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Hilton Head Island

$168+ Cheap flights from Kentucky to Hilton Head Island (HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HHH
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Kentucky to Hilton Head Island

Cheapest flights from Kentucky to Hilton Head Island
Explore the most affordable flight options available from Kentucky to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/211:58 pm
CVG
-
HHH
1 stop3h 46m
American Airlines
Wed 3/44:11 pm
HHH
-
CVG
1 stop5h 37m
American Airlines
Deal found 1/27$237
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 am
CVG
-
HHH
1 stop5h 23m
Delta
Tue 9/154:00 pm
HHH
-
CVG
1 stop6h 10m
Delta
Deal found 1/27$283
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:43 am
BNA
-
HHH
1 stop6h 51m
American Airlines
Mon 5/46:39 pm
HHH
-
BNA
1 stop5h 59m
American Airlines
Deal found 1/26$299
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:15 am
CVG
-
HHH
2 stops9h 03m
Delta
Wed 7/812:00 pm
HHH
-
CVG
1 stop3h 38m
Delta
Deal found 1/28$308
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:43 am
SDF
-
HHH
1 stop6h 51m
American Airlines
Tue 4/1411:17 am
HHH
-
SDF
1 stop6h 39m
American Airlines
Deal found 1/27$317
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/125:15 am
BNA
-
HHH
1 stop4h 18m
American Airlines
Tue 2/175:19 pm
HHH
-
BNA
1 stop6h 17m
American Airlines
Deal found 1/27$329
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:00 am
CVG
-
HHH
1 stop5h 32m
American Airlines
Wed 4/153:44 pm
HHH
-
CVG
1 stop5h 32m
American Airlines
Deal found 1/28$334
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:16 am
CVG
-
HHH
1 stop5h 14m
American Airlines
Sat 8/156:15 pm
HHH
-
CVG
1 stop6h 12m
American Airlines
Deal found 1/27$336
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/28:30 am
CVG
-
HHH
1 stop5h 36m
United Airlines
Wed 4/83:00 pm
HHH
-
CVG
1 stop5h 29m
United Airlines
Deal found 1/28$339
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:00 am
CVG
-
HHH
2 stops9h 22m
American Airlines
Wed 4/85:04 pm
HHH
-
CVG
1 stop6h 50m
American Airlines
Deal found 1/27$343
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/255:00 am
SDF
-
HHH
1 stop5h 33m
American Airlines
Sat 3/284:31 pm
HHH
-
SDF
1 stop4h 20m
American Airlines
Deal found 1/27$367
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:00 am
TYS
-
HHH
1 stop5h 32m
American Airlines
Tue 4/285:51 pm
HHH
-
TYS
1 stop4h 21m
American Airlines
Deal found 1/28$399

Find flight deals from Kentucky to Hilton Head Island

Keep the following information in mind while searching for Kentucky to Hilton Head Island flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$237
(American Airlines)

One-way from

$168
(American Airlines)

Popular in

November

Cheapest in

December

Average price

$469
Provider with most accurate pricing for Louisville Intl-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Hilton Head Island flights.
Search Deals
From Kentucky to Hilton Head Island
Search Deals
One-way flight from Kentucky to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($47 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Kentucky to Hilton Head Island that are best for you.

Fly from

Kentucky

Fly to

Hilton Head Island

Route

Depart

Return

Price

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 2/21

11:34 am-5:44 pm

2 stops6h 10m

Hilton Head Island

Wed 3/4

12:23 pm-9:48 pm

2 stops9h 25m

$247

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Wed 2/25

5:05 am-11:53 am

2 stops6h 48m

Hilton Head Island

Wed 3/4

3:31 pm-11:52 pm

2 stops8h 21m

$270

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 4/30

8:43 am-4:34 pm

1 stop6h 51m

Hilton Head Island

Mon 5/4

6:39 pm-11:38 pm

1 stop5h 59m

$299

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 7/4

6:15 am-3:18 pm

2 stops9h 03m

Hilton Head Island

Wed 7/8

12:00 pm-3:38 pm

1 stop3h 38m

$308

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Sat 4/11

9:43 am-4:34 pm

1 stop6h 51m

Hilton Head Island

Tue 4/14

11:17 am-5:56 pm

1 stop6h 39m

$317

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Mon 3/30

5:20 am-10:33 am

1 stop4h 13m

Hilton Head Island

Fri 4/3

6:15 pm-11:42 pm

1 stop6h 27m

$329

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 2/12

5:15 am-10:33 am

1 stop4h 18m

Hilton Head Island

Tue 2/17

3:31 pm-11:59 pm

2 stops9h 28m

$334

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Thu 3/5

5:00 am-10:33 am

1 stop5h 33m

Hilton Head Island

Tue 3/10

5:19 pm-11:37 pm

1 stop6h 18m

$334

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Thu 4/2

7:00 am-2:06 pm

1 stop7h 06m

Hilton Head Island

Wed 4/8

3:00 pm-8:29 pm

1 stop5h 29m

$339

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Thu 4/2

5:00 am-2:22 pm

2 stops9h 22m

Hilton Head Island

Wed 4/8

6:39 pm-11:54 pm

1 stop5h 15m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 42 results
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Best time to book a flight from Kentucky to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Kentucky with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Kentucky to Hilton Head Island

What is the cheapest month to book a flight from Kentucky to Hilton Head Island?

Currently, July is the cheapest month in which you can book a flight from Kentucky to Hilton Head Island (average of $77). Flying from Kentucky to Hilton Head Island in January is currently the most expensive (average of $237). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilton Head Island from Kentucky?

    Hilton Head Island (HHH) is the airport you will fly into if you book a flight from Kentucky to Hilton Head Island. It is only a 3.3 mi journey from Hilton Head (HHH) to Hilton Head Island’s city center.

  • How long is the flight from Kentucky to Hilton Head Island?

    Airlines like American Airlines, Delta, and United Airlines fly from Kentucky to Hilton Head Island in about 6h 10m. The time it takes to get you to your destination can typically vary by up to 2h 53m. There are 521 mi between Kentucky and Hilton Head Island. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Kentucky to Hilton Head Island?

    When deciding which route to take from Kentucky to Hilton Head Island consider Cincinnati Cinci./N. Kentucky - Hilton Head Island, Louisville Intl - Hilton Head Island or Nashville Intl - Hilton Head Island as they are the most popular.

  • Can I find deals for flights from Kentucky to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Kentucky to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Hilton Head Island.

  • Can I find deals for business class flights from Kentucky to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Kentucky to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kentucky to Hilton Head Island?

    Currently, July is the cheapest month in which you can book a flight from Kentucky to Hilton Head Island (average of $77). Flying from Kentucky to Hilton Head Island in January is currently the most expensive (average of $237). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort

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Alternative routes for Kentucky to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Kentucky to Hilton Head Island

Discover the top airline that operate flights from Kentucky to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$383FlexibilityNo cancel feeOn-time71%

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