Kawailoa Kailua Homes with Garden View

Welcome to Kawailoa, a hidden gem nestled in the heart of Kailua, Oahu, where lush landscapes and tranquil living converge to create an idyllic paradise. This charming neighborhood is renowned for its stunning natural beauty, offering residents a unique blend of coastal and garden views that truly embody the spirit of Hawaii.

Kawailoa is characterized by its serene atmosphere, with tree-lined streets and a welcoming sense of community. The area is dotted with beautiful homes, many of which boast picturesque garden views, allowing you to enjoy the vibrant flora and fauna that thrive in this tropical climate. Imagine waking up each morning to the soothing sounds of nature, with the gentle rustle of palm trees and the sweet scent of blooming flowers wafting through your windows.

The neighborhood is just a short stroll from the pristine beaches of Kailua, where you can bask in the sun, surf the waves, or take a leisurely walk along the shore. For outdoor enthusiasts, Kawailoa is a gateway to numerous hiking trails and parks, perfect for exploring the lush landscapes that make Oahu so special.

Families will appreciate the close-knit community feel and the nearby top-rated schools that cater to all ages. With local shops, cafes, and restaurants just moments away, you’ll find everything you need within reach, all while enjoying the laid-back island lifestyle.

In Kawailoa, you’re not just buying a home; you’re investing in a lifestyle enriched by nature, community, and the beauty of the Hawaiian spirit. Come experience the charm of Kawailoa Kailua, where your dream home with a garden view awaits!

Newest Kawailoa Kailua Homes with Garden 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.