Kailua Homes with Fee Simple Land tenure

Kailua Homes with Fee Simple Land tenure

Welcome to Kailua, a picturesque gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, vibrant community, and lush landscapes, Kailua offers a unique blend of island charm and modern living. With the majestic Ko'olau Mountains as a backdrop and the sparkling turquoise waters of Kailua Bay at your doorstep, this region is a haven for outdoor enthusiasts and families alike.

Kailua is celebrated for its laid-back atmosphere, making it the perfect escape from the hustle and bustle of urban life. Enjoy a morning paddleboarding session on the calm waters, or take a leisurely stroll along the pristine sands of Lanikai Beach, often ranked among the best beaches in the world. The area is also home to a variety of local shops, cafes, and restaurants, providing a delightful taste of island culture.

One of the standout features of Kailua real estate is the availability of homes with Fee Simple land tenure. This means homeowners have complete ownership of both the property and the land it sits on, offering a sense of security and investment potential that is highly sought after. Whether you're looking for a cozy bungalow or a luxurious oceanfront estate, Kailua's diverse housing options cater to every lifestyle and budget.

Embrace the opportunity to live in this enchanting locale where the spirit of Aloha thrives. With its breathtaking scenery, vibrant community, and the comfort of Fee Simple ownership, Kailua is not just a place to live; it's a lifestyle waiting to be embraced. Discover your dream home in Kailua today!

Newest Kailua Homes with Fee Simple Land tenure

$1,825,000
6 Beds ⋅ 4 Baths ⋅ 202617417 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM
Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible layout with rare versatility to have rental income offset your mortgage! Main home a spacious 4 bedroom with massive primary bedroom and 2 living rooms. A private-entry studio can optionally connect to the main house floor plan if desired. Separate-entry 2-bedroom 1 bathroom studio upstairs, has ocean views. Situated near Enchanted Lake Shopping Center, Safeway, Starbucks, restaurants, coffee shops, neighborhood conveniences, and schools, this location makes everyday living easy. Enjoy quick access to Kailua Town, Kailua Beach Park, Lanikai, Ka?elepulu/Enchanted Lake, Pali Highway, H-3, Adventist Health Castle, and Marine Corps Base Hawaii. Don't miss out on this property that has the potential to BUILD YOUR LEGACY! Open home at 9/13/2026 from 2pm to 5pm.

1253 Nanawale Way, Kailua
$369,375
202617222 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM ⋅ Uluniu Urban BLDG.
Unique opportunity to own your own office space in central business and medical district of Kailua. This three-office suite has a storage area, workstation area and reception area. Currently occupied with long term, solid tenant. Common area restrooms, outdoor eating area and loading zone.

320 Uluniu Street Unit 204, Kailua
$465,500
202617366 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM ⋅ Uluniu Urban BLDG.
Input for statistical purposes.

320 Uluniu Street Unit 4, Kailua
$1,748,000
202617235 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM
Discover the true essence of country living. Positioned along one of Waimanalo's most picturesque corridors, this lot invites you to build the island home you have long imagined. Wake up each morning to dramatic mountain ridges, cool trade winds, and the peaceful ambiance of Oahu's windward side. Whether you intend to plant organic fruit trees, build a spacious multi-generational home, or design an eco-retreat, or farm this lush vacant lot provides the space and versatility to make it happen. Properties in this tight-knit agricultural and residential community are highly sought after-don't miss your chance to claim a piece of paradise. Bring your architect, your builder, and your dreams.

41-812 Kakaina Street, Waimanalo
$2,149,000
4 Beds ⋅ 2 Baths ⋅ 202616975 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM
Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, chef’s kitchen with gas range, pantry, indoor laundry room, & screened in bonus room, perfect for outdoor dining, or flex space. The primary suite is separated from the other 3 bedrooms with a custom closet and lg bathroom w/walk-in shower and freestanding tub. Step out to a sparkling pool, mature landscaping and multiple lanais. The vaulted breezeway leads to the additional bedrooms with a new custom Murphy bed in the middle bedroom. Spacious enough for a built in bar plus a home office. Louvered shutters throughout, solar shades in the kitchen, new fans and designer paint. A 24-panel owned photovoltaic system with battery storage on a new ’24 roof. All new windows and doors framing mountain and mature garden views. Split AC system throughout plus a gas range and two large propane tanks for a VERY energy efficient home! Plans to enclose the carport into a 2 car garage are in the permitting process! Minutes to military base, the beach, H-3, Pali and Likelike and a short stroll to great local schools.

340 Ilimano Street, Kailua
$799,500
3 Beds ⋅ 2 Baths ⋅ 202617186 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM ⋅ Lakeview BLDG.
First time offered in 38 years! One of the largest Lakeview townhomes is finally available. This unit checks all the boxes for location, quiet, ease of access, new renovations, sunrise view, and great neighbor. Enjoy privacy, space, and trade winds in this 3-bed, 2-bath corner unit at Lakeview in Enchanted Lake. A wraparound lanai offers wonderful views and relaxation. The second floor enjoys views of Enchanted Lake. Updates within include fresh paint, new carpet, ceiling fans, washer/dryer, outlets and switches, interior doors and frames, closet doors, new windows and sliding glass doors. The kitchen features a farmer's sink, quality countertops, cabinetry, and generous storage. The bathrooms offer a great opportunity to create your own personal touch. The primary bedroom and bath are conveniently located on the first floor, and offer plenty of storage. A rare convenience at Lakeview, the primary parking stall is located directly in front of the unit, providing direct access to your home. Centrally located within this well-maintained, landscaped community, and close to Kailua Town, shopping, restaurants, schools, beaches, and conveniences. Pet friendly and VA approved.

1187 Akipohe Street Unit 8A, Kailua
$1,625,000
4 Beds ⋅ 2 Baths ⋅ 202617085 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM
Welcome to this highly desirable, single story, 4 bedroom, 2 bath home in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and appliances. The bathrooms have been designed in a luxurious manner that provides warmth and comfort. New split level air conditioning systems and ceiling fans have been installed. Conveniently located near the Pali Highway, Castle Hospital and downtown Kailua. neighborhood. The home has been freshly painted inside and out. A must see.

526 Ulumawao Street, Kailua
$1,498,000
3 Beds ⋅ 2 Baths ⋅ 202616698 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
Beautifully remodeled with panoramic Koolau views. Stylishly renovated with modern finishes, this home features a bright, open-concept design with vaulted ceilings, exposed beams, warm wood accents, and a new kitchen that flows seamlessly into the living and dining areas. Large windows and doors bring in natural light while capturing the stunning, unobstructed mountain views. The living area opens to a spacious lanai, creating an ideal setting for indoor-outdoor living and entertaining, with ample land to expand if desired. A prime location on desirable Kupau Street. First available viewing September 10th.

1375 Kupau Street, Kailua
$855,000
3 Beds ⋅ 3 Baths ⋅ 202613359 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM ⋅ Gardenia Manor BLDG.
Both welcoming and thoughtfully designed this generously sized, two-story condo offers incredible indoor / outdoor living spaces, a vaulted ceiling fills the room with natural light and creates an airy atmosphere. Well-designed floor plan places all bedrooms upstairs, along with the washer and dryer for added convenience, while a half bath on the main level is ideal for guests. Vinyl laminate flooring, lots of storage, a beautiful updated kitchen and two covered parking are just some of the items this condo offers. Ideally located just minutes from shopping, dining, and Kailua's beaches, you'll love having everything you need close to home. When you're not out exploring, enjoy the community pool, BBQ and recreation area - a perfect bonus to living in Gardenia Manor. Whether you're searching for your first home, a place to downsize, or an investment in one of Hawaii's most desirable locations, this inviting condo offers the perfect place to call home.

333 Aoloa Street Unit 318, Kailua
$1,430,625
202616767 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM ⋅ Uluniu Urban BLDG.
A rare opportunity to own your own commercial office space in the heart of Kailua’s central business and medical district. This fully improved business office offers approximately 1,638 square feet of ground-level space plus an additional 651 square feet of mezzanine office space. The distinctive cedar wood building features vaulted, open ceilings, creating a warm, inviting, and calming atmosphere. The current short-term lease provides an excellent opportunity for an owner-user business to transition into the space. The thoughtfully designed office includes a kitchen and breakroom, multiple private offices, a private restroom, a computer room, a storage room and an open work area with numerous cubicles. The property also features photovoltaic solar panels, helping to offset electrical expenses. Located in a high-visibility area with strong vehicle and pedestrian traffic. This unique property offers an exceptional combination of functionality and character in one of Kailua’s most desirable commercial districts.

320 Uluniu Street Unit 3, Kailua
$2,625,000
5 Beds ⋅ 3 Baths ⋅ 202616563 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM
Welcome to this single-level, classic Hawaii-style home, steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the front yard of this oversized lot! With cul-de-sac entry and plenty of parking, the home offers a sweeping open-concept layout, perfect for effortless indoor-outdoor living. Travertine flooring, open-beam wood ceilings, and windows galore welcome natural light and exquisite views, bringing nature in as a stunning backdrop. The expansive living area flows seamlessly to two covered lanais, both with ceiling fans and recessed lighting, perfect for entertaining or relaxing. The kitchen features wood cabinetry, a large island, bar seating, new appliances and warm finishes that complement the island aesthetic. New ceiling fans throughout too. Every day can feel like vacation, living in style and comfort amid landscaping that creates a peaceful, resort-like setting. Minutes from famous turquoise beaches, parks, dining, cafes, and charming Kailua shops, the spacious main home has 3 bedrooms, 2 baths and bonus room, plus an 800+sf garage conversion with private entry, used as 2 bedrooms, 1 bath, wet bar and second laundry.

151 Alala Road, Kailua
$825,000
3 Beds ⋅ 2 Baths ⋅ 202616227 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM ⋅ Windward Harbour BLDG.
Experience the best of island living at Windward Harbour in the heart of Kailua. Perfectly located within walking distance from shopping, restaurants, farmers markets, and the world-renowned Kailua and Lanikai beaches, this spacious ground-floor 3-bedroom, 2-bath residence offers the ideal blend of comfort and convenience. The open-concept floor plan provides a welcoming space for living and entertaining, while newly refinished bamboo flooring and fresh interior paint create a bright, move-in-ready feel. The bedrooms feature built-in closets and the floor-to-ceiling windows fill the home with natural light while showcasing peaceful garden views from your private lanai. Windward Harbour is a secure, pet-friendly community featuring resort-style amenities, including a swimming pool, hot tub, sauna, tennis courts, ping-pong, BBQ areas, a recreation room, and a dog run. Enjoy the perfect balance of tranquil living and easy access to everything Kailua has to offer.

1030 Aoloa Place Unit 5105B, Kailua
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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.