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Vacation rentals in Kailua-Kona

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Travel insights for vacation rentals in Kailua-Kona

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Kailua-Kona.

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 (C$ 198). Conversely, the most expensive month to stay in Kailua-Kona is October (C$ 581).

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

The cheapest day to stay in Kailua-Kona is Sunday (C$ 282). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 519.

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

Save money by booking a vacation rental at least 25 days before your trip to Kailua-Kona. The lowest price found when booking 25 days ahead was C$ 221 per night.

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Cheapest vacation 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 C$ 221 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 26 June 2026
Currently, these are the lowest-priced vacation rentals in Kailua-Kona we've come across for the dates selected. 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
C$ 221
Avg. per night
View Deal
Kona Islander Inn Hotel
Kona Islander Inn Hotel

Kona Islander Inn Hotel

75-5776 Kuakini Highway, Kailua-Kona, The Big Island, HI, United States
0.3 km from city centre
Air Conditioning
C$ 287
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
C$ 328
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
C$ 389
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
C$ 411
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect vacation rental for your stay in Kailua-Kona. There are 2,321 hotels in Kailua-Kona and price data was last updated on 26 June 2026. The average price for a hotel in Kailua-Kona is C$ 298/night.
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
0.8 km from city centre
Free Wi-Fi
C$ 433
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
C$ 268
Avg. per night
View Deal
Club Wyndham Royal Sea Cliff
Club Wyndham Royal Sea Cliff

Club Wyndham Royal Sea Cliff

75-6040 Ali'i Drive, Kailua-Kona, The Big Island, HI, United States
2.3 km from city centre
Free Wi-Fi
Parking
C$ 975
Avg. per night
View Deal
Big Island Retreat
Big Island Retreat

Big Island Retreat

78-226 Kahaluu Road, Kailua-Kona, The Big Island, HI, United States
7.0 km from city centre
Free Wi-Fi
Parking
C$ 220
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 26 June 2026.
Scroll to and zoom in on the areas in Kailua-Kona you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

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 26 June 2026.

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

    Kailua-Kona vacation rentals are C$ 317/night on average. However, you may find that prices fluctuate depending on the time of year. For example, February is the most expensive month to book a vacation rental in Kailua-Kona, and November is often the cheapest month to book. Recently, our users found rentals for C$ 183/night - which is currently the cheapest price. Keep in mind that anything C$ 304/night or less is still considered a good deal.

  • What is the best Kailua-Kona vacation rental?

    Royal Sea Cliff Kona by Outrigger has a 8.1 rating from 292 users, making it the best Kailua-Kona vacation rental based on our data.

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

    It’s only 6.8 km from Kona Intl Airport to Bears' Place Guest House (the nearest Kailua-Kona vacation rental to the airport).

  • Are there Kailua-Kona vacation rentals with “Hot tub” listed as an amenity?

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

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

    Yes, there are 32 Resort vacation 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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