In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What is the cheapest time of day to fly from PNS to HHH?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Hilton Head Island as you normally would.

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.

$332+ Flights from Pensacola to Hilton Head Island

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Cheap flight deals from Pensacola to Hilton Head Island

Round-trip from	$332 (American Airlines)

From Pensacola to Hilton Head Island

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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 July 29, 2025.

Mon 8/258:43 amPNS - HHH

1 stop5h 22mAmerican Airlines

Tue 8/263:35 pmHHH - PNS

1 stop3h 49mAmerican Airlines

Deal found 7/28

$332

Mon 8/113:49 pmPNS - HHH

2 stops18h 28mUnited Airlines

Fri 8/1512:02 pmHHH - PNS

2 stops22h 38mUnited Airlines

Deal found 7/27

$843

Best flights from Pensacola to Hilton Head Island
Discover carefully curated flight deals from Pensacola to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2025.

Mon 8/258:43 amPNS - HHH

1 stop5h 22mAmerican Airlines

Tue 8/263:35 pmHHH - PNS

1 stop3h 49mAmerican Airlines

Deal found 7/28

$332

Mon 8/113:49 pmPNS - HHH

2 stops18h 28mUnited Airlines

Fri 8/1512:02 pmHHH - PNS

2 stops22h 38mUnited Airlines

Deal found 7/27

$843

Last-minute flights from Pensacola to Hilton Head Island
Discover last-minute flight deals from Pensacola to Hilton Head Island. Data last updated July 29, 2025 and is based on user searches.

Mon 8/113:49 pmPNS - HHH

2 stops18h 28mUnited Airlines

Fri 8/1512:02 pmHHH - PNS

2 stops22h 38mUnited Airlines

Deal found 7/27

$843

Mon 8/258:43 amPNS - HHH

1 stop5h 22mAmerican Airlines

Tue 8/263:35 pmHHH - PNS

1 stop3h 49mAmerican Airlines

Deal found 7/28

$332

One-way flights from Pensacola to Hilton Head Island
Search for one-way flight options from Pensacola to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated July 29, 2025.

Fri 8/85:00 pmPNS - HHH

2 stops20h 01mUnited Airlines

Deal found 7/27

$764

Cheapflights Fare Finder

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

Mon 8/25

8:43 am-3:05 pm

1 stop5h 22m

Hilton Head Island

Tue 8/26

3:35 pm-6:24 pm

1 stop3h 49m

$332

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Mon 8/11

3:49 pm-11:17 am

2 stops18h 28m

Hilton Head Island

Fri 8/15

12:02 pm-9:40 am

2 stops22h 38m

$843

PensacolaHilton Head Island

PNS - HHH

PNSHHH

Pensacola

Fri 8/8

5:00 pm-2:01 pm

2 stops20h 01m

$764

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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 $479). 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.

Reviews of airlines servicing Hilton Head Island

Read reviews from past customers who have flown United Airlines and American Airlines from Pensacola to Hilton Head Island. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

8,896 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

United Airlines

7.4

Good

8,896 reviews

United Airlines

7.4

Good

8,896 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

American Airlines

7.2

Good

10,000 reviews

United Airlines

7.4

Good

8,896 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

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 $479). 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

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$332+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Pensacola to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Pensacola to Hilton Head Island

Round-trip from

Find flight deals from Pensacola to Hilton Head Island

Cheapest flights from Pensacola to Hilton Head IslandExplore 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 July 29, 2025.

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 July 29, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Pensacola to Hilton Head Island that are best for you.

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.

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?

Reviews of airlines servicing Hilton Head Island

Read reviews from past customers who have flown United Airlines and American Airlines from Pensacola to Hilton Head Island. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

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.

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

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

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

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

Traveling to a place near Hilton Head Island?

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Alternative routes for Pensacola to Hilton Head Island

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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 July 29, 2025.