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Cheap flights from Hilton Head Island to Puerto Rico from $313

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Puerto Rico departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Hilton Head Island to Puerto Rico

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:08 pm - 3:38 pmHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
21h 30m2 stops Charlotte Douglas Miami
American Airlines Logo
4:29 pm - 1:37 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
21h 08m2 stops Miami Charlotte Douglas
$571American Airlines
Fri, Oct 9 - Mon, Oct 12
American Airlines Logo
5:11 pm - 1:28 pmHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
20h 17m2 stops Charlotte Douglas Miami
American Airlines Logo
2:18 pm - 11:05 amSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
20h 47m2 stops Miami Charlotte Douglas
$576American Airlines
Tue, Oct 6 - Fri, Oct 9
American Airlines Logo
5:16 pm - 11:59 pmHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
6h 43m1 stop Charlotte Douglas
American Airlines Logo
7:30 am - 2:57 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
7h 27m1 stop Charlotte Douglas
$626American Airlines
Thu, Aug 27 - Mon, Aug 31
American Airlines Logo
3:29 pm - 10:48 amHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
18h 19m2 stops Charlotte Douglas Miami
American Airlines Logo
8:20 am - 2:59 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
7h 39m1 stop Charlotte Douglas
$651American Airlines
Wed, Jan 20 - Sun, Jan 24
American Airlines Logo
3:27 pm - 11:59 pmHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
8h 32m1 stop Charlotte Douglas
American Airlines Logo
7:05 am - 4:41 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
9h 36m1 stop Charlotte Douglas
$666American Airlines
Wed, Aug 26 - Sat, Aug 29
American Airlines Logo
5:16 pm - 2:38 pmHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
21h 22m2 stops Charlotte Douglas Miami
American Airlines Logo
7:20 pm - 2:16 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
18h 56m2 stops Miami Charlotte Douglas
$696American Airlines
Wed, Aug 26 - Sat, Aug 29
Delta Logo
12:23 pm - 10:18 pmHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
9h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:15 am - 3:31 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
8h 16m1 stop Atlanta Hartsfield-Jackson
$706Delta
Fri, Oct 9 - Mon, Oct 12
American Airlines Logo
3:27 pm - 9:43 amHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
18h 16m2 stops Charlotte Douglas Miami
American Airlines Logo
7:30 am - 4:38 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
9h 08m1 stop Charlotte Douglas
$806American Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
1:55 pm - 11:50 pmHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
9h 55m1 stop Newark
United Airlines Logo
3:56 pm - 2:03 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
22h 07m1 stop Chicago O'Hare Intl
$851United Airlines
Sat, Sep 5 - Sun, Sep 6
Delta Logo
12:23 pm - 10:18 pmHHH  Hilton Head Island-SJU San Juan Luis Munoz Marin Intl
9h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:15 am - 3:31 pmSJU  San Juan Luis Munoz Marin Intl-HHH Hilton Head Island
8h 16m1 stop Atlanta Hartsfield-Jackson
$923Delta
Tue, Oct 6 - Fri, Oct 9

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United Airlines flights from Hilton Head Island to Puerto Rico

Our best United Airlines deals on Hilton Head Island to Puerto Rico flight tickets
United Airlines
Sep 5
HHH1:55 pmHilton Head Island
9h 55m
1 stop
SJU11:50 pmSan Juan Luis Munoz Marin Intl
Sep 6
SJU3:56 pmSan Juan Luis Munoz Marin Intl
22h 07m
1 stop
HHH2:03 pmHilton Head Island
$851
United Airlines
Sep 5
HHH2:48 pmHilton Head Island
22h 57m
2 stops
SJU1:45 pmSan Juan Luis Munoz Marin Intl
Sep 6
SJU3:56 pmSan Juan Luis Munoz Marin Intl
22h 07m
1 stop
HHH2:03 pmHilton Head Island
$931
United Airlines
Oct 9
HHH1:20 pmHilton Head Island
47h 14m
2 stops
SJU12:34 pmSan Juan Luis Munoz Marin Intl
Oct 11
SJU1:00 amSan Juan Luis Munoz Marin Intl
11h 35m
1 stop
HHH12:35 pmHilton Head Island
$932

American Airlines flights from Hilton Head Island to Puerto Rico

Our best American Airlines deals on Hilton Head Island to Puerto Rico flight tickets
American Airlines
Oct 9
HHH6:08 pmHilton Head Island
21h 30m
2 stops
SJU3:38 pmSan Juan Luis Munoz Marin Intl
Oct 12
SJU4:29 pmSan Juan Luis Munoz Marin Intl
21h 08m
2 stops
HHH1:37 pmHilton Head Island
$571
American Airlines
Oct 6
HHH5:11 pmHilton Head Island
20h 17m
2 stops
SJU1:28 pmSan Juan Luis Munoz Marin Intl
Oct 9
SJU2:18 pmSan Juan Luis Munoz Marin Intl
20h 47m
2 stops
HHH11:05 amHilton Head Island
$576
American Airlines
Aug 27
HHH5:16 pmHilton Head Island
6h 43m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Aug 31
SJU7:30 amSan Juan Luis Munoz Marin Intl
7h 27m
1 stop
HHH2:57 pmHilton Head Island
$626

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Puerto Rico 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, momondo users made 832,500 searches. Data last updated August 12, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Fri 10/9

6:08 pm-3:38 pm

2 stops21h 30m

San Juan Luis Munoz Marin Intl

Mon 10/12

4:29 pm-1:37 pm

2 stops21h 08m

$571

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Tue 10/6

5:11 pm-1:28 pm

2 stops20h 17m

San Juan Luis Munoz Marin Intl

Fri 10/9

2:18 pm-11:05 am

2 stops20h 47m

$576
Quickest round-trip

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Thu 8/27

5:16 pm-11:59 pm

1 stop6h 43m

San Juan Luis Munoz Marin Intl

Mon 8/31

7:30 am-2:57 pm

1 stop7h 27m

$626

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Wed 1/20

3:29 pm-10:48 am

2 stops18h 19m

San Juan Luis Munoz Marin Intl

Sun 1/24

8:20 am-2:59 pm

1 stop7h 39m

$651

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Wed 8/26

3:27 pm-11:59 pm

1 stop8h 32m

San Juan Luis Munoz Marin Intl

Sat 8/29

7:05 am-4:41 pm

1 stop9h 36m

$666

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Wed 8/26

5:16 pm-2:38 pm

2 stops21h 22m

San Juan Luis Munoz Marin Intl

Sat 8/29

7:20 pm-2:16 pm

2 stops18h 56m

$696

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Fri 10/9

12:23 pm-10:18 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Mon 10/12

7:15 am-3:31 pm

1 stop8h 16m

$706

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Thu 8/27

3:27 pm-9:43 am

2 stops18h 16m

San Juan Luis Munoz Marin Intl

Mon 8/31

7:30 am-4:38 pm

1 stop9h 08m

$806

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Sat 9/5

1:55 pm-11:50 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Sun 9/6

3:56 pm-2:03 pm

1 stop22h 07m

$851

Hilton Head IslandSan Juan

HHH Hilton Head Island - SJU San Juan Luis Munoz Marin Intl

HHHSJU

Hilton Head Island

Tue 10/6

12:23 pm-10:18 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Fri 10/9

7:15 am-3:31 pm

1 stop8h 16m

$923

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Hilton Head Island to Puerto Rico

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 Puerto Rico?

Delta is the most popular carrier operating from Hilton Head Island to Puerto Rico

What airlines fly to Puerto Rico?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Puerto Rico from Hilton Head Island according to our data. American Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 5 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.

Cheap Hilton Head Island to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Puerto Rico

Fastest flight time

9h 55m

Direct flights

None
The fastest flight from Hilton Head Island to Puerto Rico takes 9h 55m
There are no direct flights from Hilton Head Island to Puerto Rico. There are no popular flight routes from Hilton Head Island to Puerto Rico.
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Frequently asked questions about flying from Hilton Head Island to Puerto Rico

  • When did momondo last update prices for flights from Hilton Head Island Airport to Puerto Rico?

    Prices for flights from Hilton Head Island Airport to Puerto Rico are refreshed on a daily basis.

  • How old do you have to be to fly from Hilton Head Island Airport to Puerto Rico?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hilton Head Island Airport to Puerto Rico.

  • What documentation or ID do you need to fly to Puerto Rico?

    The travel and health documents required for your trip to Puerto Rico can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Puerto Rico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal from Hilton Head Island to Puerto Rico?

It is quick and easy to find Hilton Head Island to Puerto Rico flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Puerto Rico that suits you.

Can I find flights from Hilton Head Island to Puerto Rico with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Puerto Rico from Hilton Head Island with this policy.

How can momondo help me find flights from Hilton Head Island to Puerto Rico?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Puerto Rico from Hilton Head Island.

I’m not ready to book a flight from Hilton Head Island to Puerto Rico right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Puerto Rico 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.

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