Discover a selection of 474 vacation rentals in Kailua Beach, Kailua that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $153 per night, and houses and cottages are popular options for a stay in Kailua Beach. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Kailua Beach
Destination guide

Adventures, thrills, and beauty in Kailua Beach

Adventure seekers in Hawaii turn first to the ultimate thrill lover’s paradise: Kailua Beach. Known for its clear blue waters and powdery sands, this pleasurable, 2-and-a-half-mile beach is surrounded by tiny islands. In the heart of Kailua Town, there are plenty of affordable options for shopping and dining to your heart’s content. The area boasts acres of pristine beach parks that offer awesome points to go windsurfing, kayaking, surfing, swimming, and sunbathing. It’s also within proximity of historic attractions that draw visitors to book Kailua Beach vacation rentals.


Beach life, nightlife, and touring life in lively Kailua

Beautiful turquoise waters set the tone immaculate Kailua Beach. Take advantage of the shading palm trees and enjoy a picnic with the family, or rent a kayak and enjoy an island excursion. For a more adventurous getaway, book an eco-enjoyable tour that delves into everything from remote caves to tide pools. There are adventure tours designed just for water sports, too. When the sun sets, the nightlife in Kailua Beach warms up—it’s lively, fun, and atmospheric, and it’s easy to catch a live band or hit up a local dive bar for a little casual fun.


There's no place like home--except Kailua Beach

What happens on the first day you check into a Kailua Beach vacation rental? Besides absolutely melting into a puddle of utter bliss, you’ll realize that you never want to go back home, thank you very much. Kailua Beach offers the kind of clear, sunny, occasionally windy environment that essentially defines The Perfect Weather Day. Rarely does the temperature fall below 65 degrees, which means nearly every day is someone’s definition of perfect. Summer and spring are especially friendly for those who love water sports, while winter provides at least 4 months of clear skies.

Natural features

Everything is current in this beach of two currents

There are two currents that run boldly through Kailua Bay, and they’re the reason we lovingly know the area as “Kailua,” or “two currents.” It all makes sense when it’s so simply explained, yet there’s something far deeper here than sparkling sea waters. Situated in Windward Oahu, it’s about a half-hour drive from Honolulu and is largely appreciated for its celeb-favorite beaches and postcard-perfect backdrops of Mount Olomana. The natural wetlands of Wai Nui Marsh are home to exotic wildlife, including adorable sea turtles and rare birds.

How many vacation rentals are available around Kailua Beach, Kailua?

Our 2022 property listings offer a large selection of 474 vacation rentals around Kailua Beach. From 357 house rentals to 39 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses near Kailua Beach?

Yes, of course. Vrbo has 357 Houses near Kailua Beach. Our other popular types of vacation rentals near Kailua Beach include:

  • Cottages: 39 rentals available
  • Condos/Apartments: 81 rentals available
  • Bungalows: 39 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Villas and more.

Can I find a vacation rental with pool near Kailua Beach?

Yes, you can select your preferred vacation rental with pool among our 186 vacation rentals with pool available near Kailua Beach. Please use our search bar to access the selection of vacation rentals available.