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Kailua, United States
2 May — 3 May2
...and more
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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 ($951). Conversely, the most expensive month to stay in Kailua is August ($4,371).
What is the cheapest day to stay in a vacation rental in Kailua?
The cheapest day to stay in Kailua is Sunday ($543). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $3,228.
Discover affordable stays in Kailua that provide a quality experience without breaking the bank. Hotels in Kailua can be found for as low as $472 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 25 April 2025
For those on a budget, these are the cheapest holiday rentals available in Kailua for the selected dates. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Explore different neighbourhoods and areas within Kailua to find the perfect location for your stay. Map data was last updated on 25 April 2025.
Whether you're visiting Kailua for leisure or business, utilise the map to find holiday rentals close to your ideal location. Users can click on a holiday rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.
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 25 April 2025.
How much does a holiday rental in Kailua cost?
$1,187/night is a typical cost for a holiday rental in Kailua throughout the year. Rental prices do vary though, and you’ll find that September is the most expensive month to book, and October is the cheapest month to book. HotelsCombined users recently found Kailua holiday rentals for as low as $252/night. In general, any Kailua rental for $1,022 or less is a good deal.
Are there any Bed & Breakfast holiday rentals in Kailua?
At the moment, there are 24 properties listed as a Bed & Breakfast holiday rental in Kailua. A popular Bed & Breakfast in Kailua amongst our users is La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu).
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