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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 November ($721). Conversely, the most expensive month to stay in Kailua-Kona is February ($1,436).

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

The cheapest day to stay in Kailua-Kona is Tuesday ($743). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,025.

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

Save money by booking a vacation rental at least 62 days before your trip to Kailua-Kona. The lowest price found when booking 62 days ahead was $302 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 $240 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 9 September 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.
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
$240
Avg. per night
View Deal
Closest To Ironman Start - Islander Inn Condos
Closest To Ironman Start - Islander Inn Condos

Closest To Ironman Start - Islander Inn Condos

Kailua-Kona, The Big Island, HI, United States
0.3 km from city centre
Air conditioning
$354
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
$413
Avg. per night
View Deal
Aloha Junction Bed & Breakfast
Aloha Junction Bed & Breakfast

Aloha Junction Bed & Breakfast

Volcano, The Big Island, HI, United States
1.5 km from city centre
$417
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
$434
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
$449
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,872 hotels in Kailua-Kona and price data was last updated on 9 September 2025. The average price for a hotel in Kailua-Kona is $554/night.
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
$337
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
$1,283
Avg. per night
View Deal
Mango Sunset Bed and Breakfast
Mango Sunset Bed and Breakfast

Mango Sunset Bed and Breakfast

73-4261 Mamalahoa Highway, Kailua-Kona, The Big Island, HI, United States
9.5 km from city centre
Free Wi-Fi
$484
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
$400
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
$392
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
$413
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
$402
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 September 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 9 September 2025.

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

    $554/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 February is the most expensive month to book, and August is the cheapest month to book. HotelsCombined users recently found Kailua-Kona holiday rentals for as low as $58/night. In general, any Kailua-Kona rental for $365 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.

Find better results for your stay in Kailua-Kona

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