O'ahu vacation rentals

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Latest O'ahu vacation rental deals

MOST POPULARKapolei
Vacation homes from C$ 363
Honolulu
Vacation homes from C$ 101

Best O'ahu vacation rentals

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C$ 43 - C$ 848C$ 848 - C$ 1,654C$ 1,654 - C$ 2,459C$ 2,459 - C$ 3,263C$ 3,263+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in O'ahu

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Ocean View Retreat - Waianae - Beach
Ocean View Retreat
Waianae, O'ahu, HI, United States
10Wonderful(5)
Free Wi-Fi
C$ 184+
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The Surf Shack - Haleiwa - Bedroom
The Surf Shack
Haleiwa, O'ahu, HI, United States
C$ 184+
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Beachfront Condo on best hidden beach on Oahu - Mākaha - Beach
Beachfront Condo on best hidden beach on Oahu
Mākaha, O'ahu, HI, United States
9.6Wonderful(6)
Free Wi-Fi
C$ 192+
Check availability
Big Blue Whale - Spacious 'Tiny' Home With Cold A/C - Waialua
Big Blue Whale - Spacious 'Tiny' Home With Cold A/C
Waialua, O'ahu, HI, United States
C$ 196+
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300 ft from shoreline, next to entry for Waianae Pililaau Rec Center/Restcamp. - Waianae
300 ft from shoreline, next to entry for Waianae Pililaau Rec Center/Restcamp.
Waianae, O'ahu, HI, United States
10Wonderful(12)
Free Wi-Fi
C$ 293+
Check availability
1 Bedroom Ac Modern 5 Min Walk Beach - Kailua - Beach
1 Bedroom Ac Modern 5 Min Walk Beach
Kailua, O'ahu, HI, United States
9.8Wonderful(19)
Free Wi-Fi
C$ 298+
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Private One Bedroom Side House close to Kailua - Kailua
Private One Bedroom Side House close to Kailua
Kailua, O'ahu, HI, United States
3.5Poor(2)
Free Wi-Fi
C$ 341+
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Month Special! Amazing Beachfront-Free Pkg,wifi-Pool,hot Tub,bbq,br Portable Ac! - Waianae - Living room
Month Special! Amazing Beachfront-Free Pkg,wifi-Pool,hot Tub,bbq,br Portable Ac!
Waianae, O'ahu, HI, United States
9.1Wonderful(39)
Free Wi-Fi
Pool
Spa
C$ 417+
Check availability
Available and legal for stays less than 30 days. - Kailua - Bedroom
Available and legal for stays less than 30 days.
Kailua, O'ahu, HI, United States
9.8Wonderful(49)
Free Wi-Fi
C$ 513+
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North Shore Tropical Studio with breathtaking mountain views! - Waialua - Balcony
North Shore Tropical Studio with breathtaking mountain views!
Waialua, O'ahu, HI, United States
9.4Wonderful(38)
Free Wi-Fi
C$ 568+
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Beach Studio by Shark's Cove - Haleiwa - Beach
Beach Studio by Shark's Cove
Haleiwa, O'ahu, HI, United States
9.0Wonderful(97)
Parking
Free Wi-Fi
C$ 582+
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Modern Luxury Beach House Kailua - Kailua
Modern Luxury Beach House Kailua
Kailua, O'ahu, HI, United States
9.1Wonderful(74)
Parking
Free Wi-Fi
C$ 589+
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Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760 - Kailua - Beach
Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760
Kailua, O'ahu, HI, United States
8.7Very good(51)
Pool
Spa
C$ 800+
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3-Bedroom Home Plus Mother-in-Law-Suite in Peaceful Haleiwa Hawaii - Haleiwa - Bedroom
3-Bedroom Home Plus Mother-in-Law-Suite in Peaceful Haleiwa Hawaii
Haleiwa, O'ahu, HI, United States
9.0Wonderful(2)
Free Wi-Fi
C$ 1,030+
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Absolutely Oceanfront - 60' Waterfall Lap Pool - Kailua - Beach
Absolutely Oceanfront - 60' Waterfall Lap Pool
Kailua, O'ahu, HI, United States
9.4Wonderful(52)
Free Wi-Fi
Pool
C$ 1,137+
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Stunning Laie Retreat.Contact Host To Confirm Available Dates On Calendar. - Laie - Dining room
Stunning Laie Retreat.Contact Host To Confirm Available Dates On Calendar.
Laie, O'ahu, HI, United States
10Wonderful(1)
Free Wi-Fi
C$ 1,224+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in O'ahu

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in O'ahu with confidence.

How early should you book a vacation rental in O'ahu?

Book at least 43 days before your stay begins to get the best price for your O'ahu vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

August
September
C$ 444
C$ 593
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 37% 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 O'ahu vacation rental

  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in O'ahu for 4 days.
  • The cheapest O'ahu vacation rental found on KAYAK in the last 2 weeks was C$ 140, while the most expensive was C$ 293.
  • Beachfront, kitchen/kitchenette, pool, air-conditioned, and airport shuttle are the most popular vacation rental property amenities in O'ahu
  • Vacation rentals in O'ahu are around 29% more expensive than hotels on average. Search here to compare prices for all accommodation types in O'ahu.
  • The city in O'ahu with the most affordable vacation homes is Honolulu, with around 3,903 properties and an average price of C$ 221. The most popular vacation rentals in O'ahu among KAYAK users are Castle Waikiki Shore, Aloha Suites Waikiki, and Hawaiian Monarch Penthouse 104 by Hawaii Ocean Club.

FAQs when booking a vacation home in O'ahu

  • How much is a vacation rental in O'ahu for tonight?

    In the last 72 hours, users have found O'ahu vacation rentals for tonight for as low as C$ 168. Search here for similar prices

  • How much is a vacation rental in O'ahu for this weekend?

    In the last 72 hours, users have found O'ahu vacation rentals for this weekend for as low as C$ 258 per night. Search here for similar prices

  • How much is a vacation rental for a week in O'ahu?

    The average price for a weekly O'ahu vacation rental found by KAYAK users in the last 2 weeks is C$ 1,790.

  • How much is a vacation rental for a month in O'ahu?

    The average price for a monthly O'ahu vacation rental found by KAYAK users in the last 2 weeks is C$ 7,671.

  • What types of vacation rentals are available in O'ahu?

    There are loads of different property types that you can make your vacation home in O'ahu. You’ll find apartments, condos, cottages, houses, campgrounds, caravans, homestays, luxury tents, villas, agritourism, bungalows, cabins, vacation villages, hotels, lodges, resorts, recreational vehicles and studios.

  • What are some of the most-loved vacation rentals available in O'ahu?

    There are many types of properties available for O'ahu vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Aloha Suites Waikiki and Waikiki Shore By Outrigger.

  • Are there any pet-friendly vacation rentals in O'ahu?

    There are a number of dog and pet-friendly O'ahu vacation rentals, with around 2% allowing you to bring your pet along with you.

Where to stay in O'ahu?

Our map will help you find the perfect place to stay in O'ahu by showing you the exact location of each vacation home.

What O'ahu vacation rental guests are talking about

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Popular topics

Vacation rentals by topic

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Stay Condominiums Waikiki - Honolulu - Bedroom
Stay Condominiums Waikiki
Waikiki
6.2Okay(289)
Free Wi-Fi
C$ 386+
Check availability
Aston Waikiki Beach Tower - Honolulu - Beach
Aston Waikiki Beach Tower
Waikiki
9.3Wonderful(863)
Pool
C$ 1,060+
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Castle Waikiki Shore - Honolulu - Beach
Castle Waikiki Shore
Waikiki
8.4Very good(1154)
Free Wi-Fi
C$ 336+
Check availability

Everything you need to know for your stay in O'ahu

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Car rentals in O'ahu
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