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, HawaiiCall for Special Pricing (678) 983-2172Offers & More
- Hot Deals: $175 Air Credit and a $175 Hertz Car Credit
- Pleasant Holidays 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 (678) 983-2172Offers & More
- Hot Deals: $175 Air Credit and a $175 Hertz Car Credit
- Pleasant Holidays Exlusive: 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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The Twin Fin
Honolulu, HawaiiCall for Special Pricing (678) 983-2172Offers & More
- Hot Deals: $175 Air Credit and a $175 Hertz Car Credit
- Pleasant Holidays 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 (678) 983-2172Offers & More
- Hot Deals: $175 Air Credit and a $175 Hertz Car Credit
- Pleasant Holidays 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, MauiCall for Special Pricing (678) 983-2172Offers & More
- Hot Deals: $175 Air Credit and a $175 Hertz Car Credit
- Pleasant Holidays Exclusive: Includes Daily Continental Breakfast For Up to Two Guests at Starbucks or Whale's Tale and Waived Extra Person Charge for 3rd and 4th Guests.
- Kids 17 & Under Free in Room
- In the Heart of Wailea Near Shopping and 3 Championship Golf Course
- Enjoy Spectactular Sunsets
- Relax at 5 Pools Across & Enjoy Live Entertainment, Snorkeling & More!