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Vacation rentals in Kailua-Kona

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Travel insights for holiday rentals in Kailua-Kona

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Kailua-Kona.

What is the cheapest month to book a vacation rental in Kailua-Kona?

The cheapest month to book a vacation rental in Kailua-Kona is September ($229). Conversely, the most expensive month to stay in Kailua-Kona is October ($502).

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

The cheapest day to stay in Kailua-Kona is Tuesday ($247). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $353.

How far ahead should you book a vacation rental in Kailua-Kona?

Save money by booking a vacation rental at least 76 days before your trip to Kailua-Kona. The lowest price found when booking 76 days ahead was $187 per night.

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Cheapest holiday rentals in Kailua-Kona, Hawaii

Discover affordable stays in Kailua-Kona that provide a quality experience without breaking the bank. Hotels in Kailua-Kona can be found for as low as $138 per night. There is currently one property in Kailua-Kona that can be booked for this price. Bears' Place Guest House is one of the hotels that can be booked for the lowest price in Kailua-Kona. Price data was last updated on 17 April 2026
For those on a budget, these are the cheapest vacation rentals available in Kailua-Kona for the selected dates. As prices can vary by date, change the dates if you're flexible to compare rates.
Bears' Place Guest House
Bears' Place Guest House

Bears' Place Guest House

Kailua-Kona, The Big Island, HI, United States
11.1 km from city centre
$138
Avg. per night
View Deal
Vacation Condos In Kona
Vacation Condos In Kona

Vacation Condos In Kona

75-5776 Kuakini Highway, Kailua-Kona, The Big Island, HI, United States
0.3 km from city centre
Air conditioning
$192
Avg. per night
View Deal
Raintree's Kona Reef
Raintree's Kona Reef

Raintree's Kona Reef

Kailua-Kona, The Big Island, HI, United States
1.1 km from city centre
Air conditioning
$234
Avg. per night
View Deal
Hale Kona Kai by Casago Kona
Hale Kona Kai by Casago Kona

Hale Kona Kai by Casago Kona

Kailua-Kona, The Big Island, HI, United States
1.0 km from city centre
Air conditioning
Free Wi-Fi
$274
Avg. per night
View Deal
Kanaloa At Kona By Outrigger
Kanaloa At Kona By Outrigger

Kanaloa At Kona By Outrigger

Kailua-Kona, The Big Island, HI, United States
8.7 km from city centre
Air conditioning
$280
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,284 hotels in Kailua-Kona and price data was last updated on 17 April 2026. The average price for a hotel in Kailua-Kona is $307/night.
Holualoa Inn
Holualoa Inn

Holualoa Inn

76-5932 Mamalahoa Highway, Kailua-Kona, The Big Island, HI, United States
4.7 km from city centre
Free Wi-Fi
$794
Avg. per night
View Deal

Where to stay in Kailua-Kona

Explore different neighbourhoods and areas within Kailua-Kona to find the perfect location for your stay. Map data was last updated on 17 April 2026.
Whether you're visiting Kailua-Kona for leisure or business, utilize the map to find vacation rentals close to your ideal location. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

Facts about staying in Kailua-Kona

Find useful tips and insights about staying in Kailua-Kona to help you make the most of your experience. FAQs were last updated on 17 April 2026.

  • How much does a holiday rental in Kailua-Kona cost?

    The average cost for a holiday rental in Kailua-Kona is $308/night. A good holiday rental deal in Kailua-Kona would be for $246/night or less. The cheapest rental deal found recently by our users was $64/night. If you’re flexible with your travel dates, then try to avoid booking October, the most expensive month of the year. Booking October is the cheapest month to book a holiday rental in Kailua-Kona.

  • What is the best Kailua-Kona holiday rental?

    Royal Sea Cliff Kona by Outrigger has a 8.1 rating from 292 users, making it the best Kailua-Kona holiday rental based on our data.

  • What’s the closest holiday rental to Kona Intl Airport?

    If you’re looking to stay close to Kona Intl Airport for your trip to Kailua-Kona, then consider booking a Royal Sea Cliff Kona by Outrigger holiday rental. This holiday apartment is just 14.7 km away from the Kailua-Kona airport.

  • Are there Kailua-Kona holiday rentals with “Pool” listed as an amenity?

    Yes, there is a holiday rental in Kailua-Kona with “Pool” as a listed amenity. According to our data, 1 rental offers this popular amenity in the Kailua-Kona area. The Royal Sea Cliff Kona by Outrigger is a popular holiday rental among HotelsCombined users who are looking for this particular perk.

  • Are there any Resort holiday rentals in Kailua-Kona?

    Yes, there are 32 Resort holiday rentals in Kailua-Kona. According to our data, Royal Kona Resort is currently the most popular Resort rental in the city.

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