Hawaii holiday rentals

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Latest Hawaii holiday rental deals

MOST POPULARHonolulu
Holiday homes from $128

Best Hawaii holiday rentals

Most recommended holiday rentals in Hawaii

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Hideaway Cove Poipu Beach - Poipu - Living room
Hideaway Cove Poipu Beach
Poipu, Kaua'i, HI, United States
9.1Wonderful(187)
Parking
Free Wi-Fi
$850+
View availability
Kaanapali Plantation 8 - Kaanapali - Living room
Kaanapali Plantation 8
Kaanapali, Maui, HI, United States
8.6Very Good(5)
Parking
Free Wi-Fi
Pool
$838+
View availability
Waikoloa Fairway Villas - Waikoloa Village - Pool
Waikoloa Fairway Villas
Waikoloa Village, The Big Island, HI, United States
9.2Wonderful(2)
Free Wi-Fi
Pool
$610+
View availability
Eldorado J222 - Kaanapali - Balcony
Eldorado J222
Kaanapali, Maui, HI, United States
9.1Wonderful(15)
Parking
Free Wi-Fi
Pool
Spa
$710+
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Fairway Villas Waikoloa By Outrigger - Waikoloa Village - Pool
Fairway Villas Waikoloa By Outrigger
Waikoloa Village, The Big Island, HI, United States
8.3Very Good(162)
Parking
Free Wi-Fi
Pool
$509+
View availability
Maui Kai 304 - Kaanapali - Balcony
Maui Kai 304
Kaanapali, Maui, HI, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pool
$838+
View availability
Fairway Villas Waikoloa O21 - Waikoloa Village - Pool
Fairway Villas Waikoloa O21
Waikoloa Village, The Big Island, HI, United States
9.3Wonderful(13)
Parking
Free Wi-Fi
Pool
$742+
View availability
Honua Kai 215 2 Bedroom 2 Bath condo - Kaanapali - Living room
Honua Kai 215 2 Bedroom 2 Bath condo
Kaanapali, Maui, HI, United States
10Wonderful(1)
Free Wi-Fi
Pool
$1,503+
View availability
2 Awesome Units Just Steps to the Beach, Pool, Dining, Spa, Diamond Head, Iolani - Honolulu - Restaurant
2 Awesome Units Just Steps to the Beach, Pool, Dining, Spa, Diamond Head, Iolani
Waikiki
Pool
$1,549+
View availability
Waikoloa Beach Villas F32 - Waikoloa Village - Pool
Waikoloa Beach Villas F32
Waikoloa Village, The Big Island, HI, United States
9.3Wonderful(10)
Pool
$820+
View 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
$982+
View availability
Spacious Dome Tent Glamping Camping Laie North Shore Oahu - Laie
Spacious Dome Tent Glamping Camping Laie North Shore Oahu
Laie, O'ahu, HI, United States
8.3Very Good(12)
Parking
$281+
View availability
Spacious 4 bedroom Home, steps to Hukilau Beach, A/C, 30 Day - Laie
Spacious 4 bedroom Home, steps to Hukilau Beach, A/C, 30 Day
Laie, O'ahu, HI, United States
Free Wi-Fi
$1,134+
View availability
SUN, SWIM, SURF, kid-friendly,beachfront, 30 day contact us, see details - Laie
SUN, SWIM, SURF, kid-friendly,beachfront, 30 day contact us, see details
Laie, O'ahu, HI, United States
Free Wi-Fi
$1,525+
View availability
3 Bedroom, Partial Ocean View, with A/C, Close to Hukilau Beach, 30 Day - Laie
3 Bedroom, Partial Ocean View, with A/C, Close to Hukilau Beach, 30 Day
Laie, O'ahu, HI, United States
Free Wi-Fi
$596+
View availability
Oahu's Best Kept Secret - Laie
Oahu's Best Kept Secret
Laie, O'ahu, HI, United States
7.9Good(18)
Parking
Free Wi-Fi
$2,297+
View availability
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$48 - $1,541$1,541 - $3,032$3,032 - $4,523$4,523 - $6,014$6,014+ per night

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

September

High season

December

Average price (weeknight)

$803

Average price (weekend night)

$793
Cheapest month to stay with an average 14% drop in price.
Most expensive month to stay with an average 19% 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

  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Hawaii for 5 days.
  • The cheapest Hawaii holiday rental found on KAYAK in the last 2 weeks was $517, while the most expensive was $813.
  • Beachfront, kitchen/kitchenette, pool, air-conditioned, and parking are the most popular holiday rental property amenities in Hawaii
  • Holiday 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 holiday homes is Honolulu, with around 3,832 properties and an average price of $384. The most popular holiday 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 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 (37% of total searches to Hawaii). The next most popular destinations are Kahului (11%) and Kailua-Kona (10%). Searches for holida rentals in Lahaina (7%), Kapalua (5%) and Waikoloa Village (5%) 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 $224. Search here for similar prices

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

    In the last 72 hours, users have found Hawaii holiday rentals for this weekend for as little as $195 per night. Search here for similar prices

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

    The average price for a weekly Hawaii holiday rental found by KAYAK users in the last 2 weeks is $5,878.

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

    The average price for a monthly Hawaii holiday rental found by KAYAK users in the last 2 weeks is $25,191.

  • 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 Stay Condominiums Waikiki and Maui Banyan Vacation Club.

  • 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.

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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

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Holiday rentals by topic

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Stay Condominiums Waikiki - Honolulu
Stay Condominiums Waikiki
Waikiki
6.2Okay(289)
Free Wi-Fi
$242+
View availability

Popular topics

Everything you need to know for your stay in Hawaii

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