Kailua, Hawaii listings for sale

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$2,490,000 - Kailua, HI
1310 Hele Street Kailua, HI - PRICE Reduction 100k!!! Welcome to this custom built modern and luxury brand new home. Located on a well desired keolu hills neighborhood in kailua, near shopping, dinning, schools, easy access to freeway and beach. Total 7 bedrooms, 6.5 bathrooms with over 4800sf of living area. Spacious living spaces and lanais make this home a great place for gathering with family and friends, Granite counter top and wood cabinets in kitchen and all bathrooms, carefully selected appliances, split acs etc. A must see!!! Tax may not updated for this new development.
2023 | 7 | 6 | 4,823 sqft.
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$2,450,000 - Kailua, HI
1464 Aunauna Street Kailua, HI - This beautiful, two homes in one style home, with a potential studio downstairs, is located on a quiet, private road on a remote hilltop with over 15,000 Sq Ft of land in Kailua. This lovely home has multiple living possibilities as a one or two unit home, 10 bedroom, 7 bathroom; one unit is a six bedroom and the second unit a four bedroom. Both with a total of 5 full baths plus 2 half baths. There are two spacious garages on each end, with large decks skirting the back of the home overlooking the gorgeous Ko'olau mountains and ocean. The backyard has a huge breadfruit tree with plenty of space for children to play. There are not many homes of this size and in such a lovely setting with views from all rooms. This would make a nice investment or large home for gatherings. Minutes from the beaches and downtown Kailua shopping center. Worth the time to experience a private showing of this beautiful home.
1995 | 0 | 0 | 0 sqft.
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$2,395,000 - Kailua, HI
337 Wanaao Road Kailua, HI - Opportunity Knocks in the Heart of Kailua! Discover this spacious multi-generational home on a generous 12,000 sq. ft. lot, perfect for extended family or generating extra income with separate rental units. Enjoy the Old Hawaiiana ambiance with 21-ft cathedral ceilings, rock walls, and stunning views of the Koolau Mountain Range. The interior has been freshly painted, and the property features a charming pergola on the back deck ideal for outdoor entertaining. This versatile property offers outbuildings for an artist studio, exercise room or even a wood shop—your choice! The landscaped lot offers fruit trees with planter beds. The home boasts 6 bedrooms and 6 bathrooms. Additional highlights include 40 owned solar panels for energy efficiency, ample parking for up to six cars, plus space for a small boat, motorized toys, and more—a rare find in this highly sought-after neighborhood! Located less than a mile from the 3 mile white sands of Kailua Beach and a short stroll to town where you'll find a plethora of restaurants, Whole Foods, Target, UFC Gym, Community Center with tennis, pickle ball courts and a 50 meter pool and more. It combines convenience with island charm. COME SEE!
1949 | 6 | 6 | 3,564 sqft.
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$2,300,000 - Kailua, HI
1079 Keolu Drive Kailua, HI - ***Investor Special*** Seize this extraordinary opportunity in Kailua's prime real estate market! This expansive 9-bedroom, 4-bathroom property, situated on a generous corner lot, is directly across from the vibrant Enchanted Lake Center, offering unparalleled visibility, accessibility, and located closely to the Lanikai Pillbox Trailhead (Back Way). With its strategic location and substantial square footage, this home presents immense potential for savvy investors seeking to capitalize on Kailua's thriving community. Whether you're envisioning a luxury remodel, or multi-family conversion this property provides the flexibility and space to bring your vision to life. The lot's size offers additional development possibilities, making it a rare find in this sought-after area. (SRPD) documentation is available, streamlining your investment process. Don’t let this chance to own a versatile property in one of Oahu’s most desirable neighborhoods pass you by. Act now to unlock the full potential of this remarkable investment! Contact us today for more details.
1954 | 9 | 4 | 2,618 sqft.
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$2,250,000 - Kailua, HI
1238 Kelewina Street Kailua, HI - Tranquil Maunawili Retreat with Majestic Mountain Views. This stunning custom home offers the perfect blend of island charm and modern luxury. 4 spacious bedrooms and 3.5 updated bathrooms, this residence welcomes you with soaring 23-foot vaulted ceilings and thoughtfully designed living spaces throughout. Step into the fully updated, light and bright kitchen, where you’ll find a large walk-in pantry, a gas range, farmhouse sink, and plenty of storage—perfect for the home chef. Shiplap accents and stylish finishes add warmth and character throughout the home. The centerpiece of the main living space has a fireplace and a beautiful spiral wood staircase that leads you to the 800+sq ft of the primary bedroom. It features high ceilings, acacia wood flooring, plantation shutters, huge custom closet, and a luxurious en suite bathroom. Additional highlights include a laundry room, a 2-car garage, and a big covered lanai that opens to a spacious yard. Large 12,544 sq ft level lot perfect for entertaining or simply soaking in the breathtaking mountain views as you listen to the waterway flow behind the property. Come see and come home!
1987 | 4 | 4 | 2,853 sqft.
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$2,190,000 - Kailua, HI
1408 Auwaiku Street Kailua, HI - Luxurious Kailua Retreat with Stunning Views AND Income Potential! Welcome to your private sanctuary in Keolu Hills, where luxury meets island living. This beautifully designed estate offers the ultimate indoor-outdoor lifestyle with over 1,000 sq. ft of covered lanais, a sparkling pool, and lush tropical landscaping. The main residence features panoramic views of Kailua and the ocean from a private rooftop deck—your haven for sunset cocktails or morning yoga. The expansive primary suite includes a spa-like bath, soaking tub, lanai access and multiple lounge areas for relaxing or remote work. With 3 separate living spaces—each with a private entrance and lanai access from all bedrooms —this home is perfect for extended family, guests, or rental income. The lower-level studio has a kitchenette and full bath. Across the pool, a charming detached cottage includes a loft, full kitchen, and washer/dryer. Featuring 24 owned PV panels provide energy efficiency. Minutes from Kailua Beach, shops, dining, and parks this is island living at its finest. Live the Kailua lifestyle you’ve dreamed of! Buyer to do their own due diligence. Number of Bedrooms listed doesn't match tax records.
1990 | 5 | 4 | 2,996 sqft.
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$2,188,000 - Kailua, HI
1362 Lopaka Place Kailua, HI - If you are looking for natural beauty and maximum privacy, you have found your residence. Sophisticated hillside retreat nestled at the end of a quiet cul-de-sac in the serene highly sought after neighborhood-Maunawili Estates. Enjoy stunning mountain and ocean views from this well-maintained 4 bdrm/3 bath single-family home with 3,350 sq ft of interior living space situated on an expansive 20,210 sq. ft. lot. Features include fresh int/ext paint, vinyl plank flooring, and a residential elevator for between floors. Enjoy the picturesque views from your spacious living room and relax on your outdoor patio surrounded by your very own tranquil tropical oasis. Located near parks, schools with easy access to the Pali Hwy. Don’t miss this fantastic opportunity!
1972 | 4 | 3 | 3,350 sqft.
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$1,949,000 - Kailua, HI
851 Halula Place Kailua, HI - Fully Renovated Kailua Corner Property on a large lot boasts luxurious finishes and functional design! Don’t miss out on this over 9,000 sq ft front, side, and backyard home with room to expand! Rarely available in the ideal ENCHANTED LAKES NEIGHBORHOOD, this single-story residence prioritizes open-concept living with modern finishes. The dream kitchen features white oak cabinets, top-notch appliances, and a beautifully designed butler’s pantry transitioning into the internal laundry room. The floor plan emphasizes easy entertaining, with a bar area, wine chiller, floating shelves, and living room views of the Ko‘olau Mountains. Retreat to the primary bedroom, complete with a spa-like bathroom featuring a soaking tub, curbless shower, walk-in closet, and sliding doors opening to the jacuzzi and outdoor dining area. Each bedroom has split AC units, mirrored closets, and access to a luxurious full hallway bathroom with LED backlit mirrors and Bluetooth audio. A short drive to Kailua Beach, Castle Hospital, and Kailua Town. Easy access to Pali Hwy, H-3, KMCB, and nearby shopping. Make this Kailua home part of your legacy!
1963 | 4 | 2 | 2,204 sqft.
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$1,900,000 - Kailua, HI
609 Olomana Street Kailua, HI - Price is under tax assessment value! Welcome to this stunning, newly built home (2021) in the highly sought-after Coconut Grove neighborhood of Kailua! This spacious single-family residence offers 8 bedrooms, 6 full baths, and 2 half baths, including a legal ADU—ideal for extended family or rental income. Designed with quality craftsmanship and attention to detail, the home features split AC units throughout and sits on a level lot with paved frontage offering ample parking plus street parking. Enjoy easy access to Kailua’s vibrant lifestyle—that is located in close proximity to beaches, restaurants, shopping, parks, golf courses, and much more! Investor alert: the legal ADU provides excellent income potential or long-term rental flexibility. Whether you're seeking a multi-generational home or an income-producing property, this one checks all the boxes. Don’t miss your chance to own a prime property in Coconut Grove! Schedule your showing today!
2021 | 8 | 7 | 2,960 sqft.
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$1,900,000 - Kailua, HI
1234 Lola Place Kailua, HI - Tucked away in the peaceful Maunawili Estates, this 3-bed, 2-bath home offers a magical blend of modern comfort and lush Windward beauty. The renovated kitchen features quartz countertops, walk-in pantry, and a brand-new refrigerator (2024). The primary suite includes a walk-through California closet and a spa-like bath with a rain shower, bidet, and heated towel rack. Other upgrades include new interior and barn doors, fresh paint (2024), custom window treatments, bamboo and tile flooring, split A/C throughout, and a washer/dryer. Energy-conscious buyers will love the 30 owned PV panels and EV charger. Outside, a majestic backyard invites play and peace with a custom treehouse, fruit trees (lychee, mango, avocado, papaya, apple banana), and a natural rock retaining wall. Relax on your open lanai or covered lanai and take in the stunning Ko'olau views. This one-of-a-kind property, with over 11,000 sqft of luscious land, is the perfect mix of elegance, eco-living, and storybook charm. Assumable VA mortgage $627,163 at 2.25%.
1968 | 3 | 2 | 1,740 sqft.