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824 N Kalaheo Avenue Unit A, Kailua
$2,495,000
5 Beds ⋅ 5 Baths ⋅ 202618299 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM
Unbeatable value for a beachside estate inside Hale Kai Surf & Racquet Club, a private 14-home community in Kailua. A private access lane leads straight to the sand at Kailua Beach. This spacious home features nearly 4,000 sq. ft. of interior space, with 5 bedrooms and 4.5 baths. Soaring ceilings, with many living areas. A brand new split AC system was installed throughout. Four bedrooms are on the main level with the primary suite on the entire upper floor, with two closets, a sunroom. Enjoy Tennis, pickleball, basketball, a sparkling pool, and a clubhouse right across from the home and included in this community. Kailua town's coffee shops and restaurants are an easy bike ride away. Bring your own ideas and make it yours. Opportunities at this price and this close to Kailua Beach don't come up often, do not miss this opportunity!

824 N Kalaheo Avenue Unit A, Kailua

958 Mokulua Drive, Kailua
$15,250,000
5 Beds ⋅ 5 Baths ⋅ 202609183 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
This exceptional Lanikai beachfront estate features over half an acre of land extending from the street directly to the sand and ocean. Unlike many of the neighboring properties that sit above rock and reef, this home opens directly onto the sandy beach, offering a rare and true beachfront experience with views of the Mokulua Islands. The house is built for how people actually live. Walls of glass retract and disappear, so the kitchen, dining area, pool courtyard, and beach read as one space. The open kitchen is where people gather, sized for a crowd and opening to outdoor dining and the grill. In the ocean, at the pool, or in the cool air inside, you are never closed off from the other areas. The upstairs primary suite was designed to take full advantage of the views from your bed, sitting area, bath or the private ocean-view lanai. This is a property people can grow into and form to their lifestyle. Beyond the lawn you have the Lanikai Pillbox trailhead, Mid Pacific Country Club, and the shops and restaurants of Kailua a short drive away. The ocean is the front yard. Property is offered fully furnished and being sold turnkey.

958 Mokulua Drive, Kailua

1247 Ulupalakua Street, Kailua
$1,680,000
6 Beds ⋅ 5 Baths ⋅ 202614426 MLS ⋅ FS - Fee Simple Tenure ⋅ 76 DOM
Discover the possibilities of this spacious, single-level home in Kailua’s Pohakupu neighborhood! Offering 6 bedrooms and 5 bathrooms, this property features a versatile floor plan with generous living spaces and flexibility to accommodate a variety of needs. The expansive living room flows into an open dining and kitchen area featuring a large island ideal for meal preparation, casual dining, and entertaining. A separate den provides additional options for a home office, media room, or creative space. Enjoy the convenience of single-level living with no interior steps, along with accessibility features throughout. Additional highlights include 14 ceiling fans, 8 split AC units, and 21 photovoltaic panels. Ample parking includes a carport, driveway, and additional side parking. Outdoor features include a covered laundry area, a patio off the primary bedroom, backyard space, and a storage shed. Conveniently situated near shopping, dining, schools, and Kailua’s recreational amenities, this property presents an opportunity to personalize a spacious home to suit your vision. Explore the space, flexibility, and potential this Kailua property has to offer!

1247 Ulupalakua Street, Kailua

1586 Mokulua Drive, Kailua
$11,950,000
4 Beds ⋅ 5 Baths ⋅ 202611360 MLS ⋅ FS - Fee Simple Tenure ⋅ 116 DOM
LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Islands. Open your eyes each day to incredible Lanikai Sunrises! Situated at the quiet coveted end of the Lanikai loop, this home is private, gated and has everything for your new Hawaiian lifestyle. Newly built in 2007 by Chris Emerson this custom home is a show case of quality construction with a timeless Hawaiian design. This well maintained home features board-and-batten on both the interior and exterior walls of the home, vaulted Ceilings in each room, all custom doors and built ins, concrete floors, marble counter tops, mature landscaping, large park like green spaces with over 18,000 sq ft of land, and a newly renovated salt water pool & jacuzzi. The Main home features 3 ensuite beds with 3.5 baths, 2 outside showers, a very large primary closet, the pool house / recreation room is now set up as a bedroom with private bath. Features include an Infrared sauna, small gym area, oversized 2 car garage, gated 1 car carport, 2 on demand gas water heaters, propane gas, gas tiki torches, solar panels and generator.

1586 Mokulua Drive, Kailua

1031 Lunaai Place, Kailua
$1,989,000
7 Beds ⋅ 5 Baths ⋅ 202610167 MLS ⋅ FS - Fee Simple Tenure ⋅ 154 DOM
Now adjusted to a remarkable $1,989,000, this is officially the lowest-priced single-family home on the Windward Side with a private pool—an extraordinary value in Kailua! Located at 1031 Lunaai Place, this move-in-ready Maunawili property offers unmatched versatility. Lovingly maintained by its original owners, the sprawling layout features 7 bedrooms and 4.5 bathrooms, making it the ultimate sanctuary for large families or multi-generational living. Strategically located, it provides the fastest commute from Kailua to the Pali, H3, UH, and local military bases. The main level welcomes you with 4 bedrooms, 2 baths, a large living room, and a generous kitchen made for gathering. Connected by an interior staircase, the upstairs adds 3 bedrooms, 1.5 baths, and a massive recreation room—perfect for independent living zones, guests, or a playroom. Separate laundry areas on both floors add effortless convenience. Past the carport, a permitted fourth bathroom and a versatile bonus room with a separate entrance offer incredible flexibility for a home office, gym, or private guest retreat. This high-value opportunity is ready for its next chapter.

1031 Lunaai Place, Kailua

200 S Kalaheo Avenue, Kailua
$16,900,000
4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure ⋅ 169 DOM
Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, 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.

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