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Vacation rentals in Kailua-Kona

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Travel insights for holiday rentals in Kailua-Kona

Use these up-to-date, data-driven insights about booking a holiday rental in Kailua-Kona including ideal times to book, pricing trends, and more.

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$ 322). Conversely, the most expensive month to stay in Kailua-Kona is March (S$ 885).

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

The cheapest day to stay in Kailua-Kona is Sunday (S$ 398). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is S$ 687.

How far ahead should you book a vacation rental in Kailua-Kona?

Save money by booking a vacation rental at least 67 days before your trip to Kailua-Kona. The lowest price found when booking 67 days ahead was S$ 174 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 S$ 236 per night. There is currently one property in Kailua-Kona that can be booked for this price. Arnott's Lodge & Hiking Adventures is one of the hotels that can be booked for the lowest price in Kailua-Kona. Price data was last updated on 30 July 2025
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.
Arnott's Lodge & Hiking Adventures
Arnott's Lodge & Hiking Adventures

Arnott's Lodge & Hiking Adventures

Hilo, The Big Island, HI, United States
4.9 km from city centre
Air conditioning
S$ 236
Avg. per night
View Deal
Closest To Ironman Start - Islander Inn Condos
Closest To Ironman Start - Islander Inn Condos

Closest To Ironman Start - Islander Inn Condos

Kailua-Kona, The Big Island, HI, United States
0.3 km from city centre
Air conditioning
S$ 263
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$ 293
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$ 305
Avg. per night
View Deal
Fairway Villas Waikoloa By Outrigger
Fairway Villas Waikoloa By Outrigger

Fairway Villas Waikoloa By Outrigger

Waikoloa Village, The Big Island, HI, United States
10.0 km from city centre
Air conditioning
S$ 361
Avg. per night
View Deal

Other accommodations in Kailua-Kona

Find the perfect holiday rental for your stay in Kailua-Kona. There are 2,859 hotels in Kailua-Kona and price data was last updated on 30 July 2025. The average price for a hotel in Kailua-Kona is S$ 413/night.
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$ 1,838
Avg. per night
View Deal
Kona Coast Resort
Kona Coast Resort

Kona Coast Resort

78-6842 Alii Drive, Kailua-Kona, The Big Island, HI, United States
8.1 km from city centre
Free Wi-Fi
Parking
S$ 254
Avg. per night
View Deal
Mauna Lani, Auberge Resorts Collection
Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

68-1400 Mauna Lani Drive, Kailua-Kona, The Big Island, HI, United States
36.5 km from city centre
S$ 927
Avg. per night
View Deal
Big Island Retreat
Big Island Retreat

Big Island Retreat

78-226 Kahaluu Road, Kailua-Kona, The Big Island, HI, United States
7.0 km from city centre
Free Wi-Fi
Parking
S$ 207
Avg. per night
View Deal
Kona Hawaii Guest House
Kona Hawaii Guest House

Kona Hawaii Guest House

77-362 Paulina Place, Kailua-Kona, The Big Island, HI, United States
6.0 km from city centre
Free Wi-Fi
Airport shuttle
S$ 263
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$ 305
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 30 July 2025.
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 30 July 2025.

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

    On average, it costs S$ 414 per night for a Kailua-Kona holiday rental, but S$ 272 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$ 44 per night. If you can, try to avoid booking your rental August (as this is the most expensive month). Booking September (the cheapest month) may end up saving you money.

  • 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.

Find better results for your stay in Kailua-Kona

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