Kawailoa Kailua Condos for Sale

Welcome to Kawailoa Kailua, a hidden gem nestled on the stunning windward coast of Oahu. This enchanting neighborhood is known for its lush landscapes, pristine beaches, and a relaxed, laid-back atmosphere that captures the essence of island living. With its proximity to the azure waters of Kailua Beach and the breathtaking views of the Ko'olau Mountains, Kawailoa offers a unique blend of natural beauty and community charm.

Kawailoa Kailua is a haven for outdoor enthusiasts, boasting an array of recreational activities such as surfing, paddleboarding, and hiking. The nearby Lanikai Beach, often hailed as one of the best beaches in the world, is just a stone's throw away, inviting residents to soak up the sun or take a leisurely stroll along the shoreline. The neighborhood is also home to an eclectic mix of local shops, cafes, and restaurants, ensuring that you have everything you need right at your fingertips.

For those considering a move to this picturesque locale, there are a variety of condos for sale that cater to diverse lifestyles and budgets. These condos often feature modern amenities, spacious layouts, and stunning ocean or mountain views, making them perfect for both permanent residents and vacationers alike. Imagine waking up to the sound of waves crashing and enjoying your morning coffee on a private lanai, all while being surrounded by the natural beauty that Kawailoa Kailua has to offer.

With its welcoming community, breathtaking scenery, and convenient access to both adventure and relaxation, Kawailoa Kailua is not just a place to live—it's a lifestyle waiting to be embraced. Explore the available condos for sale today and discover your own piece of paradise in this idyllic neighborhood.

Newest Kawailoa Kailua Condos for Sale

$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.