Hawaii vacation rentals

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Latest Hawaii vacation rental deals

MOST POPULARLihue
Vacation homes from $188
Kapolei
Vacation homes from $224
Honolulu
Vacation homes from $32
Kailua-Kona
Vacation homes from $85
Kahului
Vacation homes from $103
Lahaina
Vacation homes from $160

Best Hawaii vacation rentals

Most recommended vacation rentals in Hawaii

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Hideaway Cove Poipu Beach - Poipu - Living room
Hideaway Cove Poipu Beach
Poipu, Kaua'i, HI
9.1Wonderful(187)
Parking
Free Wi-Fi
$545+
Check availability
Nihi Kai Villas 504 by Parrish Kauai - great for families w/ AC throughout & wal - Poipu
Nihi Kai Villas 504 by Parrish Kauai - great for families w/ AC throughout & wal
Poipu, Kaua'i, HI
9.3Wonderful(14)
$662+
Check availability
Kaanapali Plantation 8 - Kaanapali - Living room
Kaanapali Plantation 8
Kaanapali, Maui, HI
8.6Very good(5)
Parking
Free Wi-Fi
Pool
$537+
Check availability
Poipu Shores 301B condo - Poipu - Balcony
Poipu Shores 301B condo
Poipu, Kaua'i, HI
7.5Good(2)
Free Wi-Fi
Pool
$1,149+
Check availability
Castle At Makahuena At Poipu - Poipu - Patio
Castle At Makahuena At Poipu
Poipu, Kaua'i, HI
6.5Okay(92)
Free Wi-Fi
Pool
$473+
Check availability
Maui Banyan Vacation Club - Kīhei - Pool
Maui Banyan Vacation Club
Kīhei, Maui, HI
8.0Very good(189)
Parking
Free Wi-Fi
Pool
$270+
Check availability
Hana Kai Maui - #204 Waiohinu, upper floor 1 BR - Hana - Living room
Hana Kai Maui - #204 Waiohinu, upper floor 1 BR
Hana, Maui, HI
9.2Wonderful(23)
Parking
Free Wi-Fi
$534+
Check availability
Hana Kai Maui - #202 Alau upper floor lofted studio - Hana - Outdoors view
Hana Kai Maui - #202 Alau upper floor lofted studio
Hana, Maui, HI
9.1Wonderful(18)
Parking
Free Wi-Fi
$561+
Check availability
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View! - Hana - Beach
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Hana, Maui, HI
9.5Wonderful(32)
Parking
Free Wi-Fi
$507+
Check availability
Condo 500 Feet to the Ocean - Poipu - Living room
Condo 500 Feet to the Ocean
Poipu, Kaua'i, HI
$540+
Check 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
9.3Wonderful(3)
Parking
Free Wi-Fi
Pool
$629+
Check availability
Partial Ocean View - Poipu - Dining room
Partial Ocean View
Poipu, Kaua'i, HI
Free Wi-Fi
$540+
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Full Views & Views Watch the and rise - Poipu - Living room
Full Views & Views Watch the and rise
Poipu, Kaua'i, HI
Free Wi-Fi
$615+
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Castle Kaha Lani Resort - Lihue - Living room
Castle Kaha Lani Resort
Lihue, Kaua'i, HI
Free Wi-Fi
Pool
$351+
Check availability
Poipu Kapili #60 - Poipu
Poipu Kapili #60
Poipu, Kaua'i, HI
7.2Good(36)
Pool
$568+
Check availability
Maui Kaanapali Villas #B233 - Kaanapali
Maui Kaanapali Villas #B233
Kaanapali, Maui, HI
8.3Very good(23)
Free Wi-Fi
Pool
$551+
Check availability
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$31 - $987$987 - $1,942$1,942 - $2,897$2,897 - $3,852$3,852+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

September

High season

December

Average price (weeknight)

$486

Average price (weekend night)

$488
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 20% 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

  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Hawaii for 7 days.
  • The cheapest Hawaii vacation rental found on KAYAK in the last 2 weeks was $183, while the most expensive was $1,423.
  • Beachfront, kitchen/kitchenette, pool, air-conditioned, and parking 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 Pahoa, with around 198 properties and an average price of $92. The most popular vacation rentals in Hawaii among KAYAK users are Kirpal Meditation and Ecological Center, Big Island Getaway, and Kalani Oceanside Retreat.
See more tips

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 (17% of total searches to Hawaii). The next most popular destinations are Kahului (12%) and Kailua-Kona (9%). Searches for vacation rentals in Lihue (5%), Lahaina (4%) and Kaanapali (3%) 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 $110. 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 $91 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 $2,326.

  • 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 $9,968.

  • 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, campgrounds, caravans, condos, cottages, houses, lodges, luxury tents, recreational vehicles, cabins, homestays, villas, bungalows, studios, agritourism, holiday parks, caravan parks and farm stays.

  • 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 Kanaloa At Kona By Outrigger and Aloha Suites Waikiki.

  • 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 Palani Condo, Volcano Teapot Cottage and Last minute Deal ! Kapakai Cottage with 2 bedrooms.

  • Are there any pet-friendly vacation rentals in Hawaii?

    There are a number of dog and pet-friendly Hawaii vacation 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 vacation home.

What Hawaii vacation rental guests are talking about

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Vacation rentals by topic

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Stay Condominiums Waikiki - Honolulu
Stay Condominiums Waikiki
Waikiki
6.2Okay(289)
Free Wi-Fi
$155+
Check availability
Douglas Waikiki - Honolulu - Pool
Douglas Waikiki
Waikiki
7.8Good(524)
Free Wi-Fi
Spa
$170+
Check availability
Spacious Studio at The Ilikai (with washlet!)! - Honolulu - Beach
Spacious Studio at The Ilikai (with washlet!)!
Waikiki
9.0Wonderful(89)
Free Wi-Fi
Pool
$299+
Check availability
Makiki Heights Drive - Honolulu
Makiki Heights Drive
Makiki
6.1Okay(2)
Free Wi-Fi
$61+
Check availability
Jenny's Cottage Waikiki - Honolulu - Balcony
Jenny's Cottage Waikiki
Waikiki
9.0Wonderful(129)
Free Wi-Fi
Pool
$326+
Check availability
Oahu Royal Garden at Waikiki 1711 condo - Honolulu - Lobby
Oahu Royal Garden at Waikiki 1711 condo
Waikiki
7.0Good(47)
Free Wi-Fi
Pool
$302+
Check availability
Gaia Hawaii at Trump Waikiki Hotel - Honolulu
Gaia Hawaii at Trump Waikiki Hotel
Waikiki
9.1Wonderful(40)
$374+
Check availability
Waikiki Beach Condominiums - Honolulu - Pool
Waikiki Beach Condominiums
Waikiki
7.4Good(556)
Parking
Free Wi-Fi
Pool
$282+
Check availability
Aston Waikiki Beach Tower - Honolulu - Beach
Aston Waikiki Beach Tower
Waikiki
9.2Wonderful(813)
Pool
$952+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.5Very good(1116)
Free Wi-Fi
$289+
Check availability
Waikiki Place Studios at The Marine Surf Waikiki - Honolulu - Beach
Waikiki Place Studios at The Marine Surf Waikiki
Waikiki
7.7Good(144)
Parking
Free Wi-Fi
Pool
$325+
Check availability
Vacation Rental Studios at Royal Garden Waikiki - Honolulu - Lobby
Vacation Rental Studios at Royal Garden Waikiki
Waikiki
7.5Good(470)
Free Wi-Fi
Pool
Spa
$227+
Check availability

Popular topics

Everything you need to know for your stay in Hawaii

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