Hawaii holiday rentals

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Booking Insights
Recommended by KAYAK

Best Hawaii holiday rentals

Hale Ha Ha - Pahoa - Patio
Hale Ha Ha
Pahoa, The Big Island, HI, United States
9.7Wonderful(126)
Apartment
Parking
Free Wi-Fi
$268+
Check availability
Keauhou Resort 113 - Kailua-Kona - Balcony
Keauhou Resort 113
Kailua-Kona, The Big Island, HI, United States
9.6Wonderful(41)
Apartment
Parking
Free Wi-Fi
Pool
Spa
$606+
Check availability
Halekii Sunset Beautiful 4 br Kealakekua Home - Kealakekua - Balcony
Halekii Sunset Beautiful 4 br Kealakekua Home
Kealakekua, The Big Island, HI, United States
9.2Wonderful(19)
House
Parking
Free Wi-Fi
$1,148+
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Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.4Very Good(1215)
Apartment
Free Wi-Fi
$484+
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Ilikai Hotel 2br - Honolulu - Beach
Ilikai Hotel 2br
Waikiki
9.3Wonderful(8)
Apartment
Free Wi-Fi
$473+
Check availability
Lovely Hawaiian Monarch Studio - Honolulu - Beach
Lovely Hawaiian Monarch Studio
Waikiki
7.5Good(4)
Condo
Free Wi-Fi
$312+
Check availability
The Westin Ka'anapali Ocean Resort Villas North - Lahaina - Pool
The Westin Ka'anapali Ocean Resort Villas North
Lahaina, Maui, HI, United States
10Wonderful(4)
House
Free Wi-Fi
Pool
Spa
$1,151+
Check availability
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach - Honolulu - Lounge
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Waikiki
8.6Very Good(28)
Apartment
Free Wi-Fi
$317+
Check availability
Ilikai 2122 Deluxe Ocean, Lagoon Views Kg Bed, Sofa Bed, Parking Included - Honolulu - Living room
Ilikai 2122 Deluxe Ocean, Lagoon Views Kg Bed, Sofa Bed, Parking Included
Waikiki
9.6Wonderful(29)
Condo
$627+
Check availability
Ilikai 1102 Studio Condo - Honolulu - Balcony
Ilikai 1102 Studio Condo
Waikiki
9.3Wonderful(28)
Condo
$451+
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Bright Corner Condo W/Ac, W/D, Dw, Parking, Wi-Fi! Sleeps 4. 30-Night Min - Honolulu - Beach
Bright Corner Condo W/Ac, W/D, Dw, Parking, Wi-Fi! Sleeps 4. 30-Night Min
Waikiki
9.4Wonderful(15)
Condo
Free Wi-Fi
$289+
Check availability
Waikiki Banyan Bliss, Ocean View & Walk to Beach - Honolulu - Balcony
Waikiki Banyan Bliss, Ocean View & Walk to Beach
Waikiki
9.4Wonderful(17)
Condo
Parking
Free Wi-Fi
Pool
$632+
Check availability
Whale House at Kehena Beach - Pahoa
Whale House at Kehena Beach
Pahoa, The Big Island, HI, United States
9.2Wonderful(125)
House
Parking
Free Wi-Fi
$280+
Check availability
Tropical Zen Bungalow - Pahoa
Tropical Zen Bungalow
Pahoa, The Big Island, HI, United States
9.1Wonderful(46)
House
Parking
Free Wi-Fi
$253+
Check availability
Volcano Inn Bed n Breakfast - Volcano
Volcano Inn Bed n Breakfast
Volcano, The Big Island, HI, United States
8.3Very Good(449)
Lodge
Parking
Free Wi-Fi
Pet friendly
$422+
Check availability
Luana Waikiki Park Views - no resort fees - Honolulu
Luana Waikiki Park Views - no resort fees
Waikiki
8.7Very Good(56)
Studio
Free Wi-Fi
Pool
$377+
Check availability
Booking Insights

KAYAK’s insights for holiday 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 89 days before your stay begins to get the best price for your Hawaii vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
July
$784
$768
Cheapest month to stay with an average 7% drop in price.
Most expensive month to stay with an average 43% 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

  • 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 August.
  • The cheapest night for renting a holiday home in Hawaii is Friday. In contrast, the most expensive is Wednesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Hawaii for 4 days.
  • The cheapest Hawaii holiday rental found on KAYAK in the last 2 weeks was $330, while the most expensive was $344.
  • Pool, beachfront, air-conditioned, and kitchen/kitchenette are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 23% cheaper than hotels on average. Search here to compare prices for all accommodation types in Hawaii.

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 (57% of total searches to Hawaii). The next most popular destinations are Kailua-Kona (20%) and Kahului (9%). Searches for holida rentals in Hilo (6%), Lahaina (3%) and Lihue (3%) 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 $237. Search here for similar prices

  • 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, studios, villas, cabins, campgrounds, caravans, homestays, lodges, luxury tents, motorhomes, campsites, aparthotels, bungalows, hotels, resorts, agritourism and caravan parks.

  • 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 Castle Kona Bali Kai and Stay Condominiums Waikiki.

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.

Everything you need to know for your stay in Hawaii

Complete your trip to Hawaii

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