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Vacation 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 ($241). Conversely, the most expensive month to stay in Kailua-Kona is April ($538).

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

The cheapest day to stay in Kailua-Kona is Monday ($203). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $329.

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 $175 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 $201 per night. There is currently one property in Kailua-Kona that can be booked for this price. Kona Islander Inn Condos is one of the hotels that can be booked for the lowest price in Kailua-Kona. Price data was last updated on 29 October 2025
For those on a budget, these are the cheapest vacation rentals available in Kailua-Kona for the selected dates. As prices can vary by date, change the dates if you're flexible to compare rates.
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
$201
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
$225
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
$241
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
$278
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,331 hotels in Kailua-Kona and price data was last updated on 29 October 2025. The average price for a hotel in Kailua-Kona is $330/night.
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
$149
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
$204
Avg. per night
View Deal
Kona Reef Resort
Kona Reef Resort

Kona Reef Resort

75-5888 Alii Drive, Kailua-Kona, The Big Island, HI, United States
1.1 km from city centre
Free Wi-Fi
$296
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
$1,287
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
$203
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
$241
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
$196
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
$773
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 29 October 2025.
Whether you're visiting Kailua-Kona for leisure or business, utilize the map to find vacation rentals close to your ideal location. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

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 29 October 2025.

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

    The average cost for a holiday rental in Kailua-Kona is $330/night. A good holiday rental deal in Kailua-Kona would be for $244/night or less. The cheapest rental deal found recently by our users was $34/night. If you’re flexible with your travel dates, then try to avoid booking April, the most expensive month of the year. Booking February is the cheapest month to book a holiday rental in Kailua-Kona.

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

    Yes, there are 32 Resort holiday rentals in Kailua-Kona. According to our data, Royal Kona Resort is currently the most popular Resort rental in the city.

Find better results for your stay in Kailua-Kona

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