Hawaii vacation rentals

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Booking Insights
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Latest Hawaii vacation rental deals

MOST POPULARLihue
Vacation homes from $154
Kapolei
Vacation homes from $375
Honolulu
Vacation homes from $71
Kailua-Kona
Vacation homes from $69
Kahului
Vacation homes from $95
Lahaina
Vacation homes from $180

Best Hawaii vacation rentals

Hideaway Cove Poipu Beach - Poipu - Living room
Hideaway Cove Poipu Beach
Poipu, Kaua'i, HI
8.9Very good(193)
House
Parking
Free Wi-Fi
$600+
Check availability
Castle At Makahuena At Poipu - Poipu - Balcony
Castle At Makahuena At Poipu
Poipu, Kaua'i, HI
6.3Okay(101)
Apartment
Free Wi-Fi
Pool
$513+
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
8.6Very good(541)
House
Parking
Free Wi-Fi
Pet friendly
$359+
Check availability
Nihi Kai Villas 504 by Parrish Kauai - great for families w/ AC throughout & wal - Poipu - Beach
Nihi Kai Villas 504 by Parrish Kauai - great for families w/ AC throughout & wal
Poipu, Kaua'i, HI
9.3Wonderful(15)
Condo
$726+
Check availability
Honua Kai Konea 1029 Free Car Kbm Resorts - Kaanapali - Balcony
Honua Kai Konea 1029 Free Car Kbm Resorts
Kaanapali, Maui, HI
10Wonderful(16)
Apartment
Parking
Free Wi-Fi
Pool
$724+
Check availability
Kikala Waterfall Lodge - Hilo - Bedroom
Kikala Waterfall Lodge
Hilo, The Big Island, HI
7.9Good(53)
Lodge
Free Wi-Fi
$157+
Check availability
Partial Ocean View - Poipu - Dining room
Partial Ocean View
Poipu, Kaua'i, HI
10Wonderful(4)
Apartment
Free Wi-Fi
$525+
Check availability
Worldmark Kapaa Shore - Kapaa - Beach
Worldmark Kapaa Shore
Kapaa, Kaua'i, HI
7.3Good(18)
Apartment
Parking
Pool
$308+
Check availability
Volcano Hale - Volcano - Bedroom
Volcano Hale
Volcano, The Big Island, HI
8.1Very good(77)
Lodge
Parking
Free Wi-Fi
$90+
Check availability
Condo 500 Feet to the Ocean - Poipu - Living room
Condo 500 Feet to the Ocean
Poipu, Kaua'i, HI
9.4Wonderful(7)
Condo
$521+
Check availability
Arnott's Lodge & Hiking Adventures - Hilo - Living room
Arnott's Lodge & Hiking Adventures
Hilo, The Big Island, HI
7.9Good(321)
Lodge
Parking
Free Wi-Fi
$180+
Check availability
Lokahi Lodge - Volcano - Bedroom
Lokahi Lodge
Volcano, The Big Island, HI
8.7Very good(100)
Lodge
Parking
Free Wi-Fi
$178+
Check availability
Hana Kai Maui - #205 Mokuhano, upper floor studio - Hana - Balcony
Hana Kai Maui - #205 Mokuhano, upper floor studio
Hana, Maui, HI
9.3Wonderful(35)
Apartment
Parking
Free Wi-Fi
$506+
Check availability
Volcano Inn Bed n Breakfast - Volcano
Volcano Inn Bed n Breakfast
Volcano, The Big Island, HI
8.3Very good(439)
Lodge
Parking
Free Wi-Fi
Pet friendly
$258+
Check availability
Volcano Eco Cabin & Eco Lodge - Volcano
Volcano Eco Cabin & Eco Lodge
Volcano, The Big Island, HI
9.5Wonderful(326)
Lodge
Parking
Free Wi-Fi
$273+
Check availability
Marriott's Ko Olina Beach Club 1BR Apartment with Resort Access - Kapolei
Marriott's Ko Olina Beach Club 1BR Apartment with Resort Access
Kapolei, O'ahu, HI
10Wonderful(2)
House
Free Wi-Fi
Pool
Spa
$755+
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 43 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)

April
January
$454
$496
Cheapest month to stay with an average 22% drop in price.
Most expensive month to stay with an average 27% 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 January and May.
  • The cheapest night for renting a vacation home in Hawaii is Sunday. In contrast, the most expensive is Monday.
  • 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 $71, while the most expensive was $839.
  • Pool, beachfront, air-conditioned, and kitchen/kitchenette are the most popular vacation rental property amenities in Hawaii
  • Vacation rentals in Hawaii are around 6% 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 Kahana, with around 525 properties and an average price of $112. The most popular vacation rentals in Hawaii among KAYAK users are Kuleana Resort 302, The Kapalua Villas Maui By Outrigger, and Mahina Surf.

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 (16% of total searches to Hawaii). The next most popular destinations are Kahului (13%) and Kailua-Kona (10%). Searches for vacation rentals in Lihue (7%), 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 $167. Search here for similar prices

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

    In the last 72 hours, users have found Hawaii vacation rentals for this weekend for as low as $114 per night. 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 $2,447.

  • 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 $10,489.

  • 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, holiday parks, villas, bungalows, aparthotels, campgrounds, studios, hotels, resorts, agritourism and caravan parks.

  • 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 Hawaiian Monarch Penthouse 104 by Hawaii Ocean Club.

  • 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 Hawaiian Monarch Penthouse 104 by Hawaii Ocean Club, Breezy Kailua-Kona Bungalow with Lanai and Ocean View! and Papakea K303 2bed/2bath stunning ocean & pool views.

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(287)
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
9.0Wonderful(129)
Apartment
Free Wi-Fi
Pool
$286+
Check availability
Oahu Royal Garden At Waikiki 1711 Condo - Honolulu
Oahu Royal Garden At Waikiki 1711 Condo
Waikiki
7.0Good(47)
$425+
Check availability
Gaia Hawaii at Trump Waikiki Hotel - Honolulu - Restaurant
Gaia Hawaii at Trump Waikiki Hotel
Waikiki
9.1Wonderful(37)
Apartment
$413+
Check availability
Waikiki Beach Condominiums - Honolulu - Pool
Waikiki Beach Condominiums
Waikiki
7.3Good(547)
Condo
Parking
Free Wi-Fi
Pool
$255+
Check availability
Tropical Studios at Marine Surf Waikiki - Honolulu - Bedroom
Tropical Studios at Marine Surf Waikiki
Waikiki
7.9Good(288)
Free Wi-Fi
$266+
Check availability
Aston Waikiki Beach Tower - Honolulu - Beach
Aston Waikiki Beach Tower
Waikiki
9.3Wonderful(904)
Pool
$881+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.5Very good(1201)
Apartment
Free Wi-Fi
$291+
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
$314+
Check availability
Vacation Rental Studios at Royal Garden Waikiki - Honolulu
Vacation Rental Studios at Royal Garden Waikiki
Waikiki
7.9Good(476)
Apartment
Free Wi-Fi
Pool
Spa
$224+
Check availability
Aqua Palms Waikiki #304 and #1112 - Honolulu
Aqua Palms Waikiki #304 and #1112
Waikiki
8.1Very good(41)
Apartment
Parking
Free Wi-Fi
Pool
$201+
Check availability

Everything you need to know for your stay in Hawaii