Kawailoa Kailua Condos for Sale

Welcome to Kawailoa Kailua, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. This charming neighborhood offers a unique blend of laid-back island living and vibrant community spirit, making it an ideal place to call home. With its pristine beaches, lush landscapes, and breathtaking mountain views, Kawailoa Kailua is a paradise for outdoor enthusiasts and those seeking tranquility.

Kawailoa Kailua is renowned for its close-knit community and welcoming atmosphere. Residents enjoy a relaxed lifestyle, with easy access to local shops, farmer's markets, and delightful eateries that showcase the best of Hawaiian cuisine. The neighborhood is also home to picturesque parks and scenic walking trails, perfect for morning strolls or afternoon picnics with family and friends.

For those considering a move to this idyllic area, there are a variety of condos for sale that cater to different lifestyles and budgets. These beautifully designed properties offer modern amenities, stunning ocean views, and easy access to the beach, making them perfect for both full-time residents and vacationers. Whether you're searching for a cozy one-bedroom retreat or a spacious multi-bedroom unit for the whole family, the condos in Kawailoa Kailua provide a perfect blend of comfort and convenience.

Embrace the aloha spirit and discover the unparalleled beauty of Kawailoa Kailua. With its tranquil atmosphere and vibrant community, this neighborhood offers the perfect backdrop for your next home. Explore the available condos for sale today and take the first step toward your dream island lifestyle!

Newest Kawailoa Kailua Condos for Sale

$1,450,000

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

Listing courtesy of Compass.

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.