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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$134 - $494$494 - $852$852 - $1,212$1,212 - $1,570$1,570+ 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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Kirpal Meditation and Ecological Center - Pahoa - Bedroom
Kirpal Meditation and Ecological Center
Pahoa, The Big Island, HI, United States
9.6Wonderful(67)
Parking
Free Wi-Fi
Pet friendly
$233+
Check availability
Bears' Place Guest House - Kailua-Kona
Bears' Place Guest House
Kailua-Kona, The Big Island, HI, United States
8.1Very Good(150)
Parking
Free Wi-Fi
$311+
Check availability
Castle Waimea Country Lodge - Waimea (Big Island) - Patio
Castle Waimea Country Lodge
Waimea (Big Island), The Big Island, HI, United States
8.5Very Good(494)
Parking
Free Wi-Fi
$315+
Check availability
Great Location Downtown Kailua Kona, Beach and Pool - Kailua-Kona
Great Location Downtown Kailua Kona, Beach and Pool
Kailua-Kona, The Big Island, HI, United States
7.5Good(26)
Free Wi-Fi
$322+
Check availability
Oceanview Kailua-Kona Condo with Private Balcony! - Kailua-Kona - Bathroom
Oceanview Kailua-Kona Condo with Private Balcony!
Kailua-Kona, The Big Island, HI, United States
8.5Very Good(21)
Free Wi-Fi
Pool
Spa
$325+
Check availability
Castle Kona Bali Kai - Kailua-Kona - Living room
Castle Kona Bali Kai
Kailua-Kona, The Big Island, HI, United States
5.5Fair(164)
Parking
Free Wi-Fi
Pool
$376+
Check availability
Ohana Pua Hale - Kailua-Kona
Ohana Pua Hale
Kailua-Kona, The Big Island, HI, United States
3.0Poor(57)
Parking
Free Wi-Fi
$414+
Check availability
Kona Makai 4202 - Kailua-Kona
Kona Makai 4202
Kailua-Kona, The Big Island, HI, United States
8.9Very Good(3)
Parking
Free Wi-Fi
Pool
$418+
Check availability
Casa De Emdeko 114 - Kailua-Kona - Pool
Casa De Emdeko 114
Kailua-Kona, The Big Island, HI, United States
9.3Wonderful(27)
Parking
Free Wi-Fi
Pool
$420+
Check availability
Closest To Ironman Start - Islander Inn Condos - Kailua-Kona - Living room
Closest To Ironman Start - Islander Inn Condos
Kailua-Kona, The Big Island, HI, United States
7.2Good(98)
Free Wi-Fi
Pool
Spa
$436+
Check availability
Kalanikai #112 - Kailua-Kona
Kalanikai #112
Kailua-Kona, The Big Island, HI, United States
8.9Very Good(34)
Pool
$447+
Check availability
Newly Remodeled Kailua-Kona Condo with Pool Access - Kailua-Kona - Balcony
Newly Remodeled Kailua-Kona Condo with Pool Access
Kailua-Kona, The Big Island, HI, United States
9.1Wonderful(8)
Free Wi-Fi
Pool
$448+
Check availability
Fairway Villas Waikoloa By Outrigger - Waikoloa Village - Living room
Fairway Villas Waikoloa By Outrigger
Waikoloa Village, The Big Island, HI, United States
8.5Very Good(163)
Parking
Free Wi-Fi
Pool
$466+
Check availability
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
$546+
Check availability
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(27)
Parking
Free Wi-Fi
Pool
$634+
Check availability
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223 - Kailua-Kona - Beach
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223
Kailua-Kona, The Big Island, HI, United States
8.8Very Good(46)
Pool
$661+
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)

May
March
$566
$537
Cheapest month to stay with an average 23% drop in price.
Most expensive month to stay with an average 29% 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 $166. 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 cottages, houses, condos, caravans, apartments, bungalows, cabins, campgrounds, homestays, lodges, luxury tents, villas, campsites, 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 Closest To Ironman Start - 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 2% 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

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