Kawailoa Kailua Homes with Fee Simple Land tenure

Welcome to Kawailoa Kailua, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. This enchanting neighborhood is known for its breathtaking natural beauty, characterized by lush greenery, pristine beaches, and an inviting sense of community. With the majestic Ko'olau Mountains as a backdrop, Kawailoa offers a serene escape from the hustle and bustle of city life while still providing easy access to all the amenities you need.

Kawailoa Kailua is particularly appealing to homebuyers seeking properties with fee simple land tenure, ensuring full ownership and control over your slice of paradise. Here, you’ll find a diverse selection of homes, ranging from charming beach cottages to modern luxury estates, all designed to embrace the island lifestyle. Imagine waking up to the sound of waves gently lapping the shore and enjoying your morning coffee on a sun-drenched lanai.

The neighborhood is not just about stunning homes; it’s also about a vibrant lifestyle. Residents enjoy access to some of the best beaches in Hawaii, including the famous Kailua Beach and Lanikai Beach, both just a short stroll away. Outdoor enthusiasts will appreciate the numerous hiking trails, water sports, and the welcoming atmosphere of local parks.

Kawailoa Kailua is also home to a friendly community, where neighbors become friends and local events bring everyone together. With its unique blend of natural beauty, community spirit, and prime real estate opportunities, Kawailoa Kailua is the perfect place to call home. Embrace the island life and discover your dream home in this idyllic neighborhood today!

Newest Kawailoa Kailua Homes with Fee Simple Land tenure

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 107 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

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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.