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Holiday hires in Kailua-Kona

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Travel insights for holiday rentals in Kailua-Kona

Use our HotelsCombined data-powered tips to help you find your next holiday 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 ($319). Conversely, the most expensive month to stay in Kailua-Kona is October ($699).

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

The cheapest day to stay in Kailua-Kona is Tuesday ($344). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $492.

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 $261 per night.

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Cheapest holiday 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 $192 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 17 April 2026
Currently, these are the lowest-priced holiday rentals in Kailua-Kona we've come across for the dates selected. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
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
$192
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
0.3 km from city centre
Air conditioning
$268
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
$326
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
$383
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
$390
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,284 hotels in Kailua-Kona and price data was last updated on 17 April 2026. The average price for a hotel in Kailua-Kona is $429/night.
Hale Maluhia Country Inn
Hale Maluhia Country Inn

Hale Maluhia Country Inn

76-770 Hualalai Road, Kailua-Kona, The Big Island, HI, United States
3.9 km from city centre
Free Wi-Fi
Air conditioning
Spa
$287
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
$1,107
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
1.7 km from city centre
Free Wi-Fi
Parking
$365
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
9.3 km from city centre
Pool
Free Wi-Fi
$363
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
$1,957
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
0.8 km from city centre
Free Wi-Fi
$344
Avg. per night
View Deal
Wyndham Mauna Loa Village
Wyndham Mauna Loa Village

Wyndham Mauna Loa Village

78-7190 Kaleiopapa Street, Kailua-Kona, The Big Island, HI, United States
9.5 km from city centre
Free Wi-Fi
Parking
$226
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 17 April 2026.
Utilise the map to find properties close to the Kailua-Kona area(s) or attractions you plan on visiting. You can find more information on a particular holiday rental within the map by clicking on its name.

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 17 April 2026.

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

    $429 per night is how much a holiday rental in Kailua-Kona costs, on average. $89 per night was the cheapest price recently found by our users, though anything for $343 per night or less is a good deal. Keep in mind that Kailua-Kona holiday rental prices fluctuate throughout the year: the most expensive month to book is October, and the cheapest time to book is October.

  • What is the best Kailua-Kona holiday rental?

    The best holiday rental in Kailua-Kona is Royal Sea Cliff Kona by Outrigger, according to our user data. 292 users from HotelsCombined gave the Royal Sea Cliff Kona by Outrigger a 8.1/10 rating.

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

    If you’re looking to stay close to Kona Intl Airport for your trip to Kailua-Kona, then consider booking a Bears' Place Guest House holiday rental. This holiday apartment is just 6.8 km away from the Kailua-Kona airport.

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

    Yes, there are 2 holiday rentals in Kailua-Kona with “Pool” listed as an amenity, the most popular being the Royal Sea Cliff Kona by Outrigger rental based on user data.

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

    If you’re looking to book a Resort holiday rental in Kailua-Kona, then you have 32 to choose from. We recommend looking at Royal Kona Resort as it’s currently the most popular Resort rental among our users.

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