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 charming neighborhood is renowned for its breathtaking natural beauty, where lush landscapes meet the azure waters of the Pacific Ocean. With its pristine beaches, vibrant local culture, and a welcoming community, Kawailoa Kailua offers an idyllic setting for those seeking a tranquil yet vibrant lifestyle.

One of the standout features of this neighborhood is its commitment to preserving the natural environment. Kawailoa Kailua is home to some of the most beautiful beaches in Hawaii, including the famous Kailua Beach and Lanikai Beach, both just a stone's throw away. Residents enjoy a plethora of outdoor activities, from kayaking and paddleboarding to hiking the scenic trails of the nearby Ko’olau Mountains. The area is also known for its friendly atmosphere, where neighbors become friends and community events bring everyone together.

Kawailoa Kailua boasts a selection of homes with Fee Simple land tenure, providing homeowners with full ownership of their property and the freedom to truly make their house a home. This aspect is particularly appealing for those looking to invest in their future while enjoying the benefits of living in a vibrant, coastal community.

With its perfect blend of natural beauty, active lifestyle, and strong community spirit, Kawailoa Kailua is not just a place to live; it’s a way of life. Come discover the magic of this enchanting neighborhood and find your dream home in paradise!

Newest Kawailoa Kailua Homes with Fee Simple Land tenure

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 82 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.