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Cheap flights from Pensacola to Hilton Head Island from $185

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pensacola to Hilton Head Island departing on 5/19. 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
0 bags

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Find the cheapest flights from Pensacola to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
11:11 am - 5:44 pm
PNS
-
HHH
5h 33m
1 stop
American Airlines Logo
3:31 pm - 6:37 pm
HHH
-
PNS
4h 06m
1 stop
$493American Airlines
Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
11:11 am - 5:44 pm
PNS
-
HHH
5h 33m
1 stop
American Airlines Logo
3:31 pm - 11:59 pm
HHH
-
PNS
9h 28m
2 stops
$498American Airlines
Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
2:48 pm - 10:33 am
PNS
-
HHH
18h 45m
2 stops
American Airlines Logo
3:31 pm - 11:59 pm
HHH
-
PNS
9h 28m
2 stops
$740American Airlines
Fri, Feb 13 - Tue, Feb 17

American Airlines flights from Pensacola to Hilton Head Island

Our best American Airlines deals on Pensacola to Hilton Head Island flight tickets
American Airlines
Feb 13
PNS11:11 amPensacola
5h 33m
1 stop
HHH5:44 pmHilton Head Island
Feb 17
HHH3:31 pmHilton Head Island
4h 06m
1 stop
PNS6:37 pmPensacola
$493
American Airlines
Feb 13
PNS11:11 amPensacola
5h 33m
1 stop
HHH5:44 pmHilton Head Island
Feb 17
HHH3:31 pmHilton Head Island
9h 28m
2 stops
PNS11:59 pmPensacola
$498
American Airlines
Feb 13
PNS2:48 pmPensacola
18h 45m
2 stops
HHH10:33 amHilton Head Island
Feb 17
HHH3:31 pmHilton Head Island
9h 28m
2 stops
PNS11:59 pmPensacola
$740

momondo Fare Finder

 
Customize your flight search to find flights from Pensacola to Hilton Head Island 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 January 29, 2026.
Use the filters below to find and compare flights from Pensacola to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Fri 2/13

11:11 am-5:44 pm

1 stop5h 33m

Hilton Head Island

Tue 2/17

3:31 pm-6:37 pm

1 stop4h 06m

$493

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Fri 2/13

11:11 am-5:44 pm

1 stop5h 33m

Hilton Head Island

Tue 2/17

3:31 pm-11:59 pm

2 stops9h 28m

$498

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Fri 2/13

2:48 pm-10:33 am

2 stops18h 45m

Hilton Head Island

Tue 2/17

3:31 pm-11:59 pm

2 stops9h 28m

$740

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Tue 5/19

8:00 am-3:18 pm

1 stop6h 18m

$185

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Tue 5/19

5:00 am-10:47 am

1 stop4h 47m

$192

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Tue 5/19

6:30 am-5:21 pm

2 stops9h 51m

$363

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Wed 5/20

6:30 am-4:34 pm

2 stops9h 04m

$437

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Tue 5/19

6:30 am-3:41 pm

3 stops32h 11m

$479

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Wed 5/20

6:30 am-2:01 pm

3 stops30h 31m

$499

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Tue 5/19

2:11 pm-3:41 pm

3 stops24h 30m

$898

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Pensacola to Hilton Head Island

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 Pensacola to Hilton Head Island?

Delta, American Airlines, and United Airlines are the most popular carriers operating from Pensacola to Hilton Head Island

When to book flights from Pensacola to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Pensacola to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Pensacola to Hilton Head Island (PNS to HHH) flight deals and tips

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

Fastest flight time

3h 38m

Direct flights

None
The fastest flight from Pensacola to Hilton Head Island takes 3h 38m
There are no direct flights from Pensacola to Hilton Head Island. There are no popular flight routes from Pensacola to Hilton Head Island.
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  • How far is Pensacola to Hilton Head Island by plane?

    A flight from Pensacola to Hilton Head Island will travel around 400.8 mi. 3h 38m is a normal flight duration for this route.

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

    Prices for flights from Pensacola Airport to Hilton Head Island Airport were last updated today.

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

    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 Pensacola Airport to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents you'll need for your trip to Hilton Head Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Hilton Head Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton
Daufuskie Island

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Hilton Head Island from Pensacola.

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

Yes. All flights to Hilton Head Island from Pensacola on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Pensacola to Hilton Head Island.

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

If you are not ready to book a flight from Pensacola to Hilton Head Island now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Hilton Head Island and let you know when they change.

An easier way to manage your Hilton Head Island trip

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