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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 September ($232). Conversely, the most expensive month to stay in Kailua-Kona is December ($382).

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

The cheapest day to stay in Kailua-Kona is Tuesday ($255). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $350.

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 $187 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 $138 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 April 16, 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
6.9 mi from city centre
$138
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
0.2 mi from city centre
Air Conditioning
$192
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
0.7 mi from city centre
Air Conditioning
$234
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
0.6 mi from city centre
Air Conditioning
Free Wi-Fi
$274
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
5.4 mi from city centre
Air Conditioning
$280
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect vacation rental for your stay in Kailua-Kona. There are 2,283 hotels in Kailua-Kona and price data was last updated on April 16, 2026. The average price for a hotel in Kailua-Kona is $292/night.
Big Island Retreat
Big Island Retreat

Big Island Retreat

78-226 Kahaluu Road, Kailua-Kona, The Big Island, HI, United States
4.4 mi from city centre
Free Wi-Fi
Parking
$186
Avg. per night
View Deal
Wyndham Kona Hawaiian Resort
Wyndham Kona Hawaiian Resort

Wyndham Kona Hawaiian Resort

75-5961 Alii Drive, Kailua-Kona, The Big Island, HI, United States
1.1 mi from city centre
Free Wi-Fi
Parking
$261
Avg. per night
View Deal
Outrigger Kona Resort and Spa
Outrigger Kona Resort and Spa

Outrigger Kona Resort and Spa

78-128 Ehukai Street, Kailua-Kona, The Big Island, HI, United States
5.8 mi from city centre
Pool
Free Wi-Fi
$260
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
13.0 mi from city centre
$1,403
Avg. per night
View Deal
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
0.5 mi from city centre
Free Wi-Fi
$247
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
0.4 mi from city centre
Free Wi-Fi
$189
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
1.4 mi from city centre
Free Wi-Fi
Parking
$678
Avg. per night
View Deal

Where to stay in Kailua-Kona

Explore different neighborhoods and areas within Kailua-Kona to find the perfect location for your stay. Map data was last updated on April 16, 2026.
Scroll to and zoom in on the areas in Kailua-Kona you plan on visiting to find nearby properties. 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 April 16, 2026.

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

    $293 per night is how much a vacation rental in Kailua-Kona costs, on average. $64 per night was the cheapest price recently found by our users, though anything for $234 per night or less is a good deal. Keep in mind that Kailua-Kona vacation rental prices fluctuate throughout the year: the most expensive month to book is April, and the cheapest time to book is October.

  • 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 8.3 mi from Kona Intl Airport to Hale Kona Kai by Casago Kona (the nearest Kailua-Kona vacation rental to the airport).

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

    2 vacation rentals in Kailua-Kona currently mention “Pool” as a listed amenity. We recommend booking the Royal Sea Cliff Kona by Outrigger, which is the most popular Kailua-Kona vacation rental featuring this amenity.

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

    At the moment, there are 32 properties listed as a Resort vacation rental in Kailua-Kona. A popular Resort in Kailua-Kona amongst our users is Royal Kona Resort.

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