Kawailoa Kailua Homes with Other Frontage

Welcome to the charming neighborhood of Kawailoa in Kailua, Hawaii. Situated in the picturesque city of Kailua in Honolulu County, this area offers a perfect blend of natural beauty and modern convenience. One of the unique features of the homes in Kawailoa is their stunning oceanfront location. Imagine waking up to the sound of waves crashing on the shore and enjoying breathtaking sunsets right from your doorstep.

Homes with ocean frontage in Kawailoa are truly special, offering residents the opportunity to live a luxurious coastal lifestyle. Whether you're a water sports enthusiast, a beach lover, or simply enjoy the tranquility of the ocean, these homes provide the perfect setting to enjoy all that waterfront living has to offer.

In addition to the beautiful homes, Kawailoa boasts a close-knit community atmosphere and easy access to a range of amenities. From trendy boutiques and delicious dining options to outdoor recreational activities and top-rated schools, this neighborhood has something for everyone.

If you're looking for a place to call home that offers a unique blend of natural beauty and modern living, Kawailoa in Kailua is the perfect choice. Come and discover the magic of oceanfront living in this idyllic neighborhood in Hawaii.

Newest Kawailoa Kailua Homes with Other Frontage

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 64 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

$1,495,000

2 Beds ⋅ 2 Baths ⋅ 202519242 MLS ⋅ FS - Fee Simple Tenure ⋅ 329 DOM

Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kailua Beach, this charming 2-bedroom, 2-bath cottage makes every day feel like vacation. A cozy size set on a low-maintenance parcel, it lives comfortably larger—providing all the benefits of a single-family home without the maintenance fees of a condo. Enjoy park and partial ocean views from multiple rooms, and dining al fresco on your private lanai. Wander a few minutes to Kailua or Lanikai Beach for paddleboarding, kite boarding, kayaking, snorkeling, or open-water swims. With bike paths out your front door, a restaurant a stroll away, a public charter school just up the road, and a private country club nearby, this cottage places you in the heart of Kailua’s active, outdoor lifestyle.

29 Alala Road, 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.