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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Leeward Coast holiday rentals

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

1. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,013 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is S$993
includes taxes & fees
23 Aug - 24 Aug
Aulani, Disney Vacation Club Villas
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

2. Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,018 reviews)
"Room was very clean and the food was excellent. Staff was extremely friendly and helpful"
United States
Carole
The price is S$775
includes taxes & fees
31 Aug - 1 Sept
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
"Friendly staff and nice breakfast"
Tracy 1-night trip
Posted 16 hours ago
Hampton Inn & Suites Oahu/Kapolei

Explore a world of travel with Expedia