Kailua Homes for Sale

Welcome to Kailua, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. Known for its breathtaking beaches, lush landscapes, and vibrant community, Kailua offers a unique blend of laid-back island living and modern convenience. With the majestic Ko'olau Mountains as your backdrop and the gentle surf of Kailua Beach just moments away, this picturesque town is a paradise for outdoor enthusiasts and families alike.

Kailua is not just about natural beauty; it boasts a charming town center filled with boutique shops, delightful eateries, and local markets. Whether you’re in the mood for a fresh acai bowl or a gourmet meal, the culinary scene here is sure to please your palate. Plus, with its strong sense of community and friendly neighbors, you’ll quickly feel right at home in Kailua.

For those considering a move to this idyllic locale, there are a variety of homes for sale that cater to diverse tastes and budgets. From cozy beach cottages and modern townhomes to luxurious oceanfront estates, Kailua’s real estate market offers something for everyone. Imagine waking up to the sound of waves crashing and the scent of salt in the air, all while enjoying the comforts of your own home.

With its unbeatable location, vibrant lifestyle, and stunning natural surroundings, Kailua is more than just a place to live; it’s a lifestyle waiting to be embraced. Explore the homes for sale today and discover your own piece of paradise in Kailua, Hawaii!

Newest Kailua Homes for Sale

$1,699,000

4 Beds ⋅ 2 Baths ⋅ 202615259 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 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 ⋅ 1 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 ⋅ 2 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 ⋅ 2 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 ⋅ 2 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

$2,250,000

3 Beds ⋅ 3 Baths ⋅ 202615714 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open onto your huge covered deck surrounded by lush lakefront lawns, perfect for indoor/outdoor entertaining, or quiet rest. Contemporary, easy care plank ceramic tile flows throughout the home. The high performance kitchen design and quality appliances are a chef’s delight. Featuring a ground floor bedroom and full bath, a large upstairs primary suite with a huge walk-in closet and resort style bath with dual rain showers, split system and recessed ceiling ACs, an oversized garage with high ceilings and plenty of storage, an owned Photovoltaic system, and more! Fully fenced, attractively landscaped, and just a block to desirable Kaelepulu elementary school and park. Easy access to Kailua town’s vibrant fine dining, entertainment, and shopping district. Assumable VA loan at 2.25% interest with substitution of eligibility. A rare chance for waterfront living so call for your private showing today.

445 Keolu Drive, Kailua

$1,298,000

3 Beds ⋅ 2 Baths ⋅ 202615576 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

**Renovation Opportunities:** With a single-level layout, this home is perfect those seeking to customize their space. Whether you envision an open-concept living area, modern kitchen, or luxurious primary suite, the possibilities are endless. OR **New Construction:** For those looking to start fresh, the level lot provides an excellent foundation for a brand-new home. Think of creating a contemporary design that showcases panoramic views of the Ko'olau Mountains and integrates seamlessly with the natural surroundings. Located in the highly desirable Maunawili neighborhood, nestled at the base of the breathtaking Ko'olau Mountains, this property is surrounded by a tranquil, lush environment that boasts historical richness and scenic beauty. Enjoy direct access to tropical forests and the stunning Maunawili Falls hike, perfect for outdoor enthusiasts. Just a short drive from Kailua town, you’ll appreciate the convenience of nearby shopping, dining, and cultural attractions. With easy access to Kamehameha and Pali highways, commuting is a breeze. Seize the chance to create your ideal oasis in this idyllic setting!

1076 Maunawili Road, Kailua

$1,775,000

3 Beds ⋅ 2 Baths ⋅ 202611826 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Welcome to this extensively upgraded Kailua home, ideally located between world-famous Kailua Beach and the scenic Kawainui Marsh. Move-in ready, this property combines modern finishes, exceptional energy efficiency, and the best of Windward living. The modern kitchen features custom cabinetry, quartz countertops, farmhouse sink, gas range, and newer stainless steel appliances. Additional improvements include split AC throughout, engineered hardwood flooring, newer windows, French shutters, vinyl fencing, tankless water heater, and a freshly painted exterior. Enjoy significant energy savings with 25 owned Tesla solar panels paired with two Tesla Powerwall batteries for backup power and added peace of mind. Gas service powers the water heater, range, and dryer. The fully enclosed yard offers plenty of room for pets, relaxing, entertaining, or gardening. Conveniently located just minutes from Kailua's beaches, shopping, dining, MCBH, and Kawainui Marsh Opportunity for qualified buyers to assume the existing VA loan at an attractive 2.625% interest rate.

701 Kihapai Street, Kailua

$1,750,000

6 Beds ⋅ 5 Baths ⋅ 202614426 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Spacious rare single-story multigenerational home in Kailua’s Pohakupu Tract offering 6 bedrooms, 5 bathrooms, and a flexible floor plan with plenty of room to spread out. A large living room provides a comfortable central gathering space, while the open dining and kitchen area features a generous island with ample room for meal prep, casual dining, and entertaining. A separate den offers additional flexibility for a home office, media room, playroom, or additional living area. The home also features ADA-accessible elements and a convenient single-level layout and 21 PV panels. Parking is a standout, with a carport, driveway, and additional side parking providing space for multiple vehicles. Additional features include a covered laundry area, a patio off the primary bedroom, and a storage shed. Conveniently located near Kailua High School with easy access to shopping, dining, recreation, and all that Kailua has to offer. This home offers a unique combination of space, accessibility, and versatility in Kailua. OPEN HOUSE CANCELLED 8/16 DUE TO WEATHER.

1247 Ulupalakua Street, Kailua

$1,288,000

3 Beds ⋅ 2 Baths ⋅ 202615339 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Enjoy the cool trade wind breezes on the top of Keolu Hills. Single level home with 3 bedrooms, 2 baths and a den or additional office space. A fenced yard with a water sprinkler system and an open covered lanai just off an enlarged kitchen. Convenient to shopping at Enchanted Lake Center - Safeway, McDonalds, L&L Barbecue & Much MORE!!! Number of bedrooms differ from tax records. Open House on Sunday, August 23rd 2-5 pm

1503 Kupau Street, Kailua

$3,995,000

4 Beds ⋅ 3 Baths ⋅ 202615408 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM

Just 3 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

$1,323,000

3 Beds ⋅ 1 Baths ⋅ 202615389 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM

Versatile and inviting, this property offers a spacious open floor plan, wet bar hookup, and a level, enclosed yard, ideal for everyday living and entertaining. The oversized storage building, complete with electricity, provides exceptional flexibility for storage, hobbies, or a workshop. Additional highlights include 200-amp meter service and the exterior was recently painted. Conveniently located just minutes from Enchanted Lake Shopping Center, theaters, and Kailua Town, you’ll enjoy easy access to shopping, dining, and everyday amenities. Please enjoy the attached walkthrough video for a closer look!

1096 Liku Street, 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.