Hawaii Vacation Deals

Hawaii is hiking sculpted cliffs or diving amidst coral reefs in the afternoon and dining to slack-key guitar at sunset. The fresh, floral air energizes you. The warm, tranquil waters refresh you. The breathtaking beauty renews you. Year-round gentle weather surrounds you on every island. With soft breezes, towering cliffs and cavorting whales, the Islands are rich with natural wonders. Look around. There's no place on earth like Hawaii. We warmly invite you to explore these scenic islands for an idyllic travel experience.

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 single island Hawaii vacation or multi island package today!

$100 OFF per booking

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

Sunset view of Honolulu, Waikiki, Hawaii
Sunset view of Honolulu, Waikiki, Hawaii
Filters

Choose Your Hawaii Vacation Deals

We've found hotels for you based on your selection.
Book now
hotel icon
airplane icon
Wailea Beach Resort - Marriott, Maui
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

Wailea, Maui

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

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.
hotel icon
airplane icon
Hilton Hawaiian Village Waikiki Beach Resort
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
OUTRIGGER Waikiki Beach Resort
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
'Alohilani Resort Waikiki Beach
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
The Twin Fin
star-full icon
star-full icon
star-full icon
star-full icon
star-empty icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
OUTRIGGER Reef Waikiki Beach Resort
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
Moana Surfrider, A Westin Resort & Spa
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
Aulani, A Disney Resort & Spa
star-full icon
star-full icon
star-full icon
star-full icon
star-full icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

Ko Olina Resort Area, 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

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.
hotel icon
airplane icon
Aston Waikiki Beach Tower
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
Romer House Waikiki
star-full icon
star-full icon
star-full icon
star-half icon
star-empty icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
OUTRIGGER Waikiki Beachcomber Hotel
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.
hotel icon
airplane icon
OUTRIGGER Waikiki Paradise Hotel
star-full icon
star-full icon
star-full icon
star-full icon
star-empty icon

Hawaii Summer Sale - $100 OFF per booking

map-full icon

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

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.

You will be transferred to our traditional site.

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.

support icon

Contact us

support icon

Any questions ?

Our travel advisors will be happy to help!

Copied!