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

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
Kahana Beach Vacation Club - Lahaina - Pool
Kahana Beach Vacation Club
Lahaina, Maui, HI, United States
Parking
Free Wi-Fi
Pool
Air conditioning
Waimea Plantation Cottages - Waimea (Kauai) - Beach
Waimea Plantation Cottages
Waimea (Kauai), Kaua'i, HI, United States
Parking
Free Wi-Fi
Pool
Air conditioning
Outrigger Honua Kai Resort & Spa - Select Your Unit - Lahaina - Lobby
Parking
Free Wi-Fi
Pool
Air conditioning
New Ala Moana Ocean View - Honolulu - Building
Free Wi-Fi
Pool
Air conditioning
Castle Kaha Lani Resort - Lihue - Living room
Castle Kaha Lani Resort
Lihue, Kaua'i, HI, United States
Free Wi-Fi
Pool
Kaanapali Maui At The Eldorado By Outrigger - Lahaina - Beach
Kaanapali Maui At The Eldorado By Outrigger
Lahaina, Maui, HI, United States
Free Wi-Fi
Pool
Air conditioning
Waikiki Beach Condominiums - Honolulu - Building
Parking
Free Wi-Fi
Pool
Air conditioning
Gardens At West Maui - Kapalua - Bedroom
Gardens At West Maui
Kapalua, Maui, HI, United States
7.7Good(159)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
Maui Banyan Vacation Club - Kīhei - Pool
Maui Banyan Vacation Club
Kīhei, Maui, HI, United States
7.9Good(225)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
Ala Moana Condo - Honolulu
Ala Moana Condo
Ala Moana
7.4Good(158)
Apartment
Free Wi-Fi
Pool
Air conditioning
Aqua Palms Waikiki #304 and #1112 - Honolulu
Parking
Free Wi-Fi
Pool
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)

November
July
€424
€401
Cheapest month to stay with an average 9% drop in price.
Most expensive month to stay with an average 37% 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, air-conditioned, kitchen/kitchenette, and beachfront are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 24% 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 (59% of total searches to Hawaii). The next most popular destinations are Kahului (18%) and Kailua-Kona (9%). Searches for holida rentals in Kahuku (5%), Hauula (5%) and Lahaina (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 €116. 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.