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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 June ($482). Conversely, the most expensive month to stay in Kailua is February ($2,302).
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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 24 October 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 24 October 2025.

  • How much does a holiday rental in Kailua cost?

    $1,127/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 $190/night. In general, any Kailua rental for $1,066 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).

Find better results for your stay in Kailua

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.