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Cheap flights from Kentucky to Hilton Head Island from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Hilton Head Island departing on 7/1. 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
0 bags

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Find the cheapest flights from Kentucky to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 11:37 am
CVG
-
HHH
5h 37m
1 stop
Delta Logo
4:15 pm - 10:29 pm
HHH
-
CVG
6h 14m
1 stop
$265Delta
Wed, Jun 3 - Wed, Jun 10
American Airlines Logo
5:35 am - 4:32 pm
CVG
-
HHH
10h 57m
2 stops
American Airlines Logo
5:21 pm - 11:57 pm
HHH
-
CVG
6h 36m
1 stop
$270American Airlines
Wed, Jun 3 - Wed, Jun 10
Delta Logo
6:00 am - 11:29 am
SDF
-
HHH
5h 29m
1 stop
Delta Logo
12:11 pm - 5:49 pm
HHH
-
SDF
5h 38m
1 stop
$275Delta
Wed, Jul 22 - Mon, Jul 27
American Airlines Logo
5:35 am - 2:13 pm
CVG
-
HHH
8h 38m
2 stops
American Airlines Logo
2:43 pm - 12:25 am
HHH
-
CVG
9h 42m
2 stops
$275American Airlines
Wed, Jun 3 - Wed, Jun 10
Delta Logo
9:48 am - 3:32 pm
BNA
-
HHH
4h 44m
1 stop
Delta Logo
12:13 pm - 5:49 pm
HHH
-
BNA
6h 36m
1 stop
$280Delta
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
5:30 am - 11:10 am
BNA
-
HHH
4h 40m
1 stop
American Airlines Logo
2:43 pm - 6:21 pm
HHH
-
BNA
4h 38m
1 stop
$283American Airlines
Thu, Jun 11 - Wed, Jun 17
United Airlines Logo
9:00 am - 2:21 pm
SDF
-
HHH
5h 21m
1 stop
United Airlines Logo
3:05 pm - 8:23 pm
HHH
-
SDF
5h 18m
1 stop
$286United Airlines
Thu, Jul 9 - Wed, Jul 15
Delta Logo
6:00 am - 11:29 am
CVG
-
HHH
5h 29m
1 stop
Delta Logo
12:11 pm - 4:41 pm
HHH
-
CVG
4h 30m
1 stop
$287Delta
Wed, Jul 22 - Mon, Jul 27
Delta Logo
10:00 am - 3:29 pm
SDF
-
HHH
5h 29m
1 stop
Delta Logo
12:11 pm - 5:49 pm
HHH
-
SDF
5h 38m
1 stop
$289Delta
Thu, Jul 23 - Mon, Jul 27
United Airlines Logo
7:40 am - 2:21 pm
BNA
-
HHH
5h 41m
1 stop
United Airlines Logo
3:05 pm - 9:44 pm
HHH
-
BNA
7h 39m
1 stop
$377United Airlines
Thu, May 28 - Mon, Jun 1

Delta flights from Kentucky to Hilton Head Island

Our best Delta deals on Kentucky to Hilton Head Island flight tickets
Delta
Jun 3
CVG6:00 amCincinnati Cinci./N. Kentucky
5h 37m
1 stop
HHH11:37 amHilton Head Island
Jun 10
HHH4:15 pmHilton Head Island
6h 14m
1 stop
CVG10:29 pmCincinnati Cinci./N. Kentucky
$265
Delta
Jul 22
SDF6:00 amLouisville Intl
5h 29m
1 stop
HHH11:29 amHilton Head Island
Jul 27
HHH12:11 pmHilton Head Island
5h 38m
1 stop
SDF5:49 pmLouisville Intl
$275
Delta
Jun 9
BNA9:48 amNashville Intl
4h 44m
1 stop
HHH3:32 pmHilton Head Island
Jun 16
HHH12:13 pmHilton Head Island
6h 36m
1 stop
BNA5:49 pmNashville Intl
$280

American Airlines flights from Kentucky to Hilton Head Island

Our best American Airlines deals on Kentucky to Hilton Head Island flight tickets
American Airlines
Jun 3
CVG5:35 amCincinnati Cinci./N. Kentucky
10h 57m
2 stops
HHH4:32 pmHilton Head Island
Jun 10
HHH5:21 pmHilton Head Island
6h 36m
1 stop
CVG11:57 pmCincinnati Cinci./N. Kentucky
$270
American Airlines
Jun 3
CVG5:35 amCincinnati Cinci./N. Kentucky
8h 38m
2 stops
HHH2:13 pmHilton Head Island
Jun 10
HHH2:43 pmHilton Head Island
9h 42m
2 stops
CVG12:25 amCincinnati Cinci./N. Kentucky
$275
American Airlines
Jun 11
BNA5:30 amNashville Intl
4h 40m
1 stop
HHH11:10 amHilton Head Island
Jun 17
HHH2:43 pmHilton Head Island
4h 38m
1 stop
BNA6:21 pmNashville Intl
$283

momondo Fare Finder

 
Customize your flight search to find flights from Kentucky 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 May 15, 2026.
Use the filters below to find and compare flights from Kentucky to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Wed 6/3

6:00 am-11:37 am

1 stop5h 37m

Hilton Head Island

Wed 6/10

4:15 pm-10:29 pm

1 stop6h 14m

$265

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Wed 6/3

5:35 am-4:32 pm

2 stops10h 57m

Hilton Head Island

Wed 6/10

5:21 pm-11:57 pm

1 stop6h 36m

$270

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Wed 7/22

6:00 am-11:29 am

1 stop5h 29m

Hilton Head Island

Mon 7/27

12:11 pm-5:49 pm

1 stop5h 38m

$275

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Wed 6/3

5:35 am-2:13 pm

2 stops8h 38m

Hilton Head Island

Wed 6/10

2:43 pm-12:25 am

2 stops9h 42m

$275

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Tue 6/9

9:48 am-3:32 pm

1 stop4h 44m

Hilton Head Island

Tue 6/16

12:13 pm-5:49 pm

1 stop6h 36m

$280
Quickest round-trip

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 6/11

5:30 am-11:10 am

1 stop4h 40m

Hilton Head Island

Wed 6/17

2:43 pm-6:21 pm

1 stop4h 38m

$283

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Thu 7/9

9:00 am-2:21 pm

1 stop5h 21m

Hilton Head Island

Wed 7/15

3:05 pm-8:23 pm

1 stop5h 18m

$286

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Wed 7/22

6:00 am-11:29 am

1 stop5h 29m

Hilton Head Island

Mon 7/27

12:11 pm-4:41 pm

1 stop4h 30m

$287

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Thu 7/23

10:00 am-3:29 pm

1 stop5h 29m

Hilton Head Island

Mon 7/27

12:11 pm-5:49 pm

1 stop5h 38m

$289

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 5/28

7:40 am-2:21 pm

1 stop5h 41m

Hilton Head Island

Mon 6/1

3:05 pm-9:44 pm

1 stop7h 39m

$377

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Kentucky to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in January, then you should wait until December to fly from Kentucky, when ticket prices are also cheap, with an average price of $228.

Cheap Kentucky to Hilton Head Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Hilton Head Island

Fastest flight time

3h 29m

Direct flights

None
The fastest flight from Kentucky to Hilton Head Island takes 3h 29m
There are no direct flights from Kentucky to Hilton Head Island. There are no popular flight routes from Kentucky to Hilton Head Island.
Search flight deals

Frequently asked questions about flying from Kentucky to Hilton Head Island

  • When did momondo last update prices for flights from Kentucky to Hilton Head Island Airport?

    Prices for flights from Kentucky to Hilton Head Island Airport were last updated today.

  • How many operators does momondo search for flights from Kentucky to Hilton Head Island Airport?

  • How old do you have to be to fly from Kentucky to Hilton Head Island Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Kentucky to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Kentucky to Hilton Head Island

Compare and see reviews for airlines that fly from Kentucky to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $228Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights

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 Kentucky to Hilton Head Island?

Finding the right flight to Hilton Head Island from Kentucky is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Hilton Head Island quick and easy, saving you time and money.

Can I find flights from Kentucky to Hilton Head Island with flexible booking policies on momondo?

momondo does allow users to show only those flights to Hilton Head Island from Kentucky which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Kentucky 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 Kentucky to Hilton Head Island.

I’m not ready to book a flight from Kentucky to Hilton Head Island right now. Can momondo alert me if prices change?

Price alerts on flights to Hilton Head Island from Kentucky are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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