The Big Island holiday rentals

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Best The Big Island holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$142 - $543$543 - $943$943 - $1,345$1,345 - $1,745$1,745+ per night

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ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in The Big Island

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Kikala Waterfall Lodge - Hilo - Bedroom
Kikala Waterfall Lodge
Hilo, The Big Island, HI, United States
8.0Very Good(52)
Free Wi-Fi
$278+
Check availability
Arnott's Lodge & Hiking Adventures - Hilo - Living room
Arnott's Lodge & Hiking Adventures
Hilo, The Big Island, HI, United States
8.2Very Good(320)
Parking
Free Wi-Fi
$311+
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Hilo Luxury Suite - Hilo
Hilo Luxury Suite
Hilo, The Big Island, HI, United States
8.9Very Good(34)
Parking
Free Wi-Fi
Pet friendly
$340+
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Bears' Place Guest House - Kailua-Kona - Balcony
Bears' Place Guest House
Kailua-Kona, The Big Island, HI, United States
8.1Very Good(155)
Parking
Free Wi-Fi
$360+
Check availability
Kona Mansions 5-minute Walk to Honls Beach - Kailua-Kona - Dining room
Kona Mansions 5-minute Walk to Honls Beach
Kailua-Kona, The Big Island, HI, United States
9.8Wonderful(17)
Free Wi-Fi
$580+
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Tropical Kailua-Kona Escape 7 MI To Keauhou Bay! - Kailua-Kona - Bedroom
Tropical Kailua-Kona Escape 7 MI To Keauhou Bay!
Kailua-Kona, The Big Island, HI, United States
9.5Wonderful(4)
Free Wi-Fi
$603+
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Casa De Emdeko Pool A/C & More! - Kailua-Kona - Pool
Casa De Emdeko Pool A/C & More!
Kailua-Kona, The Big Island, HI, United States
8.8Very Good(12)
Free Wi-Fi
$622+
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Kanaloa At Kona By Outrigger - Kailua-Kona - Pool
Kanaloa At Kona By Outrigger
Kailua-Kona, The Big Island, HI, United States
7.8Good(87)
Parking
Free Wi-Fi
Pool
$641+
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Koana's Ocean Hale Onsite Pool - Kailua-Kona - Pool
Koana's Ocean Hale Onsite Pool
Kailua-Kona, The Big Island, HI, United States
7.5Good(2)
$648+
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Fairway Villas Waikoloa By Outrigger - Waikoloa Village - Living room
Fairway Villas Waikoloa By Outrigger
Waikoloa Village, The Big Island, HI, United States
8.6Very Good(161)
Parking
Free Wi-Fi
Pool
$690+
Check availability
Big Island Kona Islander by Coldwell Banker Island Vacations - Kailua-Kona - Kitchen
Big Island Kona Islander by Coldwell Banker Island Vacations
Kailua-Kona, The Big Island, HI, United States
9.2Wonderful(18)
Free Wi-Fi
$753+
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Royal Sea Cliff Kona By Outrigger - Hōlualoa - Living room
Royal Sea Cliff Kona By Outrigger
Hōlualoa, The Big Island, HI, United States
8.0Very Good(29)
Parking
Free Wi-Fi
Pool
$761+
Check availability
Big Island Kona Mansions 110c 1 Bedroom Condo - Kailua-Kona - Living room
Big Island Kona Mansions 110c 1 Bedroom Condo
Kailua-Kona, The Big Island, HI, United States
8.5Very Good(4)
Free Wi-Fi
$835+
Check availability
Country Club Villas Golf, A/C & Oceanview - Kailua-Kona - Living room
Country Club Villas Golf, A/C & Oceanview
Kailua-Kona, The Big Island, HI, United States
9.5Wonderful(12)
Free Wi-Fi
$858+
Check availability
Big Island Keauhou Akahi #311 1 Bedroom Home - Kailua-Kona - Balcony
Big Island Keauhou Akahi #311 1 Bedroom Home
Kailua-Kona, The Big Island, HI, United States
8.2Very Good(4)
Free Wi-Fi
$888+
Check availability
Royal Sea Cliff #418 Pool Hot Tub & A/c! - Kailua-Kona - Balcony
Royal Sea Cliff #418 Pool Hot Tub & A/c!
Kailua-Kona, The Big Island, HI, United States
9.4Wonderful(19)
Free Wi-Fi
$1,224+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in The Big Island

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in The Big Island with confidence.

How early should you book a vacation rental in The Big Island?

Book at least 62 days before your stay begins to get the best price for your The Big Island vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
February
$599
$533
Cheapest month to stay with an average 21% drop in price.
Most expensive month to stay with an average 32% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect The Big Island holiday rental

FAQs when booking a holiday home in The Big Island

  • How much is a holiday rental in The Big Island for tonight?

    In the last 72 hours, users have found The Big Island holiday rentals for tonight for as little as $252. Search here for similar prices

  • How much is a holiday rental in The Big Island for this weekend?

    In the last 72 hours, users have found The Big Island holiday rentals for this weekend for as little as $178 per night. Search here for similar prices

  • What types of holiday rentals are available in The Big Island?

    There are loads of different property types that you can make your holiday home in The Big Island. You’ll find condos, houses, cottages, apartments, cabins, campgrounds, caravans, homestays, lodges, luxury tents, villas, campsites, bungalows, agritourism, caravan parks and farm stays.

  • What are some of the most-loved holiday rentals available in The Big Island?

    There are many types of properties available for The Big Island holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Castle Kona Bali Kai and Kona Islander Inn Condos.

  • Are there any pet-friendly holiday rentals in The Big Island?

    There are a number of dog and pet-friendly The Big Island holiday rentals, with around 1% allowing you to bring your pet along with you.

Where to stay in The Big Island?

Our map will help you find the perfect place to stay in The Big Island by showing you the exact location of each holiday home.

Everything you need to know for your stay in The Big Island

Complete your trip to The Big Island

Flights to The Big Island
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