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Cheap flights from Kentucky to Hilton Head Island from $183

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 9/7. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kentucky to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 10:37 amSDF  Louisville Intl-HHH Hilton Head Island
4h 37m1 stop Washington, D.C. Reagan-National
American Airlines Logo
5:15 pm - 11:22 pmHHH  Hilton Head Island-SDF Louisville Intl
6h 07m1 stop Charlotte Douglas
$271American Airlines
Fri, Sep 11 - Tue, Sep 15
American Airlines Logo
6:00 am - 10:37 amSDF  Louisville Intl-HHH Hilton Head Island
4h 37m1 stop Washington, D.C. Reagan-National
American Airlines Logo
5:15 pm - 11:22 pmHHH  Hilton Head Island-SDF Louisville Intl
6h 07m1 stop Charlotte Douglas
$271American Airlines
Fri, Sep 11 - Tue, Sep 15
American Airlines Logo
6:00 am - 10:37 amSDF  Louisville Intl-HHH Hilton Head Island
4h 37m1 stop Washington, D.C. Reagan-National
American Airlines Logo
5:15 pm - 11:22 pmHHH  Hilton Head Island-SDF Louisville Intl
6h 07m1 stop Charlotte Douglas
$285American Airlines
Fri, Sep 11 - Tue, Sep 15
American Airlines Logo
9:47 am - 1:45 pmSDF  Louisville Intl-HHH Hilton Head Island
3h 58m1 stop Charlotte Douglas
American Airlines Logo
12:50 pm - 7:10 pmHHH  Hilton Head Island-SDF Louisville Intl
6h 20m1 stop Charlotte Douglas
$285American Airlines
Fri, Sep 11 - Tue, Sep 15
United Airlines Logo
6:50 am - 12:59 pmCVG  Cincinnati Cinci./N. Kentucky-HHH Hilton Head Island
6h 09m1 stop Newark
United Airlines Logo
2:48 pm - 8:43 pmHHH  Hilton Head Island-CVG Cincinnati Cinci./N. Kentucky
5h 55m1 stop Chicago O'Hare Intl
$319United Airlines
Thu, Sep 10 - Thu, Sep 17
United Airlines Logo
7:30 am - 2:03 pmBNA  Nashville Intl-HHH Hilton Head Island
5h 33m1 stop Chicago O'Hare Intl
United Airlines Logo
2:58 pm - 9:37 pmHHH  Hilton Head Island-BNA Nashville Intl
7h 39m1 stop Chicago O'Hare Intl
$329United Airlines
Thu, Aug 27 - Mon, Aug 31
Delta Logo
11:17 am - 3:32 pmSDF  Louisville Intl-HHH Hilton Head Island
4h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:15 pm - 9:19 pmHHH  Hilton Head Island-SDF Louisville Intl
9h 04m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$334Delta
Fri, Aug 28 - Tue, Sep 1
United Airlines Logo
6:50 am - 1:05 pmCVG  Cincinnati Cinci./N. Kentucky-HHH Hilton Head Island
6h 15m1 stop Newark
United Airlines Logo
2:58 pm - 8:43 pmHHH  Hilton Head Island-CVG Cincinnati Cinci./N. Kentucky
5h 45m1 stop Chicago O'Hare Intl
$334United Airlines
Wed, Sep 2 - Sun, Sep 6
Delta Logo
10:54 am - 3:31 pmBNA  Nashville Intl-HHH Hilton Head Island
3h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:23 pm - 4:10 pmHHH  Hilton Head Island-BNA Nashville Intl
4h 47m1 stop Atlanta Hartsfield-Jackson
$347Delta
Wed, Oct 7 - Mon, Oct 12
Delta Logo
10:54 am - 3:31 pmBNA  Nashville Intl-HHH Hilton Head Island
3h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:23 pm - 4:10 pmHHH  Hilton Head Island-BNA Nashville Intl
4h 47m1 stop Atlanta Hartsfield-Jackson
$347Delta
Tue, Oct 6 - Mon, Oct 12

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American Airlines flights from Kentucky to Hilton Head Island

Our best American Airlines deals on Kentucky to Hilton Head Island flight tickets
American Airlines
Sep 11
SDF6:00 amLouisville Intl
4h 37m
1 stop
HHH10:37 amHilton Head Island
Sep 15
HHH5:15 pmHilton Head Island
6h 07m
1 stop
SDF11:22 pmLouisville Intl
$271
American Airlines
Sep 11
SDF9:47 amLouisville Intl
3h 58m
1 stop
HHH1:45 pmHilton Head Island
Sep 15
HHH12:50 pmHilton Head Island
6h 20m
1 stop
SDF7:10 pmLouisville Intl
$285
American Airlines
Sep 8
BNA11:45 amNashville Intl
3h 53m
1 stop
HHH4:38 pmHilton Head Island
Sep 15
HHH5:15 pmHilton Head Island
5h 50m
1 stop
BNA10:05 pmNashville Intl
$295

United Airlines flights from Kentucky to Hilton Head Island

Our best United Airlines deals on Kentucky to Hilton Head Island flight tickets
United Airlines
Sep 10
CVG6:50 amCincinnati Cinci./N. Kentucky
6h 09m
1 stop
HHH12:59 pmHilton Head Island
Sep 17
HHH2:48 pmHilton Head Island
5h 55m
1 stop
CVG8:43 pmCincinnati Cinci./N. Kentucky
$319
United Airlines
Aug 27
BNA7:30 amNashville Intl
5h 33m
1 stop
HHH2:03 pmHilton Head Island
Aug 31
HHH2:58 pmHilton Head Island
7h 39m
1 stop
BNA9:37 pmNashville Intl
$329
United Airlines
Aug 29
CVG7:30 amCincinnati Cinci./N. Kentucky
5h 35m
1 stop
HHH1:05 pmHilton Head Island
Sep 17
HHH2:48 pmHilton Head Island
7h 44m
1 stop
CVG10:32 pmCincinnati Cinci./N. Kentucky
$334

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 August 17, 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

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Fri 9/11

6:00 am-10:37 am

1 stop4h 37m

Hilton Head Island

Tue 9/15

5:15 pm-11:22 pm

1 stop6h 07m

$271

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Fri 9/11

6:00 am-10:37 am

1 stop4h 37m

Hilton Head Island

Tue 9/15

5:15 pm-11:22 pm

1 stop6h 07m

$271

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Fri 9/11

6:00 am-10:37 am

1 stop4h 37m

Hilton Head Island

Tue 9/15

5:15 pm-11:22 pm

1 stop6h 07m

$285

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Fri 9/11

9:47 am-1:45 pm

1 stop3h 58m

Hilton Head Island

Tue 9/15

12:50 pm-7:10 pm

1 stop6h 20m

$285

CincinnatiHilton Head Island

CVG Cincinnati Cinci./N. Kentucky - HHH Hilton Head Island

CVGHHH

Cincinnati Cinci./N. Kentucky

Thu 9/10

6:50 am-12:59 pm

1 stop6h 09m

Hilton Head Island

Thu 9/17

2:48 pm-8:43 pm

1 stop5h 55m

$319

NashvilleHilton Head Island

BNA Nashville Intl - HHH Hilton Head Island

BNAHHH

Nashville Intl

Thu 8/27

7:30 am-2:03 pm

1 stop5h 33m

Hilton Head Island

Mon 8/31

2:58 pm-9:37 pm

1 stop7h 39m

$329

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Fri 8/28

11:17 am-3:32 pm

1 stop4h 15m

Hilton Head Island

Tue 9/1

12:15 pm-9:19 pm

2 stops9h 04m

$334

CincinnatiHilton Head Island

CVG Cincinnati Cinci./N. Kentucky - HHH Hilton Head Island

CVGHHH

Cincinnati Cinci./N. Kentucky

Wed 9/2

6:50 am-1:05 pm

1 stop6h 15m

Hilton Head Island

Sun 9/6

2:58 pm-8:43 pm

1 stop5h 45m

$334
Quickest round-trip

NashvilleHilton Head Island

BNA Nashville Intl - HHH Hilton Head Island

BNAHHH

Nashville Intl

Wed 10/7

10:54 am-3:31 pm

1 stop3h 37m

Hilton Head Island

Mon 10/12

12:23 pm-4:10 pm

1 stop4h 47m

$347

NashvilleHilton Head Island

BNA Nashville Intl - HHH Hilton Head Island

BNAHHH

Nashville Intl

Tue 10/6

10:54 am-3:31 pm

1 stop3h 37m

Hilton Head Island

Mon 10/12

12:23 pm-4:10 pm

1 stop4h 47m

$347

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

Best Price Found

$183

Fastest flight time

3h 04m

Direct flights

None
The best one-way flight to Hilton Head Island from Kentucky in the past 72 hours is $183. The best round-trip flight deal from Kentucky to Hilton Head Island found on momondo in the last 72 hours is $271.
The fastest flight from Kentucky to Hilton Head Island takes 3h 04m
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
11,943 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

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