Kailua Town Real Estate

Kailua Town Real Estate

Welcome to Kailua Town, a hidden gem nestled on the stunning Windward Coast of Oahu, Hawaii. Known for its breathtaking beaches and vibrant community, Kailua offers a unique blend of laid-back island living and modern conveniences. With its lush landscapes, crystal-clear waters, and a warm, welcoming atmosphere, it's no wonder that Kailua has become a sought-after destination for both residents and visitors alike.

Kailua Town boasts a rich cultural heritage, reflected in its charming shops, delightful eateries, and local art galleries. Stroll through the quaint streets and discover a variety of boutiques offering everything from surf gear to handcrafted jewelry. Don’t miss the chance to indulge in local cuisine—try a plate of delicious poke or a refreshing acai bowl at one of the many popular cafes.

Outdoor enthusiasts will find their paradise in Kailua, with activities ranging from kayaking in the calm waters of Kailua Beach to hiking the scenic trails of the nearby Lanikai Pillbox. The area is also home to the picturesque Lanikai Beach, frequently voted one of the best beaches in the world, where powdery white sands meet vibrant turquoise waters.

Families are drawn to Kailua for its excellent schools and strong sense of community. The neighborhood hosts various events throughout the year, fostering connections among residents and creating a friendly, welcoming vibe.

Whether you're seeking a peaceful retreat or an active lifestyle, Kailua Town offers the perfect blend of natural beauty and community spirit. Explore the charm of Kailua, where every sunset paints the sky with hues of orange and pink, inviting you to unwind and embrace the island life.

Newest Listings in Kailua Town

$715,000
2 Beds ⋅ 2 Baths ⋅ 202613910 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ 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
$725,000
2 Beds ⋅ 2 Baths ⋅ 202611451 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM ⋅ Poinciana Manor BLDG.
Finally, a top floor unit at Poinciana Manor with a fully renovated, open concept kitchen and living room. No neighbor above, and a ceiling that clears 20 feet at the peak. The kitchen and living room wall came down years ago, done professionally with an engineer's letter on file. The kitchen carries it forward: quartz counters, shaker cabinets to the ceiling with crown molding, and all BRAND new (July 2026) stainless appliances in the kitchen, french door fridge, slide in range, microwave hood, dishwasher. The primary bath has a double vanity and separate walk in shower with new fixtures. Fresh paint runs through the living areas, plus new cabinet handles and an LG stacked washer and dryer. The 82 square foot lanai adds real outdoor space. Two covered stalls, side by side, no stacking. A tree blocks the sightline to the neighboring unit for extra privacy. Grounds include a pool and picnic pavilion, and Kailua adds postcard beaches and trade winds a short distance from home. Ask your agent about an assumable VA loan option for qualified veterans ONLY (2.25% interest rate, $428,556.14 balance, P&I $2,057.30). Check out our Open House Saturday, July 26th, 2-4PM.

1015 Aoloa Place Unit 451, Kailua
$759,000
1 Beds ⋅ 1 Baths ⋅ 202613740 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM ⋅ Ka Malanai At Kailua BLDG.
Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush tropical landscaping, offering exceptional privacy and a serene island atmosphere. Fresh new carpet and a bright, well-maintained interior create a welcoming space ready to enjoy, while the convenient in-unit washer and dryer make everyday living effortless. Two parking stalls provide the flexibility and convenience that are rarely found with a one-bedroom home. Perfectly positioned in the heart of Kailua, this residence offers easy access to world-famous Kailua Beach, where turquoise waters and powder-soft sand invite morning swims, paddling, and sunset strolls. Kailua Town's vibrant collection of boutiques, cafés, restaurants, grocery stores, and everyday conveniences are just moments away, creating an ideal balance of relaxation and accessibility. Nearby Kailua District Park offers tennis courts, sports fields, fitness opportunities, and community events, completing the lifestyle that makes Ka Malanai one of Kailua's most sought-after communities.

445 Kailua Road Unit 5304, Kailua
$725,000
1 Beds ⋅ 1 Baths ⋅ 202613775 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM ⋅ Ka Malanai At Kailua BLDG.
Enjoy the convenience of living in Kailua's newest condominium building, built just 12 yrs ago and kitchen/flooring updated a yr ago, most everything you would want or need is less than a mile away, including shopping, restaurants, cafés, grocery stores, and Kailua Beach/Park. Enjoy the comfort of central A/C, the exceptionally low HOA fees compared to most condos, + the fees include an extensive cable/streaming package and high-speed internet, along with water, sewer, trash collection and maintenance/management of the complex. There's no known upcoming assessments and plenty of guest parking, along with storage for your bikes, boards, and kayaks too. This move-in ready, well-maintained 1 bedroom residence offers over 700 sq ft of interior living space and a covered parking stall. Built in 2014, it combines the benefits of newer construction with the charm of one of Oahu's most desirable beach communities. Just minutes from Kailua and Lanikai, you'll enjoy easy access to crystal-clear waters, kayaking, paddleboarding, hiking and more. Whether you're looking for a primary residence, second home, or investment property, this home offers exceptional value. Pet friendly up to 2 pets.

501 Kailua Road Unit 1103, Kailua
$660,000
1 Beds ⋅ 1 Baths ⋅ 202613708 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM ⋅ Windward Passage BLDG.
Welcome to Windward Passage unit #810. This one-bedroom, one bathroom, and one assigned parking stall unit was just renovated with no expense spared. Every small detail was considered in the renovation to make this unit move-in ready. The kitchen features a single-level quartz countertop and brand-new stainless steel appliances. The entire unit has brand-new luxury vinyl plank flooring. The bathroom was converted to a shower, and a GFCI outlet was added so you can install a washlet on the toilet. Brand-new board-approved AC units were installed to help keep the unit cool during the warm summertime. Windward Passage features a wide variety of amenities, including a gym, kayak/surfboard racks, pool, jacuzzi, BBQ grills, dog park, tennis/pickleball courts, and a racquetball court. Located in Kailua town, shopping and restaurants are just steps away from this condo.

322 Aoloa Street Unit 810, Kailua
$650,000
2 Beds ⋅ 2 Baths ⋅ 202613406 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM ⋅ Meridian East BLDG.
Kailua's BEST BUY is EZ to see! Open July 12th from 2 pm to 4 pm! Tastefully updated high-floor, middle unit at Meridian East offering 180° views of Kailua Bay from Mokapu Peninsula to Lanikai from your oversized lanai. This well-maintained 2-bedroom residence features a clean, modern aesthetic with quartz countertops, warmly colored cabinetry, updated appliances, and highly sought after ceramic tile flooring throughout. Open-concept living and dining area flows seamlessly to the expansive lanai—ideal for indoor-outdoor living, morning coffee, or evening relaxation with the ocean as your backdrop. The kitchen includes bar seating and opens directly to the main living space, making it perfect for casual entertaining. Vinyl windows and natural light, create a bright and comfortable home. Meridian East is a secure, pet-friendly building with a pool, covered parking, bike/surfboard storage, & is located in the middle of Kailua Town just minutes from world-famous Kailua Beach. Easy access from your door to restaurants, cafes, shops, bars, & markets! Includes one covered/secured, larger than normal parking stall, newer electrical panel, tankless H20 heater, and BRAND NEW Bosch dishwasher

14 Aulike Street Unit 906, Kailua
$925,000
3 Beds ⋅ 2 Baths ⋅ 202608120 MLS ⋅ FS - Fee Simple Tenure ⋅ 57 DOM ⋅ Windward Harbour BLDG.
Wake up to breathtaking mountain views and end your day on your own private rooftop lanai. This rare, 3-bedroom 2-bathroom gem at Windward Harbor blends modern Kailua elegance with resort-style amenities. This is island living at its finest. From the floor-to-ceiling windows that bathe the open-concept of indoor and outdoor living space with a screened in lanai to enjoy the tropical water features and landscapes. The Primary Suite is located downstairs with a large walk in closet and shower and two bedrooms plus full bathroom upstairs. Enjoy two covered side by side parking right at the walk way for easy entry. Conveniently located in the heart of Kailua Beach Town, Whether you're strolling to Kailua Town for your morning coffee or hitting the sands of world-famous Kailua Beach, this isn't just a condo—it’s your personal sanctuary. Gated Community with amenities including an on-site manager, pool, jacuzzi, sauna, BBQ, car wash, Pickleball and Tennis courts. This is a pet-friendly building!

1030 Aoloa Place Unit 2/302B, Kailua
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 202611496 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM ⋅ Ka Malanai At Kailua BLDG.
Experience the best of Kailua living at "Ka Malanai in Kailua", one of the Windward side's newest condo communities. This 2-bedroom, 2-bath residence puts you in the heart of Kailua town - minutes from Kailua Beach, weekly farmers' markets, shops and restaurants yet set back on a peaceful courtyard. Inside, the kitchen offers generous counter space and abundant storage. It opens to the living and dining area, which flows to the spacious lanai overlooking the courtyard - an easy spot for morning coffee or dinner outdoors. The primary suite features double vanities, a step-in shower, luxurious deep soaking tub and a thoughtfully designed walk-in closet, while the second bedroom and full bath offer flexibility for guests or a home office. Don't miss the opportunity to own in one of Kailua's most desirable communities. Assumable 2.25% VA loan available to qualified buyers - inquire for details. Shown by private appointment.

361 Kailua Road Unit 8108, Kailua
$800,000
3 Beds ⋅ 2 Baths ⋅ 202612305 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 DOM ⋅ Windward Cove BLDG.
Welcome to Windward Cove—a gated community in the heart of Kailua, surrounded by 3 acres of lush tropical landscaping, koi ponds, and peaceful water features. This private 3-bedroom, 2-bath corner unit offers an open-concept layout with floor-to-ceiling windows that fill the space with natural light. Recent updates include new kitchen cabinets, quartz countertops, refrigerator, dishwasher, vinyl flooring and fresh paint throughout. Enjoy indoor-outdoor living with a spacious 395 sq. ft. rooftop deck—perfect for BBQs and entertaining. Located just 1.1 miles from Kailua Beach and close to shopping, dining, and the weekly Farmers Market. Community amenities include a pool, sauna, tennis court, on-site security, resident manager, and pet-friendly policies. Don’t miss this rare opportunity to own a peaceful retreat in one of Oahu’s most desirable neighborhoods! Assumable VA mortgage at 2.25%interest rate/ monthly payment $2100/ balance is approx $455,000.

1020 Aoloa Place Unit 311B, Kailua
$619,000
2 Beds ⋅ 2 Baths ⋅ 202609776 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM ⋅ Poinciana Manor BLDG.
This Poinciana Manor unit is a spacious blank slate awaiting your personally chosen upgrades, on your timeline. Excellent location in the building, with views of the open courtyard, garden, and koi pond. Enjoy peace and quiet, the faint sound of birds, and a trickling fountain. The open, flowing layout has tropical terracotta tile from kitchen to dining to living to covered lanai to open lanai; the hallway and baths have same tile as well. Two covered parking stalls, storage closet in parking area, easy entry and elevator access, bike and surfboard storage, security, plenty guest parking, car wash area... all features of great convenience that enhance your everyday living! Lovely walking pathways, lush lawn courtyard, picnic areas, and nice pool round out the features to enjoy. Cabinets are original, offering more than adequate storage. The full-size washer/dryer and dishwasher are newer. This is a home to enjoy, experience, and feel everything out while you decide if you want to just decorate or remodel. Enjoy the beach-town lifestyle Kailua offers, a few blocks from beaches, dining, shopping, for an affordable price in a well-managed development. Seller is offering credits.

1015 Aoloa Place Unit 219, Kailua
$648,000
2 Beds ⋅ 1 Baths ⋅ 202610676 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM ⋅ Gardenia Manor BLDG.
Welcome to Gardenia Manor! This beautifully maintained 2-bedroom, 1-bath corner end-unit offers the perfect combination of comfort, convenience and indoor-outdoor living. Featuring two side-by side covered parking stalls, this desirable residence is ideally situated near the stairs for easy access to parking and just moments from the community pool. The remodeled kitchen showcases updated finishes and is complemented by recently replaced appliances, including the refrigerator and washer/dryer. The versatile guest bedroom features a custom Murphy bed, allowing the space to easily function as a home office, guest room, or flex space to fit your lifestyle. One of the home's standout features is the expansive 312-square-foot private lanai with retractable awning, providing exceptional outdoor living space for entertaining, dining, gardening, or simply relaxing in your own secluded retreat. Conveniently located in the heart of Kailua, Gardenia Manor places you just minutes from Target, Whole Foods, Kailua Town Center, popular restaurants, boutique shopping, beaches and everyday essentials.

333 Aoloa Street Unit 231, Kailua
$674,000
2 Beds ⋅ 2 Baths ⋅ 202611825 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM ⋅ Poinciana Manor BLDG.
New Price – Incredible Value in the Heart of Kailua! Move-in ready and priced to sell, this 2-bedroom, 2-bath condo in Poinciana Manor offers the perfect blend of comfort, convenience, and island living. Enjoy luxury vinyl plank flooring throughout the main living areas, updated bathroom vanities and countertops, AC throughout, and a kitchen with stainless steel appliances. Relax on your private, covered lanai surrounded by bamboo landscaping with beautiful Ko'olau mountain views. Additional highlights include two side-by-side covered parking stalls, a dedicated storage locker, and in-unit washer/dryer. Just minutes from world-famous Kailua Beach, shopping, dining, and everything Kailua has to offer. Don't miss this opportunity to own one of Kailua's best values!

1015 Aoloa Place Unit 335, Kailua
Start Your Search

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.