Kawailoa Kailua Condos for Sale

Welcome to Kawailoa Kailua, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. This charming neighborhood is a paradise for those seeking a blend of laid-back island living and vibrant community spirit. With its lush landscapes, pristine beaches, and breathtaking mountain views, Kawailoa Kailua offers an idyllic setting for families, retirees, and everyone in between.

One of the most alluring features of Kawailoa Kailua is its proximity to the soft sands of Kailua Beach, where residents can enjoy sunbathing, paddleboarding, and beach volleyball. The area is also known for its charming boutiques, delightful cafes, and local eateries that showcase the rich flavors of Hawaiian cuisine. With a strong sense of community, residents often gather for local events and farmers' markets, fostering connections and friendships that last a lifetime.

For those considering a move to this picturesque neighborhood, there are a variety of condos for sale that cater to diverse lifestyles and budgets. Whether you’re looking for a cozy beachfront retreat or a spacious condo with modern amenities, Kawailoa Kailua has something for everyone. Many of these properties boast stunning ocean views, private lanais, and easy access to the beach, ensuring that you can fully embrace the island lifestyle.

Living in Kawailoa Kailua means indulging in the beauty of nature while enjoying the comforts of a welcoming community. Experience the magic of this enchanting neighborhood—your dream home awaits!

Newest Kawailoa Kailua Condos for Sale

$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.