Search Deals onHeadland Vacation Packages
Headland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ocho Rios Ocean View Villa at The Palms
Save 100% on your flight
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Stay at this 4-star family-friendly villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Cranbrook Flower Forest and Priory Beach are located nearby.
Princess Grand Jamaica Resort - All Inclusive
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 4.5-star luxury resort in Green Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Half Moon Beach and Samuel's Bay National Marine Park are located nearby.
Princess Senses The Mangrove Resort - Adults Only
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 4-star beach resort in Green Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Half Moon Beach and Samuel's Bay National Marine Park are located nearby.
Ocho Rios Villa at The Palms
per person
Aug 4 - Aug 11
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Montego Bay (MBJ)
Stay at this 3-star family-friendly villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Dunn's River Falls and Maima Seville Great House & Heritage Park are located nearby.
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 5-star luxury property in Falmouth. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Luminous Lagoon and Blue Waters Beach Club are located nearby.
Hotel Riu Montego Bay - Adults Only - All Inclusive
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 4-star beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
Hotel Riu Palace Jamaica - Adults Only - All Inclusive
Save 100% on your flight
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 4.5-star luxury property in Montego Bay. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
Hotel Riu Reggae - Adults Only - All Inclusive
Save 100% on your flight
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 4-star beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
Ocho Rios Villa at Coolshade X
Save 100% on your flight
per person
Aug 4 - Aug 11
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Montego Bay (MBJ)
Stay at this 3.5-star business-friendly villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Cranbrook Flower Forest and Priory Beach are located nearby.
Hotel Riu Palace Tropical Bay - All Inclusive
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 4-star beach property in Negril. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seven Mile Beach and Bloody Bay Beach are located nearby.
Hotel Riu Negril - All Inclusive
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 3.5-star beach property in Negril. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Seven Mile Beach and Bloody Bay are located nearby.
Ocho Rios Villa at Coolshade IX
Save 100% on your flight
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Montego Bay (MBJ)
Stay at this 3.5-star golf villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a golf course. Popular attractions Dunn's River Falls and Green Grotto Caves are located nearby.
3-4 Night Vacations in Headland
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Headland
Price found within the past 48 hours. Click for updated prices.
Headland Last Minute Hotel Deals
Blue Paloma Bed & Breakfast
East Ave, Lucea, Hanover Parish
Stay at this 3.5-star B&B in Lucea. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
The Point, Lucea, Hanover
Stay at this 4.5-star luxury resort in Lucea. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
Grand Palladium Jamaica Resort & Spa All Inclusive
The Point, Lucea, Hanover
Stay at this 4.5-star luxury resort in Lucea. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
Point Lucea, Lucea
Stay at this 4.5-star luxury resort in Lucea. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sir Alexander Bustamante Square & Around ...
Princess Grand Jamaica Resort - All Inclusive
Industry Cove, Green Island, Hanover
Stay at this 4.5-star luxury resort in Green Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Half Moon Beach and Samuel's Bay ...
Princess Senses The Mangrove Resort - Adults Only
Industry Cove, Green Island, Hanover
Stay at this 4-star beach resort in Green Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Half Moon Beach and Samuel's Bay National ...
Round Hill Hotel And Villas
John Pringle Drive, PO Box 64, Montego Bay, Saint James
Stay at this 4.5-star luxury hotel in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Sunset Beach Resort Au Natural Beach ...
Zimbali Culinary Retreat
Canaan Mountain, Westmoreland, Little London
Stay at this 3-star family-friendly B&B in Little London. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Jamaica Giants Sculpture ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Hotels Near Points of Interest in Headland
- Hotels near Seven Mile Beach
- Hotels near Rose Hall Great House
- Hotels near Montego Bay Cruise Ship Terminal
- Hotels near Doctor's Cave Beach
- Hotels near Bloody Bay Beach
- Hotels near Negril Cliffs
- Hotels near Montego Bay Convention Centre
- Hotels near Bloody Bay
- Hotels near Dead End Beach
- Hotels near Montego Bay Marine Park
- Hotels near Freeport Peninsula
- Hotels near Blue Diamond Shopping Centre
- Hotels near Tryall Golf Club
- Hotels near Kool Runnings Water Park
- Hotels near Negril Lighthouse
- Hotels near Half Moon Beach
Car Rentals in Headland
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