Hawaii holiday rentals

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Best Hawaii holiday rentals

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€7 - €200€200 - €394€394 - €588€588 - €782€782+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Hawaii

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Kona Magic Honu Room - Kailua-Kona
Kona Magic Honu Room
Kailua-Kona, The Big Island, HI, United States
9.3Wonderful(447)
Parking
Free Wi-Fi
Pool
€154+
Check availability
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay - Kailua-Kona - Balcony
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay
Kailua-Kona, The Big Island, HI, United States
9.2Wonderful(88)
€157+
Check availability
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet - Kailua-Kona - Beach
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Kailua-Kona, The Big Island, HI, United States
9.3Wonderful(6)
Free Wi-Fi
€161+
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Top Floor Cozy Condo Nestled Among Tropical Kailua Kona Treetops - Kailua-Kona
Top Floor Cozy Condo Nestled Among Tropical Kailua Kona Treetops
Kailua-Kona, The Big Island, HI, United States
9.6Wonderful(153)
Pool
Air conditioning
€172+
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Waikiki Studio Steps to Beach-Mall Free Parking-WiFi - Honolulu
Waikiki Studio Steps to Beach-Mall Free Parking-WiFi
Waikiki
8.0Very Good(305)
Parking
Free Wi-Fi
Pool
Air conditioning
€182+
Check availability
Wir Sprechen Deutsch. Lovely Studio With Kitchenette, Spacious Lanai,tv And Wifi - Kailua-Kona - Beach
Wir Sprechen Deutsch. Lovely Studio With Kitchenette, Spacious Lanai,tv And Wifi
Kailua-Kona, The Big Island, HI, United States
8.8Very Good(5)
Free Wi-Fi
€201+
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Marine Surf 13th Renovated with Small Parking Space - Honolulu - Balcony
Marine Surf 13th Renovated with Small Parking Space
Waikiki
8.6Very Good(6)
Parking
Free Wi-Fi
Pool
Air conditioning
€205+
Check availability
Kihei Condo with Resort Amenities Walk to the Beach - Wailea - Living room
Kihei Condo with Resort Amenities Walk to the Beach
Wailea, Maui, HI, United States
7.6Good(39)
Free Wi-Fi
Pool
Air conditioning
€223+
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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
Air conditioning
€258+
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Kihei Akahi A104 - Wailea
Kihei Akahi A104
Wailea, Maui, HI, United States
9.0Wonderful(17)
Free Wi-Fi
Pool
€293+
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Wailea Ekolu Village 1406 - Wailea
Wailea Ekolu Village 1406
Wailea, Maui, HI, United States
9.5Wonderful(22)
Parking
Free Wi-Fi
Pool
Air conditioning
€331+
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Kbm Resorts Free Car Grand Champions Upgraded 3-Bedroom With Wraparound Large Lanai Gch-134 - Wailea - Bedroom
Kbm Resorts Free Car Grand Champions Upgraded 3-Bedroom With Wraparound Large Lanai Gch-134
Wailea, Maui, HI, United States
9.5Wonderful(18)
Parking
Free Wi-Fi
Pool
Pet friendly
€376+
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Kihei Surfside 306 - Wailea
Kihei Surfside 306
Wailea, Maui, HI, United States
9.1Wonderful(5)
Parking
Free Wi-Fi
Pool
€452+
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Affordable Luxury on One Acre - Kailua-Kona
Affordable Luxury on One Acre
Kailua-Kona, The Big Island, HI, United States
10Wonderful(8)
Parking
Free Wi-Fi
Pool
€526+
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Mana Kai 711C - Wailea
Mana Kai 711C
Wailea, Maui, HI, United States
9.3Wonderful(8)
Free Wi-Fi
Pool
Air conditioning
€561+
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The Villas at Fairmont Kea Lani - Wailea
The Villas at Fairmont Kea Lani
Wailea, Maui, HI, United States
9.7Wonderful(5)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€981+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Hawaii

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

How early should you book a vacation rental in Hawaii?

Book at least 89 days before your stay begins to get the best price for your Hawaii vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
June
€296
€305
Cheapest month to stay with an average 2% drop in price.
Most expensive month to stay with an average 59% 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 March and November.
  • The cheapest night for renting a holiday home in Hawaii is Friday. 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.
  • Beachfront, air-conditioned, kitchen/kitchenette, and pool are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 16% 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 (67% of total searches to Hawaii). The next most popular destinations are Kailua-Kona (11%) and Kahului (7%). Searches for holida rentals in Lihue (7%), Kahuku (4%) and Lahaina (4%) 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 €125. 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, studios, villas, bungalows, cabins, campgrounds, caravans, homestays, lodges, luxury tents, motorhomes, campsites, agritourism, hotels, resorts, aparthotels, 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 Fern Grotto Inn and Waikiki Shore By Outrigger.

  • What are the most popular Hawaii holiday rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated holiday home that can sleep 6 people or more by KAYAK users is Lae Nani Resort Kauai By Outrigger.

  • 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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Popular topics

Holiday rentals by topic

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Stay Condominiums Waikiki - Honolulu - Bedroom
Stay Condominiums Waikiki
Waikiki
6.2Okay(289)
Free Wi-Fi
Air conditioning
€236+
Check availability

Everything you need to know for your stay in Hawaii

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