Refine Search
Sort by
$729,000
1 Beds 1 Baths 202616213 MLS FS - Fee Simple Tenure Windward Harbour BLDG.
Live above the treeline in the heart of Kailua. This top-floor corner residence at Windward Harbour pairs sweeping Ko?olau Mountain views with an exceptional indoor-outdoor lifestyle. The spacious 1-bedroom, 1-bath home offers 865 sq ft of single-level living plus a rare 440 sq ft open rooftop lanai—an incredible private retreat for morning coffee, sunset dinners, gardening, entertaining, or simply enjoying the trade winds. Floor-to-ceiling windows fill the home with natural light and frame lush garden and mountain views throughout. Updated in 2017, the residence features an ensuite bath with double sinks and in-unit laundry with washer and dryer replaced approximately 3 years ago. Fee simple and pet-friendly, with covered parking and separate storage large enough for a bicycle and kayak. Enjoy resort-style amenities including pool, hot tub/Jacuzzi, sauna, tennis court, clubhouse, BBQ areas, secured entry, and resident manager. Just minutes from Kailua Beach, Whole Foods, shops, dining, and everything that makes Kailua living so special. A rare opportunity to own a home that captures the light, views, trade winds, and effortless indoor-outdoor lifestyle Kailua is known for.

1030 Aoloa Place Unit 412A, Kailua

Listing courtesy of Compass.

$840,000
3 Beds 2 Baths 202616275 MLS FS - Fee Simple Tenure Lakeview BLDG.
Welcome to this special corner-unit townhome in the desirable Lakeview community of Enchanted Lake! This 3-bedroom, 2-bath residence offers convenient living with 2 assigned parking stalls and a location that puts you right next to the parking area, mailboxes, and trash facilities. Recently renovated and featuring a spacious wrap-around lanai, the home captures beautiful sunrise and lake views while enjoying the cool tradewind breezes that make Enchanted Lake so comfortable year-round. The open layout and thoughtful updates create a bright, inviting space ready for its next owner. Assessment is paid in full. Enjoy the ease of townhome living in one of Kailua’s most established neighborhoods, just minutes from shopping, dining, schools, and the beach. Don’t miss this opportunity—schedule your showing today!

1139 Akipohe Street Unit 11D, Kailua

Listing courtesy of eXp Realty.

$4,000,000
4 Beds 3 Baths 202614566 MLS FS - Fee Simple Tenure
Rare canal-front living with Kailua's coveted Kainalu Park, just moments from private gated access to world-famous Kailua Beach. Enjoy the best of island living with an open-concept floor plan, engineered hardwood flooring, a spacious primary suite with attached den, limestone tile bathrooms, central A/C and split-system A/C units. The covered lanai and generous backyard are perfect for entertaining or relaxing, while canal frontage with a private boat mooring offers easy access for kayaking, paddleboarding, and boating. Additional highlights include owned photovoltaic panels, a two-car garage, and an exceptional location in one of Kailua's most desirable beachside neighborhoods.

118 Kailuana Place, Kailua

Listing courtesy of Corcoran Pacific Properties.

$848,000
3 Beds 2 Baths 202610853 MLS FS - Fee Simple Tenure Lakeview BLDG.
$5,000 Seller credit with an accepted offer in the first two weeks! Breezy Kailua living meets quality craftsmanship in this spacious corner townhome. Fresh remodel including upgraded lighting and smooth drywall create a bright, modern feel. The travertine-tiled kitchen with maple cabinets, granite counters, stainless appliances, and wine fridge opens to generous living and dining spaces ideal for everyday life and entertaining. A new wraparound Trex lanai extends your living area outdoors, capturing lush mountain and lake views and cool trade winds. Custom double-pane Low-E windows and oversized sliders throughout. First and second floor split AC, plus updated baths with travertine walk-in shower and deep tub. The two-level layout offers two bedrooms, laundry, and a full bath on the main level, with the primary suite upstairs boasting sweeping views of Enchanted Lake. Ample storage: multiple attic access points, under-stair closet, gated entry patio for bikes & boards, and exterior shed. Prepaid SunRun solar system minimizes electricity costs. Two reserved parking stalls plus guest parking make hosting effortless.

995 Akipohe Place Unit 3A, Kailua

Listing courtesy of eXp Realty.

$895,000
3 Beds 2 Baths 202615666 MLS FS - Fee Simple Tenure Windward Cove BLDG.
Welcome to this beautifully renovated 3 bedroom/2 bath residence at Windward Cove, a gated community in the heart of Kailua that’s surrounded by koi ponds, lush landscaping and tranquil water features. Inside, you’ll find a fully upgraded kitchen with waterfall quartz countertops and appliances, new primary bath vanity, new split AC’s, fresh interior paint and luxury vinyl floors throughout. Expansive floor-to-ceiling windows fill the unit with natural light and peaceful garden views, creating the feeling of living in your own private tropical retreat. This top floor unit also comes with a spacious private rooftop balcony with beautiful Koolau mountain and treetop views, perfect for relaxing and entertaining. Set on 3 acres of tropical grounds, Windward Cove offers resort-style amenities including a swimming pool, hot tub, sauna, tennis and pickleball courts, pool, barbeque areas, bike and surfboard racks and a private storage locker. Located minutes away from world-famous Kailua beach and popular restaurants, come see what makes this complex in Kailua so special. 2 photos are virtually staged(enhanced).

1020 Aoloa Place Unit 404A, Kailua

Listing courtesy of REMAX Hawaii.

$2,199,000
3 Beds 3 Baths 202615714 MLS FS - Fee Simple Tenure
Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open onto your huge covered deck surrounded by lush lakefront lawns, perfect for indoor/outdoor entertaining, or quiet rest. Contemporary, easy care plank ceramic tile flows throughout the home. The high performance kitchen design and quality appliances are a chef’s delight. Featuring a ground floor bedroom and full bath, a large upstairs primary suite with a huge walk-in closet and resort style bath with dual rain showers, split system and recessed ceiling ACs, an oversized garage with high ceilings and plenty of storage, an owned Photovoltaic system, and more! Fully fenced, attractively landscaped, and just a block to desirable Kaelepulu elementary school and park. Easy access to Kailua town’s vibrant fine dining, entertainment, and shopping district. Assumable VA loan at 2.25% interest with substitution of eligibility. A rare chance for waterfront living so call for your private showing today.

445 Keolu Drive, Kailua

Listing courtesy of Locations LLC.

$2,500,000
5 Beds 5 Baths 202612304 MLS FS - Fee Simple Tenure
Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa.  Tucked along the peaceful cul-de-sac end of Kainui Drive, locally known as “Duck Road.”  The spacious single-level main home features three generously sized bedrooms with new carpeting, three bathrooms, a dedicated study and bright living and dining areas that flow seamlessly into an enclosed lanai. A large recreation room or studio complete with a kitchenette, bathroom, private entrance, and its own courtyard provides additional flexibility for guests, home office or extended family. Upstairs, the 800 sq ft 'ohana unit (823 Kainui Dr) features two bedrooms, one bathroom, and a covered lanai. Recent upgrades include a new roof on the main home and a freshly re-plastered pool.  Take in stunning sunsets over the Ko'olau Mountains from the multiple outdoor areas, relax in the pool and spa, or enjoy a paddle or boat out to Kailua Bay. This unique property offers flexibility and is ideal for multigenerational living, generating rental income, or both. The possibilities are truly endless.

821 Kainui Drive, Kailua

Listing courtesy of Arquette Properties Inc.

$3,550,000
5 Beds 4 Baths 202612388 MLS FS - Fee Simple Tenure
Set along the peaceful shoreline of a tranquil lake, this stunning five-bedroom, four-bathroom residence offers a lifestyle where every day starts and ends with views that feel like a getaway. From the moment you step inside, you'll appreciate the thoughtfully designed layout, where spacious living areas flow effortlessly together for both everyday comfort and entertaining. All rooms are very generous in size on the main level and upstairs you will find a spacious studio with a wrap-around lanai that creates endless possibilities. Outside, the magic continues - imagine spending sunny afternoons relaxing beside the sparkling pool, hosting unforgettable gatherings with the lake as your backdrop, or simply unwinding as gentle Hawaiian breezes ripple across the water. Perfectly positioned in an exceptional location, this is more than a beautiful home—it's a place where memories are made and every day feels just a little more extraordinary.

802 Pahumele Place, Kailua

Listing courtesy of LUVA Real Estate.

$7,888,000
4 Beds 4 Baths 202612440 MLS FS - Fee Simple Tenure
Oceanfront elegance awaits in this exceptional Kaimalino residence, perfectly positioned to capture panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This stunning 4-bedroom, 3.5-bath home welcomes you with breathtaking ocean vistas from the living room, dining room, and kitchen, all flowing seamlessly to an expansive lanai and lush backyard that’s ideal for entertaining family and friends, enjoying time with pets, or simply relaxing while taking in spectacular sunrises and sunsets over one of Oahu's most coveted waterfront locations. Upstairs, the spacious primary suite features breathtaking ocean and mountain views, an ensuite bath, walk-in closet, and shared lanai with one of the additional bedrooms, perfect as a guest room or home office. Two more spacious bedrooms complete the upper level, including one with its own ensuite bath and walk-in closet, offering comfort and privacy for family or guests. Located in the highly desirable Kaimalino neighborhood, this prestigious low-key enclave offers stunning coastal scenery and is minutes from the heart of Kailua Town with its renowned beaches, boutiques, cafés, and restaurants.

611 Kaimalino Place, Kailua

Listing courtesy of Hawaii Modern Realty.

$4,350,000
6 Beds 4 Baths 202525771 MLS FS - Fee Simple Tenure
Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.

1251 Kainui Drive, Kailua

Listing courtesy of Compass.

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.