Hawaii Holiday Vacations

Hawaii Holiday Season Travel

 
Picture-perfect beaches and balmy weather make Hawaii the perfect place to spend the holidays. What's more, the festive season brings several unique and memorable events to life. From Maui's one-of-a-kind Turkey Trot race to magical Honolulu City Lights and Kaua's Old-TIme Gathering celebrating traditional American and Hawaiian music, you'll find plenty to make your Hawaii vacation a memorable one.
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village® Waikiki Beach Resort

  • Reduced rates
  • Book now for the holiday season starting December 15, 2020
 
 
Hilton Los Cabos Beach & Golf Resort

Sheraton Maui Resort & Spa

  • EXCLUSIVE reduced Resort View and Ocean View rates
  • $30 dining credit per day
  • Extra person fee waived – SAVE up to $200 per night
 
 
Hilton Los Cabos Beach & Golf Resort

Moana Surfrider, A Westin Resort & Spa

  • EXCLUSIVE reduced Banyan City, Tower City and Diamond Deluxe room rates
  • 15% spa discount
  • Daily Beach Club access for up to 2 people per room: includes breakfast, snacks and select beverages
 
 
Hilton Los Cabos Beach & Golf Resort

Kauai Marriott Resort & Beach Club

  • Exclusive reduced Pool View or Ocean View rates
  • $50 food & beverage credit per room for stays of 1-4 nights
  • $100 food & beverage credit per room for stays of 5 nights or longer
  • 10% OFF spa treatments
 
 
Guaranteed Lowest Hotel Rates for 2021 Hawaii Package Vacations: All offers require inclusion of roundtrip transpacific air and accommodations in select room categories noted above. Certain restrictions and blackout dates may apply. All offers and programs apply to a limited number of rooms, and are subject to availability, change or cancellation without notice.

Waikiki Beach Marriott Resort & Spa EXCLUSIVE Offer: Valid on new bookings for travel 1/4/22 – 1/3/23. Offer requires inclusion of roundtrip transpacific air and accommodations in select room categories noted above. Certain restrictions and blackout dates may apply. Not combinable with any other offer. All offers and programs apply to a limited number of rooms, and are subject to availability, change or cancellation without notice.

Aston Waikiki Beach Hotel EXCLUSIVE Offer: Valid on new bookings for travel through 1/3/23. Offer requires inclusion of roundtrip transpacific air and accommodations in select room categories noted above. Certain restrictions and blackout dates may apply. Not combinable with any other offer. All offers and programs apply to a limited number of rooms, and are subject to availability, change or cancellation without notice

Moana Surfrider, A Westin Resort & Spa EXCLUSIVE Offer: Valid on new bookings for travel 01/03/2021 – 01/02/2022.

Sheraton Maui Resort & Spa EXCLUSIVE Offer: Valid on new bookings for travel 01/4/2021 – 01/03/2022. Value of extra person fee waiver is based on two additional guests staying in same room using existing bedding.

Wailea Beach Resort – Marriott, Maui EXCLUSIVE Offer: Valid on new bookings for select travel 11/01/2020 – 01/03/2022. Offer may not be combined with any other offer or promotion. Food & beverage credit valid at resort dining outlets and luau; credit is not cumulative at dining outlets, but may be cumulative for luau. Unused credits are non-refundable and have no cash value. Value of extra person fee waiver is based on two additional guests staying in same room using existing bedding.

Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]