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$3,490,000
5 Beds ⋅ 3 Baths ⋅ 202617667 MLS
Exceptional value and potential in the coveted Lanikai neighborhood! Tucked away on a quiet street off the main loop, this light-filled, move-in-ready 5-bedroom, 3-bath home captures beautiful ocean and Mokulua Island views from the main living areas, kitchen, dining area and primary bedroom. Abundant windows let in tons of natural light and ocean breezes and an expansive lanai for dining and entertaining offers memorable sunrise & moonrise views. Above the detached garage, a flexible suite with full bath, Murphy bed & built-in workspace offers exceptional Mokulua views—ideal as a fifth bedroom, guest suite or private office, while showcasing the property’s incredible view potential. Shovel-ready, approved permits expand the home to 4,400+ sq ft, maximizing its ocean and Mokulua views—with the 2-year design and permitting process already complete. Enjoy privacy from the lush landscaping. A level backyard has room for a pool and is ready for your vision. The private 5-foot-wide deeded easement to Aalapapa Drive puts Lanikai’s turquoise water and white sand just 300 yards away. This home is only being offered for a limited time so don’t wait to schedule your private showing!

1342 Mokolea Drive, Kailua

Listing courtesy of Listing Agent: Stacy L Dees (stacylyndees@gmail.com) from Listing Office: Compass.

$3,200,000
202617739 MLS
Embrace the ultimate coastal lifestyle in Oahu’s premier beachside enclave. Situated just two houses back from the powder-soft sands and clear turquoise waters of world-renowned Lanikai Beach, this extraordinary 16,125-square-foot level parcel presents an exceptional opportunity to construct a custom legacy estate. Significantly larger than the average lot size in the neighborhood, this cleared, buildable and surveyed property provides a pristine canvas for your architectural vision. Enjoy effortless ocean access just steps from your driveway—launch your paddleboard or kayak for an easy excursion to the iconic Mokulua Islands. Hike Ka'iwa Ridge to the WW II pillbox for sunrise and windward panoramic views. Enjoy the recreation, dining and social life that MidPacific Country Club offers in your own neighborhood. Comes complete with architect sketches for a gracious Kamaaina-style home designed for comfort and gracious island living. Recent Survey is available. Don't miss this rare opportunity to secure buildable land of this size and caliber in Lanikai that seldom appears on the market.

118 Kaiolena Drive, Kailua

Listing courtesy of Listing Agent: Mary A Farkash (mary.farkash@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.

$3,999,000
5 Beds ⋅ 4 Baths ⋅ 202612764 MLS
Panoramic turquoise ocean views set the stage for this exceptional Lanikai hillside property. Perched high enough to capture refreshing trade winds and breathtaking vistas, yet easily accessible without a long climb, this home offers the best of both worlds. Whether you’re seeking a private retreat, a spacious single-family residence, or a unique investment opportunity, this versatile property offers endless possibilities. Continue generating excellent rental income with the current upper and lower living areas, or easily restore the home to a single-family residence by reopening the center staircase. Enjoy split ACs in every bedroom, along with beautiful hardwood flooring that adds character throughout portions of the home. Located on a quiet cul de sac with no through traffic and dual-street access, a generous lot with meandering lava rock walls extending from Koohoo Pl. to Aalapapa Dr. A prime location just moments from one of Lanikai’s beautiful sandy beach access points, Lanikai Park, Mid Pacific Country Club and Golf Course, and highly regarded Ka'ohao Elementary School, this is a rare opportunity to own an exceptional property in one of Hawaii's most coveted neighborhoods.

1010 Koohoo Place, Kailua

Listing courtesy of Listing Agent: Barbara Baehler (barbarahawaii1@gmail.com) from Listing Office: Compass.

$3,450,000
3 Beds ⋅ 4 Baths ⋅ 202617433 MLS
Welcome to a rare opportunity in coveted Kuulei Tract, where the best of Kailua living comes together on an expansive 12,000+ square foot lot just a short walk from Kailua Beach. Thoughtfully rebuilt in 2004, this single-level residence offers 3,054 square feet of comfortable, open living designed around Hawaii’s indoor-outdoor lifestyle. At the heart of the home is a modern chef’s kitchen that opens seamlessly to generous living and entertaining spaces. Step outside and the property becomes a private tropical retreat. Lush landscaping surrounds a solar-heated pool and spa, complemented by a tranquil waterfall and covered outdoor living areas that invite year-round entertaining. Whether hosting a gathering after a day at the beach, enjoying dinner outdoors, or simply relaxing poolside, the home was designed to make the most of Kailua’s lifestyle. Features include 46 owned (net metered) photovoltaic panels, solar pool heating (separate from PV system), and propane gas for cooking and heating the spa. The large lot provides a sense of space and privacy that is increasingly difficult to find this close to Kailua Beach.

161 Kuuhoa Place, Kailua

Listing courtesy of Listing Agent: Kasandra A Shriver (kasandra@kasandrashriver.com) from Listing Office: Homequest LLC.

$4,000,000
4 Beds ⋅ 3 Baths ⋅ 202614566 MLS
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 Listing Agent: Monique L Hsia (monique.hsia@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.

$3,085,000
5 Beds ⋅ 4 Baths ⋅ 202615511 MLS
Opportunities to own in Country Club Knolls don’t come around often, and this stunning 5-bedroom, 4-bathroom residence shows exactly why this neighborhood is so highly coveted. With vaulted ceilings and lots of natural light, this home creates an airy and inviting atmosphere throughout. The dinning room sits off the kitchen with ceiling to floor windows. There is a separate studio space with a kitchenette, bathroom and side entrance with its own yard. creating opportunities for different living options. Outside, a private resort-style oasis awaits! The property is anchored by a massive wrap-around pool and a lush, manicured yard. Energy efficient with newly installed owned PV panels. The primary bedroom sits privately upstairs with a full bathroom, walk-in closet and a lanai that holds gorgeous Koolau Mountain views. This property is a must see! *Furniture can be included in the sale, some items have changed since photos, ask agent for details.

248 Pauahilani Place, Kailua

Listing courtesy of Listing Agent: Chelsey Nicole Wall (chelsey.wall@compass.com) from Listing Office: Compass.

$3,995,000
4 Beds ⋅ 3 Baths ⋅ 202615408 MLS
Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A private deeded lane leads directly to FlagPoles Beach, the widest stretch of sand on Kailua Bay, offering an exceptional setting for swimming, beach walks, paddling, surfing, kitesurfing, & relaxed days by the ocean. Perched on a hill & exposed to cooling sea breezes, the home stays naturally comfortable year-round. Bathed in beautiful natural light, the interior feels bright & welcoming. Freshly painted inside & out, it features new light fixtures, ceiling fans, & appliances for a clean, fresh, move-in-ready feel. The flexible floor plan offers options for separate living spaces, ideal for multi-generational living, guests, a home office, or added privacy. A spacious 2-car garage provides excellent parking & storage. The 10,000 sq ft lot is framed by lush landscaping & towering palm trees. Ask agent about the home potentially coming w/ approved permitted plans for an ADU, pool, & main-home expansion, bringing the total living area to more than 5,000 sq ft. A rare Kailua beachside opportunity you won’t want to miss!

110 N Kalaheo Avenue Unit B, Kailua

Listing courtesy of Listing Agent: Chelsey Nicole Wall (chelsey.wall@compass.com) from Listing Office: Compass.

$3,550,000
5 Beds ⋅ 4 Baths ⋅ 202612388 MLS
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 Listing Agent: Ula De La Cruz (ula@luvarealestate.com) from Listing Office: LUVA Real Estate.

$3,899,900
4 Beds ⋅ 4 Baths ⋅ 202609693 MLS
Open Sun 9/20, from 2-5pm. Beautifully renovated mid-century modern Kailua beach house with deeded beach access, high end finishes, and room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous white sand beach, down one of Kailua's most quiet lanes. Recently expanded to 4 bedrooms, 3.5 baths, this beach house sits on a large flat lot with a beautifully landscaped yard, in one of Hawaii's most coveted neighborhoods! Featuring a brand new kitchen with Wolf appliances, custom cabinets, new tile floors, and a grand living space with soaring high ceilings. The home was just recently renovated to include a brand new primary bedroom and bathroom and a new mud room with a new butler's pantry, a new laundry room, and all new plumbing and electrical. All new Fleetwood windows and sliding doors for smooth, luxurious indoor/outdoor living. And yes there is plenty of room to install a pool! Mahiloa Pl is one of Kailua's hidden gems, on a beautiful part of Kailua beach with minimal public foot traffic. This home has been lovingly remodeled from top to bottom, and is ready for a new owner to move in!

85 Mahiloa Place, Kailua

Listing courtesy of Listing Agent: Tony Kawaguchi (tony@alohatony.com) from Listing Office: eXp Realty.

$3,045,000
6 Beds ⋅ 3 Baths ⋅ 202608800 MLS
MAJOR PRICE REDUCTION! Exceptional opportunity in a preferred location within Kailua Estates. 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sqft lot, just a short stroll to Kailua Beach and minutes from Kailua Town. Renovated in 2019, this unique property offers three separate living spaces with a combined 6 bedrooms, 4 bathrooms, and approximately 3,150 sqft, ideal for multi-generational living, extended family, or long-term rental income. The main residence features 3 bedrooms, 2 bathrooms plus a den, vaulted ceilings, hardwood flooring, PV and solar hot water. There is also a spacious 1-bedroom cottage and a separate 2-bedroom, 1-bath ADU, both currently tenant occupied and generating a combined $7,600/month. The ADU is separately metered and features solar hot water. A dedicated storage/yoga room adds flexibility. Now offered at $3,045,000, or $966/sqft, below the recent Kailua Estates average of approximately $1,046/sqft. Enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, Buzz's, Whole Foods, boutique shops, dining, and everything Kailua has to offer.

244 Awakea Road, Kailua

Listing courtesy of Listing Agent: Jason M Carey (jason.carey@compass.com) from Listing Office: 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.