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Vacation rentals in Kailua-Kona

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Travel insights for vacation rentals in Kailua-Kona

Use these up-to-date, data-driven insights about booking a vacation rental in Kailua-Kona including ideal times to book, pricing trends, and more.

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

The cheapest day to stay in Kailua-Kona is Wednesday (C$ 390). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 1,355.

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

Save money by booking a vacation rental at least 67 days before your trip to Kailua-Kona. The lowest price found when booking 67 days ahead was C$ 234 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$ 250 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 14 July 2025
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.
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
C$ 250
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$ 338
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$ 371
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
C$ 401
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect vacation rental for your stay in Kailua-Kona. There are 2,804 hotels in Kailua-Kona and price data was last updated on 14 July 2025. The average price for a hotel in Kailua-Kona is .
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$ 210
Avg. per night
View Deal
Kona Hawaii Guest House
Kona Hawaii Guest House

Kona Hawaii Guest House

77-362 Paulina Place, Kailua-Kona, The Big Island, HI, United States
6.0 km from city centre
Free Wi-Fi
Airport shuttle
C$ 243
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
C$ 1,017
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
C$ 472
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$ 310
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
C$ 424
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
Free Wi-Fi
C$ 1,950
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 14 July 2025.
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 14 July 2025.

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

    Kailua-Kona vacation rentals are C$ 470/night on average. However, you may find that prices fluctuate depending on the time of year. For example, October is the most expensive month to book a vacation rental in Kailua-Kona, and June is often the cheapest month to book. Recently, our users found rentals for C$ 55/night - which is currently the cheapest price. Keep in mind that anything C$ 405/night or less is still considered a good deal.

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

    Yes, there are 32 Resort vacation rentals in Kailua-Kona. According to our data, Outrigger Kona Resort and Spa is currently the most popular Resort rental in the city.

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