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Featured Deals
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Property View Sheraton Kauai Coconut Beach Resort
Reduced rates. For travel through 12/15/26.
Property Planet Hollywood Costa Rica by Royalton, An Autograph Collection All-Inclusive Resort
28% OFF, 1st kid and teen stay FREE + $500 in resort credits. For select travel 05/01/26-10/31/26.
Pool The Westin Maui Resort & Spa, Ka’anapali
Reduced rates. For travel through 07/31/26.
Main Castle Kiahuna Plantation® & The Beach Bungalows, Kauai
$150 OFF per booking. For travel through 12/15/26.
JOIA Aruba by Iberostar
$300 OFF per booking, FREE upgrade + up to $800 resort credit. For select travel 05/01/26-10/31/26.
Pool Waikiki Malia
$150 OFF per booking. For travel through 12/15/26.
Property El Dorado Royale, Cancun
SAVE $300 on 5+ nights. For travel through 12/15/26.
Property View Caesars Palace Las Vegas
SAVE up to 20% on 3+ nights. For travel through 12/31/26.
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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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Any questions ?
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