Insights
Cheapest hotels
Where to stay

Vacation rentals in Kailua-Kona

Search and compare Kailua-Kona, HI vacation rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travelers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customize your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

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 October ($240). Conversely, the most expensive month to stay in Kailua-Kona is April ($513).

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

The cheapest day to stay in Kailua-Kona is Tuesday ($241). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $496.

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.

Find deals

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 $155 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 December 12, 2025
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
$155
Avg. per night
View Deal
Kona Islander Inn Condos
Kona Islander Inn Condos

Kona Islander Inn Condos

75-5776 Kuakini Highway, Kailua-Kona, The Big Island, HI, United States
0.2 mi from city centre
Free Wi-Fi
Parking
$174
Avg. per night
View Deal
Castle at Kona Reef
Castle at Kona Reef

Castle at Kona Reef

Kailua-Kona, The Big Island, HI, United States
0.7 mi from city centre
Air Conditioning
$232
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
$233
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
$277
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
$299
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect vacation rental for your stay in Kailua-Kona. There are 2,248 hotels in Kailua-Kona and price data was last updated on December 12, 2025. The average price for a hotel in Kailua-Kona is $341/night.
Kona Islander
Kona Islander

Kona Islander

755776 Alii Dr., Kailua-Kona, The Big Island, HI, United States
0.2 mi from city centre
Free Wi-Fi
Parking
$146
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
Free Wi-Fi
$1,426
Avg. per night
View Deal
Kona Coast Resort at Keauhou Gardens 8204
Kona Coast Resort at Keauhou Gardens 8204

Kona Coast Resort at Keauhou Gardens 8204

78-6842 Alii Drive, Unit #8204, Kailua-Kona, The Big Island, HI, United States
5.1 mi from city centre
Free Wi-Fi
Parking
$294
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
$212
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
$233
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 December 12, 2025.
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 December 12, 2025.

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

    $341 per night is how much a vacation rental in Kailua-Kona costs, on average. $34 per night was the cheapest price recently found by our users, though anything for $249 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 February.

  • 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 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.

Find better results for your stay in Kailua-Kona