Hawaii holiday rentals

Search hundreds of travel sites at once for holiday home deals in Hawaii

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Hawaii holiday rentals

Most recommended holiday rentals in Hawaii

Show all
Waikiki Beach Condominiums - Honolulu - Pool
Parking
Free Wi-Fi
Pool
Air conditioning
Maui Banyan - Wailea - Beach
Maui Banyan
Wailea, Maui, HI, United States
8.1Very Good(41)
Free Wi-Fi
Pool
Air conditioning
Palms at Wailea 2108 - Wailea - Balcony
Palms at Wailea 2108
Wailea, Maui, HI, United States
8.6Very Good(17)
Parking
Free Wi-Fi
Pool
Air conditioning
Grand Champions 12 condo - Wailea - Living room
Grand Champions 12 condo
Wailea, Maui, HI, United States
Free Wi-Fi
Pool
Air conditioning
Kahana Beach Vacation Club - Lahaina - Pool
Kahana Beach Vacation Club
Lahaina, Maui, HI, United States
8.2Very Good(305)
Parking
Free Wi-Fi
Pool
Air conditioning
Vacation Condos In Kona - Kailua-Kona - Living room
Vacation Condos In Kona
Kailua-Kona, The Big Island, HI, United States
6.6Okay(98)
Free Wi-Fi
Pool
Air conditioning
Mana Kai 710A - Wailea
Mana Kai 710A
Wailea, Maui, HI, United States
8.8Very Good(9)
Free Wi-Fi
Pool
Kihei Beach Retreat with Pool Access, Walk to Shore! - Wailea
Free Wi-Fi
Air conditioning
Aloha Suites Waikiki - Honolulu
Free Wi-Fi
Pet friendly
Air conditioning

Good to know

Low season

September

High season

February

Average price (weeknight)

€441

Average price (weekend night)

€432
Cheapest month to stay with an average 11% drop in price.
Most expensive month to stay with an average 21% 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 October and March.
  • The cheapest night for renting a holiday home in Hawaii is Saturday. In contrast, the most expensive is Sunday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Hawaii for 4 days.
  • Beachfront, kitchen/kitchenette, pool, air-conditioned, and parking are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 30% cheaper than hotels on average. Search here to compare prices for all accommodation types in Hawaii.
See more tips

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 Lahaina (15%) and Kahuku (6%). Searches for holida rentals in Kailua-Kona (3%), Kahului (3%) and Lihue (3%) 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 €120. 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, homestays, studios, villas, campgrounds, caravans, luxury tents, bungalows, cabins, lodges, motorhomes, agritourism, campsites, 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.

  • Are there any pet-friendly holiday rentals in Hawaii?

    There are a number of dog and pet-friendly Hawaii holiday rentals, with around 2% allowing you to bring your pet along with you.

See more FAQs

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

Show all

Holiday rentals by topic

Show all

Popular topics

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.