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Holiday hires in Kailua-Kona

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Travel insights for holiday rentals in Kailua-Kona

Use these up-to-date, data-driven insights about booking a holiday rental in Kailua-Kona including ideal times to book, pricing trends, and more.

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 August ($408). Conversely, the most expensive month to stay in Kailua-Kona is November ($706).

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

The cheapest day to stay in Kailua-Kona is Tuesday ($363). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $776.

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 $282 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 $216 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 9 December 2025
Currently, these are the lowest-priced holiday rentals in Kailua-Kona we've come across for the dates selected. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
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
$216
Avg. per night
View Deal
Kona Islander Inn Condos
Kona Islander Inn Condos

Kona Islander Inn Condos

75-5776 Kuakini Highway, Kailua-Kona, The Big Island, HI, United States
0.3 km from city centre
Free Wi-Fi
Parking
$236
Avg. per night
View Deal
Castle at Kona Reef
Castle at Kona Reef

Castle at Kona Reef

Kailua-Kona, The Big Island, HI, United States
1.1 km from city centre
Air conditioning
$336
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
$351
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
$410
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
$433
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,248 hotels in Kailua-Kona and price data was last updated on 9 December 2025. The average price for a hotel in Kailua-Kona is $509/night.
Aston Kona By The Sea
Aston Kona By The Sea

Aston Kona By The Sea

75-6106 Alii Drive, Kailua-Kona, The Big Island, HI, United States
2.8 km from city centre
$342
Avg. per night
View Deal
Pacific 19 Kona
Pacific 19 Kona

Pacific 19 Kona

75-5646 Palani Road, Kailua-Kona, The Big Island, HI, United States
0.7 km from city centre
Free Wi-Fi
$259
Avg. per night
View Deal
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
$1,177
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
$351
Avg. per night
View Deal
Four Seasons Resort Hualalai
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

72-100 Ka'Upulehu Drive, Kailua-Kona, The Big Island, HI, United States
20.9 km from city centre
Free Wi-Fi
$2,114
Avg. per night
View Deal
Sea Village
Sea Village

Sea Village

75-5992 Alii Drive, Kailua-Kona, The Big Island, HI, United States
1.9 km from city centre
$303
Avg. per night
View Deal
Mauna Lani, Auberge Collection
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

68-1400 Mauna Lani Drive, Kailua-Kona, The Big Island, HI, United States
36.5 km from city centre
$1,081
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 9 December 2025.
Utilise the map to find properties close to the Kailua-Kona area(s) or attractions you plan on visiting. You can find more information on a particular holiday rental within the map by clicking on its name.

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 9 December 2025.

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

    $510 per night is how much a holiday rental in Kailua-Kona costs, on average. $52 per night was the cheapest price recently found by our users, though anything for $369 per night or less is a good deal. Keep in mind that Kailua-Kona holiday rental prices fluctuate throughout the year: the most expensive month to book is February, and the cheapest time to book is February.

  • 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 Bears' Place Guest House holiday rental. This holiday apartment is just 6.8 km away from the Kailua-Kona airport.

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

    If you’re looking to book a Resort holiday rental in Kailua-Kona, then you have 32 to choose from. We recommend looking at Royal Kona Resort as it’s currently the most popular Resort rental among our users.

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