Hawaii vacation rentals

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Booking Insights
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Latest Hawaii vacation rental deals

MOST POPULARLihue
Vacation homes from $173
Honolulu
Vacation homes from $68
Kailua-Kona
Vacation homes from $100
Kahului
Vacation homes from $96
Lahaina
Vacation homes from $165

Best Hawaii vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$31 - $451$451 - $870$870 - $1,289$1,289 - $1,708$1,708+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Hawaii

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Volcano Inn Bed n Breakfast - Volcano
Volcano Inn Bed n Breakfast
Volcano, The Big Island, HI
8.3Very good(413)
Parking
Free Wi-Fi
Pet friendly
$169+
Check availability
Volcano Eco Cabin & Eco Lodge - Volcano - Living room
Volcano Eco Cabin & Eco Lodge
Volcano, The Big Island, HI
9.5Wonderful(317)
Parking
Free Wi-Fi
$175+
Check availability
Aloha Junction Bed and Breakfast -Minutes away from Hawaii Volcanoes National Park - Volcano - Bedroom
Aloha Junction Bed and Breakfast -Minutes away from Hawaii Volcanoes National Park
Volcano, The Big Island, HI
8.7Very good(537)
Parking
Free Wi-Fi
Pet friendly
$220+
Check availability
Prince Kuhio 115 - Poipu - Living room
Prince Kuhio 115
Poipu, Kaua'i, HI
9.0Wonderful(11)
Free Wi-Fi
Pool
$390+
Check availability
Only 100 steps to Poipu Beach with A/C! - Poipu - Living room
Only 100 steps to Poipu Beach with A/C!
Poipu, Kaua'i, HI
8.9Very good(11)
Free Wi-Fi
$400+
Check availability
Castle At Makahuena At Poipu - Poipu
Castle At Makahuena At Poipu
Poipu, Kaua'i, HI
6.4Okay(98)
Free Wi-Fi
Pool
Spa
$423+
Check availability
Hana Kai Maui - #106 Kuakahi partial oceanview studio - Hana - Building
Hana Kai Maui - #106 Kuakahi partial oceanview studio
Hana, Maui, HI
8.2Very good(28)
Parking
Free Wi-Fi
$471+
Check availability
Hana Kai Maui - #105 Kaihalulu - Hana - Bedroom
Hana Kai Maui - #105 Kaihalulu
Hana, Maui, HI
9.4Wonderful(35)
Parking
Free Wi-Fi
$485+
Check availability
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View! - Hana - Beach
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
Hana, Maui, HI
9.3Wonderful(38)
Parking
Free Wi-Fi
$490+
Check availability
Hana Kai Maui - #202 Alau upper floor lofted studio - Hana - Bedroom
Hana Kai Maui - #202 Alau upper floor lofted studio
Hana, Maui, HI
8.7Very good(30)
Parking
Free Wi-Fi
$531+
Check availability
Condo 500 Feet to the Ocean - Poipu - Living room
Condo 500 Feet to the Ocean
Poipu, Kaua'i, HI
9.4Wonderful(7)
$546+
Check availability
Hideaway Cove Poipu Beach - Poipu - Living room
Hideaway Cove Poipu Beach
Poipu, Kaua'i, HI
8.9Very good(193)
Parking
Free Wi-Fi
$546+
Check availability
Hana Kai Maui - Oceanfront 'nanualele' Upper Corner 100 Off Water - Hana - Balcony
Hana Kai Maui - Oceanfront 'nanualele' Upper Corner 100 Off Water
Hana, Maui, HI
9.5Wonderful(13)
Parking
Free Wi-Fi
$575+
Check availability
Full Views & Views Watch the and rise - Poipu - Living room
Full Views & Views Watch the and rise
Poipu, Kaua'i, HI
10Wonderful(2)
Free Wi-Fi
$590+
Check availability
3-Bedroom Villas at Honua Kai Konea by KBM - Kaanapali - Balcony
3-Bedroom Villas at Honua Kai Konea by KBM
Kaanapali, Maui, HI
10Wonderful(16)
Parking
Free Wi-Fi
Pool
$654+
Check availability
Poipu Kapili #60 - Poipu
Poipu Kapili #60
Poipu, Kaua'i, HI
7.8Good(28)
Pool
$656+
Check availability
Booking Insights

KAYAK’s insights for vacation 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 20 days before your stay begins to get the best price for your Hawaii vacation rental.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
December
$402
$350
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 50% 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 November and October.
  • The cheapest night for renting a vacation home in Hawaii is Friday. In contrast, the most expensive is Tuesday.
  • 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 $98, while the most expensive was $1,381.
  • Pool, air-conditioned, kitchen/kitchenette, and beachfront are the most popular vacation rental property amenities in Hawaii
  • Vacation rentals in Hawaii are around 2% more expensive 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 Kaunakakai, with around 80 properties and an average price of $119. The most popular vacation rentals in Hawaii among KAYAK users are Ka Hale Kealoha, Molokai Shores, and Hawaii Haven: Condo w/ Community Pool, Ocean Views.

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 (17% of total searches to Hawaii). The next most popular destinations are Kahului (13%) and Kailua-Kona (8%). Searches for vacation rentals in Lihue (5%), Lahaina (4%) and Princeville (4%) 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 $103. 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 $2,200.

  • 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 $9,429.

  • 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, caravans, condos, cottages, houses, homestays, lodges, luxury tents, recreational vehicles, cabins, campgrounds, holiday parks, villas, bungalows, aparthotels, studios, hotels, resorts, agritourism, 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 Castle Waikiki Shore and Kauai Beach Villas.

  • What are the most popular Hawaii vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation homes that can sleep 6 people or more by KAYAK users are Palani Condo, Volcano Teapot Cottage and Banyan Harbor #C33, Walk to Beach, Wifi, AC, Pool, Parking, Laundry.

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 - Bedroom
Stay Condominiums Waikiki
Waikiki
6.2Okay(288)
Free Wi-Fi
$300+
Check availability
Douglas Waikiki - Honolulu
Douglas Waikiki
Waikiki
7.8Good(524)
Free Wi-Fi
Spa
$170+
Check availability
Makiki Heights Drive - Honolulu
Makiki Heights Drive
Makiki
8.0Very good(1)
Free Wi-Fi
$61+
Check availability
Jenny's Cottage Waikiki - Honolulu
Jenny's Cottage Waikiki
Waikiki
9.2Wonderful(129)
Free Wi-Fi
Pool
$322+
Check availability
Gaia Hawaii at Trump Waikiki Hotel - Honolulu - Restaurant
Gaia Hawaii at Trump Waikiki Hotel
Waikiki
9.1Wonderful(39)
$413+
Check availability
Waikiki Beach Condominiums - Honolulu - Pool
Waikiki Beach Condominiums
Waikiki
7.3Good(552)
Parking
Free Wi-Fi
Pool
$254+
Check availability
Tropical Studios At Marine Surf Waikiki - Free Parking - Best Location - Full Kitchen - Swimming Pool - Honolulu - Bedroom
Tropical Studios At Marine Surf Waikiki - Free Parking - Best Location - Full Kitchen - Swimming Pool
Waikiki
7.9Good(289)
Parking
Free Wi-Fi
Pool
$310+
Check availability
Aston Waikiki Beach Tower - Honolulu - Beach
Aston Waikiki Beach Tower
Waikiki
9.3Wonderful(881)
Pool
$1,122+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.5Very good(1164)
Free Wi-Fi
$339+
Check availability
Waikiki Place Studios At The Marine Surf Waikiki - Honolulu - Beach
Waikiki Place Studios At The Marine Surf Waikiki
Waikiki
8.5Very good(140)
Free Wi-Fi
$330+
Check availability
Vacation Rental Studios at Royal Garden Waikiki - Honolulu
Vacation Rental Studios at Royal Garden Waikiki
Waikiki
7.8Good(477)
Free Wi-Fi
Pool
Spa
$232+
Check availability
Aqua Palms Waikiki #304 and #1112 - Honolulu
Aqua Palms Waikiki #304 and #1112
Waikiki
8.2Very good(35)
Parking
Free Wi-Fi
Pool
$225+
Check availability

Everything you need to know for your stay in Hawaii

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