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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 September ($510). Conversely, the most expensive month to stay in Kailua-Kona is March ($1,162).

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

The cheapest day to stay in Kailua-Kona is Monday ($580). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $1,402.

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

Save money by booking a vacation rental at least 67 days before your trip to Kailua-Kona. The lowest price found when booking 67 days ahead was $204 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 $278 per night. There is currently one property in Kailua-Kona that can be booked for this price. Arnott's Lodge & Hiking Adventures is one of the hotels that can be booked for the lowest price in Kailua-Kona. Price data was last updated on 25 July 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.
Arnott's Lodge & Hiking Adventures
Arnott's Lodge & Hiking Adventures

Arnott's Lodge & Hiking Adventures

Hilo, The Big Island, HI, United States
4.9 km from city centre
Air conditioning
$278
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
$341
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
$371
Avg. per night
View Deal
Fairway Villas Waikoloa By Outrigger
Fairway Villas Waikoloa By Outrigger

Fairway Villas Waikoloa By Outrigger

Waikoloa Village, The Big Island, HI, United States
10.0 km from city centre
Air conditioning
$425
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,858 hotels in Kailua-Kona and price data was last updated on 25 July 2025. The average price for a hotel in Kailua-Kona is $510/night.
Outrigger Kona Resort and Spa
Outrigger Kona Resort and Spa

Outrigger Kona Resort and Spa

78-128 Ehukai Street, Kailua-Kona, The Big Island, HI, United States
9.3 km from city centre
Pool
Free Wi-Fi
$476
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
$2,155
Avg. per night
View Deal
Kona Coast Resort
Kona Coast Resort

Kona Coast Resort

78-6842 Alii Drive, Kailua-Kona, The Big Island, HI, United States
8.1 km from city centre
Free Wi-Fi
Parking
$305
Avg. per night
View Deal
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

75-5660 Palani Road, Kailua-Kona, The Big Island, HI, United States
0.7 km from city centre
Free Wi-Fi
$576
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
$502
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 25 July 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 25 July 2025.

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

    $511 per night is how much a holiday rental in Kailua-Kona costs, on average. $60 per night was the cheapest price recently found by our users, though anything for $334 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 August, and the cheapest time to book is February.

  • 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.

Find better results for your stay in Kailua-Kona

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under $76 and Hotels Under $151. Discover hotel discounts now and make your hotel reservation today.