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 627 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 $102/night. Or if you are willing to splurge on a luxury vacation in Kailua, there are 63 between $1,200 and $12,877/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 vacation needs. The most popular types of short-term rental homes in Kailua are houses, private rooms and condos. 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,, 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:
- House443 vacation rentals
- Private Room79 vacation rentals
- Condo75 vacation rentals
- Villa17 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:
- Lanikai Monument: 1,195 vacation rentals
- Lanikai Park: 1,195 vacation rentals
- Pillbox Hike: 1,195 vacation rentals
- Kalama Beach Park: 1,195 vacation rentals
- Lanikai Beach: 1,195 vacation rentals
- Kailua Beach Park: 1,195 vacation rentals
- Manoa Chocolate Hawaii: 561 vacation rentals
- Ulupō Heiau State Historic Site: 539 vacation rentals
- Enchanted Lake Community Park: 539 vacation rentals
- Iwo Jima Memorial: 539 vacation rentals