HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Hilton Head Island (HHH) to Caribbean from $376

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
HHH — SJU
May 20 — May 271
From?
To?
Mon 5/20
Mon 5/27
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

When is the cheapest time to fly from Hilton Head Island to Caribbean (HHH - CB)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Hilton Head Island to Caribbean as you normally would.

Cheap American Airlines flights from Hilton Head Island to Caribbean

Explore cheap flight options specifically provided by American Airlines for the route between Hilton Head Island and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
Wed 8/286:18 pmHHH - STX
2 stops19h 42mAmerican Airlines
Sun 9/12:50 pmSTX - HHH
2 stops20h 47mAmerican Airlines
Deal found 5/14$519
Sun 6/912:11 pmHHH - MBJ
2 stops22h 29mAmerican Airlines
Sun 6/164:40 pmMBJ - HHH
1 stop20h 30mAmerican Airlines
Deal found 5/15$606
Mon 6/312:47 pmHHH - SJU
1 stop7h 28mAmerican Airlines
Fri 6/78:00 amSJU - HHH
1 stop9h 53mAmerican Airlines
Deal found 5/13$633
Sun 6/96:23 pmHHH - MBJ
1 stop19h 41mAmerican Airlines
Sun 6/164:40 pmMBJ - HHH
1 stop20h 30mAmerican Airlines
Deal found 5/15$672
Tue 8/206:18 pmHHH - EIS
2 stops21h 37mAmerican Airlines
Fri 8/231:57 pmEIS - HHH
2 stops22h 37mAmerican Airlines
Deal found 5/13$695
Mon 6/312:47 pmHHH - SJU
1 stop7h 28mAmerican Airlines
Fri 6/76:15 amSJU - HHH
2 stops11h 38mAmerican Airlines
Deal found 5/13$699
Fri 6/712:11 pmHHH - SJU
1 stop10h 19mAmerican Airlines
Sun 6/98:25 pmSJU - HHH
2 stops17h 45mAmerican Airlines
Deal found 5/14$754
Sun 6/96:23 pmHHH - MBJ
2 stops18h 22mAmerican Airlines
Sun 6/1610:40 amMBJ - HHH
2 stops23h 59mAmerican Airlines
Deal found 5/15$772
Mon 6/176:23 pmHHH - STX
2 stops20h 17mAmerican Airlines
Thu 6/203:30 pmSTX - HHH
2 stops20h 09mAmerican Airlines
Deal found 5/14$786

Cheap Hilton Head Island to Caribbean flights in May & June 2024

Find cheap flight options from Hilton Head Island to Caribbean specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,644,845 searches. Prices were last updated on May 15, 2024.
Sun 6/912:11 pmHHH - MBJ
2 stops22h 29mAmerican Airlines
Sun 6/164:40 pmMBJ - HHH
1 stop20h 30mAmerican Airlines
Deal found 5/15$606
Mon 6/312:47 pmHHH - SJU
1 stop7h 28mAmerican Airlines
Fri 6/78:00 amSJU - HHH
1 stop9h 53mAmerican Airlines
Deal found 5/13$633
Sun 6/96:23 pmHHH - MBJ
1 stop19h 41mAmerican Airlines
Sun 6/164:40 pmMBJ - HHH
1 stop20h 30mAmerican Airlines
Deal found 5/15$672
Mon 6/312:47 pmHHH - SJU
1 stop7h 28mAmerican Airlines
Fri 6/76:15 amSJU - HHH
2 stops11h 38mAmerican Airlines
Deal found 5/13$699
Fri 6/712:11 pmHHH - SJU
1 stop10h 19mAmerican Airlines
Sun 6/98:25 pmSJU - HHH
2 stops17h 45mAmerican Airlines
Deal found 5/14$754
Sun 6/96:23 pmHHH - MBJ
2 stops18h 22mAmerican Airlines
Sun 6/1610:40 amMBJ - HHH
2 stops23h 59mAmerican Airlines
Deal found 5/15$772
Mon 6/176:23 pmHHH - STX
2 stops20h 17mAmerican Airlines
Thu 6/203:30 pmSTX - HHH
2 stops20h 09mAmerican Airlines
Deal found 5/14$786
Tue 5/2810:59 amHHH - GGT
2 stops24h 51mAmerican Airlines
Sat 9/1412:43 pmGGT - HHH
2 stops23h 43mAmerican Airlines
Deal found 5/14$809
Fri 5/316:07 pmHHH - SJU
2 stops16h 58mAmerican Airlines
Fri 6/78:00 amSJU - HHH
1 stop6h 10mAmerican Airlines
Deal found 5/14$811

Hilton Head Island to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Hilton Head Island and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
Wed 11/136:25 pmHHH - GGT
2 stops17h 00mAmerican Airlines
Tue 11/196:12 pmGGT - HHH
2 stops18h 01mAmerican Airlines
Deal found 5/14$449
Wed 8/286:18 pmHHH - STX
2 stops19h 42mAmerican Airlines
Sun 9/12:50 pmSTX - HHH
2 stops20h 47mAmerican Airlines
Deal found 5/14$519
Sat 12/712:41 pmHHH - POP
2 stops23h 35mAmerican Airlines
Tue 12/104:41 pmPOP - HHH
2 stops20h 38mAmerican Airlines
Deal found 5/14$542
Wed 8/286:18 pmHHH - STX
2 stops19h 42mAmerican Airlines
Sun 9/12:50 pmSTX - HHH
2 stops20h 47mAmerican Airlines
Deal found 5/15$573
Sat 12/76:21 pmHHH - POP
2 stops17h 55mAmerican Airlines
Tue 12/104:41 pmPOP - HHH
2 stops20h 38mAmerican Airlines
Deal found 5/13$592
Sat 12/76:21 pmHHH - POP
2 stops19h 50mAmerican Airlines
Tue 12/104:36 pmPOP - HHH
1 stop24h 09mAmerican Airlines
Deal found 5/13$595
Sun 6/912:11 pmHHH - MBJ
2 stops22h 29mAmerican Airlines
Sun 6/164:40 pmMBJ - HHH
1 stop20h 30mAmerican Airlines
Deal found 5/15$606
Mon 6/312:47 pmHHH - SJU
1 stop7h 28mAmerican Airlines
Fri 6/78:00 amSJU - HHH
1 stop9h 53mAmerican Airlines
Deal found 5/13$633
Sun 6/96:23 pmHHH - MBJ
1 stop19h 41mAmerican Airlines
Sun 6/164:40 pmMBJ - HHH
1 stop20h 30mAmerican Airlines
Deal found 5/15$672

One-way flights to Caribbean from Hilton Head Island

Search for one-way flight options from Hilton Head Island to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
Thu 6/612:11 pmHHH - SJU
1 stop10h 19mAmerican Airlines
Deal found 5/14$376
Thu 6/66:23 pmHHH - SJU
2 stops16h 44mAmerican Airlines
Deal found 5/14$426

Find flights from Hilton Head Island to Caribbean within your budget

Customize your flight search to find flights from Hilton Head Island to Caribbean 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 2,644,845 searches. Data last updated May 15, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$519 - $786

Route

Depart

Return

Price

Hilton Head IslandChristiansted Henry Rohlsen

HHH - STX

HHHSTX

Hilton Head Island

Wed 8/28

2 stops19h 42m

Christiansted Henry Rohlsen

Sun 9/1

2 stops20h 47m

$519

Hilton Head IslandMontego Bay Sangster Intl

HHH - MBJ

HHHMBJ

Hilton Head Island

Sun 6/9

2 stops22h 29m

Montego Bay Sangster Intl

Sun 6/16

1 stop20h 30m

$606

Hilton Head IslandSan Juan Luis Munoz Marin Intl

HHH - SJU

HHHSJU

Hilton Head Island

Mon 6/3

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Fri 6/7

1 stop9h 53m

$633

Hilton Head IslandMontego Bay Sangster Intl

HHH - MBJ

HHHMBJ

Hilton Head Island

Sun 6/9

1 stop19h 41m

Montego Bay Sangster Intl

Sun 6/16

1 stop20h 30m

$672

Hilton Head IslandRoad Town Beef Island

HHH - EIS

HHHEIS

Hilton Head Island

Tue 8/20

2 stops21h 37m

Road Town Beef Island

Fri 8/23

2 stops22h 37m

$695

Hilton Head IslandSan Juan Luis Munoz Marin Intl

HHH - SJU

HHHSJU

Hilton Head Island

Mon 6/3

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Fri 6/7

2 stops11h 38m

$699

Hilton Head IslandSan Juan Luis Munoz Marin Intl

HHH - SJU

HHHSJU

Hilton Head Island

Fri 6/7

1 stop10h 19m

San Juan Luis Munoz Marin Intl

Sun 6/9

2 stops17h 45m

$754

Hilton Head IslandMontego Bay Sangster Intl

HHH - MBJ

HHHMBJ

Hilton Head Island

Sun 6/9

2 stops18h 22m

Montego Bay Sangster Intl

Sun 6/16

2 stops23h 59m

$772

Hilton Head IslandChristiansted Henry Rohlsen

HHH - STX

HHHSTX

Hilton Head Island

Mon 6/17

2 stops20h 17m

Christiansted Henry Rohlsen

Thu 6/20

2 stops20h 09m

$786

Flights are sorted by cheapest first

Deals found on 5/14

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated May 15, 2024.
American Airlines
7.3
Good
14,535 reviews
Check prices

Entertainment

7.1

Boarding

7.6

Food

6.6

Crew

8.0

Overall

7.3

Comfort

7.2

Reviews

1 / 10

Entertainment was ok, no delays either. The food was just ok, the trays were dirty and overall the plane seemed dated.

American Airlines
7.3
Good
14,535 reviews
American Airlines
7.3
Good
14,535 reviews
Check prices

Entertainment

7.1

Boarding

7.6

Food

6.6

Crew

8.0

Overall

7.3

Comfort

7.2

Reviews

1 / 10

Entertainment was ok, no delays either. The food was just ok, the trays were dirty and overall the plane seemed dated.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Caribbean. 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 Caribbean?

    Hilton Head Island (HHH), located 3.3 mi from the city center, is the airport you fly out of when you book flights from Hilton Head Island to Caribbean.

  • Can I find flights from Hilton Head Island to Caribbean for under $600 on Cheapflights?

    Yes, there are multiple flights from Hilton Head Island to Caribbean for under $600. The cheapest flight booked recently is on American Airlines for just $519, but on average you can expect to pay $812.

  • What are the most popular routes from Hilton Head Island to Caribbean?

    While some choose either Hilton Head Island - Christiansted Henry Rohlsen or Hilton Head Island - Marsh Harbour, Hilton Head Island - Montego Bay Sangster Intl is the most popular route from Hilton Head Island to Caribbean.

  • What does HHH to SJU mean?

    Hilton Head Island Airport is HHH and San Juan Luis Munoz Marin Intl Airport is SJU. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Ready for more IATA code knowledge? These are related airports for your current travel destination: Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI).

  • Can I find deals for flights from Hilton Head Island to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Hilton Head Island to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Hilton Head Island to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Hilton Head Island to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

    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 Caribbean.

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

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

  • Can I find deals for flights from Hilton Head Island to Caribbean that allow pets onboard?

    Many airlines flying from Hilton Head Island to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Hilton Head Island to Caribbean?

    Yes, you can often find last-minute deals on Hilton Head Island to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Hilton Head Island to Caribbean flight deals updated?

    The Hilton Head Island to Caribbean flight deals you see on this page were last updated on 5/15.

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 Caribbean
See prices for flight routes from nearby airports that may be better suited for you.

Charlotte to John F Kennedy Intl flights
Charlotte to Las Vegas flights
Charlotte to Newark flights
Charlotte to LaGuardia flights
Charlotte to Dallas/Fort Worth flights
Charlotte to Boston flights
Charlotte to Seattle flights
Charlotte to Fort Lauderdale flights
Charlotte to Miami flights
Charlotte to Orlando flights
Charlotte to Denver flights
Charlotte to Los Angeles flights
Charlotte to Heathrow flights
Charlotte to Cancún flights
Charlotte to O'Hare Intl flights
Charlotte to Midway flights
Charleston to White Plains flights
Charlotte to Hobby flights
Charlotte to Baltimore flights
Charlotte to Leonardo da Vinci/Fiumicino flights
Charlotte to Salt Lake City flights
Charlotte to Luis Munoz Marin Intl flights
Charlotte to Ontario flights
Charlotte to Munich flights
Charlotte to Detroit flights
Charlotte to George Bush Intcntl flights
Charlotte to Sky Harbor Intl flights
Charleston to Seattle flights
Charlotte to Dulles Intl flights
Charlotte to Punta Cana flights
Charlotte to Cleveland flights
Charlotte to San Diego flights
Charlotte to Minneapolis flights
Charleston to John F Kennedy Intl flights
Charlotte to Dublin flights
Charleston to Newark flights
Charlotte to Tampa flights
Charlotte to San Francisco flights
Charlotte to Philadelphia flights
Charlotte to Gatwick flights
Charleston to LaGuardia flights
Savannah to John F Kennedy Intl flights
Greenville to Denver flights
Charlotte to Buffalo flights
Charlotte to Frankfurt flights
Charlotte to Charles de Gaulle flights
Charlotte to New Orleans flights
Charlotte to Athens flights
Charlotte to Nashville flights
Charlotte to Atlanta flights

Top airline flying from Hilton Head Island to Caribbean

Discover the top airline that operate flights from Hilton Head Island to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$697Average$934FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Washington, D.C. Dulles Intl Airport to Los Angeles flights
Tampa to Los Angeles flights
Newark Airport to Seattle flights
Boston to Philadelphia flights
Minneapolis to Seattle flights
New York John F Kennedy Intl Airport to Los Angeles flights
Boston to New York flights
Dallas to Paris flights
Dallas to San Diego flights
New York John F Kennedy Intl Airport to Manila flights
Tampa to Nashville flights
Hilton Head Island to North America flights

Search flights from Hilton Head Island to Caribbean by cabin class

Find flights from Hilton Head Island to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Montes Claros
Flights to Girona Costa Brava
Flights to Naxos
Flights to Bourgas
Flights to Hyannis Barnstable
Flights to Samos
Flights to Reggio Calabria Tito Menniti
Flights to Devils Lake
Flights to Ningbo Lishe Intl
Flights to Pellston Emmet County
Flights to Provincetown
Flights to Cortez Montezuma County
Flights to Ohrid
Flights to Oran Es Senia
Flights to Menorca/Mahon
Flights to Hakodate
Flights to Ordu/Giresun
Flights to Laayoune Hassan I
Flights to Cornwall Newquay
Flights to Melilla
Flights to Rennes St Jacques
Flights to Parikia Paros
Flights to Constanţa Mihail Kogalniceanu
Flights to Miyakojima Hirara

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Hilton Head Island to Caribbean?

Cheapflights helps you search for flights from Hilton Head Island to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Hilton Head Island to Caribbean?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Hilton Head Island to Caribbean for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Hilton Head Island to Caribbean with no change fees?

Need flexible booking options for your flight to Caribbean from Hilton Head Island? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Hilton Head Island to Caribbean become cheaper?

Yes, Cheapflights offers price alerts on Hilton Head Island to Caribbean flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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.
View all available airlines