Hawaii holiday rentals

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Booking Insights
Recommended by KAYAK

Best Hawaii holiday rentals

Most recommended holiday rentals in Hawaii

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Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views - Honolulu
Parking
Free Wi-Fi
Pool
Air conditioning
The Perfect Family Destination - Kahuku - Beach
The Perfect Family Destination
Kahuku, O'ahu, HI, United States
9.5Wonderful(34)
Parking
Free Wi-Fi
Pool
Air conditioning
Ocean Villas at Turtle Bay - Kahuku
Ocean Villas at Turtle Bay
Kahuku, O'ahu, HI, United States
9.1Wonderful(63)
Parking
Free Wi-Fi
Pool
Air conditioning
3-Bed Villa 110 at Turtle Bay - Kahuku - Bedroom
3-Bed Villa 110 at Turtle Bay
Kahuku, O'ahu, HI, United States
9.7Wonderful(49)
Parking
Free Wi-Fi
Pool
Air conditioning
3-Bed Villa 315 at Turtle Bay - Kahuku - Bedroom
3-Bed Villa 315 at Turtle Bay
Kahuku, O'ahu, HI, United States
9.8Wonderful(64)
Parking
Free Wi-Fi
Pool
Air conditioning
3-Bed Villa 208 at Turtle Bay - Kahuku
3-Bed Villa 208 at Turtle Bay
Kahuku, O'ahu, HI, United States
Parking
Free Wi-Fi
Pool
Air conditioning
3-Bed Villa 106 at Turtle Bay - Kahuku
3-Bed Villa 106 at Turtle Bay
Kahuku, O'ahu, HI, United States
9.6Wonderful(46)
Parking
Free Wi-Fi
Pool
Air conditioning
4-Bed Combination Villa 105-106 at Turtle Bay - Kahuku
4-Bed Combination Villa 105-106 at Turtle Bay
Kahuku, O'ahu, HI, United States
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 39 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
December
€349
€324
Cheapest month to stay with an average 7% drop in price.
Most expensive month to stay with an average 66% 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 April 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.
  • Pool, air-conditioned, kitchen/kitchenette, and beachfront are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 14% 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 (69% of total searches to Hawaii). The next most popular destinations are Kailua-Kona (12%) and Kahului (8%). Searches for holida rentals in Kahuku (4%), Lahaina (4%) and Lihue (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 €124. Search here for similar prices

  • How much is a holiday rental in Hawaii for this weekend?

    In the last 72 hours, users have found Hawaii holiday rentals for this weekend for as little as €121 per night. 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, bungalows, hotels, resorts, aparthotels, 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.

  • 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 Wailea Ekolu Village - CoralTree Residence Collection.

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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