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621 Palawiki Street, Kailua
$1,460,000
3 Beds ⋅ 2 Baths ⋅ 202614243 MLS
Rare Opportunity! $100,000 price improvement creates outstanding value for buyers in Kailua! Enjoy effortless island living in desirable Enchanted Lake. This refreshed single-level 3-bedroom, 2-bath home is nestled on a generous 7,500 square foot lot along a quiet street with minimal through traffic. Enjoy cooling Tradewinds, and a peaceful private retreat feeling. Inside, high beam ceilings, updated LED lighting, fresh interior paint, luxury waterproof laminate flooring, and mountain views from the living room create a bright, modern setting. The open kitchen features quartz countertops, a new sink and new stainless-steel appliances. A spacious permitted addition add flexible living space for a family room, media room, or office. Outdoors, the exterior is freshly painted. Large permitted covered lanai, fully fenced and landscaped yard, and fruit-bearing mango tree. This backyard is the ideal space for relaxing or hosting gatherings. Minutes to Kailua Beach and close to Kailua Town shops, groceries, restaurants, Windward schools, Castle Medical Center, Pali Highway and H-3, this home blends comfort, convenience, and fully embraces Windward Lifestyle. Don't miss out!

621 Palawiki Street, Kailua

Listing courtesy of Listing Agent: Michele Mihalko (michele.mihalko@cbrealty.com) from Listing Office: Coldwell Banker Realty.
1015 Aoloa Place Unit 340, Kailua
$660,000
2 Beds ⋅ 2 Baths ⋅ 202613910 MLS ⋅ Poinciana Manor BLDG.
Welcome home to easy Kailua living at Poinciana Manor. This inviting 2-bedroom, 2-bath condo features LVP and tile flooring, an in-unit washer and dryer, additional storage, and two assigned parking stalls. Positioned on the windward side of the building, the unit enjoys refreshing trade wind breezes, beautiful sunrises, and views toward the Lanikai Pillbox. The pet-friendly, low-rise community offers a refreshing pool, BBQ areas, clubhouse, and recreation area—perfect for relaxing or entertaining.

1015 Aoloa Place Unit 340, Kailua

Listing courtesy of Listing Agent: Gregory Bradley (greg@seaside808.com) from Listing Office: Seaside Realty LLC.
319 Kihapai Street Unit C, Kailua
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 202609502 MLS
Wake up to stunning, unobstructed views of the majestic Olomana mountain range from this property brimming with potential. This home presents a rare opportunity to renovate, restore, or create a space tailored to your vision in one of Kailua's most desirable locations. Featuring a flexible floor plan and ample outdoor space, this property is ready for its next chapter. Whether you're looking to undertake a full renovation or make improvements over time, the possibilities are endless. Enjoy convenient access to shopping, dining, beaches, parks, and the scenic Kawainui Marsh Trail, offering opportunities to experience one of O?ahu's most unique natural landscapes. The property is being sold in its present condition. Interior square footage may differ from tax records. Buyers are strongly encouraged to perform their own due diligence regarding the property's condition, improvements, permits, square footage, and all other material facts they deem important to their purchase.

319 Kihapai Street Unit C, Kailua

Listing courtesy of Listing Agent: Jewel Henderson-DeGerald (jewel@mjhawaii.com) from Listing Office: Real Broker.
802 Pahumele Place, Kailua
$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.
599 Keolu Drive Unit B, Kailua
$899,000
3 Beds ⋅ 3 Baths ⋅ 202611870 MLS ⋅ Kukilakila BLDG.
Court Ordered Sale. Under Contract. No Longer Available for showings at this time to facilitate the sale efforts.

599 Keolu Drive Unit B, Kailua

Listing courtesy of Listing Agent: Jon S Mann (jon.mann@hawaiilife.com) from Listing Office: Hawaii Life.
1031 Lunaai Place, Kailua
$1,989,000
7 Beds ⋅ 5 Baths ⋅ 202610167 MLS
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

Listing courtesy of Listing Agent: Kelly La'a (LaaAndCompany@gmail.com) from Listing Office: Hawaii Modern Realty.
244 Awakea Road, Kailua
$3,045,000
6 Beds ⋅ 3 Baths ⋅ 202608800 MLS
MAJOR PRICE REDUCTION! Exceptional opportunity in a desirable location within Kailua Estates! 244 Awakea Road is a beautifully remodeled plantation style property situated on a spacious 10,000 sqft lot, just a short stroll to Kailua Beach and minutes from Kailua Town. Thoughtfully renovated in 2019, this versatile property offers separate living spaces with a combined 6 bedrooms, 3 bathrooms, and approximately 3,150 sqft, ideal for multigenerational living, extended family, or rental income potential. The main residence features 4 bedrooms, 2 bathrooms plus a den, vaulted ceilings, hardwood flooring, PV, and solar hot water. The separate 2 bedroom, 1 bathroom ADU has its own electrical meter and solar hot water. A dedicated storage/yoga room provides additional flexibility. Now offered at $3,045,000, or approximately $966/sqft, below the recent Kailua Estates average of $1,046/sqft. Enjoy convenient access to Kailua and Lanikai beaches, Kalapawai Market, Buzz's, Whole Foods, boutique shops, dining, and everything Kailua has to offer. A rare opportunity to own a beautifully updated property with flexible living options in one of Kailua's most sought after neighborhoods!

244 Awakea Road, Kailua

Listing courtesy of Listing Agent: Jason M Carey (jason.carey@compass.com) from Listing Office: Compass.
260 Kuukama Street, Kailua
$2,599,000
5 Beds ⋅ 3 Baths ⋅ 202609140 MLS
One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, half-mile walk to Kailua Beach and minutes to Kailua town, shops, restaurants, boutiques, coffee shops, farmers' markets, schools, and parks. The main house on the lower level is 3 bedrooms, 2 baths, with 2 covered outdoor lanai areas, plus an upstairs 2 bedrooms, 1 bath with a separate entrance with mountain view. Includes a 2-car garage, situated on a large, level 10,000+ square foot lot.

260 Kuukama Street, Kailua

Listing courtesy of Listing Agent: Bryn W Kaufman (bryn@oahure.com) from Listing Office: OahuRE.com.
1015 Aoloa Place Unit 217, Kailua
$695,000
2 Beds ⋅ 2 Baths ⋅ 202600370 MLS ⋅ Poinciana Manor BLDG.
Discover island living in this beautifully maintained 2 bdrm/2 bath condo at desirable Poinciana Manor in Kailua. Offering 959 sq ft of interior living space, this residence features fresh interior paint, a contemporary kitchen with stainless steel appliances, and a spacious lanai ideal for relaxing or entertaining. Enjoy the convenience of 2 covered parking stalls and a thoughtfully designed layout. Poinciana Manor offers amazing amenities including a swimming pool, BBQ area, recreation space, and an on-site resident manager. Ideally located near Kailua’s popular restaurants, shopping, and world-famous beaches, this condo combines comfort, convenience, and an exceptional lifestyle opportunity.

1015 Aoloa Place Unit 217, Kailua

Listing courtesy of Listing Agent: Myron N Kiriu (Myron.Kiriu@remaxhawaii.com) from Listing Office: REMAX Hawaii.
1459 Akamai Street, Kailua
$1,488,000
4 Beds ⋅ 3 Baths ⋅ 202525520 MLS
Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This property features two 8-foot storage containers, a 1,232 sq ft deck with ocean & mountain views, ample parking for up to five cars or a boat, and a unique steel-frame construction with solid Styrofoam walls that deliver insulation, structural stability, and built-in termite resistance. Situated on a generous 9,410-square-foot lot, the property offers plenty of room to relax, entertain, and embrace the Kailua lifestyle. The versatile floor plan lends itself beautifully to multi-generational living or a rental opportunity, providing flexibility to suit your needs. Ideally located just minutes from world-famous Kailua Beach, charming boutiques, and favorite, local restaurants, this property offers the perfect blend of location, potential, and lifestyle. Whether you choose to refresh the current design or reimagine the space entirely, this home invites you to bring your vision to life in one of Oahu's most exceptional communities.

1459 Akamai Street, Kailua

Listing courtesy of Listing Agent: Kay M Mukaigawa (Kay.Mukaigawa@evrealestate.com) from Listing Office: Engel & Volkers Honolulu.

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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