Search and compare Kailua, HI holiday rentals from hundreds of travel sites on HotelsCombined and save.
Kailua, United States
1 May — 2 May2
...and more
Learn why travellers love HotelsCombined
Compare hotel ratings collected from thousands of user reviews.
One search gives you accurate pricing on affordable hotels.
Customie your results by hotel chain, amenities, price and more.
Search for hotels as many times as you want – for free.
Travel insights for holiday rentals in Kailua
Use these up-to-date, data-driven insights about booking a holiday rental in Kailua including ideal times to book, pricing trends, and more.
What is the cheapest month to book a vacation rental in Kailua?
The cheapest month to book a vacation rental in Kailua is November (€263). Conversely, the most expensive month to stay in Kailua is August (€1,208).
What is the cheapest day to stay in a vacation rental in Kailua?
The cheapest day to stay in Kailua is Sunday (€150). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is €892.
Discover affordable stays in Kailua that provide a quality experience without breaking the bank. Hotels in Kailua can be found for as low as €248 per night. There is currently one property in Kailua that can be booked for this price. Jenny's Cottage Waikiki is one of the hotels that can be booked for the lowest price in Kailua. Price data was last updated on 24 April 2025
For those on a budget, these are the cheapest holiday rentals available in Kailua for the selected dates. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Explore different neighbourhoods and areas within Kailua to find the perfect location for your stay. Map data was last updated on 24 April 2025.
Utilise the map to find properties close to the Kailua area(s) or attractions you plan on visiting. You can find more information on a particular holiday rental within the map by clicking on its name.
Facts about staying in Kailua
Find useful tips and insights about staying in Kailua to help you make the most of your experience. FAQs were last updated on 24 April 2025.
How much does a holiday rental in Kailua cost?
The average cost for a holiday rental in Kailua is €624/night. A good holiday rental deal in Kailua would be for €537/night or less. The cheapest rental deal found recently by our users was €132/night. If you’re flexible with your travel dates, then try to avoid booking September, the most expensive month of the year. Booking October is the cheapest month to book a holiday rental in Kailua.
Are there any Bed & Breakfast holiday rentals in Kailua?
There are 24 holiday rentals in Kailua that fall under the Bed & Breakfast category, the most popular is La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu).
Find better results for your stay in Kailua
Popular holiday destinations in Hawaii
Find holiday rentals in popular Hawaii cities that fit your unique needs
HotelsCombined and its partners wish to use cookies or similar technologies to store and/or access information on and about your device and process personal data such as your IP address, device identifiers etc., in order to improve your experience on the site, to analyse navigation, to offer and measure personalised advertising, and to facilitate sharing on social networks. We also allow the use of third-party cookies (including those from our advertising partners) on our sites.
By clicking 'Accept', you consent to your data being processed by 0 vendors on this web site for the purposes described in this notice. You can review the vendors and their individual processing purposes on the .
To review individual processing purposes and cookie categories, please click ’Select individual purposes’. You can review your choices and withdraw your consent at any time by clicking the ’Privacy Preferences’ link in the page side navigation.