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Vacation rentals in Kailua

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Kailua, United States
4 May — 5 May2
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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 December (S$ 475). Conversely, the most expensive month to stay in Kailua is October (S$ 2,804).

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

The cheapest day to stay in Kailua is Sunday (S$ 335). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is S$ 1,680.
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Cheapest holiday rentals in Kailua, Hawaii

Discover affordable stays in Kailua that provide a quality experience without breaking the bank. Hotels in Kailua can be found for as low as S$ 371 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 27 April 2025
For those on a budget, these are the cheapest vacation 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.
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Jenny's Cottage Waikiki
Jenny's Cottage Waikiki

Jenny's Cottage Waikiki

Honolulu, O'ahu, HI, United States
5.1 km from city centre
Air conditioning
S$ 371
Avg. per night
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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 27 April 2025.
Use the map to find vacation rentals in Kailua that are close to the points of interest you'll be frequenting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

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 27 April 2025.

  • How much does a holiday rental in Kailua cost?

    On average, it costs S$ 1,032 per night for a Kailua holiday rental, but S$ 912 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Kailua was for S$ 175 per night. If you can, try to avoid booking your rental September (as this is the most expensive month). Booking April (the cheapest month) may end up saving you money.

  • 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).

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