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1 adult
Economy
0 bags
Sat 3/4
Sat 3/11

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Our recommended flight deals to Hilton Head

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5/18PNS - HHH
4h 23m1 stop
5/21HHH - PNS
3h 45m1 stop
$472American Airlines
View Deal
Operated by American Airlines
5/17PNS - HHH
4h 27m1 stop
5/21HHH - PNS
3h 38m1 stop
$495Multiple Airlines
View Deal
Operated by Multiple Airlines
5/17PNS - HHH
3h 51m1 stop
5/21HHH - PNS
5h 37m1 stop
$518American Airlines
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Operated by American Airlines
5/17MOB - HHH
5h 46m1 stop
5/21HHH - MOB
4h 04m1 stop
$527American Airlines
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Operated by American Airlines
5/18MOB - HHH
3h 58m1 stop
5/21HHH - MOB
4h 04m1 stop
$536American Airlines
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Operated by American Airlines
3/2PNS - HHH
5h 00m1 stop
3/9HHH - PNS
4h 06m1 stop
$580American Airlines
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Operated by American Airlines
3/2MOB - HHH
3h 38m1 stop
3/9HHH - MOB
4h 55m1 stop
$596American Airlines
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Operated by American Airlines
5/17MOB - HHH
5h 46m1 stop
5/21HHH - MOB
4h 04m1 stop
$614American Airlines
View Deal
Operated by American Airlines
3/2PNS - HHH
9h 51m2 stops
3/9HHH - PNS
4h 06m1 stop
$653American Airlines
View Deal
Operated by American Airlines
2/13BHM - HHH
3h 48m1 stop
2/20HHH - BHM
3h 29m1 stop
$666American Airlines
View Deal
Operated by American Airlines
3/15MOB - HHH
3h 45m1 stop
3/18HHH - MOB
4h 55m1 stop
$674American Airlines
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Operated by American Airlines
5/19BHM - HHH
4h 13m1 stop
5/21HHH - BHM
18h 37m1 stop
$682American Airlines
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Operated by American Airlines
3/1PNS - HHH
5h 00m1 stop
3/5HHH - PNS
4h 06m1 stop
$710American Airlines
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Operated by American Airlines
5/18PNS - HHH
10h 09m2 stops
5/21HHH - PNS
3h 45m1 stop
$736American Airlines
View Deal
Operated by American Airlines
3/1MOB - HHH
3h 38m1 stop
3/5HHH - MOB
4h 55m1 stop
$774American Airlines
View Deal
Operated by American Airlines
3/15MOB - HHH
3h 45m1 stop
3/18HHH - MOB
20h 56m2 stops
$800Multiple Airlines
View Deal
Operated by Multiple Airlines
4/12MOB - HHH
3h 28m1 stop
4/17HHH - MOB
4h 16m1 stop
$834American Airlines
View Deal
Operated by American Airlines
4/12MOB - HHH
3h 28m1 stop
4/17HHH - MOB
18h 57m2 stops
$875American Airlines
View Deal
Operated by American Airlines
3/17PNS - HHH
3h 56m1 stop
3/18HHH - PNS
4h 06m1 stop
$950American Airlines
View Deal
Operated by American Airlines
3/15MOB - HHH
17h 20m2 stops
3/18HHH - MOB
20h 56m2 stops
$957Multiple Airlines
View Deal
Operated by Multiple Airlines

Good to know

Low season

February

High season

April

Cheapest flight

$472

Average price round-trip

$446

Good deal round-trip

$108

Good deal one-way

$72
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Pensacola to Hilton Head Island
(avg. price over the last 2 weeks)
or less
or less

FAQs for booking flights from Alabama to Hilton Head Island

Top airline flying Alabama to Hilton Head Island

Scores according to KAYAK customer reviews
7.2
American AirlinesOverall score based on 46163 reviews
7.5Boarding
7.1Comfort
7.8Crew
6.8Entertainment
6.7Food
Airline reviews

19 hr delay requiring a change to red eye. No lounge access without paying. Loss of seat upgrade fee.

Read more about American Airlines

19 hr delay requiring a change to red eye. No lounge access without paying. Loss of seat upgrade fee.

Cons: "Flight was delayed and I missed my connection"
Cons: "It’s was a great experience thanks to all who made it possible blessings to all."
Cons: "Shitty service, and made me miss my flight."
Pros: "The crew was kind."
Cons: "The cabin was way too cold and no blankets were provided due to COVID. No blankets I get, but the cabin temperature made 3 1/2 hours seem like 5."
Pros: "Flight and plan where great."
Cons: "Stewardess was very rude and un please y with all customers. Didn’t feel like she wanted to be on the flight. Her attitude was the main problem."
Cons: "Flight left on time."
Pros: "Liked we actually made it."
Cons: "Another delayed American Airlines flight where the temperature in the cabin was as the overall apathy of the employees."
Pros: "Loved the individual monitors"
Cons: "Amazing!"
Cons: "Great"
Pros: "The plane, Embrair 175 is very comfortable."
Cons: "N/A"
Pros: "It was quick, on time."
Cons: "Beverage service did not exist."
Pros: "The crew was actually amazing, and all were very nice and helpful."
Cons: "The entertainment on the 8 hour flight was horrible, and there was no way to recharge my phone battery. There was no TV that I could watch, and the "free entertainment" did not work for me."
Cons: "Boarded faster and a bigger plane to put roller bags in the over head bin instead of checking them"
Pros: "Beautiful plane, new, very comfortable."
Cons: "Two hour delay in taking off."
Pros: "pleasant crew"
Pros: "Flight attendants incredible!!!!"
Pros: "Speedy check in and security check in. Seats in plane comfortable. Staff wonderful"
Cons: "Nothing,"
Pros: "Crew was nice."
Cons: "Plane was very old (from the 90s?), cabin kept freezing all night. Now my husband's luggage has been lost and we are getting conflicting information on how to retrieve it."
Cons: "Why go through security over again as a transit passenger? Especially, as Lima airport security appears poorly organized."
Pros: "I was able to choose a seat in Cabin with more leg room and complimentary alcoholic beverage."
Cons: "It was late going to Chicago and late returning to NYC. There were no crackers. I don't like pretzels. The ONLY reason I flew American is because my company paid for it. I absolutely hate LaGuardia. It has a bad spirit."
Cons: "Our departure flight was cancelled several times and we were not given an explanation. Poor communication and customer service."
Pros: "Very attentive.. good service.."
Cons: "Seats to tight.."
Pros: "Boarding was quick and organized"
Cons: "No face masks or ear protection made sleep difficult"
Pros: "We left on time. Unlimited beverages."
Cons: "AA used too small of a jet for the cross atlantic flight. Therefore, we had to stop in Bangor, ME to refuel before landing in JFK. We landed in JFK 1.5 hours late as a result. Those of us who had a connecting flight to ORD as the final destination had our luggage lost. When explaining the refuel in Bangor, the flight attendants were very condescending, rude, and one raised her voices in an aggressive way (while the passenger I witnessed did not). This particular flight attendant must have been personally upset by the delay the refuel caused, because she made sure she was the first to get off the plane. I fly internationally at least twice per year for the past several years, and I was horrified by the entire flight. I will now know better to pay a bit more for another carrier."
Cons: "Diverted and delayed. Got home 8 hours later then I should have."
Cons: "Made me check my bag saying the flight/overhead bins were full and when I got on the plane- there was at least 15 overhead bins wide open (even above my seat). This is ridiculous after flying for 15 hours."
Pros: "Great time. It was one of the best flights I have ever taken."
Pros: "The mobile updates were helpful and timely."
Cons: "The overhead space was smaller on this plane and as I learned on my trip to DTW my weekender carry-on would not fit with my shoes in it. Because of this, I pulled my shoes out and put them in a collapsible bag that fit under the seat in front of me along with my small personal bag as I had done on my previous flight. However, the gate agent would not allow me to board the plane and would not listen to my explainations at all as I tried to keep the boarding process moving along. She kept repeating "you have 3 bags" and made me steep out of line and check my carry-on (which I would then have to pick up at baggage claim). When I asked why I couldn't get out on the jetway like she had done for other passengers she said, " I only did that for airline employees" (quick happened to be a flight attendant from Spirit). My overall experience on both flights to and from Detroit was that the gate agents and flight attendants were the most unhelpful and rude airline employees I have delt with and I will stick to my preferred carrier, Delta, for my future flights back and forth to Detroit. They certainly make me feel like a valued customer when I fly them, which I did not feel with American."
Pros: "Crew was very polite."
Cons: "For international flight that plane was way to tight. It was like being stuffed in a can for 11 hours. I will try to not fly international with American again."
Cons: "Flight connections time was not enough for mam with infant.we missed the flight should better set up that kind of big airport"
Pros: "Both American flights (on Airbus 321, I think) I've taken in the past two weeks had comfortable seating with great legroom. My knees were not knocking the seat in front of me! Seat width also comfortable. Not sure how I lucked up on both flights!"
Pros: "Friendly crew and efficient boarding"
Cons: "Older plane without individual entertainment choice. No food other than a single bag of pretzels offered."
Cons: "Delayed 3 hrs and then sat on runway upon arrival at ohare. I was forced to check my rollerboard even though I've fit it perfectly in the overhead compartment just yesterday on my previous flight (also American airline)."
Pros: "Selection of movies was excellent. I requested vegetarian meals, which were good, although not filling. Thankfully the flight was not crowded and we were able to get a row to ourselves. Flight attendants were very nice. Appreciated the frequent beverage offerings to stay hydrated. Overall a good experience."
Cons: "Paid the extra for an aisle seat, which was irritating to have to do, but my husband has arthritic knees and needs to get up frequently to walk around to avoid pain,"
Pros: "Flight was on time, seats were comfortable."
Pros: "Plane was on schedule luggage taken as I boarded and help available as needed. This is very important for an 80 year old. Thanks for a great trip. Sue"
Cons: "No complaints."
Pros: "not bad, I upgraded to first for the leg room, I'm 6'6", so it kinda worked out."
Cons: "Very old plane."
Cons: "No food or beverages for me. I slept comfortably on my flight"
Cons: "The weather was bad in Dallas preventing our landing. Our plane had to be diverted to be refueled which caused us to miss our connecting flight. There was no one at the counter to help us, but one of the crew told us to call the 800 number which told us our connecting flight was in the air. When we finally found someone to help us, they rescheduled us for the next flight out 11 hours later. When we asked about accommodations, we were told there would be none since it was weather related. Then we were told we could "look for a cot", but she didn't know where any cots were."
Pros: "Crew on flight to Charleston was nice"
Cons: "I was supposed to make the trip from BNA to CHS at 2:30, we were delayed over 1.5 hours, making me miss this flight by 5 mins. Then I was put on 10pm flight which was cancelled! They couldn't get me to HHH until 6pm the following day. I would have missed my entire conference. The closest they could get me was a 10pm flight to charleston, then I had to rent (AND PAY FOR) a car and drive 2 hours to HHH in the middle of the night. The customer service people were less than helpful. They aren't allowed to help you make car reservation. My flight on the way back from HHH to BNA was a similar story. Thankfully my connecting flight was delayed an hour or there was no way I would have made it."
Pros: "Flight was on time"
Cons: "Wished the airline would have checked my bag rather then leave it at the gateway Time was wasted if you had a connecting flight"
Pros: "Same as above"
Cons: "Same as above"
Pros: "The single flight attendant was very friendly and down to earth, and was keen to share her experience with us."
Cons: "De Havilland Dash-8's can be a bit noisy, and they seem to be the only planes they fly into Hilton Head. However, that isn't to say you're unable to get sleep on them, because my partner and I both slept the entire flight- the vibrations are only slightly disconcerting. Departure was about 15 minutes late out of Charlotte."
Pros: "Lots of free movies."
Cons: "No free food."
Cons: "The flight never happened. Our outgoing flight from HHI to Charlotte was delayed until it was eventually canceled with no reason given and we were rerouted through Savannah, an hour away with no notification and so the return flight had to be changed too because our car was in Savannah"
Cons: "Food choices are pretzels or crackers."
Cons: "Delay of flight do to routing maintenance has cost me a overnight in Miami. sleep only 4 hrs that day and the lost of one logged. AA employees in MIA the worst ever."
Pros: "Excellent service fligth on time no complains"

Book cheap flights from Alabama to Hilton Head Island

Recent round-trip flight deals

5/18Thu
1 stopAmerican Airlines
4h 23mPNS-HHH
5/21Sun
1 stopAmerican Airlines
3h 45mHHH-PNS
$472
5/17Wed
1 stopMultiple Airlines
4h 27mPNS-HHH
5/21Sun
1 stopMultiple Airlines
3h 38mHHH-PNS
$495
5/17Wed
1 stopAmerican Airlines
3h 51mPNS-HHH
5/21Sun
1 stopAmerican Airlines
5h 37mHHH-PNS
$518
5/17Wed
1 stopAmerican Airlines
5h 46mMOB-HHH
5/21Sun
1 stopAmerican Airlines
4h 04mHHH-MOB
$527
5/18Thu
1 stopAmerican Airlines
3h 58mMOB-HHH
5/21Sun
1 stopAmerican Airlines
4h 04mHHH-MOB
$536
3/2Thu
1 stopAmerican Airlines
5h 00mPNS-HHH
3/9Thu
1 stopAmerican Airlines
4h 06mHHH-PNS
$580
3/2Thu
1 stopAmerican Airlines
3h 38mMOB-HHH
3/9Thu
1 stopAmerican Airlines
4h 55mHHH-MOB
$596
5/17Wed
1 stopAmerican Airlines
5h 46mMOB-HHH
5/21Sun
1 stopAmerican Airlines
4h 04mHHH-MOB
$614
3/2Thu
2 stopsAmerican Airlines
9h 51mPNS-HHH
3/9Thu
1 stopAmerican Airlines
4h 06mHHH-PNS
$653
2/13Mon
1 stopAmerican Airlines
3h 48mBHM-HHH
2/20Mon
1 stopAmerican Airlines
3h 29mHHH-BHM
$666
3/15Wed
1 stopAmerican Airlines
3h 45mMOB-HHH
3/18Sat
1 stopAmerican Airlines
4h 55mHHH-MOB
$674
5/19Fri
1 stopAmerican Airlines
4h 13mBHM-HHH
5/21Sun
1 stopAmerican Airlines
18h 37mHHH-BHM
$682
3/1Wed
1 stopAmerican Airlines
5h 00mPNS-HHH
3/5Sun
1 stopAmerican Airlines
4h 06mHHH-PNS
$710
5/18Thu
2 stopsAmerican Airlines
10h 09mPNS-HHH
5/21Sun
1 stopAmerican Airlines
3h 45mHHH-PNS
$736
3/1Wed
1 stopAmerican Airlines
3h 38mMOB-HHH
3/5Sun
1 stopAmerican Airlines
4h 55mHHH-MOB
$774
3/15Wed
1 stopMultiple Airlines
3h 45mMOB-HHH
3/18Sat
2 stopsMultiple Airlines
20h 56mHHH-MOB
$800
4/12Wed
1 stopAmerican Airlines
3h 28mMOB-HHH
4/17Mon
1 stopAmerican Airlines
4h 16mHHH-MOB
$834
4/12Wed
1 stopAmerican Airlines
3h 28mMOB-HHH
4/17Mon
2 stopsAmerican Airlines
18h 57mHHH-MOB
$875
3/17Fri
1 stopAmerican Airlines
3h 56mPNS-HHH
3/18Sat
1 stopAmerican Airlines
4h 06mHHH-PNS
$950
3/15Wed
2 stopsMultiple Airlines
17h 20mMOB-HHH
3/18Sat
2 stopsMultiple Airlines
20h 56mHHH-MOB
$957

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Flights to Hilton Head Island

Destination:

Hilton Head Island (HHH)United States

Return flight deals:

Hilton Head Island - Alabama

Cabin classes:

$300

Browse origins: