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Cheap flights from Pensacola to Hilton Head Island from $289

This is the cheapest round-trip 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 8/4. 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 Pensacola to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:22 am - 11:17 am
PNS
-
HHH
4h 55m
1 stop
American Airlines Logo
5:16 pm - 10:38 pm
HHH
-
PNS
6h 22m
1 stop
$289American Airlines
Tue, Aug 4 - Mon, Aug 10
American Airlines Logo
8:24 am - 2:57 pm
PNS
-
HHH
5h 33m
1 stop
American Airlines Logo
5:46 pm - 11:38 pm
HHH
-
PNS
6h 52m
1 stop
$368American Airlines
Thu, Aug 20 - Sun, Aug 23
American Airlines Logo
6:00 am - 4:25 pm
PNS
-
HHH
9h 25m
2 stops
American Airlines Logo
3:27 pm - 6:30 pm
HHH
-
PNS
4h 03m
1 stop
$408American Airlines
Tue, Aug 4 - Mon, Aug 10
American Airlines Logo
8:24 am - 2:57 pm
PNS
-
HHH
5h 33m
1 stop
American Airlines Logo
2:48 pm - 11:50 pm
HHH
-
PNS
10h 02m
2 stops
$444American Airlines
Thu, Aug 20 - Sun, Aug 23
American Airlines Logo
6:00 am - 2:16 pm
PNS
-
HHH
7h 16m
2 stops
American Airlines Logo
5:16 pm - 11:50 pm
HHH
-
PNS
7h 34m
2 stops
$563American Airlines
Tue, Aug 4 - Mon, Aug 10
American Airlines Logo
6:05 am - 2:57 pm
PNS
-
HHH
7h 52m
2 stops
American Airlines Logo
2:48 pm - 11:50 pm
HHH
-
PNS
10h 02m
2 stops
$600American Airlines
Thu, Aug 20 - Sun, Aug 23
United Airlines Logo
7:00 am - 2:03 pm
PNS
-
HHH
30h 03m
3 stops
United Airlines Logo
2:58 pm - 1:09 pm
HHH
-
PNS
23h 11m
1 stop
$699United Airlines
Sat, Aug 22 - Wed, Aug 26
United Airlines Logo
7:00 am - 2:03 pm
PNS
-
HHH
30h 03m
3 stops
United Airlines Logo
2:58 pm - 1:09 pm
HHH
-
PNS
23h 11m
1 stop
$703United Airlines
Sat, Aug 22 - Wed, Aug 26
United Airlines Logo
2:15 pm - 2:03 pm
PNS
-
HHH
22h 48m
1 stop
United Airlines Logo
2:58 pm - 1:09 pm
HHH
-
PNS
23h 11m
1 stop
$713United Airlines
Sat, Aug 22 - Wed, Aug 26
United Airlines Logo
2:15 pm - 2:03 pm
PNS
-
HHH
22h 48m
1 stop
United Airlines Logo
2:58 pm - 1:09 pm
HHH
-
PNS
23h 11m
1 stop
$731United Airlines
Sat, Aug 22 - Wed, Aug 26

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United Airlines flights from Pensacola to Hilton Head Island

Our best United Airlines deals on Pensacola to Hilton Head Island flight tickets
United Airlines
Aug 22
PNS7:00 amPensacola
30h 03m
3 stops
HHH2:03 pmHilton Head Island
Aug 26
HHH2:58 pmHilton Head Island
23h 11m
1 stop
PNS1:09 pmPensacola
$699
United Airlines
Aug 22
PNS7:00 amPensacola
30h 03m
3 stops
HHH2:03 pmHilton Head Island
Aug 26
HHH2:58 pmHilton Head Island
23h 11m
1 stop
PNS1:09 pmPensacola
$703
United Airlines
Aug 22
PNS2:15 pmPensacola
22h 48m
1 stop
HHH2:03 pmHilton Head Island
Aug 26
HHH2:58 pmHilton Head Island
23h 11m
1 stop
PNS1:09 pmPensacola
$713

American Airlines flights from Pensacola to Hilton Head Island

Our best American Airlines deals on Pensacola to Hilton Head Island flight tickets
American Airlines
Aug 4
PNS5:22 amPensacola
4h 55m
1 stop
HHH11:17 amHilton Head Island
Aug 10
HHH5:16 pmHilton Head Island
6h 22m
1 stop
PNS10:38 pmPensacola
$289
American Airlines
Aug 20
PNS8:24 amPensacola
5h 33m
1 stop
HHH2:57 pmHilton Head Island
Aug 23
HHH5:46 pmHilton Head Island
6h 52m
1 stop
PNS11:38 pmPensacola
$368
American Airlines
Aug 4
PNS6:00 amPensacola
9h 25m
2 stops
HHH4:25 pmHilton Head Island
Aug 10
HHH3:27 pmHilton Head Island
4h 03m
1 stop
PNS6:30 pmPensacola
$408

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 July 7, 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

Cheapest round-trip
Quickest round-trip

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Tue 8/4

5:22 am-11:17 am

1 stop4h 55m

Hilton Head Island

Mon 8/10

5:16 pm-10:38 pm

1 stop6h 22m

$289

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Thu 8/20

8:24 am-2:57 pm

1 stop5h 33m

Hilton Head Island

Sun 8/23

5:46 pm-11:38 pm

1 stop6h 52m

$368

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Tue 8/4

6:00 am-4:25 pm

2 stops9h 25m

Hilton Head Island

Mon 8/10

3:27 pm-6:30 pm

1 stop4h 03m

$408

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Thu 8/20

8:24 am-2:57 pm

1 stop5h 33m

Hilton Head Island

Sun 8/23

2:48 pm-11:50 pm

2 stops10h 02m

$444

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Tue 8/4

6:00 am-2:16 pm

2 stops7h 16m

Hilton Head Island

Mon 8/10

5:16 pm-11:50 pm

2 stops7h 34m

$563

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Thu 8/20

6:05 am-2:57 pm

2 stops7h 52m

Hilton Head Island

Sun 8/23

2:48 pm-11:50 pm

2 stops10h 02m

$600

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Sat 8/22

7:00 am-2:03 pm

3 stops30h 03m

Hilton Head Island

Wed 8/26

2:58 pm-1:09 pm

1 stop23h 11m

$699

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Sat 8/22

7:00 am-2:03 pm

3 stops30h 03m

Hilton Head Island

Wed 8/26

2:58 pm-1:09 pm

1 stop23h 11m

$703

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Sat 8/22

2:15 pm-2:03 pm

1 stop22h 48m

Hilton Head Island

Wed 8/26

2:58 pm-1:09 pm

1 stop23h 11m

$713

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Sat 8/22

2:15 pm-2:03 pm

1 stop22h 48m

Hilton Head Island

Wed 8/26

2:58 pm-1:09 pm

1 stop23h 11m

$731

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

6h 26m

Direct flights

None
The fastest flight from Pensacola to Hilton Head Island takes 6h 26m
There are no direct flights from Pensacola to Hilton Head Island. There are no popular flight routes from Pensacola to Hilton Head Island.
Search flight deals

Frequently asked questions about flying from Pensacola to Hilton Head Island

  • How far is Pensacola to Hilton Head Island by plane?

    A flight from Pensacola to Hilton Head Island will travel around 400.8 mi. 6h 26m 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.

Frequently asked questions about flying from Pensacola to Hilton Head Island

  • How do I get Price Alerts for flights from Pensacola to Hilton Head Island?

    Price Alerts will notify you by email when the price for flights to Hilton Head Island from Pensacola decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Pensacola to Hilton Head Island with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

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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