Kailua Homes with Lakefront Frontage

Welcome to Kailua, a picturesque gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, vibrant local culture, and a laid-back island lifestyle, Kailua offers an idyllic setting for those seeking both adventure and tranquility. With its lush landscapes, crystal-clear waters, and breathtaking mountain views, this charming town is a haven for outdoor enthusiasts and families alike.

Kailua is not just about its stunning beaches; it also boasts a unique feature that sets it apart—homes with lakefront frontage. Imagine waking up to the gentle sounds of nature, with serene lake views right outside your window. These stunning properties offer a rare opportunity to enjoy both the beauty of lakeside living and the allure of island life. Whether you’re looking for a cozy bungalow or a luxurious estate, the lakefront homes in Kailua provide a perfect backdrop for relaxation and recreation.

The community is known for its friendly atmosphere and active lifestyle. Residents can enjoy kayaking, paddleboarding, and hiking, with the famous Lanikai Beach just a short drive away. Local shops, cafes, and farmers' markets add to the vibrant community spirit, making Kailua a wonderful place to call home.

Whether you’re drawn to the tranquility of lakefront living or the excitement of island adventures, Kailua has something for everyone. Discover your dream home in this enchanting paradise and experience the best of what Hawaii has to offer. Let Kailua be the backdrop for your next chapter!

Newest Kailua Homes with Lakefront Frontage

$3,400,000

4 Beds ⋅ 3 Baths ⋅ 202613350 MLS ⋅ FS - Fee Simple Tenure ⋅ 22 DOM

Who's ready for NEW? Rarely available, fully renovated waterfront retreat on Enchanted Lake with panoramic 180-degree lake and mountain views. All permits are closed for peace of mind. Launch your kayak from your own backyard and experience the ultimate island lifestyle. Situated on a fully fenced 10,400 sq. ft. lot, this exceptional home offers 4 bedrooms and 3 bathrooms with a versatile floor plan that lives as a 3-bedroom, 2-bath main residence plus a separate 1-bedroom, 1-bath living space. Rebuilt from the studs with new electrical, copper plumbing, two new sewer lines, insulation, Level 5 drywall, windows, doors, vaulted ceilings, luxury wide-plank flooring, custom tile finishes in all baths, and Mitsubishi split A/C throughout. The chef's kitchen features custom KraftMaid cabinetry, a walk-in pantry, and premium Thermador appliances. Outside, enjoy a new pool with dual water features, a 60+ ft. covered stamped concrete lanai, bamboo outdoor shower, lush tropical landscaping, in-ground irrigation, 18 owned PV panels, and easy access to Kailua Town, world-famous beaches, shopping, dining, parks, and schools. Live, Love, Lake Life!

1247 Kahili Street, Kailua

$3,750,000

5 Beds ⋅ 4 Baths ⋅ 202612388 MLS ⋅ FS - Fee Simple Tenure ⋅ 31 DOM

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

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 65 DOM ⋅ Windsurfer BLDG.

Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities. This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends. Most importantly ... Yes, PET FRIENDLY! Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu. CALL today to learn all about the outstanding lifestyle at the Windsurfer!

445 Kawailoa Road Unit 4, 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.