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

Leeward Coast Vacations from ¥221,146

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Leeward Coast

The Latest Leeward Coast Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Aug 25 - Aug 31

    Paradise Bay Resort + Flight

    Kahaluʻu
    6 nights
    3.5 star property
    8.8/10 - Excellent (1,000 reviews)
    "This place is a hidden gem!! Tucked away in a beautiful town on a peaceful, serene bay with amazing staff!! Marissa was most helpful with recommendations that did not disappoint. I will definitely be returning."
    Reviewed July 13, 2026
    Roundtrip Tokyo (HND) - Oahu (HNL)
    HND - HNLNonstop HNL - HNDNonstop
    Save 100% on your flight
    ¥399,068
    ¥221,146
    per traveler
    found 21 hours ago
    Paradise Bay Resort
  • Aug 19 - Aug 24

    Waikiki Shore by OUTRIGGER + Flight

    Waikiki
    5 nights
    3.0 star property
    8.4/10 - Very Good (584 reviews)
    "I liked the view and the space that the room had. I personally did not care for not having housekeeping on a daily basis."
    Reviewed June 12, 2026
    Roundtrip Tokyo (HND) - Oahu (HNL)
    HND - HNLNonstop HNL - HNDNonstop
    ¥1,113,533
    ¥533,747
    per traveler
    found 1 day ago
    Waikiki Shore by OUTRIGGER
  • Aug 19 - Aug 24

    Ala Moana Hotelcondo by Luana Vacation Rental + Flight

    Ala Moana
    5 nights
    3.5 star property
    7.6/10 - Good (258 reviews)
    Roundtrip Tokyo (HND) - Oahu (HNL)
    HND - HNLNonstop HNL - HNDNonstop
    Save 100% on your flight
    ¥483,038
    ¥275,017
    per traveler
    found 1 day ago
    Ala Moana Hotelcondo by Luana Vacation Rental
  • Sep 18 - Sep 23

    Ilikai by Luana Hawaii Vacation Rentals + Flight

    Waikiki
    5 nights
    3.0 star property
    8.8/10 - Excellent (58 reviews)
    "A bit dated room but good location. Amenities are great and beach access was very close. "
    Reviewed February 23, 2026
    Roundtrip Tokyo (HND) - Oahu (HNL)
    HND - HNLNonstop HNL - HNDNonstop
    ¥720,435
    ¥431,020
    per traveler
    found 1 day ago
    Ilikai by Luana Hawaii Vacation Rentals
  • Aug 19 - Aug 25

    Royal Kuhio + Flight

    Waikiki
    6 nights
    3.5 star property
    8.6/10 - Excellent (600 reviews)
    "The Royal Kuhio is in a great spot in Honolulu. It's about 5 to 10 mins from the beach and is one street off from the main tourist area of shops. Would go back in an instant."
    Reviewed July 12, 2026
    Roundtrip Tokyo (HND) - Oahu (HNL)
    HND - HNLNonstop HNL - HNDNonstop
    ¥395,343
    ¥274,041
    per traveler
    found 1 day ago
    Royal Kuhio

Discover the most popular places to visit in Leeward Coast

Leeward Coast Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.