Kailua Hawaii homes for sale starting at Fifty Thousand Dollars

$1,098,000 - Kailua, HI

340 Manono Street Kailua, HI - Best-Priced Single-Family Home in Kailua! Skip the condo search — and the HOA fees — with this beautifully remodeled 2-bedroom, 1.5-bath home in excellent condition. Featuring an open floor plan perfect for families, a fully fenced yard ideal for pets, and split-system AC in every room for year-round comfort. Parking for 2 to 3 cars. Energy-efficient upgrades include 10 owned solar panels and a Tesla battery, keeping your electric bills low. Charming and move-in ready, this home is just a short stroll to breathtaking Kalama Beach Park, Kailua Beach, and vibrant Kailua Town — offering easy access to beaches, shopping, dining, and more. Live the ultimate island lifestyle with the perfect blend of tranquility, modern amenities, and unbeatable convenience. Back on the Market! Previous escrow canceled due to buyer financing issues — don't miss your second chance at this Kailua gem!

$1,098,000 - Kailua, HI

340 Manono Street Kailua, HI - **Best-Priced Single-Family Home in Kailua!** Skip the condo search — and the HOA fees — with this beautifully remodeled 2-bedroom, 1.5-bath home in excellent condition. Featuring an open floor plan perfect for families, a fully fenced yard ideal for pets, and split-system AC in every room for year-round comfort. Energy-efficient upgrades include 10 owned solar panels and a Tesla battery, keeping your electric bills low. Charming and move-in ready, this home is just a short stroll to breathtaking Kalama Beach Park, Kailua Beach, and vibrant Kailua Town — offering easy access to beaches, shopping, dining, and more. Live the ultimate island lifestyle with the perfect blend of tranquility, modern amenities, and unbeatable convenience. **Back on the Market!** Previous escrow canceled due to buyer financing issues — don't miss your second chance at this Kailua gem!

$995,000 - Kailua, HI

1020 Aoloa Place Kailua, HI - Welcome to Your Hawaiian Oasis. Step into a serene retreat with lush tropical views and a modern, upgraded interior. This beautifully renovated home features a bright and open design with sleek vinyl plank flooring and the rare convenience of two covered, side-by-side parking spaces. The kitchen is a chef’s dream, outfitted with classic white shaker cabinets, granite countertops, and a custom-built desk area with dual wine coolers and ample storage space. The primary bathroom offers a spa-like feel with double vanity sinks and a contemporary step-in shower, second bathroom boasts a full tub surrounded by travertine for a touch of elegance. Enjoy the tranquility of the large rooftop lanai, perfect for entertaining , unwind with breathtaking views. Located in the resort-like community of Windward Cove, this home is surrounded by over three acres of koi ponds, waterfalls, and calming water features. Situated just minutes from Kailua Beach, shopping, dining, farmer’s markets, and recreation, this property offers the perfect balance of island living and modern convenience. Don’t miss the chance to call this tropical paradise your home. Seller kindly requests short term seller leaseback.

$949,000 - Kailua, HI

1020 Aoloa Place Kailua, HI - Seller offering a $16K credit to Buyer. Beautifully renovated 3-bed, 2-bath condo offering a blend of tranquility and modern living at Windward Cove in the heart of Kailua. On the third floor, this rarely available end-unit boasts high ceilings and expansive floor-to-ceiling windows on multiple sides for abundant natural light and peaceful views of the lush gardens and water features below. The interior features a spacious open living area renovated in 2021. The modern kitchen includes ample pantry space and split ACs provide added convenience. A highlight of this home is the expansive rooftop deck, perfect for relaxing or entertaining while enjoying panoramic views of the surrounding landscape and mountains beyond. Windward Cove offers residents a range of amenities, including a swimming pool, jacuzzi, sauna, BBQ areas, tennis and pickleball courts. The complex is surrounded by over 3 acres of tropical landscaping. Despite its peaceful setting, Windward Cove is just moments from Kailua’s vibrant town center, renowned beaches, local restaurants, and open-air markets. This exceptional residence offers the perfect balance of serene island living and modern convenience.

$925,000 - Kailua, HI

1020 Aoloa Place Kailua, HI - Fully remodeled and ready to move in; welcome to Windward Cove, your beautiful dream-come-true home! Top-to-bottom renovation completed over the last three years means everything has been redone. Highlights include fully-replaced windows and lanai doors, full-sized washer/dryer, smooth ceilings, tile floors, hybrid water heater, motorized curtains, luxurious bathroom finishes, upgraded plumbing, and a kitchen that features quartz countertops, new cabinets, stainless steel appliances, and a reverse osmosis water system. Outside the unit, Windward Cove is a tropical paradise, with winding streams, lush landscaping, and amenities perfect for the Kailua lifestyle. The location is also ideal, located within Kailua town and minutes from shopping, entertainment, and the beach. The unit comes with two downstairs tandem parking spaces, an additional storage locker, and there’s plenty of guest parking for your friends and family. There are way too many reasons to live here, so make an appointment today as it’s something you have to see for yourself! Welcome home! Please note: photos in this listing have been enhanced.

$898,000 - Kailua, HI

322 Aoloa Street Kailua, HI - Experience luxury in this 2-bedroom, 2-bathroom condominium on the 13th floor with sweeping views of the ocean and Kailua. Windward Passage merges a peaceful retreat with urban convenience. The unit features resort-like amenities such as a swimming pool, jacuzzi, tennis courts, fitness center, and landscaped gardens. Spend your days at the beach and discover the vibrant local community of Kailua.

$875,000 - Kailua, HI

322 Aoloa Street Kailua, HI - ***Piping repairs are now complete in this condo!*** Welcome home to your tropical oasis! This exquisite high-rise condo offers an unparalleled blend of luxury and convenience. Residence features a spacious primary bedroom, a second bedroom now used as a sitting room, and two beautifully renovated bathrooms, including a primary ensuite with a separate shower. Condo features a contemporary living space enhanced by floor-to-ceiling windows that fill the home with natural light and provide breathtaking ocean views. The open layout seamlessly connects the living area to a modern, fully renovated kitchen and dining area, perfect for entertaining or enjoying a quiet evening at home. Stylish new luxury vinyl floors add a touch of functional elegance throughout. Relax on your private lanai and appreciate the expansive ocean views and gentle Windward trade breezes. This condo provides a wealth of hotel-tier amenities, including a large pool, private saunas and locker rooms, a beautiful club house and more. Stay active with a great gym, tennis and racquetball courts, or barbecue in the common outdoor space. Plus, shopping, restaurants, and world class beaches are all just steps away!

$875,000 - Kailua, HI

322 Aoloa Street Kailua, HI - $35K Closing Cost Credit to BUYER!!! Cool Kailua Town living will be yours in this remodeled 3 bedroom, 2 bath, & 2 parking residence, with views of verdant green hills, the striking Ko'olaus, and even some ocean. This stunning home features a spacious floor plan, with plentiful storage and in-unit laundry, fresh interior paint, and 3 out of 4 brand-new AC units. The kitchen has solid wood cabinetry and stainless steel appliances. Windward Passage is a premier Kailua condominium, well-run and with all the amenities you desire: on-site manager, secured entrance, pool, fitness center, tennis/pickleball courts, dog park, recreation deck and room, surfboard storage, car wash area, and a separate storage locker. Under a mile to Kailua Beach Park and just a few blocks to Kailua Town Center (Whole Foods, Target, restaurants, boutiques, etc.) making this the ideal location for an active & convenient lifestyle. Pet friendly. Minimum rental term is 6 mo in this building.

$875,000 - Kailua, HI

333 Aoloa Street Kailua, HI - Welcome to Gardenia Manor, one of Kailua’s most sought-after communities! This rarely available 3-bedroom, 2.5-bath townhouse offers an expansive floor plan with a bright, open-concept layout perfect for modern island living. Enjoy indoor-outdoor flow from the spacious living area to your large private lanai—ideal for entertaining or relaxing in the tropical breeze. Upstairs, you’ll find three generously sized bedrooms, including a primary suite with a walk-in closet. As a top-floor unit with no neighbors living above, you’ll appreciate the quiet and privacy this home provides. Located in the heart of Kailua, you’re just minutes from world-renowned beaches, boutique shopping, and vibrant local dining. Gardenia Manor is a pet-friendly community with lush landscaping, great amenities including a pool and BBQs, and your unit come with two covered parking stalls for your convenience. There is also a very low 3% assumable VA loan for those that may qualify to assume this excellent low interest rate. Don’t miss this opportunity to own a piece of paradise in one of Oahu’s most charming beach towns!

$845,000 - Kailua, HI

191 Oko Street Kailua, HI - Welcome to Aikahi Gardens, a charming Kailua community conveniently located in the sought after Aikahi School District, and just around the corner from K Bay military base and Aikahi Shopping center that has Starbucks, Safeway, sushi restaurant and more. Close to the white sands of 3-mile long Kailua Beach. This spacious 3 bedroom, 2 bath 1,307 square foot CORNER unit has extra windows, light and privacy. It features NEW vinyl windows and doors, updated bathrooms and appliances, slate tile flooring on the lower level and luxury vinyl upstairs, as well as a bedroom and bathroom on the first level. The downstairs opens to a private outdoor lanai, creating seamless indoor-outdoor living. Both levels offer peek-a-boo views of the mountains and bay. Step outside your front door living area to enjoy sprawling lawns, mature plumeria trees, and garden space. The complex also offers a community pool and two assigned parking stalls. Easy access to the H-3 for easy access to all area of Oahu.

Kailua, Hawaii listings for sale

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