Hawaii vacation rentals

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Latest Hawaii vacation rental deals

MOST POPULARHonolulu
Vacation homes from C$ 91
Kīhei
Vacation homes from C$ 230
Kahului
Vacation homes from C$ 147

Best Hawaii vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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C$ 130 - C$ 474C$ 474 - C$ 817C$ 817 - C$ 1,159C$ 1,159 - C$ 1,503C$ 1,503+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Hawaii

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Honolii Black Sand Beach Vacation Rental - Hilo - Bedroom
Honolii Black Sand Beach Vacation Rental
Hilo, The Big Island, HI, United States
Free Wi-Fi
C$ 244+
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Jungle view bedroom with private entrance,outdoor private Bali style bathroom - Hilo - Bedroom
Jungle view bedroom with private entrance,outdoor private Bali style bathroom
Hilo, The Big Island, HI, United States
Free Wi-Fi
C$ 277+
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Escape to your private oasis - Hilo - Bedroom
Escape to your private oasis
Hilo, The Big Island, HI, United States
Free Wi-Fi
C$ 307+
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Kihei Akahi Resort - Unit C618 - Kīhei - Pool
Kihei Akahi Resort - Unit C618
Kīhei, Maui, HI, United States
9.8Wonderful(16)
Parking
Free Wi-Fi
Pool
C$ 340+
Check availability
Kihei Akahi C-608 - Stunning Ocean Views, Ac! - Kīhei - Beach
Kihei Akahi C-608 - Stunning Ocean Views, Ac!
Kīhei, Maui, HI, United States
7.1Good(7)
Parking
Free Wi-Fi
Pool
C$ 364+
Check availability
Maui Kamaole by Coldwell Banker Island Vacations - Wailea - Living room
Maui Kamaole by Coldwell Banker Island Vacations
Wailea, Maui, HI, United States
8.6Very good(5)
Parking
Free Wi-Fi
Pool
C$ 381+
Check availability
Somewhere over the Rainbow Loft with AC Hilo - Hilo - Living room
Somewhere over the Rainbow Loft with AC Hilo
Hilo, The Big Island, HI, United States
9.2Wonderful(60)
Parking
Free Wi-Fi
C$ 382+
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Kihei Alii Kai A207 - Kīhei - Living room
Kihei Alii Kai A207
Kīhei, Maui, HI, United States
8.8Very good(2)
Parking
Free Wi-Fi
Pool
C$ 398+
Check availability
Maui Banyan Vacation Club - Kīhei - Pool
Maui Banyan Vacation Club
Kīhei, Maui, HI, United States
7.6Good(203)
Parking
Free Wi-Fi
Pool
C$ 398+
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Wailea Ekolu 1603 by Coldwell Banker Island Vacations - Wailea - Bedroom
Wailea Ekolu 1603 by Coldwell Banker Island Vacations
Wailea, Maui, HI, United States
Parking
Free Wi-Fi
Pool
C$ 617+
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Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View! - Hana - Balcony
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Hana, Maui, HI, United States
9.5Wonderful(31)
Parking
Free Wi-Fi
C$ 703+
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Kaanapali Royal H101 - Kaanapali - Bedroom
Kaanapali Royal H101
Kaanapali, Maui, HI, United States
10Wonderful(1)
Free Wi-Fi
Pool
C$ 753+
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Honua Kai - Hokulani 712 - Kaanapali - Balcony
Honua Kai - Hokulani 712
Kaanapali, Maui, HI, United States
9.4Wonderful(21)
Parking
Free Wi-Fi
Pool
Spa
C$ 916+
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Third Floor villa Ocean View - Beach Tower at Ko Olina Beach Villas Resort - Kapolei
Third Floor villa Ocean View - Beach Tower at Ko Olina Beach Villas Resort
Kapolei, O'ahu, HI, United States
9.6Wonderful(8)
Parking
Free Wi-Fi
Pool
C$ 1,202+
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Honua Kai - Hokulani 836 - Lahaina
Honua Kai - Hokulani 836
Lahaina, Maui, HI, United States
8.5Very good(8)
Parking
Free Wi-Fi
Pool
C$ 1,418+
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Spacious Fourth Floor Villa with Pool View - Ocean Tower at Ko Olina Beach Villas Resort - Kapolei
Spacious Fourth Floor Villa with Pool View - Ocean Tower at Ko Olina Beach Villas Resort
Kapolei, O'ahu, HI, United States
10Wonderful(6)
Parking
Free Wi-Fi
Pool
C$ 1,462+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
February
C$ 713
C$ 689
Cheapest month to stay with an average 16% 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 vacation rental

  • If you’re looking for a cheap vacation rental in Hawaii, you should consider visiting during the low season. The cheapest vacation homes in Hawaii can be found in September and November.
  • The cheapest night for renting a vacation home in Hawaii is Wednesday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Hawaii for 6 days.
  • The cheapest Hawaii vacation rental found on KAYAK in the last 2 weeks was C$ 164, while the most expensive was C$ 867.
  • Beachfront, air-conditioned, kitchen/kitchenette, parking, and pool are the most popular vacation rental property amenities in Hawaii
  • Vacation rentals in Hawaii are around 16% cheaper than hotels on average. Search here to compare prices for all accommodation types in Hawaii.
  • The city in Hawaii with the most affordable vacation homes is Honolulu, with around 3,900 properties and an average price of C$ 237. The most popular vacation rentals in Hawaii among KAYAK users are Cozy & City View Steps to Waikiki Beach with Parking, Castle Waikiki Shore, and Aloha Suites Waikiki.

FAQs when booking a vacation home in Hawaii

  • What is the most popular vacation rental destination in Hawaii?

    Based on KAYAK vacation rental searches, the most popular destination is Honolulu (24% of total searches to Hawaii). The next most popular destinations are Kahului (16%) and Kailua-Kona (13%). Searches for vacation rentals in Kīhei (7%), Kaanapali (6%) and Lihue (6%) are also popular.

  • How much is a vacation rental in Hawaii for tonight?

    In the last 72 hours, users have found Hawaii vacation rentals for tonight for as low as C$ 244. Search here for similar prices

  • How much is a vacation rental for a week in Hawaii?

    The average price for a weekly Hawaii vacation rental found by KAYAK users in the last 2 weeks is C$ 1,846.

  • How much is a vacation rental for a month in Hawaii?

    The average price for a monthly Hawaii vacation rental found by KAYAK users in the last 2 weeks is C$ 7,909.

  • What types of vacation rentals are available in Hawaii?

    There are loads of different property types that you can make your vacation home in Hawaii. You’ll find apartments, condos, cottages, houses, campgrounds, caravans, lodges, luxury tents, recreational vehicles, cabins, homestays, villas, bungalows, studios, agritourism, vacation villages, caravan parks and farm stays.

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

    There are many types of properties available for Hawaii vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Aloha Suites Waikiki and Kauai Beach Villas.

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

    There are a number of dog and pet-friendly Hawaii vacation rentals, with around 1% allowing you to bring your pet along with you.

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 vacation home.

What Hawaii vacation rental guests are talking about

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Popular topics

Vacation rentals by topic

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Stay Condominiums Waikiki - Honolulu
Stay Condominiums Waikiki
Waikiki
6.2Okay(289)
Free Wi-Fi
C$ 212+
Check availability
Aston Waikiki Beach Tower - Honolulu - Beach
Aston Waikiki Beach Tower
Waikiki
9.2Wonderful(832)
Pool
C$ 1,035+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.6Very good(1137)
Free Wi-Fi
C$ 334+
Check availability

Everything you need to know for your stay in Hawaii

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