Search Deals onHeadland Vacation Packages
Headland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Rush Bond Villa
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Montego Bay (MBJ)
Stay at this 3-star guesthouse in Montego Bay. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Doctor's Cave Beach and Whitter Village are located nearby.
Sea Castle Vacation Villa
per person
Apr 7 - Apr 13
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Montego Bay (MBJ)
Stay at this 3.5-star beach apartment in Montego Bay. Enjoy free WiFi, free parking, and a private beach. Popular attractions Rose Hall Great House and Cinnamon Hill Golf Course are located nearby.
Princess Grand Jamaica Resort - All Inclusive
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Ocean Eden Bay - Adults Only - All inclusive
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Stay at this 5-star luxury property in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Burwood Beach and Blue Waters Beach Club are located nearby.
Hotel Riu Montego Bay - Adults Only - All Inclusive
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Sunset Beach Resort Au Natural Beach are located nearby.
Villa Nilaja
Save 100% on your flight
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Stay at this 5-star luxury villa in Montego Bay. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Doctor's Cave Beach and SuperClubs Ironshore Golf and Country Club are located nearby.
Ocho Rios Villa at Coolshade X
Save 100% on your flight
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Sky Castles
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Stay at this apartment in Ocho Rios. Enjoy free WiFi, an airport shuttle (surcharge), and daily housekeeping. Popular attractions Dunn's River Falls and Turtle Beach are located nearby.
Hotel Riu Palace Aquarelle - All Inclusive
Save 100% on your flight
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Stay at this 4-star beach hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Martha Brae River and Luminous Lagoon are located nearby.
Samsara Cliff Resort
Save 100% on your flight
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Stay at this 3.5-star beach resort in Negril. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seven Mile Beach and Hedonism II 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
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. ...
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. ...
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 ...
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 ...
Suzette's Homestay
Haughton Court, Copperwood, Lucea, Hanover
Stay at this 3-star B&B in Lucea. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Sir Alexander Bustamante Square & Around and ...
Wabi-Sabi Villa
Copperwood Drive, Lucea, Hanover Parish
Stay at this 5-star luxury villa in Lucea. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanover Museum and Sir Alexander Bustamante ...
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 Montego Bay Convention Centre
- Hotels near Negril Cliffs
- Hotels near Bloody Bay Beach
- Hotels near Bloody Bay
- Hotels near Montego Bay Marine Park
- Hotels near Freeport Peninsula
- Hotels near Dead End Beach
- Hotels near Kool Runnings Water Park
- Hotels near Saint James Parish Church
- Hotels near Blue Diamond Shopping Centre
- Hotels near Tryall Golf Club
- Hotels near Negril Lighthouse
Car Rentals in Headland
- Car rentals in Montego Bay
- Car rentals in Negril
- Car rentals in Green Island
- Car rentals in Caribbean Islands
- Car rentals in Lucea
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- Car rentals in Hopewell
- Car rentals in Little Bay
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- Car rentals in Greater Antilles