Hawaii holiday rentals

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Recommended by KAYAK

Best Hawaii holiday rentals

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£6 - £312£312 - £618£618 - £923£923 - £1,228£1,228+ per night

Property Types

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Most recommended holiday rentals in Hawaii

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Epic Maui Camping - SUV + camping gear - Adventure on a budget - Kahului
Epic Maui Camping - SUV + camping gear - Adventure on a budget
Kahului, Maui, HI, United States
10Wonderful(5)
House
Air conditioning
£126+
Check availability
Garden Oasis at Banana Hale Studio - Waimea (Big Island) - Building
Garden Oasis at Banana Hale Studio
Waimea (Big Island), The Big Island, HI, United States
9.4Wonderful(14)
Apartment
Parking
Free Wi-Fi
£144+
Check availability
Unit 19 Waena Inn - Maui Private Suite - Wailuku - Beach
Unit 19 Waena Inn - Maui Private Suite
Wailuku, Maui, HI, United States
9.1Wonderful(18)
Apartment
Parking
Free Wi-Fi
Air conditioning
£206+
Check availability
Newly Renovated Modern Cottage: Walk Into Historic Wailuku Town! - Wailuku - Living room
Newly Renovated Modern Cottage: Walk Into Historic Wailuku Town!
Wailuku, Maui, HI, United States
9.8Wonderful(10)
Cottage
Air conditioning
£214+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.5Very Good(1190)
Apartment
Free Wi-Fi
Air conditioning
£216+
Check availability
Unit 22 Waena Inn - Maui Private Suite - Wailuku - Building
Unit 22 Waena Inn - Maui Private Suite
Wailuku, Maui, HI, United States
9.4Wonderful(23)
Apartment
Parking
Free Wi-Fi
Air conditioning
£221+
Check availability
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town! - Wailuku - Dining room
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Wailuku, Maui, HI, United States
9.4Wonderful(23)
Cottage
Air conditioning
£226+
Check availability
Downtown Hawaiian Theme Condo With Hot Tub, Pool & Beach - Kona Islander Inn - Kailua-Kona - Beach
Downtown Hawaiian Theme Condo With Hot Tub, Pool & Beach - Kona Islander Inn
Kailua-Kona, The Big Island, HI, United States
7.4Good(31)
Condo
Parking
Free Wi-Fi
Pool
Air conditioning
£236+
Check availability
Banyan Harbor B18 - Lihue - Building
Banyan Harbor B18
Lihue, Kaua'i, HI, United States
8.6Very Good(5)
Apartment
Pool
Air conditioning
£236+
Check availability
Elevated Island living, Ocean views and open space - Kahului - Living room
Elevated Island living, Ocean views and open space
Kahului, Maui, HI, United States
8.8Very Good(7)
Condo
Air conditioning
£284+
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Castle at Kona Reef - Kailua-Kona - Living room
Castle at Kona Reef
Kailua-Kona, The Big Island, HI, United States
7.8Good(123)
Apartment
Free Wi-Fi
Air conditioning
£320+
Check availability
Castle Kaha Lani Resort - Lihue - Living room
Castle Kaha Lani Resort
Lihue, Kaua'i, HI, United States
10Wonderful(5)
Condo
Free Wi-Fi
£365+
Check availability
Banyan Harbor I-101 - Lihue
Banyan Harbor I-101
Lihue, Kaua'i, HI, United States
8.0Very Good(1)
Apartment
Pool
£398+
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May On Sale! Book Now For May And Save Big! - Kahului - Living room
May On Sale! Book Now For May And Save Big!
Kahului, Maui, HI, United States
10Wonderful(4)
Condo
Parking
Free Wi-Fi
Pool
£493+
Check availability
Kaanapali Royal B-102 - Remodeled - Golf Course Living - Free Fun - Kahului - Dining room
Kaanapali Royal B-102 - Remodeled - Golf Course Living - Free Fun
Kahului, Maui, HI, United States
10Wonderful(18)
Condo
Air conditioning
£505+
Check availability
3 Bedroom Ocean View Private Home In Hana Permit#sup2 2019/0006 - Hana - Patio
3 Bedroom Ocean View Private Home In Hana Permit#sup2 2019/0006
Hana, Maui, HI, United States
9.4Wonderful(34)
House
£792+
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 20 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)

March
February
£352
£345
Cheapest month to stay with an average 23% drop in price.
Most expensive month to stay with an average 11% 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 February and November.
  • The cheapest night for renting a holiday home in Hawaii is Tuesday. In contrast, the most expensive is Monday.
  • 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 £105, while the most expensive was £110.
  • Pool, kitchen/kitchenette, air-conditioned, and beachfront are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 12% 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 Kahului (41% of total searches to Hawaii). The next most popular destinations are Honolulu (29%) and Kailua-Kona (9%). Searches for holida rentals in Kapalua (3%), Kapolei (2%) and Kīhei (2%) 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 £132. 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 £113 per night. 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, caravans, homestays, luxury tents, cabins, campgrounds, lodges, motorhomes, campsites, aparthotels, bungalows, hotels, resorts, agritourism, 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 Castle Waikiki Shore and Fairway Villas Waikoloa By Outrigger.

  • What are the most popular Hawaii holiday rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated holiday home that can sleep 6 people or more by KAYAK users is Shores at Waikoloa.

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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Popular topics

Holiday rentals by topic

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Stay Condominiums Waikiki - Honolulu
Stay Condominiums Waikiki
Waikiki
6.2Okay(287)
Free Wi-Fi
Air conditioning
£215+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.5Very Good(1190)
Apartment
Free Wi-Fi
Air conditioning
£216+
Check availability

Everything you need to know for your stay in Hawaii