What airlines fly to Caribbean Islands?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Caribbean Islands from Hilton Head Island according to our data. American Airlines is the first choice among our users, with 71% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 5 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Hilton Head Island to Caribbean Islands?

American Airlines is the most popular carrier operating from Hilton Head Island to Caribbean Islands

When did momondo last update prices for flights from Hilton Head Island Airport to Caribbean Islands?

Prices for flights from Hilton Head Island Airport to Caribbean Islands are updated daily.

How old do you have to be to fly from Hilton Head Island Airport to Caribbean Islands?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hilton Head Island Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$294 Cheap Flights from Hilton Head Island to Caribbean Islands in 2026

Find the cheapest flights from Hilton Head Island to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:29 pm - 5:14 pmHHH Hilton Head Island-GGT Georgetown Exuma Intl

25h 45m2 stops Charlotte Douglas Miami

5:54 pm - 12:20 pmGGT Georgetown Exuma Intl-HHH Hilton Head Island

18h 26m2 stops Miami Charlotte Douglas

$568American Airlines

Fri, Jan 8 - Tue, Jan 12

3:29 pm - 5:14 pmHHH Hilton Head Island-GGT Georgetown Exuma Intl

25h 45m2 stops Charlotte Douglas Miami

2:00 pm - 2:59 pmGGT Georgetown Exuma Intl-HHH Hilton Head Island

24h 59m1 stop Charlotte Douglas

$576American Airlines

Fri, Jan 8 - Tue, Jan 12

3:29 pm - 10:48 amHHH Hilton Head Island-SJU San Juan Luis Munoz Marin Intl

18h 19m2 stops Charlotte Douglas Miami

8:20 am - 2:59 pmSJU San Juan Luis Munoz Marin Intl-HHH Hilton Head Island

7h 39m1 stop Charlotte Douglas

$651American Airlines

Wed, Jan 20 - Sun, Jan 24

3:29 pm - 1:19 pmHHH Hilton Head Island-GGT Georgetown Exuma Intl

21h 50m1 stop Charlotte Douglas

2:00 pm - 2:59 pmGGT Georgetown Exuma Intl-HHH Hilton Head Island

24h 59m1 stop Charlotte Douglas

$664American Airlines

Fri, Jan 8 - Tue, Jan 12

5:15 pm - 11:03 amHHH Hilton Head Island-MBJ Montego Bay Sangster Intl

18h 48m2 stops Charlotte Douglas Miami

1:54 pm - 10:37 amMBJ Montego Bay Sangster Intl-HHH Hilton Head Island

19h 43m2 stops Miami Washington, D.C. Reagan-National

$696American Airlines

Thu, Sep 24 - Thu, Oct 1

5:15 pm - 11:03 amHHH Hilton Head Island-MBJ Montego Bay Sangster Intl

18h 48m2 stops Charlotte Douglas Miami

2:09 pm - 12:15 pmMBJ Montego Bay Sangster Intl-HHH Hilton Head Island

21h 06m1 stop Charlotte Douglas

$703American Airlines

Thu, Sep 24 - Thu, Oct 1

2:15 pm - 1:09 pmHHH Hilton Head Island-MBJ Montego Bay Sangster Intl

23h 54m1 stop Charlotte Douglas

2:09 pm - 12:15 pmMBJ Montego Bay Sangster Intl-HHH Hilton Head Island

21h 06m1 stop Charlotte Douglas

$707American Airlines

Thu, Sep 24 - Thu, Oct 1

5:16 pm - 1:51 pmHHH Hilton Head Island-MBJ Montego Bay Sangster Intl

21h 35m2 stops Charlotte Douglas Miami

2:37 pm - 10:27 amMBJ Montego Bay Sangster Intl-HHH Hilton Head Island

18h 50m2 stops Charlotte Douglas Washington, D.C. Reagan-National

$731American Airlines

Mon, Aug 24 - Thu, Sep 3

11:40 am - 1:28 pmHHH Hilton Head Island-MBJ Montego Bay Sangster Intl

26h 48m1 stop Charlotte Douglas

2:52 pm - 10:27 amMBJ Montego Bay Sangster Intl-HHH Hilton Head Island

18h 35m2 stops Miami Washington, D.C. Reagan-National

$739American Airlines

Mon, Aug 24 - Thu, Sep 3

5:16 pm - 11:37 amHHH Hilton Head Island-MBJ Montego Bay Sangster Intl

19h 21m1 stop Charlotte Douglas

12:38 pm - 2:57 pmMBJ Montego Bay Sangster Intl-HHH Hilton Head Island

25h 19m1 stop Charlotte Douglas

$743American Airlines

Mon, Aug 24 - Thu, Sep 3

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United Airlines flights from Hilton Head Island to Caribbean Islands

Our best United Airlines deals on Hilton Head Island to Caribbean Islands flight tickets

United Airlines

Aug 25

HHH1:50 pmHilton Head Island

10h 00m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Aug 28

SJU1:00 amSan Juan Luis Munoz Marin Intl

12h 05m

1 stop

HHH1:05 pmHilton Head Island

$1,014

United Airlines

Aug 22

HHH1:50 pmHilton Head Island

10h 00m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Aug 25

SJU1:00 amSan Juan Luis Munoz Marin Intl

12h 05m

1 stop

HHH1:05 pmHilton Head Island

$1,052

United Airlines

Aug 21

HHH2:58 pmHilton Head Island

29h 40m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Aug 25

SJU3:56 pmSan Juan Luis Munoz Marin Intl

22h 07m

1 stop

HHH2:03 pmHilton Head Island

$1,100

American Airlines flights from Hilton Head Island to Caribbean Islands

Our best American Airlines deals on Hilton Head Island to Caribbean Islands flight tickets

American Airlines

Jan 8

HHH3:29 pmHilton Head Island

25h 45m

2 stops

GGT5:14 pmGeorgetown Exuma Intl

Jan 12

GGT5:54 pmGeorgetown Exuma Intl

18h 26m

2 stops

HHH12:20 pmHilton Head Island

$568

American Airlines

Jan 8

HHH3:29 pmHilton Head Island

25h 45m

2 stops

GGT5:14 pmGeorgetown Exuma Intl

Jan 12

GGT2:00 pmGeorgetown Exuma Intl

24h 59m

1 stop

HHH2:59 pmHilton Head Island

$576

American Airlines

Jan 20

HHH3:29 pmHilton Head Island

18h 19m

2 stops

SJU10:48 amSan Juan Luis Munoz Marin Intl

Jan 24

SJU8:20 amSan Juan Luis Munoz Marin Intl

7h 39m

1 stop

HHH2:59 pmHilton Head Island

$651

momondo Fare Finder

Use the filters below to find and compare flights from Hilton Head Island to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Hilton Head IslandGeorgetown

HHH Hilton Head Island - GGT Georgetown Exuma Intl

HHHGGT

Hilton Head Island

Fri 1/8

3:29 pm-5:14 pm

2 stops25h 45m

Georgetown Exuma Intl

Tue 1/12

5:54 pm-12:20 pm

2 stops18h 26m

$568

Hilton Head IslandGeorgetown

HHH Hilton Head Island - GGT Georgetown Exuma Intl

HHHGGT

Hilton Head Island

Fri 1/8

3:29 pm-5:14 pm

2 stops25h 45m

Georgetown Exuma Intl

Tue 1/12

2:00 pm-2:59 pm

1 stop24h 59m

$576

Quickest round-trip

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Wed 1/20

3:29 pm-10:48 am

2 stops18h 19m

San Juan Luis Munoz Marin Intl

Sun 1/24

8:20 am-2:59 pm

1 stop7h 39m

$651

Hilton Head IslandGeorgetown

HHH Hilton Head Island - GGT Georgetown Exuma Intl

HHHGGT

Hilton Head Island

Fri 1/8

3:29 pm-1:19 pm

1 stop21h 50m

Georgetown Exuma Intl

Tue 1/12

2:00 pm-2:59 pm

1 stop24h 59m

$664

Hilton Head IslandMontego Bay

HHH Hilton Head Island - MBJ Montego Bay Sangster Intl

HHHMBJ

Hilton Head Island

Thu 9/24

5:15 pm-11:03 am

2 stops18h 48m

Montego Bay Sangster Intl

Thu 10/1

1:54 pm-10:37 am

2 stops19h 43m

$696

Hilton Head IslandMontego Bay

HHH Hilton Head Island - MBJ Montego Bay Sangster Intl

HHHMBJ

Hilton Head Island

Thu 9/24

5:15 pm-11:03 am

2 stops18h 48m

Montego Bay Sangster Intl

Thu 10/1

2:09 pm-12:15 pm

1 stop21h 06m

$703

Hilton Head IslandMontego Bay

HHH Hilton Head Island - MBJ Montego Bay Sangster Intl

HHHMBJ

Hilton Head Island

Thu 9/24

2:15 pm-1:09 pm

1 stop23h 54m

Montego Bay Sangster Intl

Thu 10/1

2:09 pm-12:15 pm

1 stop21h 06m

$707

Hilton Head IslandMontego Bay

HHH Hilton Head Island - MBJ Montego Bay Sangster Intl

HHHMBJ

Hilton Head Island

Mon 8/24

5:16 pm-1:51 pm

2 stops21h 35m

Montego Bay Sangster Intl

Thu 9/3

2:37 pm-10:27 am

2 stops18h 50m

$731

Hilton Head IslandMontego Bay

HHH Hilton Head Island - MBJ Montego Bay Sangster Intl

HHHMBJ

Hilton Head Island

Mon 8/24

11:40 am-1:28 pm

1 stop26h 48m

Montego Bay Sangster Intl

Thu 9/3

2:52 pm-10:27 am

2 stops18h 35m

$739

Hilton Head IslandMontego Bay

HHH Hilton Head Island - MBJ Montego Bay Sangster Intl

HHHMBJ

Hilton Head Island

Mon 8/24

5:16 pm-11:37 am

1 stop19h 21m

Montego Bay Sangster Intl

Thu 9/3

12:38 pm-2:57 pm

1 stop25h 19m

$743

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first

How to get the cheapest flight ticket from Hilton Head Island to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Can stopping save me money on Hilton Head Island to Caribbean Islands flights?

You could potentially save up to 20% on your flight if you consider stops on a Hilton Head Island to Caribbean Islands flight.

Cheap Hilton Head Island to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Caribbean Islands

Fastest flight time	18h 19m
Direct flights	None

The fastest flight from Hilton Head Island to Caribbean Islands takes 18h 19m

There are no direct flights from Hilton Head Island to Caribbean Islands. There are no popular flight routes from Hilton Head Island to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Hilton Head Island to Caribbean Islands

When did momondo last update prices for flights from Hilton Head Island Airport to Caribbean Islands?
Prices for flights from Hilton Head Island Airport to Caribbean Islands are updated daily.
How old do you have to be to fly from Hilton Head Island Airport to Caribbean Islands?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hilton Head Island Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Hilton Head Island to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Hilton Head Island to Caribbean Islands is Embraer 175 (Enhanced Winglets) (20.30% of total bookings). The next most popular plane models are Embraer 175 (14.33%), Embraer 170 (11.34%), and Airbus A220-300 (11.04%).

Why use momondo?

Why should I use momondo to find a flight deal from Hilton Head Island to Caribbean Islands?

Finding the right flight to Caribbean Islands from Hilton Head Island is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.

Can I find flights from Hilton Head Island to Caribbean Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean Islands from Hilton Head Island which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Hilton Head Island to Caribbean Islands?

Once all potential Hilton Head Island to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Hilton Head Island to Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Hilton Head Island. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.