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Holiday rentals 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 ($468). Conversely, the most expensive month to stay in Kailua-Kona is April ($836).

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

The cheapest day to stay in Kailua-Kona is Tuesday ($417). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $913.

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 $324 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 $243 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 8 December 2025
Out of the holiday rentals in Kailua-Kona we've come across, these properties are priced the lowest. If you have the flexibility, change the dates selected to compare prices.
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
$243
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
$271
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
$369
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
$374
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
$469
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
$493
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,245 hotels in Kailua-Kona and price data was last updated on 8 December 2025. The average price for a hotel in Kailua-Kona is $583/night.
Kona Islander
Kona Islander

Kona Islander

755776 Alii Dr., Kailua-Kona, The Big Island, HI, United States
0.3 km from city centre
Free Wi-Fi
Parking
$242
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
$311
Avg. per night
View Deal
Kona Hawaii Guesthouse
Kona Hawaii Guesthouse

Kona Hawaii Guesthouse

77-362 Paulina Place, Kailua-Kona, The Big Island, HI, United States
6.0 km from city centre
Free Wi-Fi
Airport shuttle
$353
Avg. per night
View Deal
Mango Sunset Bed and Breakfast
Mango Sunset Bed and Breakfast

Mango Sunset Bed and Breakfast

73-4261 Hawaii Belt Rd, Kailua-Kona, The Big Island, HI, United States
9.5 km from city centre
Free Wi-Fi
$479
Avg. per night
View Deal
Hale Maluhia Country Inn
Hale Maluhia Country Inn

Hale Maluhia Country Inn

76-770 Hualalai Road, Kailua-Kona, The Big Island, HI, United States
3.9 km from city centre
Free Wi-Fi
Air conditioning
Spa
$393
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
$1,348
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 8 December 2025.
Utilise the map to find properties close to the Kailua-Kona area(s) or attractions you plan on visiting. Users can click on a holiday rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

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 8 December 2025.

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

    $584/night is a typical cost for a holiday rental in Kailua-Kona throughout the year. Rental prices do vary though, and you’ll find that April is the most expensive month to book, and February is the cheapest month to book. HotelsCombined users recently found Kailua-Kona holiday rentals for as low as $60/night. In general, any Kailua-Kona rental for $443 or less is a good deal.

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

    At the moment, there are 32 properties listed as a Resort holiday rental in Kailua-Kona. A popular Resort in Kailua-Kona amongst our users is Royal Kona Resort.

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