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Holiday rentals in Kailua

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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 March ($727). Conversely, the most expensive month to stay in Kailua is September ($2,491).

What is the cheapest day to stay in a vacation rental in Kailua?

The cheapest day to stay in Kailua is Saturday ($456). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,247.
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Where to stay in Kailua

Explore different neighbourhoods and areas within Kailua to find the perfect location for your stay. Map data was last updated on 9 December 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 9 December 2025.

  • How much does a holiday rental in Kailua cost?

    $1,218/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 June is the cheapest month to book. HotelsCombined users recently found Kailua holiday rentals for as low as $309/night. In general, any Kailua rental for $1,130 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 Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast.

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