significant repairs or may need to be torn down. The property is being sold as-is.

6163 Kawekiu Place, Honolulu

$4,985,000

4 Beds ⋅ 4 Baths ⋅ 202616140 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Conveniently located near Kahala Mall, this beautiful property sits on a 12,117 approx sqft lot with a spacious 3,860 approx sqft interior. On the market for the very first time, the home showcases high ceilings, open living spaces, and a refined design throughout. The first floor offers a guest suite, bonus room, and an oversized laundry room. A dramatic staircase connects the first and second floors with an elegant open-to-above design, enhancing the sense of space while inviting an abundance of natural light in the home. The upstairs primary suite features high ceilings and a luxurious layout, while the additional bedrooms are designed with a peaceful ambiance, offering comfort and privacy. Surrounded by mature trees and lush tropical landscaping, this residence enjoys a rare sense of an exclusive setting while still being on a main street. A truly unique opportunity in the highly desirable Kahala neighborhood.

4363 Kilauea Avenue, Honolulu

$898,000

3 Beds ⋅ 2 Baths ⋅ 202616024 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

3 Bedroom, 1 bath upstair and below, similar to a studio style with 1 bathroom.Diamond Head, Waikiki and mountain views. Near busline, schools and stores, restaurant and banks. To be sold in "As Is" condition no repairs to do. No Seller Disclosure Statement to be provided. Sale of property is subject to finding replacement home for the Seller

1768 Palolo Avenue Unit H, Honolulu

$2,800,000

4 Beds ⋅ 3 Baths ⋅ 202615777 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 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

$985,000

1 Baths ⋅ 202614438 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM ⋅ Colony Surf Ltd BLDG.

Welcome to this spacious and well maintained studio at Colony Surf. One of a handful condos situated directly on the sandy beach in Oahu's premier Gold Coast. Bright and breezy with ocean and Diamond Head views. Newly painted. No popcorn ceiling. Enjoy Michel's Restaurant located in the lobby with oceanfront dining. Walking distance to Waikiki, dining, Waikiki Aquarium, Honolulu Zoo, and Kapiolani Park. Maintenance fee includes all utilities - electricity, water, sewer, trash, gas, cable TV and Internet. Pet friendly.

2895 Kalakaua Avenue Unit 1008, 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.