Hawaii holiday rentals

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Booking Insights
Recommended by KAYAK

Latest Hawaii holiday rental deals

MOST POPULARHonolulu
Holiday homes from €129

Best Hawaii holiday rentals

2b2b AC Magic Tides Kona near Magic Sands Beach - Kailua-Kona - Building
2b2b AC Magic Tides Kona near Magic Sands Beach
Kailua-Kona, The Big Island, HI, United States
Condo
Parking
Free Wi-Fi
Air conditioning
Kikala Waterfall Lodge - Hilo - Bedroom
Kikala Waterfall Lodge
Hilo, The Big Island, HI, United States
Free Wi-Fi
Pool
Castle Waikiki Shore - Honolulu - Beach
Free Wi-Fi
Air conditioning
The Westin Ka'anapali Ocean Resort Villas North - Lahaina - Pool
Free Wi-Fi
Pool
Air conditioning
Ohana Pua Hale - Kailua-Kona
Ohana Pua Hale
Kailua-Kona, The Big Island, HI, United States
Parking
Free Wi-Fi
Air conditioning
Keaau Place - Keaau
Keaau Place
Keaau, The Big Island, HI, United States
Parking
Free Wi-Fi
Air conditioning
Volcano Inn Bed n Breakfast - Volcano
Volcano Inn Bed n Breakfast
Volcano, The Big Island, HI, United States
Parking
Free Wi-Fi
Pet friendly
Ilikai Hotel 2br - Honolulu
Free Wi-Fi
Air conditioning
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.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
May
€388
€406
Cheapest month to stay with an average 7% drop in price.
Most expensive month to stay with an average 39% 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, air-conditioned, and kitchen/kitchenette are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 18% 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 (61% of total searches to Hawaii). The next most popular destinations are Kahului (17%) and Kailua-Kona (9%). Searches for holida rentals in Kahuku (4%), Hauula (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 €110. 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 and caravan parks.

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

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Fern Grotto Inn.

  • 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 Elua Village.

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.