Kawailoa Kailua Homes with Garden View

Welcome to Kawailoa, a hidden gem nestled in the picturesque town of Kailua on the enchanting island of Oahu, Hawaii. This serene neighborhood is renowned for its stunning natural beauty, featuring lush landscapes, pristine beaches, and a vibrant community spirit that makes it an ideal place to call home.

Kawailoa is characterized by its charming homes that often boast breathtaking garden views. Imagine waking up each morning to the gentle rustle of palm trees and the vibrant colors of tropical flowers right outside your window. Many properties in this area are designed to harmonize with the natural surroundings, offering spacious yards and meticulously landscaped gardens that provide a peaceful retreat from the hustle and bustle of daily life.

The neighborhood is perfect for outdoor enthusiasts, with easy access to some of the best hiking trails, water sports, and beach activities that Oahu has to offer. The nearby Kailua Beach, known for its soft sands and crystal-clear waters, is just a short stroll away, making it a favorite spot for families and sun-seekers alike.

Community events and local farmers' markets foster a strong sense of belonging among residents, while the close-knit atmosphere invites you to connect with your neighbors. From cozy cafés to boutique shops, Kawailoa offers a delightful blend of local charm and modern conveniences.

Whether you’re seeking a tranquil retreat or an active lifestyle, Kawailoa in Kailua is the perfect place to enjoy the best of island living, with homes that celebrate the beauty of garden views and the spirit of Aloha. Come discover your dream home in this enchanting neighborhood!

Newest Kawailoa Kailua Homes with Garden View

$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

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.