Hawaii holiday rentals

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Best Hawaii holiday rentals

Most recommended holiday rentals in Hawaii

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Popular self-contained Apartment in Waikiki Sleeps 2-3 guests. - Honolulu - Bedroom
Popular self-contained Apartment in Waikiki Sleeps 2-3 guests.
$388+
$388+
Free Wi-Fi
Pool
Spa
Arnott's Lodge & Hiking Adventures - Hilo - Living room
Arnott's Lodge & Hiking Adventures
8.6 Very Good
$329+
$329+
Parking
Free Wi-Fi
Great Escape! Beachfront Property, Spa, Pool, Near Kapiolani Park, Diamond Head - Honolulu - Restaurant
Great Escape! Beachfront Property, Spa, Pool, Near Kapiolani Park, Diamond Head - Honolulu - Restaurant
Great Escape! Beachfront Property, Spa, Pool, Near Kapiolani Park, Diamond Head
Waikiki$1,292+
$1,292+
Pool
2 Great Units, Just Steps to the Beach, Pool, Dining, Spa, Diamond Head - Honolulu - Restaurant
2 Great Units, Just Steps to the Beach, Pool, Dining, Spa, Diamond Head - Honolulu - Restaurant
2 Great Units, Just Steps to the Beach, Pool, Dining, Spa, Diamond Head
Waikiki$2,276+
$2,276+
Pool
Stunning Views Best location in Hilo 2BR modern Condo - Hilo - Balcony
Stunning Views Best location in Hilo 2BR modern Condo - Hilo - Balcony
Stunning Views Best location in Hilo 2BR modern Condo
9 Wonderful
$734+
$734+
Parking
Free Wi-Fi
Pool
Family & Friends Getaway! 2 Great Units, Pool, Steps to Beach, Honolulu Zoo - Honolulu - Restaurant
Family & Friends Getaway! 2 Great Units, Pool, Steps to Beach, Honolulu Zoo - Honolulu - Restaurant
Family & Friends Getaway! 2 Great Units, Pool, Steps to Beach, Honolulu Zoo
Waikiki$5,693+
$5,693+
Pool
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 - Honolulu - Restaurant
2 Awesome Units Just Steps to the Beach, Pool, Dining, Spa, Diamond Head, Iolani
Waikiki$1,861+
$1,861+
Pool
Aloha from Waikiki! 3 Partial Ocean View Units, Pool, Waikiki Beach - Honolulu - Restaurant
Aloha from Waikiki! 3 Partial Ocean View Units, Pool, Waikiki Beach - Honolulu - Restaurant
Aloha from Waikiki! 3 Partial Ocean View Units, Pool, Waikiki Beach
Waikiki$2,776+
$2,776+
Pool
Enjoy 2 Amazing Units! Pool, 3 Restaurants, Minutes to Kapiolani Park - Honolulu - Restaurant
Enjoy 2 Amazing Units! Pool, 3 Restaurants, Minutes to Kapiolani Park - Honolulu - Restaurant
Enjoy 2 Amazing Units! Pool, 3 Restaurants, Minutes to Kapiolani Park
Waikiki$2,547+
$2,547+
Pool
Papakea K303 2bed/2bath stunning ocean & pool views - Kahului - Pool
Papakea K303 2bed/2bath stunning ocean & pool views - Kahului - Pool
Papakea K303 2bed/2bath stunning ocean & pool views
10 Wonderful
$1,224+
$1,224+
Parking
Free Wi-Fi
Pool
Spa
Epic Maui Camping - Affordable Adventure in Paradise SUV + gear - Kahului - Beach
Epic Maui Camping - Affordable Adventure in Paradise SUV + gear - Kahului - Beach
Epic Maui Camping - Affordable Adventure in Paradise SUV + gear
$405+
$405+
Wainaku Camp Cottage - Hilo - Dining room
Wainaku Camp Cottage - Hilo - Dining room
Wainaku Camp Cottage
$395+
$395+
Free Wi-Fi
2015 Dodge Ram Pro Master 2500 Diesel High Top Cal King Tempurpedic Mattress!!!! - Kahului - Bedroom
2015 Dodge Ram Pro Master 2500 Diesel High Top Cal King Tempurpedic Mattress!!!! - Kahului - Bedroom
2015 Dodge Ram Pro Master 2500 Diesel High Top Cal King Tempurpedic Mattress!!!!
$519+
$519+
Wainaku Camp Home - Hilo - Living room
Wainaku Camp Home - Hilo - Living room
Wainaku Camp Home
$438+
$438+
Free Wi-Fi
Roadtrip Camping on Maui - Kahului
Roadtrip Camping on Maui - Kahului
Roadtrip Camping on Maui
9.8 Wonderful
$365+
$365+
Epic Maui Car Camping - Kahului
Epic Maui Car Camping - Kahului
Epic Maui Car Camping
9.7 Wonderful
$365+
$365+
Pool
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$14 - $1,336$1,336 - $2,660$2,660 - $3,981$3,981 - $5,305$5,305+ per night

Property type

ApartmentCondoHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

May

High season

January

Average price (weeknight)

$891

Average price (weekend night)

$947
Cheapest month to stay with an average 6% drop in price.
Most expensive month to stay with an average 38% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a holiday rental in Hawaii

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding the perfect Hawaii holiday rental

  • If you’re looking for a cheap holiday rental in Hawaii, you should consider visiting during the low season. The cheapest holiday homes in Hawaii can be found in January and November.
  • The cheapest night for renting a holiday home in Hawaii is Thursday. In contrast, the most expensive is Tuesday.
  • Book your Hawaii holiday rental at least 8 days before your stay begins to get the best price.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Hawaii for 3 days.
  • Beachfront, air-conditioned, kitchen/kitchenette, parking, and pool are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 29% 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 Kekaha, with around 21 properties and an average price of $332. The most popular holiday rentals in Hawaii among KAYAK users are Hale Makai - Luxury Beach Home With Ac And Private Hot Tub! Tvr#5012, Hale Mano Kia - Classic 3br West Side Bungalow . Steps From The Beach! Tvnc 5001, and Waimea Beach Cottage by Destination Kauai - Charming 2BD, A/C, Walk to Ocean/Pier.
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 (56% of total searches to Hawaii). The next most popular destinations are Kekaha (13%) and Lahaina (7%). Searches for holida rentals in Kaunakakai (4%), Kahului (4%) and Kailua-Kona (4%) 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 $294. 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 $185 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 $2,323.

  • 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 $9,955.

  • 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, villas, bungalows, cabins, campgrounds, lodges, luxury tents, caravans, motorhomes, agritourism, campsites, studios, 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 Kaanapali Maui At The Eldorado By Outrigger.

  • 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.

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 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
6.2 Okay
Waikiki$274+
$274+
Free Wi-Fi

Popular topics

Everything you need to know for your stay in Hawaii

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