Hawaii holiday rentals

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Best Hawaii holiday rentals

Most recommended holiday rentals in Hawaii

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Waikiki Banyan High Level Condo with Private Lanai condo - Honolulu - Outdoor view
Waikiki Banyan High Level Condo with Private Lanai condo
Waikiki
6.5Okay(7)
Pool
Air conditioning
R7 132+
Check availability
Spacious 14th Floor Corner Suite, Partial Diamond Head And Ocean Views, Free Parking! - Honolulu - Living room
Spacious 14th Floor Corner Suite, Partial Diamond Head And Ocean Views, Free Parking!
Waikiki
10Wonderful(1)
Free Wi-Fi
Pool
Air conditioning
R6 886+
Check availability
Hilo Condo with Pool Steps from Carlsmith Beach Park - Hilo - Beach
Hilo Condo with Pool Steps from Carlsmith Beach Park
Hilo, The Big Island, HI, United States
8.3Very Good(28)
Free Wi-Fi
Pool
R4 181+
Check availability
Waikiki Banyan 3411 Ocean View - Free Parking - Honolulu - Living room
Waikiki Banyan 3411 Ocean View - Free Parking
Waikiki
9.3Wonderful(103)
Parking
Free Wi-Fi
Pool
Air conditioning
R7 715+
Check availability
Tower 1 Suite 3007 condo - Honolulu - Balcony
Tower 1 Suite 3007 condo
Waikiki
8.5Very Good(3)
Free Wi-Fi
Pool
Air conditioning
R8 152+
Check availability
Renovated Mountain View Getaway with Free Parking! - Honolulu - Beach
Renovated Mountain View Getaway with Free Parking!
Waikiki
8.9Very Good(15)
Parking
Free Wi-Fi
Pool
Air conditioning
R7 361+
Check availability
Direct Oceanfront Mauna Loa Shores Honu Elua #508 next to Carlsmith Beach park, Hilo HI - Hilo - Living room
Direct Oceanfront Mauna Loa Shores Honu Elua #508 next to Carlsmith Beach park, Hilo HI
Hilo, The Big Island, HI, United States
8.7Very Good(17)
Parking
Free Wi-Fi
Pool
Air conditioning
R6 244+
Check availability
Arnott's Lodge & Hiking Adventures - Hilo - Living room
Arnott's Lodge & Hiking Adventures
Hilo, The Big Island, HI, United States
8.7Very Good(323)
Parking
Free Wi-Fi
Air conditioning
R3 828+
Check availability
Charming Historic Hilo House Minutes To Beach! - Hilo - Living room
Charming Historic Hilo House Minutes To Beach!
Hilo, The Big Island, HI, United States
8.7Very Good(22)
Free Wi-Fi
R5 556+
Check availability
Hilo Oasis - 32 Mi to Volcanoes National Park! - Hilo - Kitchen
Hilo Oasis - 32 Mi to Volcanoes National Park!
Hilo, The Big Island, HI, United States
9.6Wonderful(32)
Free Wi-Fi
R6 281+
Check availability
Hawaiian Hideaway with Yard Less Than 2 Miles to Hilo Bay! - Hilo - Kitchen
Hawaiian Hideaway with Yard Less Than 2 Miles to Hilo Bay!
Hilo, The Big Island, HI, United States
7.3Good(22)
Free Wi-Fi
Air conditioning
R6 448+
Check availability
Hilo Home with Private Deck and Stunning Ocean Views! - Hilo - Living room
Hilo Home with Private Deck and Stunning Ocean Views!
Hilo, The Big Island, HI, United States
8.5Very Good(23)
Free Wi-Fi
R8 901+
Check availability
Hilo Hale Kaumana home - Hilo - Dining room
Hilo Hale Kaumana home
Hilo, The Big Island, HI, United States
9.0Wonderful(1)
Free Wi-Fi
R7 377+
Check availability
Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.5Very Good(1116)
Free Wi-Fi
Air conditioning
R5 374+
Check availability
Marine Surf Waikiki 9th floor - Parking Included - Honolulu
Marine Surf Waikiki 9th floor - Parking Included
Waikiki
9.0Wonderful(1)
Pool
Air conditioning
R8 450+
Check availability
Maunaloa Shores 403 - Hilo
Maunaloa Shores 403
Hilo, The Big Island, HI, United States
7.0Good(1)
Free Wi-Fi
Pool
R5 129+
Check availability
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Search by price

R149 - R18 025R18 025 - R35 900R35 900 - R53 776R53 776 - R71 652R71 652+ per night

Property Types

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Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

September

High season

February

Average price (weeknight)

R9 234

Average price (weekend night)

R9 120
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 25% 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 May and November.
  • The cheapest night for renting a holiday home in Hawaii is Thursday. In contrast, the most expensive is Sunday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Hawaii for 6 days.
  • Beachfront, kitchen/kitchenette, pool, air-conditioned, and parking are the most popular holiday rental property amenities in Hawaii
  • Holiday rentals in Hawaii are around 26% cheaper than hotels on average. Search here to compare prices for all accommodation types in Hawaii.
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 (67% of total searches to Hawaii). The next most popular destinations are Kailua-Kona (18%) and Princeville (9%). Searches for holiday rentals in Hilo (3%) and Hawaiian Beaches (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 R1 842. 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, homestays, studios, villas, campgrounds, caravans, luxury tents, bungalows, cabins, lodges, motorhomes, agritourism, campsites, caravan parks and farm stays.

  • 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
Waikiki
6.2Okay(289)
Free Wi-Fi
Air conditioning
R2 880+
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
Air conditioning
R5 603+
Check availability

Popular topics

Everything you need to know for your stay in Hawaii

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