Kawailoa Kailua Homes with Sunset View

Welcome to Kawailoa Kailua, a stunning slice of paradise nestled on the beautiful island of Oahu, Hawaii. This charming neighborhood is renowned for its breathtaking landscapes, pristine beaches, and a close-knit community that embraces the spirit of aloha. With the majestic Ko'olau Mountains as a backdrop and the sparkling turquoise waters of the Pacific Ocean just a stone's throw away, Kawailoa Kailua is a haven for those seeking both tranquility and adventure.

The homes in this idyllic area are a true reflection of the stunning surroundings. Many properties boast spectacular sunset views, allowing residents to unwind each evening while soaking in the vibrant hues of orange, pink, and purple that paint the sky as the sun dips below the horizon. Imagine sipping your favorite beverage on your lanai, watching the day fade into night, all while being enveloped by the soothing sounds of the ocean waves.

Kawailoa Kailua is not just about picturesque views; it’s also a community that offers a wealth of outdoor activities. From surfing and paddleboarding at the nearby Lanikai Beach to hiking the lush trails of the surrounding mountains, there’s no shortage of ways to embrace the natural beauty of the area. The neighborhood is also conveniently located near charming local shops, delightful eateries, and vibrant farmers' markets, making it easy to enjoy the best of island living.

Whether you’re looking for a permanent residence or a vacation getaway, Kawailoa Kailua offers a unique blend of serene coastal living and a vibrant community spirit. Come experience the magic of sunsets and the warmth of aloha in this enchanting neighborhood!

Newest Kawailoa Kailua Homes with Sunset View

$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.