Hawaii vacation rentals

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Latest Hawaii vacation rental deals

MOST POPULARLihue
Vacation homes from C$ 554
Honolulu
Vacation homes from C$ 58
Kīhei
Vacation homes from C$ 230
Kailua-Kona
Vacation homes from C$ 172
Kahului
Vacation homes from C$ 128

Best Hawaii vacation rentals

Most recommended vacation rentals in Hawaii

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The Westin Ka'anapali Ocean Resort Villas North - Lahaina - Outdoors view
The Westin Ka'anapali Ocean Resort Villas North
Lahaina, Maui, HI, United States
10Wonderful(2)
Free Wi-Fi
Pool
Spa
C$ 896+
Check availability
Castle At Makahuena At Poipu - Poipu - Patio
Castle At Makahuena At Poipu
Poipu, Kaua'i, HI, United States
6.5Okay(92)
Free Wi-Fi
Pool
C$ 655+
Check availability
Kbm Resorts Free Car The Whaler Wh1-1211 Sweeping Ocean Views Newly Furnished 2023 - Kaanapali - Pool
Kbm Resorts Free Car The Whaler Wh1-1211 Sweeping Ocean Views Newly Furnished 2023
Kaanapali, Maui, HI, United States
9.3Wonderful(3)
Parking
Free Wi-Fi
Pool
C$ 870+
Check availability
Great Island Escape! Stay Minutes From Kalapaki Beach and Nawiliwili Park! - Lihue - Building
Great Island Escape! Stay Minutes From Kalapaki Beach and Nawiliwili Park!
Lihue, Kaua'i, HI, United States
Pool
C$ 624+
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Poipu Plantation Vacation Rentals - Koloa - Living room
Poipu Plantation Vacation Rentals
Koloa, Kaua'i, HI, United States
8.3Very good(57)
Parking
Free Wi-Fi
C$ 517+
Check availability
Kauai Banyan Harbor B24 condo - Lihue - Pool
Kauai Banyan Harbor B24 condo
Lihue, Kaua'i, HI, United States
8.0Very good(1)
Free Wi-Fi
Pool
C$ 633+
Check availability
Ultimate Oceanfront Townhome Located on Kona Coast - Kailua-Kona - Pool
Ultimate Oceanfront Townhome Located on Kona Coast
Kailua-Kona, The Big Island, HI, United States
8.9Very good(27)
Free Wi-Fi
Pool
C$ 657+
Check availability
Paki Maui 207 - Napili
Paki Maui 207
Napili, Maui, HI, United States
8.8Very good(21)
Parking
Free Wi-Fi
Pool
C$ 450+
Check availability
Poipu Kapili #60 - Poipu
Poipu Kapili #60
Poipu, Kaua'i, HI, United States
7.2Good(36)
Pool
C$ 786+
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Paki Maui 123 - Napili
Paki Maui 123
Napili, Maui, HI, United States
9.0Wonderful(2)
Free Wi-Fi
Pool
C$ 571+
Check availability
Mana Kai 710A - Wailea
Mana Kai 710A
Wailea, Maui, HI, United States
8.8Very good(9)
Free Wi-Fi
Pool
C$ 694+
Check availability
Alii Villas - Kailua-Kona
Alii Villas
Kailua-Kona, The Big Island, HI, United States
8.5Very good(24)
Parking
Free Wi-Fi
Pool
C$ 410+
Check availability
Noelani 114 - Kahana
Noelani 114
Kahana, Maui, HI, United States
9.0Wonderful(1)
Free Wi-Fi
Pool
C$ 433+
Check availability
Ko Olina Beach Villas O704 - Kapolei
Ko Olina Beach Villas O704
Kapolei, O'ahu, HI, United States
Parking
Free Wi-Fi
Pool
C$ 2,057+
Check availability
Ko Olina Beach Villas B706 - Kapolei
Ko Olina Beach Villas B706
Kapolei, O'ahu, HI, United States
Parking
Free Wi-Fi
Pool
C$ 2,276+
Check availability
Noelani 107 - Kahana
Noelani 107
Kahana, Maui, HI, United States
10Wonderful(1)
Free Wi-Fi
Pool
C$ 548+
Check availability
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C$ 43 - C$ 1,366C$ 1,366 - C$ 2,688C$ 2,688 - C$ 4,010C$ 4,010 - C$ 5,332C$ 5,332+ per night

Property Types

ApartmentCondoHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

September

High season

February

Average price (weeknight)

C$ 701

Average price (weekend night)

C$ 698
Cheapest month to stay with an average 20% drop in price.
Most expensive month to stay with an average 16% 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

  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Hawaii for 7 days.
  • The cheapest Hawaii vacation rental found on KAYAK in the last 2 weeks was C$ 153, while the most expensive was C$ 589.
  • Beachfront, kitchen/kitchenette, pool, air-conditioned, and parking are the most popular vacation rental property amenities in Hawaii
  • Vacation rentals in Hawaii are around 15% 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 3,832 properties and an average price of C$ 279. The most popular vacation rentals in Hawaii among KAYAK users are Castle Waikiki Shore, Aloha Suites Waikiki, and New Ala Moana Ocean View.
See more tips

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 (22% of total searches to Hawaii). The next most popular destinations are Kahului (16%) and Kailua-Kona (13%). Searches for vacation rentals in Lihue (7%), Kīhei (7%) and Lahaina (5%) 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$ 189. 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$ 2,331.

  • 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$ 9,990.

  • 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, houses, cottages, homestays, studios, villas, campgrounds, caravans, luxury tents, bungalows, cabins, lodges, recreational vehicles, 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 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 vacation home.

What Hawaii vacation rental guests are talking about

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Vacation rentals by topic

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Stay Condominiums Waikiki - Honolulu
Stay Condominiums Waikiki
Waikiki
6.2Okay(289)
Free Wi-Fi
C$ 215+
Check availability
Aston Waikiki Beach Tower - Honolulu - Beach
Aston Waikiki Beach Tower
Waikiki
9.2Wonderful(813)
Pool
C$ 1,317+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.5Very good(1116)
Free Wi-Fi
C$ 400+
Check availability

Popular topics

Everything you need to know for your stay in Hawaii

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