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Living in Kailua

Kailua truly is like no other neighborhood on Oahu. Boasting both a refreshing, small town charm and big city amenities, Kailua has evolved into one of the most sought-after communities in which to settle down and raise a family. Known as a relaxed and laid-back beach neighborhood, Kailua is tucked away on the windward side of Oahu featuring world-class beaches, popular boutique shops, gourmet eateries and a plethora of natural wonders that will please anyone who chooses to make this place home.

From the world-renowned Lanikai Beach and Kailua Beach Park, to the breathtaking Koolau mountain range off in the distance, Kailua has no shortage of natural landscapes to delight its residents and visitors alike. Comprised of a large number of single-family home neighborhoods including Lanikai, Enchanted Lake, Maunawili, Hillcrest and more, Kailua living is diverse, with the one commonality being its relaxed, beachside, small-town feel. 

With long, sprawling sidewalks and leisurely speed limits, Kailua is a pedestrian and bike rider’s paradise, where one can typically find as many people wandering town on foot and two wheels as those driving in cars. Oneawa Street is one of the busiest stretches in town, serving as the hub for Whole Foods, Down to Earth Organic & Natural, Target, Safeway, Foodland, Longs, and Walgreens, in addition to a wide selection of boutiques, restaurants, and coffee shops. 

For the more adventurous types, Kailua is rich with outdoor recreational activities, including a visit to the lush Kawainui Regional Park, a golf session at Mid Pacific Country Club, and a hike at the popular Lanikai Pillbox hike trail. While Kailua is also fitted with gyms such as UFC Gym, Windward Fitness and Anytime Fitness, with the variety of watersports to the exciting hiking trails, there’s really no need for a gym membership! 

Real Estate of Kailua

With over 12,000 housing units in the neighborhood, Kailua features predominantly single-family detached homes, with a smaller selection of apartment complexes, row houses and duplexes. The vast majority of single-family homes are owner occupied, and comprised of three to four bedrooms. Despite the large number of separate communities nestled within the Kailua region, the bulk of the town’s residences were constructed in the mid-20th century, and feature a blend of Hawaiian plantation style and more modern, upscale designs. 

Kailua Listings with Virtual Tours

Kai Moena “House of the Resting Sea”

Ka Malanai #8303

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