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Cheap flights from Kentucky to Hilton Head Island from $140

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 1/1. 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.
American Airlines Logo
6:08 am - 10:59 amSDF-HHH
4h 51m1 stop
American Airlines Logo
7:08 pm - 11:54 pmHHH-SDF
4h 46m1 stop
$229American Airlines
Find Deal
Thu, Dec 4 - Tue, Dec 9
American Airlines Logo
8:15 am - 2:28 pmBNA-HHH
5h 13m1 stop
American Airlines Logo
3:39 pm - 8:26 pmHHH-BNA
5h 47m1 stop
$229American Airlines
Find Deal
Thu, Feb 12 - Tue, Feb 17
American Airlines Logo
8:30 am - 1:47 pmSDF-HHH
5h 17m1 stop
American Airlines Logo
12:52 pm - 8:04 pmHHH-SDF
7h 12m2 stops
$234American Airlines
Find Deal
Thu, Dec 4 - Tue, Dec 9
American Airlines Logo
7:12 am - 6:12 pmSDF-HHH
11h 00m2 stops
American Airlines Logo
2:17 pm - 10:00 pmHHH-SDF
7h 43m2 stops
$239American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
8:15 am - 2:28 pmBNA-HHH
5h 13m1 stop
American Airlines Logo
5:20 pm - 10:39 pmHHH-BNA
6h 19m1 stop
$273American Airlines
Find Deal
Thu, Feb 12 - Tue, Feb 17
American Airlines Logo
6:08 am - 10:59 amSDF-HHH
4h 51m1 stop
American Airlines Logo
12:52 pm - 9:38 pmHHH-SDF
8h 46m2 stops
$283American Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
1:58 pm - 5:52 pmCVG-HHH
3h 54m1 stop
American Airlines Logo
5:20 pm - 11:31 pmHHH-CVG
6h 11m1 stop
$283American Airlines
Find Deal
Sat, Feb 21 - Wed, Mar 4
American Airlines Logo
6:08 am - 1:47 pmSDF-HHH
7h 39m2 stops
American Airlines Logo
12:52 pm - 8:04 pmHHH-SDF
7h 12m2 stops
$288American Airlines
Find Deal
Thu, Dec 4 - Tue, Dec 9
United Airlines Logo
7:30 am - 1:52 pmSDF-HHH
6h 22m1 stop
United Airlines Logo
4:00 pm - 10:30 pmHHH-SDF
6h 30m1 stop
$338United Airlines
Find Deal
Tue, Apr 7 - Wed, Apr 15
United Airlines Logo
6:00 am - 3:12 pmSDF-HHH
9h 12m2 stops
United Airlines Logo
4:00 pm - 10:30 pmHHH-SDF
6h 30m1 stop
$343United Airlines
Find Deal
Tue, Apr 7 - Wed, Apr 15

United Airlines flights from Kentucky to Hilton Head Island

Our best United Airlines deals on Kentucky to Hilton Head Island flight tickets
United Airlines
Apr 7
SDF7:30 amLouisville Intl
6h 22m
1 stop
HHH1:52 pmHilton Head Island
Apr 15
HHH4:00 pmHilton Head Island
6h 30m
1 stop
SDF10:30 pmLouisville Intl
$338
Find similar
United Airlines
Apr 7
SDF6:00 amLouisville Intl
9h 12m
2 stops
HHH3:12 pmHilton Head Island
Apr 15
HHH4:00 pmHilton Head Island
6h 30m
1 stop
SDF10:30 pmLouisville Intl
$343
Find similar
United Airlines
Apr 7
CVG7:25 amCincinnati Cinci./N. Kentucky
6h 27m
1 stop
HHH1:52 pmHilton Head Island
Apr 8
HHH3:00 pmHilton Head Island
5h 17m
1 stop
CVG8:17 pmCincinnati Cinci./N. Kentucky
$447
Find similar

American Airlines flights from Kentucky to Hilton Head Island

Our best American Airlines deals on Kentucky to Hilton Head Island flight tickets
American Airlines
Dec 4
SDF6:08 amLouisville Intl
4h 51m
1 stop
HHH10:59 amHilton Head Island
Dec 9
HHH7:08 pmHilton Head Island
4h 46m
1 stop
SDF11:54 pmLouisville Intl
$229
Find similar
American Airlines
Dec 4
SDF8:30 amLouisville Intl
5h 17m
1 stop
HHH1:47 pmHilton Head Island
Dec 9
HHH12:52 pmHilton Head Island
7h 12m
2 stops
SDF8:04 pmLouisville Intl
$234
Find similar
American Airlines
Dec 6
SDF7:12 amLouisville Intl
11h 00m
2 stops
HHH6:12 pmHilton Head Island
Dec 13
HHH2:17 pmHilton Head Island
7h 43m
2 stops
SDF10:00 pmLouisville Intl
$239
Find similar

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 November 6, 2025.
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

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Thu 12/4

6:08 am-10:59 am

1 stop4h 51m

Hilton Head Island

Tue 12/9

7:08 pm-11:54 pm

1 stop4h 46m

$229

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 2/12

8:15 am-2:28 pm

1 stop5h 13m

Hilton Head Island

Tue 2/17

3:39 pm-8:26 pm

1 stop5h 47m

$229

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Thu 12/4

8:30 am-1:47 pm

1 stop5h 17m

Hilton Head Island

Tue 12/9

12:52 pm-8:04 pm

2 stops7h 12m

$234

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Sat 12/6

7:12 am-6:12 pm

2 stops11h 00m

Hilton Head Island

Sat 12/13

2:17 pm-10:00 pm

2 stops7h 43m

$239

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 2/12

8:15 am-2:28 pm

1 stop5h 13m

Hilton Head Island

Tue 2/17

5:20 pm-10:39 pm

1 stop6h 19m

$273

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Thu 12/4

6:08 am-10:59 am

1 stop4h 51m

Hilton Head Island

Mon 12/8

12:52 pm-9:38 pm

2 stops8h 46m

$283

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 2/21

1:58 pm-5:52 pm

1 stop3h 54m

Hilton Head Island

Wed 3/4

5:20 pm-11:31 pm

1 stop6h 11m

$283

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Thu 12/4

6:08 am-1:47 pm

2 stops7h 39m

Hilton Head Island

Tue 12/9

12:52 pm-8:04 pm

2 stops7h 12m

$288

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Tue 4/7

7:30 am-1:52 pm

1 stop6h 22m

Hilton Head Island

Wed 4/15

4:00 pm-10:30 pm

1 stop6h 30m

$338

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Tue 4/7

6:00 am-3:12 pm

2 stops9h 12m

Hilton Head Island

Wed 4/15

4:00 pm-10:30 pm

1 stop6h 30m

$343

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 May, then you should wait until August to fly from Kentucky, when ticket prices are also cheap, with an average price of $316.

What is the cheapest day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Kentucky to Hilton Head Island is on a Wednesday. Travelers who choose to depart for Hilton Head Island on a Wednesday will often find tickets for as low as $343. On the other hand, Tuesday is the most expensive day to depart from Kentucky because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $599.

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

Direct flights

None
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

  • 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
7.2
11,040 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.
Start using Trips
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