Pleasant Holidays offers curated vacation experiences to some of the world’s most sought-after destinations, including Hawaii, Mexico, the Caribbean, and Europe. Whether you're dreaming of a tropical beach escape, a cultural European adventure, or a family getaway, Pleasant Holidays has the perfect trip tailored to your needs.
Choose from a wide variety of options to match your style and budget. Your next unforgettable adventure with Pleasant Holidays is waiting.
Start planning today and create memories that will last a lifetime!
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‘Alohilani Resort Waikiki Beach
Honolulu, Hawaii (Oahu)Call for Special Pricing (585) 671-9578Offers & More
- Hot Deals: $150 Air Credit
- PH EXCLUSIVE: Reduced Rate and a $25 Daily Resort Credit per Room with Select Room Categories
- Kids 17 & Under Free in Room
- Across from Waikiki Beach
- Near the Honolulu Zoo, Waikiki Aquarium and Waikiki Shell Amphitheater
- Historical Iolani Palace and Polynesian Cultural Center Nearby
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Aston Kaanapali Shores
Lahaina, Hawaii (Maui)Call for Special Pricing (585) 671-9578Offers & More
- Hot Deals: $150 Air Credit
- PH EXCLUSIVE: Complimentary Daily breakfast for two with Select Room Categories
- Kids 17 & Under Free in Room
- Beachfront Location
- Hula Lessons, Pickleball Court, Lei Making
- Golf Nearby
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Beaches Turks & Caicos Resort Villages and Spa
Turks and Caicos IslandsCall for Special Pricing (585) 671-9578Offers & More
- Hot Deals: $250 Off Per Booking
- Save Up to 65% and Receive Up to $1,000 Instant Credit
- Pirates Island Waterpark Includes Lazy River, Surf Simulator, Waterslides
- Water & Resort Activities
- Beachfront
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Majestic Elegance Punta Cana
Punta Cana, Dominican RepublicCall for Special Pricing (585) 671-9578Offers & More
- Hot Deals: Up to $250 Off per Booking
- Near Saona Island
- Children's Program
- Located on Bavaro Beach
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Grand Cayman Marriott Resort
Grand CaymanCall for Special Pricing (585) 671-9578Offers & More
- Hot Deals: Up to $250 Off Per Booking
- Seven Mile Beach
- Nearby Golf at the Links at Safehaven ($)
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Riu Palace Aquarelle
Montego Bay, JamaicaCall for Special Pricing (585) 671-9578Offers & More
- Hot Deals: Up to $250 Off Per Booking
- 4 Pools and Splash Water World Water Park
- Beachfront and Beach Services
- Live Entertainment & Water Activities
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The Royal at Atlantis
BahamasCall for Special Pricing (585) 671-9578Offers & More
- Hot Deals: $250 Off Per Booking
- Inspired By The Mythical Lost City Of Atlantis
- Steps From The World’s Largest Open-Air Marine Habitat
- Adjacent To The Renowned Atlantis Casino And Entertainment Complex
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The Twin Fin
Honolulu, Hawaii (Oahu)Call for Special Pricing (585) 671-9578Offers & More
- Hot Deals: $150 Air Credit
- PH EXCLUSIVE: Includes a Guaranteed Room Upgrade from Partial Ocean View to Ocean View.
- Kids 17 & Under Free in Room
- Across from Waikiki Beach
- Near Kapiolani Park and the Honolulu Zoo
- Putting Green, Tennis Court, Snorkeling
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Waikoloa Beach Marriott Resort & Spa
Waikoloa, Hawaii (Big Island)Call for Special Pricing (585) 671-9578Offers & More
- Hot Deals: $150 air credit
- PH EXCLUSIVE: Includes Daily Continental Breakfast For Up to Two Guests at Hawaii Calls Restaurant and 10% Off Mandara Spa Services with Select Room Categories
- Kids 17 & Under Free in Room
- 3 Pools, Including a Sand-Bottom Keiki Pool and Infinity Pool
- Cultural Activities
- Golf, Hiking, and More!
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Wailea Beach Resort - Marriott, Maui
Wailea, Hawaii (Maui)Call for Special Pricing (585) 671-9578Offers & More
- Hot Deals: $150 Air Credit
- Kids 17 & Under Free in Room
- In the Heart of Wailea Near Shopping and 3 Championship Golf Course
- Enjoy Spectacular Sunsets
- Relax at 5 Pools Across & Enjoy Live Entertainment, Snorkeling & More!