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Hilton Head Island

$327+ Cheap flights from Pensacola to Hilton Head Island (PNS - HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — HHH
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Pensacola to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$327
(American Airlines)
From Pensacola to Hilton Head Island
Search Deals

Find flight deals from Pensacola to Hilton Head Island

Cheapest flights from Pensacola to Hilton Head Island
Explore the most affordable flight options available from Pensacola to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:24 amPNS - HHH
1 stop6h 05mAmerican Airlines
Thu 11/1312:19 pmHHH - PNS
1 stop6h 10mAmerican Airlines
Deal found 9/11$327
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/263:55 pmPNS - HHH
2 stops18h 45mUnited Airlines
Tue 9/3011:57 amHHH - PNS
2 stops35h 02mUnited Airlines
Deal found 9/11$712
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/88:00 amPNS - HHH
1 stop6h 30mDelta
Fri 10/1012:17 pmHHH - PNS
1 stop5h 41mDelta
Deal found 9/10$714

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Pensacola to Hilton Head Island that are best for you.

Fly from

Pensacola

Fly to

Hilton Head Island

Route

Depart

Return

Price

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Mon 11/10

5:24 am-12:29 pm

1 stop6h 05m

Hilton Head Island

Thu 11/13

12:19 pm-5:29 pm

1 stop6h 10m

$327

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Fri 9/26

3:55 pm-11:40 am

2 stops18h 45m

Hilton Head Island

Tue 9/30

11:57 am-9:59 pm

2 stops35h 02m

$712

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Wed 10/8

8:00 am-3:30 pm

1 stop6h 30m

Hilton Head Island

Fri 10/10

12:17 pm-4:58 pm

1 stop5h 41m

$714

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Best time to book a flight from Pensacola to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Pensacola with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pensacola to Hilton Head Island

What is the cheapest month to book a flight from Pensacola to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Pensacola to Hilton Head Island (average of $275). Flying from Pensacola to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Pensacola to Hilton Head Island?

    Airlines like American Airlines, United Airlines, and Delta fly from Pensacola to Hilton Head Island in about 6h 05m. The time it takes to get you to your destination can typically vary by up to 12h 40m. There are 401 mi between Pensacola and Hilton Head Island. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Pensacola to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Pensacola to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Hilton Head Island.

  • Can I find deals for business class flights from Pensacola to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Pensacola to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pensacola to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Pensacola to Hilton Head Island (average of $275). Flying from Pensacola to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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

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