Find Deals on Flights from Hilton Head to Caribbean

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Hilton Head to Caribbean

(Round-trip)
Depart: Sat May 27 2017 Return: Sun May 28 2017 Trip spans 2 days
American Airlines
American Airlines
HHH
SJU
7h 57m
2 stops
SJU
HHH
9h 13m
2 stops
Depart: Wed Jun 21 2017 Return: Wed Jun 28 2017 Trip spans 8 days
American Airlines
American Airlines
HHH
SJU
8h 26m
1 stop
SJU
HHH
8h 21m
2 stops
Depart: Tue Apr 11 2017 Return: Tue Apr 18 2017 Trip spans 8 days
American Airlines
American Airlines
HHH
SJU
6h 36m
1 stop
SJU
HHH
8h 33m
2 stops
Depart: Mon Apr 24 2017 Return: Mon May 1 2017 Trip spans 8 days
American Airlines
American Airlines
HHH
STT
6h 30m
1 stop
STT
HHH
9h 48m
2 stops
Depart: Fri Jun 16 2017 Return: Wed Jun 28 2017 Trip spans 13 days
$1411
Select
American Airlines
American Airlines
HHH
SDQ
12h 56m
2 stops
SDQ
HHH
12h 56m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Hilton Head
$574
Destination

Santo Domingo
$1411
San Juan
$574
Saint Thomas Island
$971