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Baby Beach, Aruba -
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Sunset view of Honolulu, Waikiki, Hawaii -
Family on hillside at sunset
Featured Deals
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Property Sheraton Kauai Resort
$100 Hertz car rental credit. For travel through 03/31/27.
Pool AULANI, A Disney Resort & Spa, Oahu
$100 Hertz car rental credit. For travel through 03/31/27.
Lopesan Splash Cove Resort, Spa & Casino, Dominican Republic
$100 OFF per booking. For travel through 03/31/27.
Property Dreams Aventuras Riviera Maya
Stay 3+ nights and SAVE an additional $100. For travel through 03/31/27.
Main Fairmont Kea Lani, Maui
5th night FREE + daily buffet breakfast for two. For travel through 09/30/26.
Property View Riu Palace Costa Mujeres
Receive up to $1,460 in resort coupons. For travel through 12/23/26.
Pool Ka La’i Waikiki Beach, LXR Hotels & Resorts
Enjoy a residential experience in a completely redesigned luxury space.
Hilton International
Explore Europe with Hilton and SAVE $150 on 5+ nights. For travel through 03/31/27.
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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.
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