Oahu Vacation Deals

One of the most iconic views of paradise is Diamond Head on Hawaii’s magical island of Oahu. Fittingly known as “The Gathering Place,” Oahu offers an abundance of riches ripe for exploration on your next Hawaiian holiday, from bustling Waikiki beaches, distinctive restaurants, and colorful shops to towering cliffs and verdant rainforests.

Surfing was born along these shores. Here, you’ll discover the spirit of aloha in every rainbow, smile, and flower. The island also provides a glimpse into Hawaii’s unique history, from the former pageantry of the Iolani Palace in Honolulu to the enduring World War II memorial at Pearl Harbor.

Oahu Vacation Packages

$100 OFF per booking

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

Diamond Head Crater
Diamond Head Crater
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Hilton Hawaiian Village Waikiki Beach Resort
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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

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    $100 OFF per booking

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Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

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    $100 OFF per booking

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Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

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    $100 OFF per booking

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Pool
Pool
Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

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    $100 OFF per booking

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Exterior View - hotel and beach
Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

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    $100 OFF per booking

Book this deal View hotel arrow-right icon
Property
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Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Moana Surfrider, A Westin Resort & Spa
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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

  • check-small icon

    $100 OFF per booking

Book this deal View hotel arrow-right icon
Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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, A Disney Resort & Spa
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Hawaii Summer Sale - $100 OFF per booking

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Ko Olina Resort Area, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

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    $100 OFF per booking

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Property View
Property View
Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Aston Waikiki Beach Tower
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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

  • check-small icon

    $100 OFF per booking

Book this deal View hotel arrow-right icon
Property
Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

  • check-small icon

    $100 OFF per booking

Book this deal View hotel arrow-right icon
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Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

  • check-small icon

    $100 OFF per booking

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Entrance
Entrance
Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

  • check-small icon

    $100 OFF per booking

Book this deal View hotel arrow-right icon
Property
Property
Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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Ka La'i Waikiki Beach, LXR Hotels & Resorts
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Hawaii Summer Sale - $100 OFF per booking

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Waikiki, Oahu

Book from 04/27/26 to 06/21/26, travel from 04/27/26 to 12/15/26

  • check-small icon

    $100 OFF per booking

Book this deal View hotel arrow-right icon
Valid on new bookings made 04/27/2026 - 06/21/2026 for travel 04/27/2026 – 12/15/2026. 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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