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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 January ($217). Conversely, the most expensive month to stay in Kailua-Kona is September ($990).

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

The cheapest day to stay in Kailua-Kona is Monday ($223). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $483.

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 $182 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 $153 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 13 marzo 2026
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.
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
$153
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
$223
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
$236
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
$280
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
$283
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,273 hotels in Kailua-Kona and price data was last updated on 13 marzo 2026. The average price for a hotel in Kailua-Kona is $372/night.
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
$278
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
$229
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
$790
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
$1,372
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
$253
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
$605
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
$280
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
$173
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 13 marzo 2026.
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 13 marzo 2026.

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

    The average cost for a holiday rental in Kailua-Kona is $372/night. A good holiday rental deal in Kailua-Kona would be for $234/night or less. The cheapest rental deal found recently by our users was $64/night. If you’re flexible with your travel dates, then try to avoid booking September, the most expensive month of the year. Booking October is the cheapest month to book a holiday rental in Kailua-Kona.

  • What is the best Kailua-Kona holiday rental?

    Royal Sea Cliff Kona by Outrigger has a 8.0 rating from 290 users, making it the best Kailua-Kona holiday rental based on our data.

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

    If you’re looking to stay close to Kona Intl Airport for your trip to Kailua-Kona, then consider booking a Royal Sea Cliff Kona by Outrigger holiday rental. This holiday apartment is just 14.7 km away from the Kailua-Kona airport.

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

    Yes, there is a holiday rental in Kailua-Kona with “Pool” as a listed amenity. According to our data, 1 rental offers this popular amenity in the Kailua-Kona area. The Royal Sea Cliff Kona by Outrigger is a popular holiday rental among HotelsCombined users who are looking for this particular perk.

  • 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.

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