Search Deals onHeadland Vacation Packages
Headland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Alamanda Cottage at Serenity
Price was $1,719, price is now $755 per person
$755
per person
Oct 20 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
Stay at this 3-star business-friendly cottage in Montego Bay. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
Retreat Plantation House
Price was $2,192, price is now $1,061 per person
$1,061
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
Stay at this 3-star business-friendly villa in Negril. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Seven Mile Beach and Blue Hole Mineral Springs are located nearby.
Sea Castle Vacation Villa
Price was $2,186, price is now $1,117 per person
$1,117
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Ocho Rios Villa Azul at Coolshade XIII
Price was $2,112, price is now $1,085 per person
$1,085
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
Stay at this 3.5-star vacation home 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.
Ocho Rios Villa at the Palms VII
Price was $2,365, price is now $1,253 per person
$1,253
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
Stay at this 3-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.
Ocho Rios Beach Apt at Sandcastles
Price was $1,709, price is now $914 per person
$914
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
Stay at this 3-star beach apartment in Ocho Rios. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Dunn's River Falls and Taj Mahal Mall are located nearby.
Ocho Rios Villa at The Palms
Price was $2,483, price is now $1,059 per person
$1,059
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $11,158, price is now $5,084 per person
$5,084
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Water Square are located nearby.
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was $1,995, price is now $918 per person
$918
per person
Oct 20 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) 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 Aquarelle - All Inclusive
Price was $1,966, price is now $907 per person
$907
per person
Oct 20 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) 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 Water Square and Martha Brae River are located nearby.
Ocho Rios Villa at the Palms II
Price was $1,710, price is now $811 per person
$811
per person
Oct 20 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
Stay at this 3.5-star golf 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.
Ocho Rios Villa at Coolshade X
Save 100% on your flight
Price was $1,662, price is now $805 per person
$805
per person
Oct 20 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) 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.
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 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 ...
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
The Point, Lucea, Hanover
Stay at this 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. ...
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
Point Lucea, Lucea
Stay at this 5-star luxury resort in Lucea. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanover Museum and Sir Alexander Bustamante ...
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 ...
Hotel Riu Palace Tropical Bay - All Inclusive
Norman Manley Boulevard, Bloody Bay Beach, Negril, Westmoreland
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 ...
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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