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Vacation rentals 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 (S$ 291). Conversely, the most expensive month to stay in Kailua-Kona is October (S$ 638).

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

The cheapest day to stay in Kailua-Kona is Tuesday (S$ 314). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 448.

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 S$ 238 per night.

Find deals

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 S$ 175 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
These Kailua-Kona properties charge the lowest price per night of those we've come across. 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
11.1 km from city centre
S$ 175
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
S$ 244
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
S$ 297
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
S$ 349
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
S$ 356
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 S$ 391/night.
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
S$ 314
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
S$ 313
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
S$ 241
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
S$ 1,010
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
S$ 332
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
S$ 331
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
S$ 1,785
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.
Use the map to find vacation rentals in Kailua-Kona that are close to the points of interest you'll be frequenting. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

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?

    On average, it costs S$ 392 per night for a Kailua-Kona holiday rental, but S$ 313 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Kailua-Kona was for S$ 81 per night. If you can, try to avoid booking your rental October (as this is the most expensive month). Booking October (the cheapest month) may end up saving you money.

  • What is the best Kailua-Kona holiday rental?

    While there may be other great holiday rentals in Kailua-Kona to choose from, Royal Sea Cliff Kona by Outrigger is currently considered the best, based on 292 HotelsCombined reviews and an average rating of 8.1/10.

  • 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 Royal Sea Cliff Kona by Outrigger holiday rental. This holiday apartment is just 14.7 km away from the Kailua-Kona airport.

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

    Yes, Kailua-Kona has 1 holiday rental with “Pool” listed as an amenity. Based on HotelsCombined data, the Royal Sea Cliff Kona by Outrigger is the most popular rental in Kailua-Kona with this amenity.

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

    There are 32 holiday rentals in Kailua-Kona that fall under the Resort category, the most popular is Royal Kona Resort.

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