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 123 hotels
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
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
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
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
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
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
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
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 · 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
Sofitel Fiji Resort and Spa
4.5-starViti Levu, Fiji · Denarau Marina
From $1,885
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Grand Fiesta Americana Coral Beach Cancun All Inclusive
4.5-starCancun and Riviera Maya, Mexico
From $2,386
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Westin Hapuna Beach Resort
4.5-starIsland of Hawaii, Hawaii · Hapuna Beach
From $2,773
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
JW Marriott Miami Turnberry Resort & Spa
4.5-starMiami and South Beach, United States · Aventura
From $2,790
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Villa La Estancia Beach Resort & Spa Riviera Nayarit
4.5-starPuerto Vallarta and Riviera Nayarit, Mexico · Nuevo Vallarta
From $1,566
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
The Cove Atlantis
4.5-starBahamas, Caribbean · Paradise Island
From $2,161
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Moon Palace The Grand Cancun
4.5-starCancun and Riviera Maya, Mexico · Puerto Morelos
From $5,030
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Fiji Marriott Resort Momi Bay
4.5-starViti Levu, Fiji · Coral Coast Area
Offer: $200 off
From $735
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
All-inclusivePleasant Holidays · Flights + hotel
Hard Rock Hotel Punta Cana
4.5-starDominican Republic, Caribbean · Dom. Republic, Punta Cana
Offer: $200 off
From $1,480
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
Prices are for two adults sharing a room, taxes included.