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

American Airlines, United Airlines, and Delta are the most popular carriers operating from Hilton Head Island to Caribbean

What airlines fly to Caribbean?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Caribbean from Hilton Head Island according to our data. American Airlines is the first choice among our users, with 75% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Hilton Head Island Airport to Caribbean are refreshed on a daily basis.

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

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.

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

The travel and health documents you'll need for your trip to Caribbean 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$298 Cheap Flights from Hilton Head Island to Caribbean in 2026

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Find the cheapest flights from Hilton Head Island to Caribbean

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:50 pm - 3:37 pm

HHH

MBJ

21h 47m

2 stops

12:56 pm - 10:32 am

MBJ

HHH

20h 36m

2 stops

$392American Airlines

sab, mag 9 - sab, mag 16

6:50 pm - 11:51 am

HHH

MBJ

18h 01m

2 stops

10:13 am - 10:32 am

MBJ

HHH

23h 19m

1 stop

$398American Airlines

sab, mag 9 - sab, mag 16

12:11 pm - 10:27 pm

HHH

SJU

10h 16m

1 stop

6:00 am - 3:32 pm

SJU

HHH

9h 32m

1 stop

$436Delta

mar, giu 16 - mer, giu 24

3:05 pm - 3:10 pm

HHH

MBJ

25h 05m

2 stops

4:12 pm - 2:21 pm

MBJ

HHH

21h 09m

2 stops

$488United Airlines

gio, giu 4 - lun, giu 8

5:04 pm - 1:19 pm

HHH

MBJ

21h 15m

1 stop

10:17 am - 6:09 pm

MBJ

HHH

6h 52m

1 stop

$493American Airlines

lun, mag 11 - lun, mag 18

6:39 pm - 9:13 am

HHH

MBJ

15h 34m

1 stop

10:17 am - 6:09 pm

MBJ

HHH

6h 52m

1 stop

$522American Airlines

dom, mag 10 - dom, mag 17

6:50 pm - 9:13 am

HHH

MBJ

15h 23m

1 stop

12:36 pm - 6:09 pm

MBJ

HHH

28h 33m

1 stop

$524American Airlines

sab, mag 9 - sab, mag 16

12:11 pm - 10:27 pm

HHH

SJU

10h 16m

1 stop

7:30 am - 3:29 pm

SJU

HHH

7h 59m

1 stop

$567Delta

lun, giu 29 - mar, lug 7

3:05 pm - 1:30 pm

HHH

MBJ

23h 25m

2 stops

4:12 pm - 2:21 pm

MBJ

HHH

21h 09m

2 stops

$728United Airlines

gio, lug 2 - gio, lug 9

4:11 pm - 12:50 pm

HHH

MBJ

21h 39m

2 stops

4:12 pm - 2:11 pm

MBJ

HHH

20h 59m

2 stops

$777United Airlines

sab, apr 25 - sab, mag 2

Delta flights from Hilton Head Island to Caribbean

Our best Delta deals on Hilton Head Island to Caribbean flight tickets

Delta

Jun 16

HHH12:11 pmHilton Head Island

10h 16m

1 stop

SJU10:27 pmSan Juan Luis Munoz Marin Intl

Jun 24

SJU6:00 amSan Juan Luis Munoz Marin Intl

9h 32m

1 stop

HHH3:32 pmHilton Head Island

$436

Delta

Jun 29

HHH12:11 pmHilton Head Island

10h 16m

1 stop

SJU10:27 pmSan Juan Luis Munoz Marin Intl

Jul 7

SJU7:30 amSan Juan Luis Munoz Marin Intl

7h 59m

1 stop

HHH3:29 pmHilton Head Island

$567

Delta

Jul 4

HHH12:11 pmHilton Head Island

10h 16m

1 stop

SJU10:27 pmSan Juan Luis Munoz Marin Intl

Jul 7

SJU7:30 amSan Juan Luis Munoz Marin Intl

7h 59m

1 stop

HHH3:29 pmHilton Head Island

$682

American Airlines flights from Hilton Head Island to Caribbean

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

American Airlines

May 9

HHH6:50 pmHilton Head Island

21h 47m

2 stops

MBJ3:37 pmMontego Bay Sangster Intl

May 16

MBJ12:56 pmMontego Bay Sangster Intl

20h 36m

2 stops

HHH10:32 amHilton Head Island

$392

American Airlines

May 9

HHH6:50 pmHilton Head Island

18h 01m

2 stops

MBJ11:51 amMontego Bay Sangster Intl

May 16

MBJ10:13 amMontego Bay Sangster Intl

23h 19m

1 stop

HHH10:32 amHilton Head Island

$398

American Airlines

May 11

HHH5:04 pmHilton Head Island

21h 15m

1 stop

MBJ1:19 pmMontego Bay Sangster Intl

May 18

MBJ10:17 amMontego Bay Sangster Intl

6h 52m

1 stop

HHH6:09 pmHilton Head Island

$493

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

sab 5/9

6:50 pm-3:37 pm

2 stops21h 47m

Montego Bay Sangster Intl

sab 5/16

12:56 pm-10:32 am

2 stops20h 36m

$392

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

sab 5/9

6:50 pm-11:51 am

2 stops18h 01m

Montego Bay Sangster Intl

sab 5/16

10:13 am-10:32 am

1 stop23h 19m

$398

Hilton Head IslandSan Juan

HHH - SJU

HHHSJU

Hilton Head Island

mar 6/16

12:11 pm-10:27 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

mer 6/24

6:00 am-3:32 pm

1 stop9h 32m

$436

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

gio 6/4

3:05 pm-3:10 pm

2 stops25h 05m

Montego Bay Sangster Intl

lun 6/8

4:12 pm-2:21 pm

2 stops21h 09m

$488

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

lun 5/11

5:04 pm-1:19 pm

1 stop21h 15m

Montego Bay Sangster Intl

lun 5/18

10:17 am-6:09 pm

1 stop6h 52m

$493

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

dom 5/10

6:39 pm-9:13 am

1 stop15h 34m

Montego Bay Sangster Intl

dom 5/17

10:17 am-6:09 pm

1 stop6h 52m

$522

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

sab 5/9

6:50 pm-9:13 am

1 stop15h 23m

Montego Bay Sangster Intl

sab 5/16

12:36 pm-6:09 pm

1 stop28h 33m

$524

Quickest round-trip

Hilton Head IslandSan Juan

HHH - SJU

HHHSJU

Hilton Head Island

lun 6/29

12:11 pm-10:27 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

mar 7/7

7:30 am-3:29 pm

1 stop7h 59m

$567

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

gio 7/2

3:05 pm-1:30 pm

2 stops23h 25m

Montego Bay Sangster Intl

gio 7/9

4:12 pm-2:21 pm

2 stops21h 09m

$728

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

sab 4/25

4:11 pm-12:50 pm

2 stops21h 39m

Montego Bay Sangster Intl

sab 5/2

4:12 pm-2:11 pm

2 stops20h 59m

$777

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first

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

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 flights?

You could potentially save up to 3% on your flight if you consider stops on a Hilton Head Island to Caribbean flight.

Cheap Hilton Head Island to Caribbean flight deals and tips

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

Fastest flight time	8h 32m
Direct flights	None

The fastest flight from Hilton Head Island to Caribbean takes 8h 32m

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

Search flight deals

When did momondo last update prices for flights from Hilton Head Island Airport to Caribbean?
Prices for flights from Hilton Head Island Airport to Caribbean are refreshed on a daily basis.
How old do you have to be to fly from Hilton Head Island Airport to Caribbean?
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.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents you'll need for your trip to Caribbean 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

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

It is quick and easy to find Hilton Head Island to Caribbean flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean that suits you.

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

Yes. momondo allows you to filter the results for Hilton Head Island to Caribbean flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Hilton Head Island to Caribbean.

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

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Hilton Head Island and alert you when they change.