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Hilton Head Island

$129+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HHH
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap 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 July 31, 2025.

Round-trip from

$229
(Delta)

One-way from

$129
(Delta)

Popular in

February

Cheapest in

May

Average price

$385
From Kentucky to Hilton Head Island
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One-way flight from Kentucky to Hilton Head Island
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Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 31, 2025.

This Delta deal was found by Cheapflights users on 7/30. 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 9/136:00 amSDF - HHH
1 stop5h 30mDelta
Fri 9/2612:14 pmHHH - SDF
1 stop6h 14mDelta
Deal found 7/30$229
This American Airlines deal was found by Cheapflights users on 7/31. 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 9/178:38 amBNA - HHH
1 stop5h 18mAmerican Airlines
Wed 9/245:20 pmHHH - BNA
1 stop6h 19mAmerican Airlines
Deal found 7/31$229
This Delta deal was found by Cheapflights users on 7/31. 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.
Fri 8/159:41 amBNA - HHH
1 stop4h 41mDelta
Tue 8/1912:11 pmHHH - BNA
1 stop5h 45mDelta
Deal found 7/31$239
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/156:00 amLEX - HHH
1 stop5h 59mAmerican Airlines
Tue 8/193:35 pmHHH - LEX
1 stop3h 10mAmerican Airlines
Deal found 7/31$239
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Tue 9/161:08 pmCVG - HHH
1 stop3h 39mAmerican Airlines
Tue 9/2312:56 pmHHH - CVG
1 stop4h 58mAmerican Airlines
Deal found 7/30$283
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sun 9/148:00 amSDF - HHH
1 stop3h 30mAmerican Airlines
Fri 9/265:20 pmHHH - SDF
1 stop4h 16mAmerican Airlines
Deal found 7/30$289
This Delta deal was found by Cheapflights users on 7/31. 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.
Sun 9/76:00 amCVG - HHH
1 stop5h 31mDelta
Fri 9/124:05 pmHHH - CVG
1 stop6h 33mDelta
Deal found 7/31$297
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/611:18 amTYS - HHH
1 stop5h 29mAmerican Airlines
Tue 9/93:26 pmHHH - TYS
1 stop3h 24mAmerican Airlines
Deal found 7/29$357
This Delta deal was found by Cheapflights users on 7/30. 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 9/61:03 pmLEX - HHH
1 stop26h 19mDelta
Tue 9/94:02 pmHHH - LEX
1 stop6h 52mDelta
Deal found 7/30$378
This Delta deal was found by Cheapflights users on 7/31. 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 9/610:55 amTYS - HHH
1 stop24h 36mDelta
Tue 9/912:11 pmHHH - TYS
1 stop3h 23mDelta
Deal found 7/31$391
This Delta deal was found by Cheapflights users on 7/31. 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.
Fri 8/1510:13 amEVV - HHH
1 stop4h 09mDelta
Tue 8/1912:11 pmHHH - EVV
1 stop5h 59mDelta
Deal found 7/31$407
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/156:40 amEVV - HHH
1 stop4h 19mAmerican Airlines
Tue 8/1912:29 pmHHH - EVV
2 stops10h 52mAmerican Airlines
Deal found 7/31$412

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 July 31, 2025.
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

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Sat 9/13

6:00 am-11:30 am

1 stop5h 30m

Hilton Head Island

Fri 9/26

12:14 pm-6:28 pm

1 stop6h 14m

$229

LexingtonHilton Head Island

LEX - HHH

LEXHHH

Lexington Blue Grass

Fri 8/15

6:00 am-11:59 am

1 stop5h 59m

Hilton Head Island

Tue 8/19

3:35 pm-6:45 pm

1 stop3h 10m

$239

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Fri 8/15

9:41 am-3:22 pm

1 stop4h 41m

Hilton Head Island

Tue 8/19

12:11 pm-4:56 pm

1 stop5h 45m

$239

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Fri 8/15

6:53 am-11:59 am

1 stop4h 06m

Hilton Head Island

Tue 8/19

5:28 pm-12:12 am

2 stops7h 44m

$244

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Tue 9/16

1:08 pm-4:47 pm

1 stop3h 39m

Hilton Head Island

Tue 9/23

12:56 pm-5:54 pm

1 stop4h 58m

$283

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Sun 9/14

8:00 am-11:30 am

1 stop3h 30m

Hilton Head Island

Fri 9/26

5:20 pm-9:36 pm

1 stop4h 16m

$289

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sun 9/7

6:00 am-11:31 am

1 stop5h 31m

Hilton Head Island

Fri 9/12

4:05 pm-10:38 pm

1 stop6h 33m

$297

KnoxvilleHilton Head Island

TYS - HHH

TYSHHH

Knoxville McGhee Tyson

Sat 9/6

11:18 am-4:47 pm

1 stop5h 29m

Hilton Head Island

Tue 9/9

3:26 pm-6:50 pm

1 stop3h 24m

$357

LexingtonHilton Head Island

LEX - HHH

LEXHHH

Lexington Blue Grass

Sat 9/6

1:03 pm-3:22 pm

1 stop26h 19m

Hilton Head Island

Tue 9/9

4:02 pm-10:54 pm

1 stop6h 52m

$378

KnoxvilleHilton Head Island

TYS - HHH

TYSHHH

Knoxville McGhee Tyson

Sat 9/6

10:55 am-11:31 am

1 stop24h 36m

Hilton Head Island

Tue 9/9

12:11 pm-3:34 pm

1 stop3h 23m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 20 results
1
2

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, January is the cheapest month in which you can book a flight from Kentucky to Hilton Head Island (average of $275). Flying from Kentucky to Hilton Head Island in March is currently the most expensive (average of $480). 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.

What is the cheapest time of day to fly from KY to HHH?

Find hourly flight availability from Kentucky to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Hilton Head Island as you normally would.

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated July 31, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Kentucky to Hilton Head Island have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines to fly from Kentucky to Hilton Head Island one-way?

    The cheapest airlines for a one-way flight from Kentucky to Hilton Head Island are Delta ($129), American Airlines ($149), and United Airlines ($474).

  • 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, Lexington Blue Grass - Hilton Head Island or Louisville 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, January is the cheapest month in which you can book a flight from Kentucky to Hilton Head Island (average of $275). Flying from Kentucky to Hilton Head Island in March is currently the most expensive (average of $480). 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
Bluffton

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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$213Average$415FlexibilityNo cancel feeOn-time71%

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