O'ahu holiday rentals

Search hundreds of travel sites at once for holiday home deals in O'ahu

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best O'ahu holiday rentals

Modern Luxury Beach House Kailua - Kailua
Modern Luxury Beach House Kailua
Kailua, O'ahu, HI, United States
Parking
Free Wi-Fi
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 13 days before your stay begins to get the best price for your O'ahu vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

August
May
$588
$589
Cheapest month to stay with an average 21% drop in price.
Most expensive month to stay with an average 124% 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 $216. 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 $193 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, homestays, luxury tents, villas, lodges, aparthotels, bungalows, cabins, campgrounds, campsites, hotels, resorts, motorhomes, studios and caravans.

  • 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 1% 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.

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