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Vacation rentals in Kailua

Search and compare Kailua, HI vacation rentals from hundreds of travel sites on HotelsCombined and save.

Kailua, United States
2 May — 3 May2
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Travel insights for vacation rentals in Kailua

Use these up-to-date, data-driven insights about booking a vacation 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 (C$ 652). Conversely, the most expensive month to stay in Kailua is August (C$ 3,000).

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

The cheapest day to stay in Kailua is Sunday (C$ 373). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is C$ 2,216.
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Cheapest vacation 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 C$ 391 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 vacation rentals available in Kailua for the selected dates. As prices can vary by date, change the dates if you're flexible to compare rates.
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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
C$ 391
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 25 April 2025.
Whether you're visiting Kailua for leisure or business, utilize the map to find vacation rentals close to your ideal location. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

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 vacation rental in Kailua cost?

    Kailua vacation rentals are C$ 984/night on average. However, you may find that prices fluctuate depending on the time of year. For example, September is the most expensive month to book a vacation rental in Kailua, and October is often the cheapest month to book. Recently, our users found rentals for C$ 209/night - which is currently the cheapest price. Keep in mind that anything C$ 846/night or less is still considered a good deal.

  • Are there any Bed & Breakfast vacation rentals in Kailua?

    Yes, there are 24 Bed & Breakfast vacation rentals in Kailua. According to our data, La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu) is currently the most popular Bed & Breakfast rental in the city.

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