O'ahu holiday rentals

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Best O'ahu holiday rentals

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$210 - $1,157$1,157 - $2,104$2,104 - $3,052$3,052 - $3,999$3,999+ per night

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ApartmentCondoCottageHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in O'ahu

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Spacious Dome Tent Glamping Camping Laie North Shore Oahu - Laie
Spacious Dome Tent Glamping Camping Laie North Shore Oahu
Laie, O'ahu, HI, United States
8.1Very Good(24)
Parking
$282+
Check availability
Secluded air-conditioned cottage a half block to Waimanalo Beach, 30-day min - Waimanalo
Secluded air-conditioned cottage a half block to Waimanalo Beach, 30-day min
Waimanalo, O'ahu, HI, United States
Free Wi-Fi
$350+
Check availability
Low Rate Legal Beachfront Condo View Free Pkg/Wifi, Pool,hot Tub,tennis/Pickle 6 - Mākaha - Building
Low Rate Legal Beachfront Condo View Free Pkg/Wifi, Pool,hot Tub,tennis/Pickle 6
Mākaha, O'ahu, HI, United States
9.6Wonderful(30)
Free Wi-Fi
Pool
Spa
$652+
Check availability
Cozy Custom Vacation Home - Kaneohe
Cozy Custom Vacation Home
Kaneohe, O'ahu, HI, United States
9.0Wonderful(4)
Parking
Free Wi-Fi
$716+
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Beachfront Legal Princess Condo-Free Pkg/Wifi-Pool, Hot Tub,tennis/Pickle Ball 2 - Mākaha - Beach
Beachfront Legal Princess Condo-Free Pkg/Wifi-Pool, Hot Tub,tennis/Pickle Ball 2
Mākaha, O'ahu, HI, United States
9.1Wonderful(30)
Free Wi-Fi
Pool
Spa
$728+
Check availability
Charming Country Cottage just a few steps from the beach! - Waianae
Charming Country Cottage just a few steps from the beach!
Waianae, O'ahu, HI, United States
8.6Very Good(13)
Parking
Free Wi-Fi
Pet friendly
$875+
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Marbella Lane Nohea Stylish Home Makaha - Waianae - Pool
Marbella Lane Nohea Stylish Home Makaha
Waianae, O'ahu, HI, United States
Free Wi-Fi
$926+
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Turtle Bay Primrose by RedAwning - Kawela Bay - Beach
Turtle Bay Primrose by RedAwning
Kawela Bay, , HI, United States
9.0Wonderful(6)
Pool
$986+
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Kbm Resorts Free Car Kuilima Estates 2-Bedroom Condo At Turtle Bay Kul-E113 - Kawela Bay - Living room
Kbm Resorts Free Car Kuilima Estates 2-Bedroom Condo At Turtle Bay Kul-E113
Kawela Bay, , HI, United States
7.0Good(3)
Parking
Free Wi-Fi
Pool
$1,090+
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Turtle Bay Hale Lani Condo - Kawela Bay
Turtle Bay Hale Lani Condo
Kawela Bay, , HI, United States
9.5Wonderful(7)
Parking
Free Wi-Fi
Pool
$1,110+
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Sea Breeze Villa - Beautiful Kaneohe Bay - Kaneohe
Sea Breeze Villa - Beautiful Kaneohe Bay
Kaneohe, O'ahu, HI, United States
10Wonderful(3)
$1,264+
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Cool retreat at the entrance to Lanikai-Very Close to Beach-3 Primary Bedrooms - Kailua - Bedroom
Cool retreat at the entrance to Lanikai-Very Close to Beach-3 Primary Bedrooms
Kailua, O'ahu, HI, United States
10Wonderful(2)
Free Wi-Fi
$1,360+
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Paradise Ohana Ocean View Oasis with community Pool, Spa, Gym and Rec Area with PingPong, Air Hockey and Foosball - Mākaha - Dining room
Paradise Ohana Ocean View Oasis with community Pool, Spa, Gym and Rec Area with PingPong, Air Hockey and Foosball
Mākaha, O'ahu, HI, United States
9.6Wonderful(4)
Parking
Free Wi-Fi
$1,361+
Check availability
Turtle Bay Paniolota-202779033601 2 Bedroom Condo by RedAwning - Kawela Bay - Beach
Turtle Bay Paniolota-202779033601 2 Bedroom Condo by RedAwning
Kawela Bay, , HI, United States
Free Wi-Fi
$1,427+
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Hale Waimanalo Beachfront Home - Waimanalo
Hale Waimanalo Beachfront Home
Waimanalo, O'ahu, HI, United States
10Wonderful(1)
$1,750+
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Glorious Beachfront high end Villa - Kawela Bay - Pool
Glorious Beachfront high end Villa
Kawela Bay, , HI, United States
9.6Wonderful(28)
Parking
Free Wi-Fi
Pool
Spa
$2,123+
Check availability
Booking Insights

KAYAK’s insights for holiday 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
$475
$598
Cheapest month to stay with an average 12% drop in price.
Most expensive month to stay with an average 58% 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 holiday rental

FAQs when booking a holiday home in O'ahu

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

    In the last 72 hours, users have found O'ahu holiday rentals for tonight for as little as $204. Search here for similar prices

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

    In the last 72 hours, users have found O'ahu holiday rentals for this weekend for as little as $314 per night. Search here for similar prices

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

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

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

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Stay Condominiums Waikiki.

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

    There are a number of dog and pet-friendly O'ahu holiday 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 holiday home.

What O'ahu holiday rental guests are talking about

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Popular topics

Holiday rentals by topic

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Stay Condominiums Waikiki - Honolulu - Bedroom
Stay Condominiums Waikiki
Waikiki
6.2Okay(289)
Free Wi-Fi
$468+
Check availability

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

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