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Cheap flights from Hilton Head Island (HHH) to Caribbean Islands from $273

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 6/9. 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 21 — May 281
From?
To?
Tue 5/21
Tue 5/28
1 adult, Economy
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When is the cheapest time to fly from Hilton Head Island to Caribbean Islands (HHH - EPX)?

When flying from Hilton Head Island to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap American Airlines flights from Hilton Head Island to Caribbean Islands

Explore cheap flight options specifically provided by American Airlines for the route between Hilton Head Island and Caribbean Islands. 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 2,637,452 searches. Data last updated May 16, 2024.
Peruse some of the lowest-priced American Airlines flights we've found from Hilton Head Island to Caribbean Islands. It's recommended that users confirm their flight details before booking.
Fri 8/236:18 pmHHH - SJU
2 stops16h 51mAmerican Airlines
Mon 8/265:35 pmSJU - HHH
2 stops20h 03mAmerican Airlines
Deal found 5/15$528
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
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
Thu 6/1312:11 pmHHH - SJU
1 stop10h 19mAmerican Airlines
Tue 6/188:25 pmSJU - HHH
2 stops21h 28mAmerican Airlines
Deal found 5/15$642
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 stops18h 58mAmerican Airlines
Fri 8/234:35 pmEIS - HHH
2 stops19h 59mAmerican Airlines
Deal found 5/14$695
Thu 6/132:40 pmHHH - SJU
1 stop7h 50mAmerican Airlines
Tue 6/188:00 amSJU - HHH
1 stop9h 53mAmerican Airlines
Deal found 5/15$707
Tue 8/206:18 pmHHH - EIS
2 stops18h 58mAmerican Airlines
Fri 8/234:35 pmEIS - HHH
2 stops49h 00mAmerican Airlines
Deal found 5/15$713
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

Cheap Delta flights from Hilton Head Island to Caribbean Islands

Explore cheap flight options specifically provided by Delta for the route between Hilton Head Island and Caribbean Islands. 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 2,637,452 searches. Data last updated May 16, 2024.
To aid your search, here are some of the cheapest Delta flights we've found from Hilton Head Island to Caribbean Islands. Ensure the flight price, dates, time, and airline match your criteria before you book.
Fri 8/231:15 pmHHH - SJU
1 stop8h 54mDelta
Mon 8/268:15 amSJU - HHH
1 stop8h 28mDelta
Deal found 5/15$674
Fri 8/231:15 pmHHH - SJU
2 stops10h 09mDelta
Mon 8/268:15 amSJU - HHH
1 stop8h 28mDelta
Deal found 5/15$3,527

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

Find cheap flight options from Hilton Head Island to Caribbean Islands specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 2024.
These are some of the most attractive deals on flights from Hilton Head Island to Caribbean Islands in 2024. Check back in a little while for more flight options.
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
Thu 6/1312:11 pmHHH - SJU
1 stop10h 19mAmerican Airlines
Tue 6/188:25 pmSJU - HHH
2 stops21h 28mAmerican Airlines
Deal found 5/15$642
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
Thu 6/132:40 pmHHH - SJU
1 stop7h 50mAmerican Airlines
Tue 6/188:00 amSJU - HHH
1 stop9h 53mAmerican Airlines
Deal found 5/15$707
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 6/36:07 pmHHH - MHH
2 stops17h 08mAmerican Airlines
Sat 6/83:06 pmMHH - HHH
2 stops19h 35mAmerican Airlines
Deal found 5/16$890
Thu 6/1312:20 pmHHH - SJU
2 stops26h 22mUnited Airlines
Mon 6/171:05 amSJU - HHH
1 stop10h 12mUnited Airlines
Deal found 5/15$913
Mon 6/242:40 pmHHH - SJU
1 stop7h 50mAmerican Airlines
Sat 6/293:59 pmSJU - HHH
2 stops19h 40mAmerican Airlines
Deal found 5/15$917
Fri 6/1412:11 pmHHH - SJU
1 stop10h 19mAmerican Airlines
Fri 6/218:00 amSJU - HHH
1 stop9h 53mAmerican Airlines
Deal found 5/15$957

Hilton Head Island to Caribbean Islands 2024 flight deals

Discover exclusive flight deals for travel between Hilton Head Island and Caribbean Islands in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
These are some of the most attractive deals on flights from Hilton Head Island to Caribbean Islands in 2024. Check back in a little while for more flight options.
Fri 8/236:18 pmHHH - SJU
2 stops16h 51mAmerican Airlines
Mon 8/265:35 pmSJU - HHH
2 stops20h 03mAmerican Airlines
Deal found 5/15$528
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 12/712:41 pmHHH - POP
2 stops23h 35mAmerican Airlines
Tue 12/104:36 pmPOP - HHH
1 stop20h 43mAmerican Airlines
Deal found 5/14$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
Thu 6/1312:11 pmHHH - SJU
1 stop10h 19mAmerican Airlines
Tue 6/188:25 pmSJU - HHH
2 stops21h 28mAmerican Airlines
Deal found 5/15$642
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
Fri 8/231:15 pmHHH - SJU
1 stop8h 54mDelta
Mon 8/268:15 amSJU - HHH
1 stop8h 28mDelta
Deal found 5/15$674
Sat 7/136:26 pmHHH - STX
2 stops19h 58mAmerican Airlines
Mon 7/225:16 pmSTX - HHH
2 stops18h 24mAmerican Airlines
Deal found 5/16$695

One-way flights to Caribbean Islands from Hilton Head Island

Search for one-way flight options from Hilton Head Island to Caribbean Islands. 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 2,637,452 searches. Data last updated May 16, 2024.
Take a look at some of the best available options we've come across on one-way flights from Hilton Head Island to Caribbean Islands. Users in need of a round-trip flight from Hilton Head Island to Caribbean Islands instead should update the search form at the top of page.
Sun 6/96:23 pmHHH - MBJ
1 stop22h 17mAmerican Airlines
Deal found 5/16$273
Sun 6/912:11 pmHHH - MBJ
2 stops22h 29mAmerican Airlines
Deal found 5/16$288

Find flights from Hilton Head Island to Caribbean Islands within your budget

Customize your flight search to find flights from Hilton Head Island to Caribbean Islands 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 2,637,452 searches. Data last updated May 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$528 - $913

Route

Depart

Return

Price

Hilton Head IslandSan Juan Luis Munoz Marin Intl

HHH - SJU

HHHSJU

Hilton Head Island

Fri 8/23

2 stops16h 51m

San Juan Luis Munoz Marin Intl

Mon 8/26

2 stops20h 03m

$528

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

$573

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

Thu 6/13

1 stop10h 19m

San Juan Luis Munoz Marin Intl

Tue 6/18

2 stops21h 28m

$642

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 IslandSan Juan Luis Munoz Marin Intl

HHH - SJU

HHHSJU

Hilton Head Island

Fri 8/23

1 stop8h 54m

San Juan Luis Munoz Marin Intl

Mon 8/26

1 stop8h 28m

$674

Hilton Head IslandRoad Town Beef Island

HHH - EIS

HHHEIS

Hilton Head Island

Tue 8/20

2 stops18h 58m

Road Town Beef Island

Fri 8/23

2 stops19h 59m

$695

Hilton Head IslandSan Juan Luis Munoz Marin Intl

HHH - SJU

HHHSJU

Hilton Head Island

Thu 6/13

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Tue 6/18

1 stop9h 53m

$707

Hilton Head IslandSan Juan Luis Munoz Marin Intl

HHH - SJU

HHHSJU

Hilton Head Island

Thu 6/13

2 stops26h 22m

San Juan Luis Munoz Marin Intl

Mon 6/17

1 stop10h 12m

$913

Flights are sorted by cheapest first

Deals found on 5/15

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

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated May 16, 2024.
Get a feel of what it's like to fly with American Airlines and Delta from Hilton Head Island to Caribbean Islands by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,673 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.0
Very good
10,673 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

United Airlines
7.4
Good
10,924 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

American Airlines
7.3
Good
14,514 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

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

    Located just 3.3 mi from the city center, Hilton Head Island (HHH) is the airport most travelers will use when flying to Caribbean Islands from Hilton Head Island.

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

    Yes, there are multiple flights from Hilton Head Island to Caribbean Islands for under $600. The cheapest flight booked recently is on American Airlines for just $528, but on average you can expect to pay $947.

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

    The most popular flight routes from Hilton Head Island to Caribbean Islands are Hilton Head Island - San Juan Luis Munoz Marin Intl, Hilton Head Island - Christiansted Henry Rohlsen and Hilton Head Island - Montego Bay Sangster Intl.

  • What does HHH to SJU mean?

    HHH stands for Hilton Head Island Airport, while SJU stands for San Juan Luis Munoz Marin Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. 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) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring on your Hilton Head Island to Caribbean Islands 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 Islands with specific airlines?

    Yes, Cheapflights allows you to browse and filter Hilton Head Island to Caribbean Islands 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 Islands that include hotel bookings?

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

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

    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 Islands.

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

    Yes. Cheapflights offers flight deals from Hilton Head Island to Caribbean Islands 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 Islands that allow pets onboard?

    Many airlines flying from Hilton Head Island to Caribbean Islands 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 Islands?

    Yes, you can often find last-minute deals on Hilton Head Island to Caribbean Islands 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 Islands flight deals updated?

    The Hilton Head Island to Caribbean Islands flight deals you see on this page were last updated on 5/16.

See more FAQs

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Top airline flying from Hilton Head Island to Caribbean Islands

Discover the top airline that operate flights from Hilton Head Island to Caribbean Islands. 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 2,637,452 searches. Data last updated May 16, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$697Average$934FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Hilton Head Island to Riviera Maya flights

Search flights from Hilton Head Island to Caribbean Islands by cabin class

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

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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 Islands?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Hilton Head Island to Caribbean Islands. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

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 Islands for you. Better yet — we are completely free to use.

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

Certainly. Search results for flights to Caribbean Islands from Hilton Head Island shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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