Kailua Real Estate

Welcome to Kailua, a charming coastal town nestled on the windward side of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and a welcoming community, Kailua offers a unique blend of laid-back island living and vibrant local culture.

Imagine waking up each morning to the sound of gentle waves lapping against the shore, the scent of salt in the air, and the breathtaking views of the Ko'olau Mountains as your backdrop. Kailua Beach and Lanikai Beach are two of the most beautiful stretches of sand in the world, perfect for swimming, kayaking, or simply soaking up the sun. The crystal-clear waters and soft sands create an idyllic setting for both relaxation and adventure.

Kailua is not just about its stunning natural beauty; it also boasts a lively town center filled with an array of local shops, cafes, and restaurants. From boutique stores featuring local artisans to delightful eateries offering fresh island cuisine, there’s something for everyone. The community is known for its friendly atmosphere, where neighbors greet each other with warm smiles and visitors are welcomed with open arms.

Outdoor enthusiasts will find plenty to love in Kailua, with hiking trails that lead to scenic vistas, windsurfing on the breezy waters, and opportunities for paddleboarding amidst the tranquil lagoons. The town is also conveniently located, just a short drive from the bustling city of Honolulu, allowing residents to enjoy the best of both worlds.

Whether you’re seeking a serene retreat or an active lifestyle, Kailua is a hidden gem that captures the essence of Hawaiian living. Come explore all that this enchanting town has to offer!

Newest Listings in Kailua

$2,000,000

4 Beds ⋅ 2 Baths ⋅ 202615608 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM

A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly maintained single-level home, tucked beside a tranquil wetland and bird sanctuary with breathtaking Olomana views. A timeless tile roof and distinctive rock wall add character and lasting appeal. Designed for true island living, the expansive private back deck offers plenty of space to relax, enjoy quiet morning coffee, spend leisurely afternoons, or entertain friends. Inside, warm hardwood floors, vaulted ceilings, newer windows, split ACs and fans in every room, and 19 owned PV panels create a comfortable home with thoughtful modern upgrades. The flexible 4-bedroom, 2-bath layout includes a fourth bedroom currently used as a den. The remodeled kitchen features custom cabinetry and painted quartz countertops and flows naturally into the spacious family and dining areas. A beautiful picture-frame window frames the lush surroundings, bringing the beauty of nature indoors. Ideally located a few miles to Marine Corps Base, Kailua Beach, Lanikai Beach and Kailua town for Whole Foods, Target, shops, restaurants and more.

1188 Akuila Place, Kailua

$840,000

3 Beds ⋅ 2 Baths ⋅ 202616275 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ Lakeview BLDG.

Welcome to this special corner-unit townhome in the desirable Lakeview community of Enchanted Lake! This 3-bedroom, 2-bath residence offers convenient living with 2 assigned parking stalls and a location that puts you right next to the parking area, mailboxes, and trash facilities. Recently renovated and featuring a spacious wrap-around lanai, the home captures beautiful sunrise and lake views while enjoying the cool tradewind breezes that make Enchanted Lake so comfortable year-round. The open layout and thoughtful updates create a bright, inviting space ready for its next owner. Assessment is paid in full. Enjoy the ease of townhome living in one of Kailua’s most established neighborhoods, just minutes from shopping, dining, schools, and the beach. Don’t miss this opportunity—schedule your showing today!

1139 Akipohe Street Unit 11D, Kailua

$4,000,000

4 Beds ⋅ 3 Baths ⋅ 202614566 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 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

$848,000

3 Beds ⋅ 2 Baths ⋅ 202610853 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ Lakeview BLDG.

$5,000 Seller credit with an accepted offer in the first two weeks! Breezy Kailua living meets quality craftsmanship in this spacious corner townhome. Fresh remodel including upgraded lighting and smooth drywall create a bright, modern feel. The travertine-tiled kitchen with maple cabinets, granite counters, stainless appliances, and wine fridge opens to generous living and dining spaces ideal for everyday life and entertaining. A new wraparound Trex lanai extends your living area outdoors, capturing lush mountain and lake views and cool trade winds. Custom double-pane Low-E windows and oversized sliders throughout. First and second floor split AC, plus updated baths with travertine walk-in shower and deep tub. The two-level layout offers two bedrooms, laundry, and a full bath on the main level, with the master suite upstairs boasting sweeping views of Enchanted Lake. Ample storage: multiple attic access points, under-stair closet, gated entry patio for bikes & boards, and exterior shed. Prepaid SunRun solar system minimizes electricity costs. Two reserved parking stalls plus guest parking make hosting effortless.

995 Akipohe Place Unit 3A, Kailua

$859,000

3 Beds ⋅ 2 Baths ⋅ 202614735 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ Windward Passage BLDG.

Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, appliances and lighting. New bathroom vanities, mirrors and lighting. This cool side of the building has wonderful windward breezes. Peek-a-boo ocean view. 3 new AC units. This beautiful Kailua condo has everything you could need: tennis courts, BBQ area, onsite dog park, salt water pool, spa, bike/ surfboard /kayak racks, fitness room, racquetball, and gorgeous views of Kailua. Close to Kailua Town with shopping galore and numerous restaurants. Don't forget world famous Kailua Beach just moments away.

322 Aoloa Street Unit 611, Kailua

$2,199,000

202615925 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Now listed at $2,199,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original owners, this spacious home offers 7 bedrooms and 4.5 baths with flexible living spaces throughout. The main level features 4 bedrooms, 2 baths, a large living room, family room, dining area, and a generous kitchen. Upstairs, connected by an interior staircase, are 3 additional bedrooms, 1.5 baths, and a spacious family/rec room—perfect for extended family or guests. Both upper and lower levels include separate washer/dryer areas. This homes has a wonderful pool, ready memories to be made! Past the carport, a permitted 4th bathroom and bonus area with separate entrance adding even more versatility. Conveniently located with easy access to the Pali Hwy and/or H-3, making your commute to any of Oahu’s military bases, medical centers, finance district or University of Hawaii, in any direction is about 30 min! Let’s not forget, Kailua Town, with amazing shops, eateries and its famous beaches are also just 10 min. away! Find your favorite realtor TODAY and let’s get started! Plz note org owners never rented out home.

1031 Lunaai Place, Kailua

$1,699,000

4 Beds ⋅ 2 Baths ⋅ 202615259 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Beautifully renovated single level home tucked away from the main roads, offering privacy and serenity. A spacious entry welcomes you into the bright living room featuring beautiful porcelain tile flooring. The gorgeous eat in kitchen boasts Quartz countertops, a tile backsplash, pendant lighting, and new stainless steel appliances. Stay comfortable year round with split A/C in every room. Numerous windows, replaced in 2016, provide abundant natural light, cool breezes, and lovely views of the fully fenced backyard with room to expand. Enjoy the shade and fruit of the mature mango tree and the irrigation system for the Palms. The large covered lanai is perfect for entertaining family and friends. Additional features include an extra-large storage unit. Conveniently located near world famous Kailua beaches, parks, shopping, and restaurants, with easy access to H3 and the Pali Highway without having to fight Kailua town traffic. Put this home on your must see list! One or more photos have been enhanced.

558 Ulumu Street, Kailua

$2,850,000

3 Beds ⋅ 3 Baths ⋅ 202615416 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 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

$3,200,000

5 Beds ⋅ 4 Baths ⋅ 202615511 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 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

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 202615096 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Charming single-level home in Kailua’s desirable Olomana neighborhood. Situated on a spacious 7,980-square-foot lot, this three-bedroom residence offers a bright, open layout that flows seamlessly to a covered lanai—perfect for relaxing, dining, or entertaining. The generous backyard features a variety of plants and established fruit trees, with plenty of potential to create an outdoor space that reflects your vision. Just minutes from Kailua Town, beaches, parks, shopping, dining, and Maunawili Elementary School, this home offers easy access to everyday essentials while being tucked into an established, close-knit neighborhood with a relaxed residential feel.

614 Ululani Street, Kailua

$3,300,000

4 Beds ⋅ 3 Baths ⋅ 202615672 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

First time on the market in over 50 years! Discover the rare opportunity to own a 2,396 sq ft Kailua Beachside home in the highly desirable Kailuana Place neighborhood. Built in 1970, this 4-bedroom, 2.75-bath home sits on a generous 1/3-acre lot, just a short stroll to private beach access at the famous “Castles” surf break—close enough to hear when the surf is up! Three distinct yard areas, including two fully fenced spaces, create a sense of privacy and room to spread out. A uniquely shaped pool and surrounding yard offer the perfect setting for entertaining or cooling off on warm days. Inside, travertine floors complement a chef’s kitchen featuring granite countertops, Brazilian mahogany cabinetry, and abundant built-in storage. The spacious primary suite offers plenty of closet space. Multiple living areas include a comfortable family room with dining space, a formal dining room, and a spacious formal living room that can be converted into a home gym, office, or both! The oversized 20’ x 20’ two-car garage provides extra storage, while a separate 10’ x 10’ utility room offers additional workspace and storage. A rare Kailua Beachside opportunity priced to sell.

117 Kailuana Place, Kailua

$895,000

3 Beds ⋅ 2 Baths ⋅ 202615666 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM ⋅ Windward Cove BLDG.

Welcome to this beautifully renovated 3 bedroom/2 bath residence at Windward Cove, a gated community in the heart of Kailua that’s surrounded by koi ponds, lush landscaping and tranquil water features. Inside, you’ll find a fully upgraded kitchen with waterfall quartz countertops and appliances, new primary bath vanity, new split AC’s, fresh interior paint and luxury vinyl floors throughout. Expansive floor-to-ceiling windows fill the unit with natural light and peaceful garden views, creating the feeling of living in your own private tropical retreat. This top floor unit also comes with a spacious private rooftop balcony with beautiful Koolau mountain and treetop views, perfect for relaxing and entertaining. Set on 3 acres of tropical grounds, Windward Cove offers resort-style amenities including a swimming pool, hot tub, sauna, tennis and pickleball courts, pool, barbeque areas, bike and surfboard racks and a private storage locker. Located minutes away from world-famous Kailua beach and popular restaurants, come see what makes this complex in Kailua so special. 2 photos are virtually staged(enhanced).

1020 Aoloa Place Unit 404A, Kailua

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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.