HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Jamaica

$608+ Cheap flights from Hilton Head Island (HHH) to Jamaica

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MBJ
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hilton Head Island to Jamaica with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Hilton Head Island to Jamaica

Best flights from Hilton Head Island to Jamaica
Discover carefully curated flight deals from Hilton Head Island to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/43:29 pmHHH - MBJ
1 stop20h 04mAmerican Airlines
Sun 2/84:16 pmMBJ - HHH
2 stops20h 04mAmerican Airlines
Deal found 12/21$608
This United Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:00 pmHHH - MBJ
2 stops23h 30mUnited Airlines
Mon 6/84:12 pmMBJ - HHH
2 stops18h 00mUnited Airlines
Deal found 12/21$800

Find flight deals from Hilton Head Island to Jamaica

Keep the following information in mind while searching for Hilton Head Island to Jamaica flight deals. Data was last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$608
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Montego Bay Sangster Intl flights.
Search Deals
From Hilton Head Island to Jamaica
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Jamaica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Jamaica that are best for you.

Fly from

Hilton Head Island

Fly to

Jamaica

Route

Depart

Return

Price

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Wed 2/4

3:29 pm-11:33 am

1 stop20h 04m

Montego Bay Sangster Intl

Sun 2/8

4:16 pm-12:20 pm

2 stops20h 04m

$608

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Thu 6/4

3:00 pm-1:30 pm

2 stops23h 30m

Montego Bay Sangster Intl

Mon 6/8

4:12 pm-11:12 am

2 stops18h 00m

$800

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Best time to book a flight from Hilton Head Island to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Hilton Head Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hilton Head Island to Jamaica

What is the cheapest month to book a flight from Hilton Head Island to Jamaica?

Currently, December is the cheapest month in which you can book a flight from Hilton Head Island to Jamaica (average of $84). Flying from Hilton Head Island to Jamaica in June is currently the most expensive (average of $463). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilton Head Island to Jamaica?

    Most people fly from Hilton Head Island (HHH) if they book a flight from Hilton Head Island to Jamaica. Hilton Head Island is conveniently located just 3.3 mi from Hilton Head Island’s city center.

  • How long is the flight from Hilton Head Island to Jamaica?

    Departing from Hilton Head Island to Jamaica will take you 20h 04m. The distance from Hilton Head Island to Jamaica is about 963 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Hilton Head Island to Jamaica that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Jamaica.

  • Can I find deals for business class flights from Hilton Head Island to Jamaica?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Jamaica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hilton Head Island to Jamaica?

    Currently, December is the cheapest month in which you can book a flight from Hilton Head Island to Jamaica (average of $84). Flying from Hilton Head Island to Jamaica in June is currently the most expensive (average of $463). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hilton Head Island to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to Luis Munoz Marin Intl flights
Charlotte to Punta Cana flights
Charlotte to Saint Thomas Island flights
Charlotte to Montego Bay flights
Charlotte to Oranjestad flights
Charlotte to Nassau flights
Charlotte to Willemstad flights
Charlotte to Providenciales flights
Charlotte to Castries flights
Charleston to Luis Munoz Marin Intl flights
Charlotte to Bridgetown flights
Charlotte to Simpson Bay flights
Charleston to Punta Cana flights
Columbia to Luis Munoz Marin Intl flights
Savannah to Luis Munoz Marin Intl flights
Charleston to Nassau flights
Charlotte to Puerto Plata flights
Charlotte to Christiansted flights
Charlotte to George Town flights
Greenville to Luis Munoz Marin Intl flights
Charlotte to Santo Domingo flights
Greenville to Saint Thomas Island flights
Savannah to Punta Cana flights
Charleston to Saint Thomas Island flights
Charleston to Montego Bay flights
Charleston to Bridgetown flights
Myrtle Beach to Saint Thomas Island flights
Charlotte to Marsh Harbour flights
Greenville to Oranjestad flights
Augusta to Luis Munoz Marin Intl flights
Myrtle Beach to Luis Munoz Marin Intl flights
Columbia to Nassau flights
Greenville to Punta Cana flights
Savannah to Oranjestad flights
Myrtle Beach to Punta Cana flights
Charlotte to Ponce flights
Savannah to Simpson Bay flights
Columbia to Punta Cana flights
Charlotte to St. John's flights
Charlotte to The Valley flights
Myrtle Beach to Montego Bay flights
Myrtle Beach to Oranjestad flights
Augusta to Punta Cana flights
Charleston to Providenciales flights
Charlotte to Road Town flights
Charlotte to Kingston flights
Charlotte to Basseterre flights
Charleston to Road Town flights
Charlotte to Georgetown flights
Charlotte to St. George's flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.