Pleasant Holidays · Flights + hotel
The Royal Hawaiian, a Luxury Collection Resort, Waikiki
5-starOahu, Hawaii
From $2,109
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Hotel and resort deals
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Showing 1–30 of 164 hotels
All-inclusivePleasant Holidays · Flights + hotel
Secrets Maroma Beach Riviera Cancun
5-starCancun and Riviera Maya, Mexico · Maroma
From $2,728
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Grand Velas Riviera Nayarit
5-starPuerto Vallarta and Riviera Nayarit, Mexico · Nuevo Vallarta
From $3,612
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Waldorf Astoria Los Cabos Pedregal
5-starLos Cabos, Mexico · Pacific
From $5,039
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
InterContinental Fiji Golf Resort & Spa
5-starViti Levu, Fiji · Natadola
Offer: $200 off
From $759
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
Pleasant Holidays · Flights + hotel
SLS Baha Mar
5-starBahamas, Caribbean · Baha Mar
From $1,571
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
UNICO 20 87 Hotel Riviera Maya
5-starCancun and Riviera Maya, Mexico · Akumal
From $2,252
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hyatt Regency Maui Resort & Spa
5-starMaui, Hawaii · Kaanapali
From $2,310
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Hotel only
Vomo Island Fiji
5-starMamanuca Islands, Fiji · Vomo Island
Offer: $200 off
From $2,767
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
All-inclusivePleasant Holidays · Flights + hotel
Secrets Moxche Playa del Carmen
5-starCancun and Riviera Maya, Mexico · Playa del Carmen
From $2,919
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Ritz-Carlton Maui, Kapalua
5-starMaui, Hawaii
From $3,231
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Le Blanc Spa Resort
5-starCancun and Riviera Maya, Mexico
From $3,575
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Le Blanc Spa Resort Los Cabos
5-starLos Cabos, Mexico · Cabo San Lucas
From $3,975
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
One&Only Palmilla
5-starLos Cabos, Mexico · Corridor
From $4,152
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Ocean Club, A Four Seasons Resort, Bahamas
5-starBahamas, Caribbean · Paradise Island
From $7,508
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
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
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
Aulani, Disney Vacation Club Villas
5-starOahu, Hawaii
From $2,429
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 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, 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
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
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
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
Prices are for two adults sharing a room, taxes included.