A beach with rocks, ocean waves, and palm trees under a colorful sunset sky.

Leeward Coast Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Leeward Coast holiday rentals

3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,004 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is S$1,268
includes taxes & fees
6 Jul - 7 Jul
Aulani, Disney Vacation Club Villas
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,015 reviews)
"We rented a villa and it was exactly what we needed and was everything we hoped! Thank you for the wonderful stay!"
United States
Taran
The price is S$1,029
includes taxes & fees
17 Jul - 18 Jul
Marriott's Ko'Olina Beach Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leeward Coast Hotel Reviews

Hampton Inn & Suites Oahu/Kapolei

Hampton Inn & Suites Oahu/Kapolei

10/10 Excellent
"Breakfast is good. If you want to save money touring oahu, this is the hotel for you. Free breakfast, free parking, less than an hour to most attractions. There are a lot of restaurants around including jollibee. There is also a walking distance grocery which is like whole foods that sells hot food. As you may be aware, it is really expensive in hawaii. There is also a washer and dryer onsite. Will definitely stay again here"
Renante 6-night trip
Posted 6 hours ago
Hampton Inn & Suites Oahu/Kapolei

Explore a world of travel with Expedia