How does KAYAK find such low prices on flights from Hilton Head Island to Caribbean?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hilton Head Island to Caribbean. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hilton Head Island to Caribbean?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hilton Head Island to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Hilton Head Island to Caribbean?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Hilton Head Island to Caribbean with an airline and back with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hilton Head Island to Caribbean?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Hilton Head Island to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

How long does a flight from Hilton Head Island to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Hilton Head Island are to San Juan , which takes 10h 08m , Montego Bay , which takes 19h 16m, and Punta Cana , which takes 20h 49m.

$365 CHEAP FLIGHTS from Hilton Head Island to Caribbean

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Flights Deals

Punta Cana1 stop$1,592

Cheap Flights from Hilton Head Island to Caribbean

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

Recent round-trip flight deals from Hilton Head Island to Caribbean

Mon, Sep 15 - Mon, Sep 29

5:20 pm - 11:11 amHHH-SJU

17h 51m2 stops

1:36 pm - 12:17 pmSJU-HHH

22h 41m2 stops

$365American Airlines

Find Deal

Tue, Nov 4 - Wed, Nov 5

6:26 pm - 3:40 pmHHH-SJU

20h 14m2 stops

6:25 pm - 2:18 pmSJU-HHH

20h 53m2 stops

$432American Airlines

Find Deal

Sat, Nov 1 - Wed, Nov 5

6:18 pm - 11:45 amHHH-SJU

17h 27m1 stop

6:25 pm - 2:18 pmSJU-HHH

20h 53m2 stops

$437American Airlines

Find Deal

Fri, Oct 31 - Sun, Nov 9

6:18 pm - 2:40 pmHHH-SJU

20h 22m2 stops

7:25 am - 10:15 amSJU-HHH

27h 50m2 stops

$469American Airlines

Find Deal

Sun, Nov 2 - Mon, Nov 3

6:26 pm - 11:45 amHHH-SJU

16h 19m1 stop

6:25 pm - 2:18 pmSJU-HHH

20h 53m2 stops

$477American Airlines

Find Deal

Thu, Oct 30 - Sun, Nov 9

6:18 pm - 10:50 amHHH-SJU

16h 32m1 stop

7:25 am - 10:15 amSJU-HHH

27h 50m2 stops

$482American Airlines

Find Deal

Mon, Sep 15 - Mon, Sep 29

12:00 pm - 10:08 pmHHH-SJU

10h 08m1 stop

7:30 am - 3:20 pmSJU-HHH

7h 50m1 stop

$550Delta

Find Deal

Mon, Sep 15 - Mon, Sep 29

12:00 pm - 10:08 pmHHH-SJU

10h 08m1 stop

7:30 am - 3:20 pmSJU-HHH

7h 50m1 stop

$560Delta

Find Deal

Mon, Sep 15 - Sun, Sep 28

12:06 pm - 2:44 pmHHH-SJU

26h 38m2 stops

1:05 am - 11:22 amSJU-HHH

10h 17m1 stop

$964United Airlines

Find Deal

Sat, Jun 28 - Fri, Jul 4

5:00 pm - 3:05 pmHHH-PUJ

22h 05m1 stop

1:50 pm - 2:01 pmPUJ-HHH

24h 11m1 stop

$1,592United Airlines

Find Deal

Useful Info

KAYAK's insights & trends for Hilton Head Island to Caribbean flights

Get data-powered insights and trends into flights from Hilton Head Island to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Airlines

In the past 3 days, the cheapest round-trip tickets from Hilton Head Island to Caribbean were found on American Airlines ($365) and Delta ($550).

Find deals

Cheapest flight	$365

Flight from Hilton Head Island to San Juan

How does KAYAK find such low prices on flights from Hilton Head Island to Caribbean?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hilton Head Island to Caribbean.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hilton Head Island to Caribbean?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hilton Head Island to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hilton Head Island to Caribbean?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Hilton Head Island to Caribbean with an airline and back with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hilton Head Island to Caribbean?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Hilton Head Island to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Caribbean

Airports

Cabin class

Complete your trip

Flights to other cities

Origins

Popular routes

Return flight deals

Information on your arrival and departure airports

Hilton Head Island (HHH)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$365 Find Cheap Flights from Hilton Head Island to Caribbean

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Best Caribbean Flight Deals from Hilton Head Island

Cheap Flights from Hilton Head Island to Caribbean

Recent round-trip flight deals from Hilton Head Island to Caribbean

KAYAK's insights & trends for Hilton Head Island to Caribbean flights

Get data-powered insights and trends into flights from Hilton Head Island to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Hilton Head Island to Caribbean?

In the past 3 days, the cheapest round-trip tickets from Hilton Head Island to Caribbean were found on American Airlines ($365) and Delta ($550).

How long does a flight from Hilton Head Island to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Hilton Head Island are to San Juan, which takes 10h 08m, Montego Bay, which takes 19h 16m, and Punta Cana, which takes 20h 49m.

Good to know

FAQs - booking Caribbean flights

How does KAYAK find such low prices on flights from Hilton Head Island to Caribbean?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hilton Head Island to Caribbean.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hilton Head Island to Caribbean?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hilton Head Island to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hilton Head Island to Caribbean?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Hilton Head Island to Caribbean with an airline and back with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hilton Head Island to Caribbean?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Hilton Head Island to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Cabin class types available on flights to Hilton Head Island

Complete your trip to Caribbean with a hotel stay or car rental

Flights to other popular destinations

Flights from domestic origins to Hilton Head Island

Flights to popular destinations in Caribbean

Find deals for your return flight