Pleasant Holidays · Flights + hotel
Sheraton Maui Resort & Spa
4-starMaui, Hawaii · Kaanapali
From $2,136
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Hotel and resort deals
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Showing 91–120 of 218 hotels
All-inclusivePleasant Holidays · Flights + hotel
Casa Velas Puerto Vallarta
4-starPuerto Vallarta and Riviera Nayarit, Mexico · Marina Vallarta
Offer: $200 off
From $2,148
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Moon Palace Jamaica
4-starJamaica, Caribbean
From $2,167
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Antillas
4-starAruba, Caribbean
From $2,249
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Playacar Palace
4-starCancun and Riviera Maya, Mexico · Playa del Carmen
From $2,316
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Jamaica
4-starJamaica, Caribbean
From $2,399
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
St. James's Club and Villas
4-starAntigua, Caribbean
From $2,400
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Marriott Cancun, An All-Inclusive Resort
4-starCancun and Riviera Maya, Mexico
From $2,499
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Princess Senses The Mangrove
4-starJamaica, Caribbean · Green Island
Offer: $200 off
From $7,087
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Aquarelle
4-starJamaica, Caribbean
Offer: $200 off
From $1,305
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Hotel only
Lomani Island Resort & Spa
4-starMamanuca Islands, Fiji · Malololailai, Fiji
Offer: $200 off
From $1,484
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
All-inclusivePleasant Holidays · Flights + hotel
Royalton Riviera Cancun, An Autograph Collection All-Inclusive Resort
4-starCancun and Riviera Maya, Mexico · Puerto Morelos
From $1,556
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Dreams Cozumel Cape Resort & Spa
4-starCozumel, Mexico
Offer: $200 off
From $1,650
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Hotel only
Windjammer Landing Resort and Residences
4-starSaint Lucia, Caribbean · St. Lucia
Offer: $200 off
From $1,669
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Mexico
4-starCancun and Riviera Maya, Mexico · Playa del Carmen
From $1,803
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
El Dorado Royale
4-starCancun and Riviera Maya, Mexico · Puerto Morelos
From $1,992
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Pueblo Bonito Pacifica Golf and Spa Resort
4-starLos Cabos, Mexico · Pacific
From $2,071
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Fiesta Americana Condesa Cancun
4-starCancun and Riviera Maya, Mexico
From $2,076
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Aruba
4-starAruba, Caribbean
Offer: $200 off
From $2,250
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Pleasant Holidays · Flights + hotel
Mar del Cabo by Velas Resorts
4-starLos Cabos, Mexico · Corridor
From $2,343
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Paradisus Cancun
4-starCancun and Riviera Maya, Mexico
From $2,379
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Beach Palace
4-starCancun and Riviera Maya, Mexico
From $2,423
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Secrets Vallarta Bay Resort Puerto Vallarta
4-starPuerto Vallarta and Riviera Nayarit, Mexico
From $2,446
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
The Verandah Antigua
4-starAntigua, Caribbean
From $2,510
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Sheraton Denarau Villas
4-starViti Levu, Fiji · Denarau Marina
From $3,108
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Outrigger Fiji Beach Resort
4-starViti Levu, Fiji · Coral Coast Area
Offer: $200 off
From $724
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Pleasant Holidays · Flights + hotel
Sheraton Fiji Golf & Beach Resort
4-starViti Levu, Fiji · Denarau Marina
Offer: $200 off
From $765
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
All-inclusivePleasant Holidays · Flights + hotel
Royalton Grenada, An Autograph Collection All-Inclusive Resort
4-starGrenada, Caribbean
From $1,411
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Paradise Island
4-starBahamas, Caribbean · Paradise Island
From $1,558
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Pacific Resort Rarotonga
4-starRarotonga, Cook Islands
Offer: $100 off, book by Nov 8, 2026
From $1,583
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Prices are for two adults sharing a room, taxes included.