Hawaii holiday rentals

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Best Hawaii holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$0 - $677$677 - $1,353$1,353 - $2,030$2,030 - $2,706$2,706+ per night

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Most recommended holiday rentals in Hawaii

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\'Puna Gecko\' with Queen Bed & Private Bath - Pahoa - Bedroom
\'Puna Gecko\' with Queen Bed & Private Bath
Pahoa, The Big Island, HI, United States
Free Wi-Fi
$105+
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Paradise greenland - Pahoa - Bedroom
Paradise greenland
Pahoa, The Big Island, HI, United States
7.3Good(26)
Parking
Free Wi-Fi
$143+
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Princeville Sands Studio with Pool and Hot Tub (137-B) - Princeville - Bedroom
Princeville Sands Studio with Pool and Hot Tub (137-B)
Princeville, Kaua'i, HI, United States
9.1Wonderful(7)
Parking
Free Wi-Fi
Pool
Spa
$464+
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Palani Condo - Kailua-Kona
Palani Condo
Kailua-Kona, The Big Island, HI, United States
8.4Very Good(117)
Parking
Free Wi-Fi
Pool
$508+
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Shark's Cove Ocean View Deck near Pipeline 2BR - Haleiwa - Living room
Shark's Cove Ocean View Deck near Pipeline 2BR
Haleiwa, O'ahu, HI, United States
7.5Good(4)
$554+
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Puamana Princeville Retreat - Princeville
Puamana Princeville Retreat
Princeville, Kaua'i, HI, United States
6.7Okay(8)
Pool
$627+
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Beach Glam at Turtle Bay on the golf course - Kahuku - Beach
Beach Glam at Turtle Bay on the golf course
Kahuku, O'ahu, HI, United States
9.5Wonderful(31)
Parking
Free Wi-Fi
Pool
$726+
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North Shore Garden Hideaway - Pupukea - Living room
North Shore Garden Hideaway
Pupukea, , HI, United States
Free Wi-Fi
$761+
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Great location, right by beaches and snorkeling! - Haleiwa
Great location, right by beaches and snorkeling!
Haleiwa, O'ahu, HI, United States
8.6Very Good(21)
Parking
Free Wi-Fi
$846+
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Turtle Bay Guavata-009966796801 1 Bedroom Condo by RedAwning - Kawela Bay - Kitchen
Turtle Bay Guavata-009966796801 1 Bedroom Condo by RedAwning
Kawela Bay, , HI, United States
8.7Very Good(11)
Free Wi-Fi
Pool
$938+
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Sea Shells Condo - Kahuku - Pool
Sea Shells Condo
Kahuku, O'ahu, HI, United States
9.0Wonderful(17)
Free Wi-Fi
Pool
$946+
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Palms at Wailea One Bedrooms by Coldwell Banker Island Vacations - Wailea - Patio
Palms at Wailea One Bedrooms by Coldwell Banker Island Vacations
Wailea, Maui, HI, United States
10Wonderful(3)
Free Wi-Fi
Pool
$999+
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Mauna Kai 8 - Princeville
Mauna Kai 8
Princeville, Kaua'i, HI, United States
9.2Wonderful(6)
Pool
$1,309+
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Pipeline Beachfront House that Sleeps 12 Guest. - Pupukea - Beach
Pipeline Beachfront House that Sleeps 12 Guest.
Pupukea, , HI, United States
$1,771+
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Rock Piles & Pipeline En Suite Beachfront Units 2 Bedroom Home - Haleiwa
Rock Piles & Pipeline En Suite Beachfront Units 2 Bedroom Home
Haleiwa, O'ahu, HI, United States
Free Wi-Fi
$2,706+
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Wailea Beach Villa M312 by Coldwell Banker Island Vacations - Wailea - Balcony
Wailea Beach Villa M312 by Coldwell Banker Island Vacations
Wailea, Maui, HI, United States
Parking
Free Wi-Fi
Pool
$2,778+
Check availability
Useful Info

Good to know

Low season

September

High season

February

Average price (weeknight)

$836

Average price (weekend night)

$865
Cheapest month to stay with an average 7% drop in price.
Most expensive month to stay with an average 27% 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 Hawaii holiday rental

  • If you’re looking for a cheap holiday rental in Hawaii, you should consider visiting during the low season. The cheapest holiday homes in Hawaii can be found in January and October.
  • The cheapest night for renting a holiday home in Hawaii is Saturday. In contrast, the most expensive is Tuesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Hawaii for 3 days.
  • The cheapest Hawaii holiday rental found on KAYAK in the last 2 weeks was $430, while the most expensive was $430.
  • Beachfront, air-conditioned, kitchen/kitchenette, parking, and pool are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 25% cheaper than hotels on average. Search here to compare prices for all accommodation types in Hawaii.

FAQs when booking a holiday home in Hawaii

  • What is the most popular holiday rental destination in Hawaii?

    Based on KAYAK holiday rental searches, the most popular destination is Honolulu (78% of total searches to Hawaii). The next most popular destinations are Kailua-Kona (13%) and Hilo (3%). Searches for holiday rentals in Kahului (3%) and Poipu (3%) are also popular.

  • How much is a holiday rental in Hawaii for tonight?

    In the last 72 hours, users have found Hawaii holiday rentals for tonight for as little as $237. Search here for similar prices

  • What types of holiday rentals are available in Hawaii?

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

  • What are some of the most-loved holiday rentals available in Hawaii?

    There are many types of properties available for Hawaii holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Stay Condominiums Waikiki and Castle Kona Bali Kai.

  • Are there any pet-friendly holiday rentals in Hawaii?

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

Where to stay in Hawaii?

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

What Hawaii holiday rental guests are talking about

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Holiday rentals by topic

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Stay Condominiums Waikiki - Honolulu
Stay Condominiums Waikiki
Waikiki
6.2Okay(289)
Free Wi-Fi
$254+
Check availability

Everything you need to know for your stay in Hawaii

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