$186 Find Cheap Flights from Hilton Head Island to Florida

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hilton Head Island to Florida departing on 6/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Florida

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Florida, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Florida, as well as popular online travel agencies
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Cheap Flights from Hilton Head Island to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami1 stop$367
Fort Lauderdale
Fort Lauderdale1 stop$447
Tampa
Tampa1 stop$367
West Palm Beach
West Palm Beach1 stop$357
Miami
Miami1 stop$367
Fort Lauderdale
Fort Lauderdale1 stop$447
Tampa
Tampa1 stop$367
West Palm Beach
West Palm Beach1 stop$357

Book Cheap Hilton Head Island to Florida Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island to Florida that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hilton Head Island to Florida

Tue, Aug 11 - Mon, Aug 17
American Airlines Logo
5:16 pm - 10:35 pm
HHH
-
PBI
5h 19m
1 stop
American Airlines Logo
6:00 am - 11:09 am
PBI
-
HHH
5h 09m
1 stop
$357American Airlines
Thu, Jun 4 - Sun, Jun 7
American Airlines Logo
5:21 pm - 9:56 pm
HHH
-
MIA
4h 35m
1 stop
American Airlines Logo
7:40 am - 12:26 pm
MIA
-
HHH
4h 46m
1 stop
$367American Airlines
Fri, Jun 5 - Mon, Jun 8
Delta Logo
12:18 pm - 6:51 pm
HHH
-
TPA
6h 33m
1 stop
Delta Logo
11:14 am - 3:32 pm
TPA
-
HHH
4h 18m
1 stop
$367Delta
Fri, Aug 21 - Mon, Aug 24
American Airlines Logo
3:27 pm - 7:57 pm
HHH
-
TPA
4h 30m
1 stop
American Airlines Logo
6:00 am - 11:09 am
TPA
-
HHH
5h 09m
1 stop
$404American Airlines
Fri, Aug 21 - Mon, Aug 24
American Airlines Logo
5:16 pm - 9:21 pm
HHH
-
TPA
4h 05m
1 stop
American Airlines Logo
6:00 am - 4:38 pm
TPA
-
HHH
10h 38m
2 stops
$409American Airlines
Sun, Aug 23 - Sun, Aug 30
Delta Logo
12:11 pm - 4:57 pm
HHH
-
MIA
4h 46m
1 stop
Delta Logo
7:30 am - 11:23 am
MIA
-
HHH
27h 53m
1 stop
$460Delta
Tue, May 19 - Mon, May 25
Delta Logo
12:18 pm - 5:23 pm
HHH
-
EYW
5h 05m
1 stop
Delta Logo
7:30 am - 3:33 pm
EYW
-
HHH
8h 03m
1 stop
$577Delta
Wed, Sep 2 - Sat, Sep 5
United Airlines Logo
1:45 pm - 11:23 pm
HHH
-
PBI
9h 38m
1 stop
United Airlines Logo
5:15 pm - 12:52 pm
PBI
-
HHH
19h 37m
1 stop
$743United Airlines
Wed, Sep 2 - Sat, Sep 5
United Airlines Logo
1:45 pm - 11:23 pm
HHH
-
PBI
9h 38m
1 stop
United Airlines Logo
5:15 pm - 12:52 pm
PBI
-
HHH
19h 37m
1 stop
$773United Airlines
Mon, Aug 31 - Wed, Sep 2
United Airlines Logo
1:45 pm - 8:21 pm
HHH
-
MCO
30h 36m
2 stops
United Airlines Logo
12:33 pm - 12:52 pm
MCO
-
HHH
24h 19m
2 stops
$783United Airlines
Booking Insights

KAYAK's insights & trends for Hilton Head Island to Florida flights

Get data-powered insights and trends into flights from Hilton Head Island to Florida to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Hilton Head Island to Florida?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Hilton Head Island to Florida were found on Delta ($367) and American Airlines ($447).

Good to know

Cheapest flight$186
Flight from Hilton Head Island to Tampa

FAQs - booking Florida flights

  • How does KAYAK find such low prices on flights from Hilton Head Island to Florida?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hilton Head Island to Florida.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hilton Head Island to Florida?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hilton Head Island to Florida is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hilton Head Island to Florida?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Hilton Head Island to Florida with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hilton Head Island to Florida?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Hilton Head Island to Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Hilton Head Island to Florida

 
See real verified KAYAK customer reviews for airlines flying from Hilton Head Island to Florida. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hilton Head Island to Florida? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11669 reviews
7.9Crew
7.5Boarding
6.4Food
6.9Entertainment
7.2Comfort
Airline reviews

Cancelled BOYH legs of our flight home 30 min before initial boarding

2.0 MediocreAnonymous, May 2026
DFW - TPA
Read more American Airlines reviews

Cancelled BOYH legs of our flight home 30 min before initial boarding

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Everything you need to know for your flight from Hilton Head Island to Florida

Information on your arrival and departure airports