Pleasant Holidays · Flights + hotel
Conrad Punta de Mita
5-starPuerto Vallarta and Riviera Nayarit, Mexico · Punta Mita
From $1,610
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Hotel and resort deals
All regionsAsiaAustraliaCaribbeanCentral AmericaCook IslandsEuropeFijiHawaiiMexicoSouth AmericaTahitiUnited States
Filters
Showing 31–60 of 364 hotels
Pleasant Holidays · Flights + hotel
Four Seasons Resort The Nam Hai, Hoi An
5-starVietnam, Asia
Offer: $150 off
From $2,093
per person, 2 adults sharing
Stay Feb 12 – Feb 17, 2027
Pleasant Holidays · Flights + hotel
Four Seasons Resort Bali at Jimbaran Bay
5-starIndonesia, Asia · Jimabaran Bay
Offer: $150 off
From $2,143
per person, 2 adults sharing
Stay Feb 12 – Feb 17, 2027
Pleasant Holidays · Flights + hotel
Alila Mayakoba
5-starCancun and Riviera Maya, Mexico · Mayakoba
From $2,277
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Ritz-Carlton, Amelia Island
5-starJacksonville, United States · Amelia Island
From $2,531
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Fairmont Mayakoba
5-starCancun and Riviera Maya, Mexico · Mayakoba
From $2,839
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
InterContinental Danang Sun Peninsula Resort
5-starVietnam, Asia · Son Tra Peninsula
From $3,140
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Aulani, Disney Vacation Club Villas
5-starOahu, Hawaii
From $2,429
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
JW Marriott Costa Elena Resort & Spa, All-Inclusive
5-starCosta Rica, Central America · Guanacaste
Offer: $200 off
From $2,488
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Flights + hotel
Edgewood Tahoe Resort
5-starReno and Lake Tahoe, United States · Lake Tahoe, California
From $3,013
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Ritz-Carlton, Aruba
5-starAruba, Caribbean
From $4,153
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Conrad Bora Bora Nui
5-starBora Bora, Tahiti
Offer: $200 off
From $2,812
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Pleasant Holidays · Flights + hotel
Park Hyatt St. Kitts
5-starSt. Kitts and Nevis, Caribbean
From $3,167
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Grand Velas Los Cabos
5-starLos Cabos, Mexico · Corridor
From $4,499
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Ritz-Carlton, Naples
5-starNaples and Marco Island, United States · Vanderbilt Beach
From $9,027
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Dorado Beach, a Ritz-Carlton Reserve
5-starPuerto Rico, Caribbean · Carolina
From $9,468
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Moana Surfrider, A Westin Resort & Spa
4.5-starOahu, Hawaii
From $1,722
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hotel del Coronado, Curio Collection by Hilton
4.5-starSan Diego, United States · Coronado, California
From $1,842
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Hyatt Ziva Cancun
4.5-starCancun and Riviera Maya, Mexico
From $2,321
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Live Aqua Beach Resort Cancun
4.5-starCancun and Riviera Maya, Mexico
From $2,576
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Le Bora Bora by Pearl Resorts
4.5-starBora Bora, Tahiti
Offer: $200 off
From $2,756
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Pleasant Holidays · Hotel only
Prana Maya Island Resort
4.5-starBelize, Central America · Placencia
Offer: $200 off
From $838
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Barcelo Maya Palace
4.5-starCancun and Riviera Maya, Mexico · Puerto Aventuras
From $1,329
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hilton Hotel Tahiti
4.5-starTahiti and Tetiaroa, Tahiti
Offer: $200 off
From $1,446
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
All-inclusivePleasant Holidays · Flights + hotel
Majestic Mirage Punta Cana
4.5-starDominican Republic, Caribbean · Dom. Republic, Punta Cana
Offer: $200 off
From $1,491
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Hotel only
Sofitel Kia Ora Moorea Beach Resort
4.5-starMoorea, Tahiti
Offer: $200 off
From $1,629
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Pleasant Holidays · Flights + hotel
Grand Hyatt Baha Mar
4.5-starBahamas, Caribbean · Baha Mar
From $1,636
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Reef Atlantis
4.5-starBahamas, Caribbean · Paradise Island
From $1,650
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Kimpton Grand Roatan Resort & Spa
4.5-starRoatan, Honduras, Central America
Offer: $200 off
From $1,666
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Hotel only
Hilton Moorea Lagoon Resort & Spa
4.5-starMoorea, Tahiti
Offer: $200 off
From $1,692
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Prices are for two adults sharing a room, taxes included.