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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 June ($391). Conversely, the most expensive month to stay in Kailua-Kona is December ($771).

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

The cheapest day to stay in Kailua-Kona is Tuesday ($460). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $859.

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 $277 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 $250 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 22 January 2026
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
$250
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
$366
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
$411
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
$463
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,221 hotels in Kailua-Kona and price data was last updated on 22 January 2026. The average price for a hotel in Kailua-Kona is $508/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
$1,168
Avg. per night
View Deal
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
$488
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
$319
Avg. per night
View Deal
Big Island Retreat - No Resort Fees
Big Island Retreat - No Resort Fees

Big Island Retreat - No Resort Fees

78-226 Kahaluu Road, Kailua-Kona, The Big Island, HI, United States
7.0 km from city centre
Free Wi-Fi
Parking
$308
Avg. per night
View Deal
Kailua Village#701
Kailua Village#701

Kailua Village#701

Kailua-Kona, The Big Island, HI, United States
0.2 km from city centre
$348
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
$411
Avg. per night
View Deal
Kona Mansions
Kona Mansions

Kona Mansions

Kailua-Kona, The Big Island, HI, United States
1.0 km from city centre
Air conditioning
$643
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 22 January 2026.
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 22 January 2026.

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

    $508 per night is how much a holiday rental in Kailua-Kona costs, on average. $56 per night was the cheapest price recently found by our users, though anything for $365 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 April, and the cheapest time to book is September.

  • 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 Kailua-Kona holiday rentals with “Air-conditioned” listed as an amenity?

    Yes, there are 2 holiday rentals in Kailua-Kona with “Air-conditioned” listed as an amenity, the most popular being the Bears' Place Guest House rental based on user data.

  • 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.

See more FAQs

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