Hawaii holiday rentals

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Booking Insights
Recommended by KAYAK

Best Hawaii holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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€114 - €423€423 - €730€730 - €1,039€1,039 - €1,346€1,346+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Hawaii

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Waikoloa Beach Villas P32 - Waikoloa Village - Pool
Waikoloa Beach Villas P32
Waikoloa Village, The Big Island, HI, United States
9.4Wonderful(4)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
€434+
Check availability
Waikoloa Colony Villas 2703 - Mch - Waikoloa Village - Living room
Waikoloa Colony Villas 2703 - Mch
Waikoloa Village, The Big Island, HI, United States
8.8Very Good(11)
House
Pool
Air conditioning
€463+
Check availability
Waikoloa Colony Villas 1702 - Waikoloa Village - Pool
Waikoloa Colony Villas 1702
Waikoloa Village, The Big Island, HI, United States
10Wonderful(1)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€766+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.5Very Good(1187)
Apartment
Free Wi-Fi
Air conditioning
€244+
Check availability
Kahana Beach Vacation Club - Lahaina - Pool
Kahana Beach Vacation Club
Lahaina, Maui, HI, United States
8.2Very Good(365)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€210+
Check availability
Panoramic Oceanview Resort - Full Kitchen in Each Unit, 2 Swimming Pools, Onsite Restaurants, Fireworks Every Friday - Honolulu - Living room
Panoramic Oceanview Resort - Full Kitchen in Each Unit, 2 Swimming Pools, Onsite Restaurants, Fireworks Every Friday
Waikiki
9.2Wonderful(42)
Apartment
Free Wi-Fi
Pool
Air conditioning
€507+
Check availability
Partial Ocean View Condo with 2 Beds and Parking - Honolulu - Beach
Partial Ocean View Condo with 2 Beds and Parking
Waikiki
9.1Wonderful(24)
Apartment
Free Wi-Fi
Air conditioning
€331+
Check availability
Waikiki Banyan Fabulous Ocean View Condo with Free Parking - Honolulu - Living room
Waikiki Banyan Fabulous Ocean View Condo with Free Parking
Waikiki
9.7Wonderful(22)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€311+
Check availability
Ilikai 2122 Deluxe Ocean, Lagoon Views Kg Bed, Sofa Bed, Parking Included - Honolulu - Living room
Ilikai 2122 Deluxe Ocean, Lagoon Views Kg Bed, Sofa Bed, Parking Included
Waikiki
9.6Wonderful(28)
Condo
Air conditioning
€402+
Check availability
Bright Corner Condo W/Ac, W/D, Dw, Parking, Wi-Fi! Sleeps 4. 30-Night Min - Honolulu - Beach
Bright Corner Condo W/Ac, W/D, Dw, Parking, Wi-Fi! Sleeps 4. 30-Night Min
Waikiki
9.4Wonderful(15)
Condo
Free Wi-Fi
Air conditioning
€114+
Check availability
Romantic Studio in Waikoloa Beach Resort - Waikoloa Village
Romantic Studio in Waikoloa Beach Resort
Waikoloa Village, The Big Island, HI, United States
8.0Very Good(1)
House
Parking
Pool
Air conditioning
€250+
Check availability
Waikoloa Colony Villas 2706 - Waikoloa Village
Waikoloa Colony Villas 2706
Waikoloa Village, The Big Island, HI, United States
9.3Wonderful(1)
Apartment
Pool
Air conditioning
€388+
Check availability
Fairway Villas Waikoloa A31 - Waikoloa Village
Fairway Villas Waikoloa A31
Waikoloa Village, The Big Island, HI, United States
9.5Wonderful(2)
House
Parking
Free Wi-Fi
Pool
Air conditioning
€437+
Check availability
Hale Okakopa - Waikoloa Village
Hale Okakopa
Waikoloa Village, The Big Island, HI, United States
House
Free Wi-Fi
Air conditioning
€493+
Check availability
Volcano Inn Bed n Breakfast - Volcano
Volcano Inn Bed n Breakfast
Volcano, The Big Island, HI, United States
8.3Very Good(427)
Lodge
Parking
Free Wi-Fi
Pet friendly
€198+
Check availability
Luana Waikiki Park Views - no resort fees - Honolulu
Luana Waikiki Park Views - no resort fees
Waikiki
8.8Very Good(53)
Studio
Free Wi-Fi
Pool
Air conditioning
€190+
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 20 days before your stay begins to get the best price for your Hawaii vacation rental.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
July
€338
€321
Cheapest month to stay with an average 18% drop in price.
Most expensive month to stay with an average 24% 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 November and August.
  • 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.
  • Pool, beachfront, and air-conditioned are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 17% 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 (68% of total searches to Hawaii). The next most popular destinations are Kailua-Kona (9%) and Kahului (9%). Searches for holida rentals in Kahuku (5%), Hauula (5%) and Lihue (5%) 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 €124. 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, cabins, campgrounds, caravans, homestays, lodges, luxury tents, motorhomes, campsites, aparthotels, bungalows, hotels, resorts, agritourism, 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 Waikiki Shore By Outrigger and Fern Grotto Inn.

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(287)
Free Wi-Fi
Air conditioning
€247+
Check availability

Everything you need to know for your stay in Hawaii