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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 January ($394). Conversely, the most expensive month to stay in Kailua-Kona is September ($1,897).

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

The cheapest day to stay in Kailua-Kona is Monday ($405). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $898.

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 $308 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 $266 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 6 marzo 2026
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
$266
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
$439
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
$470
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
$485
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
$486
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,274 hotels in Kailua-Kona and price data was last updated on 6 marzo 2026. The average price for a hotel in Kailua-Kona is $652/night.
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
$266
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
$382
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
$1,351
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
$2,449
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
Free Wi-Fi
Parking
$422
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
$940
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
$478
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 6 marzo 2026.
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 6 marzo 2026.

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

    $652/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 September is the most expensive month to book, and October is the cheapest month to book. HotelsCombined users recently found Kailua-Kona holiday rentals for as low as $107/night. In general, any Kailua-Kona rental for $387 or less is a good deal.

  • What is the best Kailua-Kona holiday rental?

    Royal Sea Cliff Kona by Outrigger is considered the best Kailua-Kona holiday rental based on HotelsCombined user data. Royal Sea Cliff Kona by Outrigger has an average rating of 8.0/10 and 290 reviews.

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

    It’s only 14.7 km from Kona Intl Airport to Royal Sea Cliff Kona by Outrigger (the nearest Kailua-Kona holiday rental to the airport).

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

    You’re in luck! 1 Kailua-Kona holiday rental mentions “Pool” under their list of amenities. The Royal Sea Cliff Kona by Outrigger is the most popular holiday rental in Kailua-Kona that features this amenity.

  • 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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