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Sunset view of Honolulu, Waikiki, Hawaii -
Family on hillside at sunset
Featured Deals
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Main Dreams Cap Cana Resort & Spa, Dominican Republic
Up to $300 OFF per booking. For travel through 06/30/27.
Property Sheraton Kauai Resort
$100 Hertz car rental credit. For travel through 03/31/27.
Pool JW Marriott Costa Elena Resort & Spa, All-Inclusive, Costa Rica
SAVE up to $300. For travel through 06/30/27.
Hyatt Vivid Punta Cana, Dominican Republic
SAVE up to $300 + $200 in resort coupons. For select travel 08/30/26-03/27/27.
Fishing Boat | Ocho Rios, Jamaica (VB) Jamaica
Catch the vibe that comes alive in Jamaica.
Main Royal Lahaina Resort & Bungalows, Maui
$100 Hertz car rental credit. For travel through 03/31/27.
Exterior Fairmont Orchid, Island of Hawaii
5th night FREE + daily buffet breakfast for two.
Hilton London Hyde Park
SAVE up to $400. For travel through 05/31/27.
Discover deals in every destination
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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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