Kawailoa Kailua Homes with Fee Simple Land tenure

Welcome to Kawailoa Kailua, a hidden gem nestled on the enchanting island of Oahu, Hawaii. This idyllic neighborhood is renowned for its breathtaking natural beauty, offering a harmonious blend of lush landscapes, pristine beaches, and a vibrant community spirit. With its laid-back atmosphere and stunning ocean views, Kawailoa Kailua is the perfect place to call home.

As you stroll through the tree-lined streets, you'll discover charming homes that reflect the essence of island living. Many properties in Kawailoa Kailua boast fee simple land tenure, allowing homeowners to enjoy the ultimate sense of ownership and freedom. This feature not only provides a sense of stability but also enhances the investment potential of your home in this sought-after area.

Kawailoa Kailua is a paradise for outdoor enthusiasts. With the famous Kailua Beach just moments away, residents can indulge in a variety of water activities, from paddleboarding to snorkeling, or simply relax on the golden sands while soaking in the sun. The nearby Lanikai Beach, consistently rated among the best beaches in the world, offers a picturesque backdrop for morning walks or sunset picnics.

The neighborhood is also home to a tight-knit community, where friendly faces and local shops create a warm and welcoming environment. Enjoy fresh produce at local farmers' markets or savor delicious meals at nearby eateries, all while embracing the rich cultural heritage of the area.

Whether you're looking for a serene retreat or an adventurous lifestyle, Kawailoa Kailua is an enchanting locale that promises the perfect blend of comfort, beauty, and community. Come and experience the magic of island living in this captivating neighborhood!

Newest Kawailoa Kailua Homes with Fee Simple Land tenure

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 71 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.