Hawaii Vacation Deals

Enjoy the aloha spirit with Hawaiian vacation packages and travel deals to the world's greatest Polynesian playground. Hawaii offers unique culture, resort accommodations and a variety of activities. From Waikiki to Kona experience warm waters, white sand beaches, majestic volcanoes, golf, hiking and more! Book a s Hawaii vacation package today!

Want more options? See all Hawaii Vacation Packages.

$200 OFF Hawaii vacations

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

Aerial Sunset View of the Honolulu Skyline
Aerial Sunset View of the Honolulu Skyline
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Wailea Beach Resort - Marriott, Maui
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$200 OFF Hawaii Vacations

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Wailea, Maui

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

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    $200 OFF 5-night vacations

Property View
Property View
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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Hilton Hawaiian Village Waikiki Beach Resort
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

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    $200 OFF 5-night vacations

Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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OUTRIGGER Waikiki Beach Resort
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

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    $200 OFF 5-night vacations

Property
Property
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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'Alohilani Resort Waikiki Beach
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

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    $200 OFF 5-night vacations

Pool
Pool
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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The Twin Fin
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

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    $200 OFF 5-night vacations

Exterior View - hotel and beach
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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Sheraton Waikiki Beach Resort
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

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    $200 OFF 5-night vacations

Exterior
Exterior
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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Aulani, Disney Vacation Club Villas
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$200 OFF Hawaii Vacations

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Ko Olina Resort Area, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

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    $200 OFF 5-night vacations

View
View
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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OUTRIGGER Reef Waikiki Beach Resort
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

  • check-small icon

    $200 OFF 5-night vacations

Property
Property
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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Waikiki Beach Marriott Resort & Spa
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

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    $200 OFF 5-night vacations

Resort
Resort
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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Romer House Waikiki
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

  • check-small icon

    $200 OFF 5-night vacations

Property
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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OUTRIGGER Waikiki Beachcomber Hotel
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

  • check-small icon

    $200 OFF 5-night vacations

Entrance
Entrance
Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 
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OUTRIGGER Waikiki Paradise Hotel
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$200 OFF Hawaii Vacations

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Waikiki, Oahu

Book from 08/31/26 to 10/25/26, travel from 08/31/26 to 06/30/27

  • check-small icon

    $200 OFF 5-night vacations

Requires roundtrip airfare from the continental U.S. and accommodation of 5 nights or longer at a participating hotel or resort. Discount is per booking and taken at time of booking.  Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time. 

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We are currently working on enhancements to this part of our website. A new version will be available soon. Don’t worry – switching over will not interrupt your booking.

Welcome to the all-new Pleasant Holidays booking experience !

You can now plan your next vacation with our exciting new booking engine. Some advanced features are still being developed, and selecting these options may require you to return to our traditional booking experience. Don’t worry – switching over will not interrupt your booking.

We've updated your online experience to make sure you can get your dream vacation. Since our makeover is still in progress, you may experience shifts from our traditional booking experience to our new one.

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