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.

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

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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.

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

Sat, May 9 - Sat, May 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

Sat, May 9 - Sat, May 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

Tue, Jun 16 - Wed, Jun 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

Thu, Jun 4 - Mon, Jun 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

Mon, May 11 - Mon, May 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

Sun, May 10 - Sun, May 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

Sat, May 9 - Sat, May 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

Mon, Jun 29 - Tue, Jul 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

Thu, Jul 2 - Thu, Jul 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

Sat, Apr 25 - Sat, May 2

Delta flights from Hilton Head Island to Caribbean Islands

Our best Delta deals on Hilton Head Island to Caribbean Islands 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 Islands

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

Sat 5/9

6:50 pm-3:37 pm

2 stops21h 47m

Montego Bay Sangster Intl

Sat 5/16

12:56 pm-10:32 am

2 stops20h 36m

$392

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sat 5/9

6:50 pm-11:51 am

2 stops18h 01m

Montego Bay Sangster Intl

Sat 5/16

10:13 am-10:32 am

1 stop23h 19m

$398

Hilton Head IslandSan Juan

HHH - SJU

HHHSJU

Hilton Head Island

Tue 6/16

12:11 pm-10:27 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Wed 6/24

6:00 am-3:32 pm

1 stop9h 32m

$436

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Thu 6/4

3:05 pm-3:10 pm

2 stops25h 05m

Montego Bay Sangster Intl

Mon 6/8

4:12 pm-2:21 pm

2 stops21h 09m

$488

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Mon 5/11

5:04 pm-1:19 pm

1 stop21h 15m

Montego Bay Sangster Intl

Mon 5/18

10:17 am-6:09 pm

1 stop6h 52m

$493

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sun 5/10

6:39 pm-9:13 am

1 stop15h 34m

Montego Bay Sangster Intl

Sun 5/17

10:17 am-6:09 pm

1 stop6h 52m

$522

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sat 5/9

6:50 pm-9:13 am

1 stop15h 23m

Montego Bay Sangster Intl

Sat 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

Mon 6/29

12:11 pm-10:27 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Tue 7/7

7:30 am-3:29 pm

1 stop7h 59m

$567

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Thu 7/2

3:05 pm-1:30 pm

2 stops23h 25m

Montego Bay Sangster Intl

Thu 7/9

4:12 pm-2:21 pm

2 stops21h 09m

$728

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sat 4/25

4:11 pm-12:50 pm

2 stops21h 39m

Montego Bay Sangster Intl

Sat 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 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

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

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

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 75% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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	8h 32m
Direct flights	None

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

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

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) (20.00% of total bookings). The next most popular plane models are Airbus A220-300 (12.00%), Embraer 175 (10.86%), and Embraer 170 (10.86%).

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.