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$4,000,000
4 Beds ⋅ 3 Baths ⋅ 202614566 MLS ⋅ FS - Fee Simple Tenure ⋅ 21 DOM
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
$3,050,000
3 Beds ⋅ 3 Baths ⋅ 202615416 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM
Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create the ultimate Hawaiian lifestyle. W/ deeded private beach access, this spacious residence invites you to start your mornings walking the white sands of Kailua Beach, enjoy an afternoon swim, & return home to your own private backyard oasis. Set on over 12,000 sqft of outdoor space, the fully fenced yard offers room to relax and entertain, w/ a private pool deck & outdoor sitting area. Inside, the generous floor plan provides plenty of space to live & gather, w/ new engineered hardwood floors throughout the main living area, updated bathroom w/ marble-top vanity, large laundry room, & a private office off one of the bedrooms. The home is ready for a fresh vision, offering the opportunity to renovate & create a residence uniquely your own while taking advantage of its exceptional size, layout, & location. W/ its corner lot, private pool, spacious floor plan, & unbeatable location in Kailua Beachside, this is a rare opportunity to create the beach home you’ve always dreamed of in one Oahu's most desirable communities.

138 Kailuana Place, Kailua
$3,085,000
5 Beds ⋅ 4 Baths ⋅ 202615511 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM
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
$3,995,000
4 Beds ⋅ 3 Baths ⋅ 202615408 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 DOM
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
$3,550,000
5 Beds ⋅ 4 Baths ⋅ 202612388 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM
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
$3,049,000
4 Beds ⋅ 3 Baths ⋅ 202611322 MLS ⋅ FS - Fee Simple Tenure ⋅ 94 DOM
THREE HOMES FROM KAILUA BEACH WITH INCOME POTENTIAL. THIS IS ONE YOU WILL WANT TO SEE IN PERSON! This 4 bedrooms, 2.5 baths plus separate flex room with private entrance offers exceptional flexibility for guests, extended family, a home office or rental potential. The main home previously rented for approximately $7,800/month plus $2,300/month for the separate flex room- that is over $10,000 a month combined. Recent improvements include a new Mitsubishi Split-Air system that brings a comfort of coolness throughout the main home, and newly painted exterior. Do not let the small lot size with no pool fool you. This just means that you now can toss the lawnmower and head to your real backyard... THE BEACH! Remember that life is better barefoot! Near to Kailua Town's popular restaurants, cafes, boutiques, farmers market, schools and more.

156 N Kalaheo Avenue Unit C, Kailua
$3,899,900
4 Beds ⋅ 4 Baths ⋅ 202609693 MLS ⋅ FS - Fee Simple Tenure ⋅ 99 DOM
Beautifully renovated mid-century modern Kailua beach house with 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 home 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 expanded 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
$3,045,000
6 Beds ⋅ 3 Baths ⋅ 202608800 MLS ⋅ FS - Fee Simple Tenure ⋅ 124 DOM
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

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.