Description: Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. Situated on a generous lot, the residence offers a seamless blend of indoor-outdoor living, framed by tranquil water views & lush surroundings.
The main home features 4 bedrooms & 2.5 bathrooms, thoughtfully designed with soaring ceilings, & a spacious open-concept layout that fills the interior with natural light & refreshing trade winds. Clean lines, modern finishes, & refined craftsmanship create an inviting yet sophisticated atmosphere, perfect for both everyday living & entertaining.
The fully legal 1-bedroom, 1-bath ADU—ideal for guests, extended family, or rental income—adding exceptional flexibility to this already remarkable offering.
Expansive outdoor spaces invite you to unwind, host gatherings & enjoy peaceful waterfront setting. This home delivers a lifestyle that is both rare and deeply connected to its surroundings.
Minutes from Kailua's beaches, dining and shopping.
A true once-in-a-lifetime opportunity to own a signature property in one of O‘ahu’s most desirable coastal communities.
Description: Unique home in the heart of Kailua, this beautifully remodeled luxury residence is a rare blend of striking architectural design & authentic Hawaiian charm. Thoughtfully crafted with rich lava rock accents & natural textures throughout, the home offers a warm, elevated island lifestyle that feels both refined & relaxed. The main residence features 5 spacious bedrooms & 4 bathrooms, showcasing beautiful finishes, open-concept living, & seamless indoor-outdoor flow. The chefs kitchen is a dream with a large butlers pantry. Step outside to your private oasis—an exceptional pool with a cascading waterfall & built-in jacuzzi surrounded with beautiful landscaping, creates a tranquil paradise perfect for unwinding or entertaining. The expansive covered outdoor area is designed for gathering, complete with space to barbecue, relax & even enjoy your own red light sauna. The property also includes an approved 1-bedroom, 1-bath ADU, ideal for multigenerational living, guest accommodations, or potential rental income. Whether you’re hosting unforgettable evenings under the stars or enjoying peaceful mornings surrounded by island beauty, this home captures the essence of luxury Hawaii living.
Description: Tucked away in one of Kailua’s most desirable beachside enclaves, this 3-bed, 2-bath residence offers the rare combination of private resort-style living and effortless access to world-famous Kailua Beach. Open the back gate and enjoy a leisurely stroll to turquoise waters, powder-soft sand, and the laid-back luxury lifestyle that defines Kailua living. Designed with indoor-outdoor entertaining in mind, the home centers around a sparkling in-ground pool surrounded by a generous lounge area that creates the feel of a private tropical retreat. Inside, the residence features a bright, functional layout with thoughtful updates throughout. New windows invite natural light and garden views into the living spaces. Set within a quiet, well-kept neighborhood, the home offers a peaceful residential feel while remaining just moments from some of Kailua’s favorite local destinations such as Kalapawai Market and Island Snow for shave ice, smoothies, açaí bowls and more. Whether you envision mornings spent paddleboarding at the beach, afternoons lounging poolside in private, or evenings entertaining under the stars, this exceptional Kailua property captures the essence of elevated island living.
Listing courtesy of Carvill Sotheby's Intl. Realty
Description: Nestled in one of Kailua’s most sought-after neighborhoods, this exceptional 4-bedroom, 2-bath residence sits on over 10,000 sq ft of land and offers the perfect blend of island elegance and everyday comfort—just moments from the beach.
Thoughtfully updated, the home features a beautifully renovated kitchen with sleek quartz countertops and newly remodeled bathrooms designed with modern style in mind. Skylights throughout the home invite an abundance of natural light, creating a bright and airy ambiance.
A separate living room offers a welcoming space for quiet relaxation, while the expansive family room opens seamlessly to a level, enclosed yard—ideal for entertaining, outdoor dining, and enjoying Kailua’s indoor-outdoor lifestyle.
With generous space, tasteful upgrades, and an unbeatable location near the beach, this home is a rare opportunity to experience the very best of island living.
Description: Welcome to your Kailua retreat! This rarely available canal-front property offers a perfect blend of comfort, privacy, and island lifestyle. Located along a wide section of Ka'elepulu Stream with the 5th hole of Mid-Pacific Country Club just across the canal, the setting is truly picturesque. Start your morning with welcoming sunrises and enjoy beautiful views throughout the day. The home is single-level and thoughtfully updated with new luxury vinyl plank flooring in three bedrooms and baths and fresh interior and exterior paint. Energy efficiency is enhanced by 21 PV panels (leased) with net metering and a solar water heater. A flag driveway provides quiet seclusion, opening to beautiful grassy yards and a private boat dock for water fun. Relax or entertain on the spacious covered lanai designed for year-round enjoyment. All of this just minutes from world-famous Kailua Beach and the shopping and dining of Kailua Town. Homes on the canal side are a rare find--don't miss this opportunity to make it yours!
Description: Discover the perfect blend of comfort, flexibility and island charm in this immaculately maintained 6 bdrm/3 bath single-family home in the highly desirable Kailua Estates. Situated on a 10,000 sq. ft. LEVEL lot with over 2,000 sq. ft. of interior living space, the front portion of the home offers 4 bdrm/2 bath and the back has 2 bdrm/1 bath with separate entry, ideal for extended family living or rental income. Features include fresh int/ext paint, vinyl plank flooring & polished concrete flooring, open floor plan and 16 PV panels with net metering. Escape to your very own tropical oasis with beautifully manicured landscaping that provides for a tranquil atmosphere. Ideal location near world-famous Kailua Beach, parks, shopping and restaurants. Don’t miss this fantastic opportunity!
Description: Priced well below recent appraisal and priced to move!! Opportunity Knocks in the heart of Kailua! Discover this spacious multi-gen home on a generous 12,000 sq. ft. lot, perfect for extended family or earning extra income with separate rental units. Enjoy the Old Hawaiiana ambiance with 21-ft cathedral ceilings, lava rock walls and stunning views of the Koolau Mountains. The interior has been freshly painted and the property features a charming pergola on the back deck ideal for outdoor entertaining. This versatile property offers outbuildings for an artist studio, exercise room or even a wood shop—your choice! The landscaped lot offers fruit trees with planter beds. The home boasts 6 BR and 6BA. Additional highlights include 40 owned solar panels for energy efficiency, ample parking for up to six cars, plus space for a small boat, motorized toys, and more—a rare find in this highly sought-after neighborhood! Located less than a mile from the 3 mile white sands of Kailua Beach and a short stroll to town where you'll find a plethora of restaurants, Whole Foods, Target, UFC Gym, tennis, pickle ball courts and a 50 meter pool and more. It combines convenience with island charm.
Listing courtesy of Berkshire Hathaway HmSvc HI RE
Description: Charming Kailua Estates Home – Spacious, Updated & Full of Aloha. Nestled in the heart of the highly desirable Kailua Estates, 122 Kakahiaka Street presents a rare opportunity to enjoy the best of island living—just minutes from world-renowned Kailua Beach. This spacious single-level ranch-style home offers over 2,300 square feet of living space, thoughtfully designed for comfort, function, and entertaining. The home features 3 bedrooms and 2 bathrooms, complemented by an expansive family room, multiple living areas, and a built-in bar—ideal for hosting everything from backyard bbq's to laid-back Football Sundays.
Freshly painted inside and out, recent updates include new carpet, updated lighting & ceiling fans, brand-new split AC system
Set on a generous 12,500+ sq ft lot, the fully fenced yard provides privacy, a manicured lawn, and excellent indoor-outdoor flow. Additional highlights include an enclosed laundry area, a separate workshop, and ample space for gardening, playing, or relaxing in the Hawaiian sunshine. Lovingly maintained and full of potential, this home is the perfect canvas to make your forever home in one of Kailua’s most peaceful and sought-after neighborhoods!
Listing courtesy of Carvill Sotheby's Intl. Realty
Description: Nestled at the scenic intersection of Kawainui and Ka'elepulu Canals, this expansive legacy property spans over 16,600 sq ft and offers a rare opportunity to create a custom waterfront retreat. Whether you choose to renovate the existing structure or start anew, the unparalleled location is a waterman's dream. Paddle or boat from your new backyard to Kailua Beach or cruise to Buzz’s for sunset drinks and pupus—this is island living at its finest. Opportunities like this are scarce, making it an exceptional offering for builders, investors, or those seeking a truly special homesite. Photos are digitally staged and enhanced, sale may be subject to court approval.
Listing courtesy of Berkshire Hathaway HmSvc HI RE
Description: Welcome to your private garden retreat in Kailua Estates. This single-level 4 bed, 2 bath home sits on a rare, level 12,000 sqft lot — less than a mile to both Kailua Town and the beach! Surrounded by lush landscaping and vibrant native flora, the property features a bounty of fruit trees and flowering plants, including Hayden mango, ulu, rare dwarf avocado, lemon, banana, fig, white plumeria, white hibiscus, crown flower, and more. It’s peaceful, private, and perfect for outdoor living. This unique home offers a flexible floor plan ideal for multigenerational living, remote work, or simply spreading out in comfort. Large windows invite natural light and garden views from almost every room, while the single-level design makes for easy, accessible living. This beloved neighborhood is all about lifestyle — morning strolls to the beach, bike rides into town, and evenings in your own backyard garden. Plus you’ll enjoy convenient access to shops, restaurants, and schools. This home has that laid-back Kailua charm you’ve been waiting for.
Description: The most "winning" Kailua home we've seen in a while! This SINGLE-LEVEL modern plantation home, with spacious, open rooms, high ceilings, large windows, and durable tile flooring is both elegantly casual and is mostly a new build (2023), in quality, style, and amenities. Too many features to list, including Central AC, split AC, and 49 PV panels and 6-battery backup. 3 en-suite bedrooms in 4/4 main home. Includes an ADA-friendly suite & 3,423 sf of living space in main home.
The backyard features two large lanais and a private, tropical, PebbleTech and lava rock pool & spa & stunning waterfall, lush landscape, water feature/pond, gas tiki torches, & a huge grassy lawn for play and pets. Next, further in the rear, we've got a completely separate Pool Cabana structure, with covered lanai (see last photo). The Cabana features a great room, full bathroom, and wet bar, providing another approx. 611 sf of living space, + ~272 sf open loft above
This gracious and stunning home, bespoke in detail, is like nothing else available. On an over-sized 14,790 sf level lot, located just a few short blocks from both Kailua Beach and the center of Kailua Town, this home truly has it all!
Description: Open Houses Sat Mar 1st 12-3 and Sun Mar 2nd 2-5. Welcome to your dream home in the heart of Kailua! This spacious property features 4 bedrooms and 2.5 bathrooms with over 2,500 square feet of living space perfect for anyone seeking extra room. Situated on a generous, level 10,000 square foot lot, this home offers plenty of outdoor space for entertaining, gardening, or simply enjoying the beautiful Hawaiian weather. Location is key, and this property does not disappoint. Nestled right next to Triangle Park, you'll have easy access to restaurants, shopping and recreational activities. The house is just moments away from Kailua Town and world-famous Kailua and Lanikai Beaches, where you can enjoy white sand beaches, kite-surfing, paddling and beautiful sunrises. The interior of the home boasts a flexible layout with ample potential for customization. Whether you're looking to create your ideal living space or update to your personal taste, this home is a blank canvas ready for your vision. Don't miss this rare opportunity to own a piece of Kailua real estate that combines a great location, spacious lot, and limitless potential. Tax records square footage differ from MLS.
Description: Exciting opportunity to own this single level Kailua treasure situated on desirable cul-de-sac and unique serene canal frontage property. This home offers endless possibilities for wonderful multigenerational living options with 4 bedrooms and 4 baths in the main house, with attached 2 bedroom with separate entrance. The flexible floor plan is ideal for extended families or just needing flexibility in living arrangements. The heart of the home is the large open common areas to enjoy family gatherings and celebrations with marvelous vaulted ceilings leading to tropical back yard with huge lanai facing the private and tranquil canal. Home is complete with 58 PV panels, solar water heater, 2 W/D's hookups, 2 split AC's & 3 window unit ACs, and even a large storage shed. There is ample parking and you can even park a boat on property. Embrace the island lifestyle just minutes to world-famous Kailua and Lanikai Beaches, as well as the very charming Kailua beach community with lots of shops & restaurants on the island of Oahu. Location and possibilities are everything!
