Hawaii vacation rentals

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Booking Insights
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Latest Hawaii vacation rental deals

MOST POPULARLihue
Vacation homes from $141
Honolulu
Vacation homes from $39
Kapolei
Vacation homes from $135
Kailua-Kona
Vacation homes from $38
Kahului
Vacation homes from $90
Lahaina
Vacation homes from $133

Best Hawaii vacation rentals

Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.2Very good(1218)
Apartment
Free Wi-Fi
$287+
Check availability
Waimea Plantation Cottages - Waimea (Kauai) - Beach
Waimea Plantation Cottages
Waimea (Kauai), Kaua'i, HI
8.7Very good(599)
Lodge
Parking
Free Wi-Fi
Pool
Spa
$485+
Check availability
The Westin Ka'anapali Ocean Resort Villas North - Lahaina - Pool
The Westin Ka'anapali Ocean Resort Villas North
Lahaina, Maui, HI
10Wonderful(4)
House
Free Wi-Fi
Pool
Spa
$707+
Check availability
Lovely Hawaiian Monarch Studio - Honolulu - Beach
Lovely Hawaiian Monarch Studio
Waikiki
7.5Good(4)
Condo
Free Wi-Fi
$176+
Check availability
Gardens At West Maui - Kapalua - Bedroom
Gardens At West Maui
Kapalua, Maui, HI
7.7Good(160)
Apartment
Parking
Free Wi-Fi
Pool
$311+
Check availability
Signature Residences at Maui Banyan, Walk to Beach, Limited Offer - Kīhei - Bedroom
Signature Residences at Maui Banyan, Walk to Beach, Limited Offer
Kīhei, Maui, HI
8.3Very good(24)
Apartment
Parking
Free Wi-Fi
Pool
$458+
Check availability
Kikala Waterfall Lodge - Hilo - Bedroom
Kikala Waterfall Lodge
Hilo, The Big Island, HI
8.0Very good(53)
Lodge
Free Wi-Fi
Pool
$167+
Check availability
Kaanapali Maui At The Eldorado By Outrigger - Lahaina - Beach
Kaanapali Maui At The Eldorado By Outrigger
Lahaina, Maui, HI
8.8Very good(194)
Apartment
Free Wi-Fi
Pool
$282+
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
$195+
Check availability
Partial Ocean View Condo with 2 Beds and Parking - Honolulu - Beach
Partial Ocean View Condo with 2 Beds and Parking
Waikiki
9.1Wonderful(24)
Apartment
Free Wi-Fi
Pool
$366+
Check availability
Royal Kuhio - Honolulu - Beach
Royal Kuhio
Waikiki
8.1Very good(61)
Apartment
Free Wi-Fi
Pool
$283+
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
$750+
Check availability
Modern Luxury Beach House Kailua - Kailua
Modern Luxury Beach House Kailua
Kailua, O'ahu, HI
9.1Wonderful(86)
House
Parking
Free Wi-Fi
$687+
Check availability
Luana Waikiki Park Views - no resort fees - Honolulu
Luana Waikiki Park Views - no resort fees
Waikiki
8.7Very good(59)
Studio
Free Wi-Fi
Pool
$217+
Check availability
Volcano Inn Bed n Breakfast - Volcano
Volcano Inn Bed n Breakfast
Volcano, The Big Island, HI
8.3Very good(450)
Lodge
Parking
Free Wi-Fi
Pet friendly
$258+
Check availability
Papakea Resort G304- Coastal Remodeled ocean view Papakea Resort condo - Lahaina
Papakea Resort G304- Coastal Remodeled ocean view Papakea Resort condo
Lahaina, Maui, HI
10Wonderful(1)
Apartment
Free Wi-Fi
$455+
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 89 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
July
$434
$480
Cheapest month to stay with an average 15% drop in price.
Most expensive month to stay with an average 29% 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 May and April.
  • The cheapest night for renting a vacation home in Hawaii is Monday. 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 $183, while the most expensive was $3,812.
  • Pool, air-conditioned, kitchen/kitchenette, and beachfront are the most popular vacation rental property amenities in Hawaii
  • Vacation rentals in Hawaii are around 7% 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 509 properties and an average price of $112. The most popular vacation rentals in Hawaii among KAYAK users are Valley Isle 905, Napili Shores G154 Ocean View Studio Condo, and Kuleana Resort 302.

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 Kahului (15% of total searches to Hawaii). The next most popular destinations are Honolulu (15%) and Kailua-Kona (10%). Searches for vacation rentals in Lihue (6%), Princeville (4%) and Lahaina (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 $163. 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 $59 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 $2,646.

  • 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 $11,342.

  • 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, villas, cabins, holiday parks, 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, Elua Village 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.

Everything you need to know for your stay in Hawaii