The best rentals from the top sites, all in one place

We believe finding a vacation rental in Kailua should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Kailua

Vacation rentals in Kailua

There are 245 vacation rentals near Kailua for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Kailua vacation, you can find 10% rentals under $121/night. Or if you are willing to splurge on a luxury vacation in Kailua, there are 25 between $2,362 and $11,555/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 24 there are short term home and apartment rentals in Kailua to fit your Hawaii vacation needs. The most popular types of short-term rental homes in Kailua are houses, private rooms and apartments. Kailua has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway, Booking.com, and many more. Search your travel dates to find available Kailua vacation homes for your trip.

Where is Kailua

Though it is located close to Hawaii's largest city on its busiest island, Kailua maintains a laid-back, small-town vibe. It's the perfect spot for a rental home on Oahu. Make the most of your location by taking advantage of an authentic Kailua experience.

Quick Guide to Kailua

Kailua is known as a special slice of paradise amidst the often surprising hustle and bustle of big-city Oahu. Here's how to live like a local.
  • Beaches of Kailua: There is no need to travel outside Kailua for the perfect Hawaiian beach experience. The white sands and turquoise waters of Kailua Beach Park and Lanikai Beach await.
  • Bikes: The flat terrain on this part of the island makes it perfect for getting around on two wheels, though you may want to exercise caution during the most crowded days of the week (Saturday and Sunday).
  • Buy Local: There are so many great local boutiques and restaurants in Kailua that there's no need to venture further for your full vacation experience.

Home-types in Kailua

Kailua has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Kailua:
- Oceanfront245 vacation rentals
- Beach245 vacation rentals
- House161 vacation rentals
- Private Room39 vacation rentals
- Condo18 vacation rentals
- Apartment18 vacation rentals
- Villa14 vacation rentals

Points of interests in Kailua

Kailua has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Kailua:
- Twogood Kayaks Hawaii: 151 vacation rentals
- Kalama Beach Park: 113 vacation rentals
- Kailua Beach Park: 98 vacation rentals
- Manoa Chocolate Hawaii: 97 vacation rentals
- Pillbox Hike: 50 vacation rentals