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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 January ($229). Conversely, the most expensive month to stay in Kailua-Kona is September ($713).

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

The cheapest day to stay in Kailua-Kona is Monday ($224). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $475.

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 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 $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 marzo 13, 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
$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
0.2 mi 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
0.7 mi 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
5.4 mi from city centre
Air Conditioning
$279
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
$283
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect vacation rental for your stay in Kailua-Kona. There are 2,273 hotels in Kailua-Kona and price data was last updated on marzo 13, 2026. The average price for a hotel in Kailua-Kona is $351/night.
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
$279
Avg. per night
View Deal
Alii Villas 132 - Two Bedroom Condo
Alii Villas 132 - Two Bedroom Condo

Alii Villas 132 - Two Bedroom Condo

Kailua-Kona, The Big Island, HI, United States
1.3 mi from city centre
$245
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
$1,376
Avg. per night
View Deal
Sea Village
Sea Village

Sea Village

75-5992 Alii Drive, Kailua-Kona, The Big Island, HI, United States
1.2 mi 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
22.6 mi from city centre
$598
Avg. per night
View Deal
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
$153
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
4.4 mi from city centre
Free Wi-Fi
Parking
$173
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 marzo 13, 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 marzo 13, 2026.

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

    $352 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 $268 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 September, and the cheapest time to book is October.

  • What is the best Kailua-Kona vacation rental?

    Royal Sea Cliff Kona by Outrigger has a 8.0 rating from 290 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).

  • What’s the most popular vacation rental in Kailua-Kona near Ali'i Drive?

    If you’re looking for a vacation rental close to Ali'i Drive while in Kailua-Kona, then the most popular is Royal Sea Cliff Kona by Outrigger with a 8.0/10 review score from 290 users. The distance from Ali'i Drive to Royal Sea Cliff Kona by Outrigger is 0.8 mi.

  • 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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