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$1,599,000
4 Beds 2 Baths 202612005 MLS FS - Fee Simple Tenure 52 DOM
PRICE IMPROVEMENT! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of usable land. Plenty of room for your vehicles or even a boat or pool. This 4 bedroom 2 bath Single Level home is 1,598 sqft and has been tastefully upgraded throughout, new shaker cabinets, quartz countertops, luxury vinyl plank flooring and modern micro- cement bathrooms. The entire home was rewired in 2026. New mini split AC units in every room, EV charger ready in the carport. The open concept kitchen has brand new appliances including a duel fuel 48in 6 burner double oven with a matching custom micro-cement hood vent, wine fridge, and ice maker. The 8 foot kitchen island has a unique backlit stone that is perfect for gathering and flows into the living and dining spaces seamlessly. Convenient access to Pali and H3, Kailua beach, shopping and dining. Schedule a showing today!

1540 Akake Place, Kailua

$2,395,000
4 Beds 4 Baths 202612015 MLS FS - Fee Simple Tenure 52 DOM
A brand new roof and now offered at $105,000 below original list price — your opportunity to own in Kailua just got even better! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms. The chef's kitchen is a true delight, it boasts KraftMaid cabinets, double-wall oven & granite counters. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail to provide long-term comfort and independence for the owner's parent. The huge outdoor lanai extends this living space & is ideal for extended family, guests, or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage rm, covered parking for a boat, outdoor shower & a fully fenced yard w/an auto. gate for privacy. Wonderful location just min. from world-famous Kailua Beach!

409 Wanaao Road, Kailua

$1,899,000
4 Beds 3 Baths 202609848 MLS FS - Fee Simple Tenure 62 DOM
SPACE, PRIVACY & FLEXIBILITY ON A 15,373 SQ FT LOT IN MAUNAWILI. Set on a 15,373 sq ft lot in sought-after Maunawili, this beautifully updated property combines a spacious 3-bedroom, 2-bath main residence featuring hardwood flooring, split AC, double-wall construction, and a beautifully renovated primary suite with a spa-inspired bath, along with a private 1-bedroom, 1-bath living space complete with its own entrance, living room, lanai, and laundry. French doors open to a gazebo tucked just outside, creating a peaceful outdoor space to relax, gather, or enjoy the trade winds. The expansive fenced yard offers room to play, entertain, garden, and gather, while the terraced hillside above provides a unique vantage point to enjoy Olomana views. The private 1-bedroom, 1-bath living space offers an ideal setup for extended family, guests, or multigenerational living while maintaining separation from the main home. Recent improvements include a newer roof, PV with 2 Tesla Powerwalls, a new driveway, and additional updates. Conveniently located near Kailua Town, Castle Medical Center, and Pali Highway. Sq ft differs from tax records.

1002 Lunaai Street, Kailua

$2,249,000
7 Beds 5 Baths 202610167 MLS FS - Fee Simple Tenure 77 DOM
$200k PRICE REDUCTION! Now listed at $2,249,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original owners, this spacious home offers 7 bedrooms and 4.5 baths with flexible living spaces throughout. The main level features 4 bedrooms, 2 baths, a large living room, family room, dining area, and a generous kitchen. Upstairs, connected by an interior staircase, are 3 additional bedrooms, 1.5 baths, and a spacious family/rec room—perfect for extended family or guests. Both upper and lower levels include separate washer/dryer areas. This homes has a wonderful pool, ready memories to be made! Past the carport, a permitted 4th bathroom and bonus area with separate entrance adding even more versatility. Conveniently located with easy access to the Pali Hwy and/or H-3, making your commute to any of Oahu’s military bases, medical centers, finance district or University of Hawaii, in any direction is about 30 min! Let’s not forget, Kailua Town, with amazing shops, eateries and its famous beaches are also just 10 min. away! Find your favorite realtor TODAY and let’s get started!

1031 Lunaai Place, Kailua

$4,925,000
7 Beds 7 Baths 202610108 MLS FS - Fee Simple Tenure 81 DOM
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

$1,885,000
3 Beds 2 Baths 202606901 MLS FS - Fee Simple Tenure 92 DOM
Live on ONE LEVEL with a very private backyard oasis complete with Pool, Jacuzzi and covered Patio! Enjoy high open-beamed ceilings throughout the home. A quality kitchen with real wood cabinets and granite countertops. Updates include a 30,000 BTU split A/C, Roof re-coating, Acasia flooring, windows, Pentair Pool Pump, new pool skimmer, a new ABS sewer line from street to house, new incoming copper water lines, ceiling fans, lighting, primary bathroom vanity, automated sprinkler system, and a large detached storage shed complete with electrical and double walled framing. Exceptional curb appeal with a six-foot lava rock wall bordering the street, landscaped front yard, stamped concrete driveway, two-car carport, and extra driveway parking. Situated on a quiet dead-end street with sidewalks, this is the ideal peaceful Kailua neighborhood if you like morning/evening walks. The shops, groceries, eateries, and a movie theaters of Enchanted Lakes shopping plaza are within walking distance. This home is a turnkey gem designed to make memories!

533 Iana Street, Kailua

$2,295,000
4 Beds 4 Baths 202609261 MLS FS - Fee Simple Tenure 90 DOM
Tucked near the end of a quiet cul-de-sac on highly sought-after Iana Street, this spacious 4-bedroom, 4-bath home offers exceptional privacy, abundant natural light, and a seamless indoor-outdoor lifestyle. The thoughtfully designed floor plan features vaulted ceilings, expansive living spaces, and large Pella windows and doors that frame lush tropical landscaping and create an open, airy feel. The remodeled kitchen includes granite countertops, custom cabinetry, travertine flooring, a gas cooktop, dual sinks, and generous storage. In addition to the four bedrooms, a dedicated home office provides the perfect space for working remotely, while an art studio/storage room adds extra functionality. Step outside to a sparkling saltwater tiled pool with flagstone decking, gazebo, and mature landscaping that creates your own private retreat. Backing the 7th fairway of Mid-Pacific Country Club, the home enjoys a peaceful, green backdrop while maintaining a wonderful sense of privacy. Additional highlights include 39 owned PV panels, 6 split A/C systems, a motorized entry gate, 240V EV charger, and a level 9,912 sq. ft. lot.

415 Iana Street, Kailua

$1,200,000
3 Beds 2 Baths 202608964 MLS FS - Fee Simple Tenure 92 DOM
Huge Price Reduction! Priced Well Below Tax Assessed Value! Don't miss this incredible opportunity to own in the highly desirable Enchanted Lake neighborhood of Kailua. Bring your vision and renovation ideas to transform this single-level home into the island retreat of your dreams. Featuring 3 bedrooms, 2 baths, and two spacious family rooms, there's plenty of room to create a space that fits your lifestyle. Step outside and enjoy a backyard filled with mature fruit trees, including mountain apple, starfruit, and a rare Samoan coconut tree. Beyond the property, you'll love the charm of the neighborhood, known for its boutique shopping, cozy coffee shops, and popular local restaurants. And best of all, world-famous Kailua Beach is just minutes away. This is your chance to secure a home in one of Kailua's most sought-after communities at an exceptional value. Let's talk!

889 Alahaki Street, Kailua

$2,490,000
6 Beds 4 Baths 202608541 MLS FS - Fee Simple Tenure 97 DOM
Motivated seller willing to review all offers!!! Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, and large bonus room in the back. Featuring a heated built-in swimming pool, 45 PV panels on HECO’s NEM agreement, 9 split AC systems, full alarm system with cameras. The layout offers flexibility of main living on the 1st floor having 5 bedrooms, and the 6th bedroom is a private studio/office on the 2nd floor. This is a large house with 3,536 square feet of living space inside, huge lot size of 9,000 square feet, carport for 2 cars, extended driveway for 3 additional vehicles. Image yourself floating in the heated swimming pool, watching the sunset glimmering off the Ko’olau mountains. Located just minutes from Enchanted Lake Shopping Center, Kailua Town, and only 3 miles to world-famous Kailua Beach, this property combines convenience with privacy. Set back from the road and surrounded by tropical beauty, this home is the perfect Kailua retreat. MatterPort virtual walk through available in link under main picture.

1315 Kupau Street, Kailua

$1,488,000
4 Beds 3 Baths 202525520 MLS FS - Fee Simple Tenure 267 DOM
Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This property features two 8-foot storage containers, a 1,232 sq ft deck with ocean & mountain views, ample parking for up to five cars or a boat, and a unique steel-frame construction with solid Styrofoam walls that deliver insulation, structural stability, and built-in termite resistance. Situated on a generous 9,410-square-foot lot, the property offers plenty of room to relax, entertain, and embrace the Kailua lifestyle. The versatile floor plan lends itself beautifully to multi-generational living or a rental opportunity, providing flexibility to suit your needs. Ideally located just minutes from world-famous Kailua Beach, charming boutiques, and favorite, local restaurants, this property offers the perfect blend of location, potential, and lifestyle. Whether you choose to refresh the current design or reimagine the space entirely, this home invites you to bring your vision to life in one of Oahu's most exceptional communities.

1459 Akamai Street, Kailua

$1,440,000
5 Beds 3 Baths 202519336 MLS FS - Fee Simple Tenure 342 DOM
Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mountain views of Enchanted Lake, along with cool breezes and privacy. Ideal for multigenerational living, a home office, or rental income potential. The property is fully fenced and landscaped with a sprinkler system—perfect for your fur babies! Conveniently located near world-famous Kailua beaches, parks, shops, and restaurants, with easy access to the H-3 and Pali Highway—without having to fight traffic in Kailua town. Put this home on your must-see list! Number of bedrooms differs from tax records. One or more photos have been enhanced.

1233 Keolu Drive, Kailua

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.