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Hilton Head Island

$100+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HHH
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(American Airlines)

One-way from

$100
(American Airlines)

Popular in

February

Cheapest in

May

Average price

$461
Provider with most accurate pricing for Louisville Intl-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-Hilton Head Island flights.
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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. 4% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. 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 6/137:30 amSDF - HHH
1 stop4h 57mAmerican Airlines
Wed 6/185:50 pmHHH - SDF
1 stop6h 09mAmerican Airlines
Deal found 4/23$229
This American Airlines deal was found by Cheapflights users on 4/22. 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 5/215:00 amBNA - HHH
1 stop4h 55mAmerican Airlines
Wed 5/283:13 pmHHH - BNA
1 stop3h 47mAmerican Airlines
Deal found 4/22$229
This American Airlines deal was found by Cheapflights users on 4/23. 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 8/306:54 amCVG - HHH
1 stop5h 20mAmerican Airlines
Wed 9/312:37 pmHHH - CVG
1 stop3h 14mAmerican Airlines
Deal found 4/23$249
This Delta deal was found by Cheapflights users on 4/23. 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 6/256:00 amCVG - HHH
1 stop5h 19mDelta
Sun 6/293:58 pmHHH - CVG
1 stop5h 48mDelta
Deal found 4/23$274
This Delta deal was found by Cheapflights users on 4/24. 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 7/2610:55 amBNA - HHH
1 stop3h 27mDelta
Wed 7/3012:00 pmHHH - BNA
1 stop5h 40mDelta
Deal found 4/24$279
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Mon 6/26:20 amLEX - HHH
1 stop4h 35mAmerican Airlines
Sat 6/712:36 pmHHH - LEX
1 stop4h 51mAmerican Airlines
Deal found 4/23$294
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/89:05 amTYS - HHH
1 stop5h 38mAmerican Airlines
Mon 5/1211:25 amHHH - TYS
1 stop2h 59mAmerican Airlines
Deal found 4/23$427
This United Airlines deal was found by Cheapflights users on 4/21. 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.
Sat 5/106:00 amSDF - HHH
2 stops10h 04mUnited Airlines
Mon 5/124:10 pmHHH - SDF
2 stops25h 16mUnited Airlines
Deal found 4/21$437
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Fri 8/1511:58 amCVG - HHH
3 stops26h 03mUnited Airlines
Tue 8/1912:06 pmHHH - CVG
2 stops6h 51mUnited Airlines
Deal found 4/23$471
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 6/199:25 amSDF - HHH
1 stop5h 53mDelta
Sun 6/2212:00 pmHHH - SDF
2 stops11h 59mDelta
Deal found 4/22$472
This United Airlines deal was found by Cheapflights users on 4/24. 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.
Sat 7/267:07 amBNA - HHH
2 stops27h 10mUnited Airlines
Wed 7/3012:02 pmHHH - BNA
1 stop5h 24mUnited Airlines
Deal found 4/24$482
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Sat 5/249:29 amLEX - HHH
2 stops25h 05mUnited Airlines
Sat 5/315:00 pmHHH - LEX
1 stop20h 26mUnited Airlines
Deal found 4/23$743

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 April 24, 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

Fri 6/13

7:30 am-12:27 pm

1 stop4h 57m

Hilton Head Island

Wed 6/18

5:50 pm-11:59 pm

1 stop6h 09m

$229

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Wed 5/21

5:00 am-10:55 am

1 stop4h 55m

Hilton Head Island

Wed 5/28

3:13 pm-6:00 pm

1 stop3h 47m

$229

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Thu 7/10

6:00 am-11:24 am

1 stop5h 24m

Hilton Head Island

Thu 7/17

12:00 pm-3:37 pm

1 stop3h 37m

$249

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Sat 7/26

10:55 am-3:22 pm

1 stop3h 27m

Hilton Head Island

Wed 7/30

12:00 pm-4:40 pm

1 stop5h 40m

$279

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sun 7/13

1:24 pm-5:36 pm

1 stop4h 12m

Hilton Head Island

Mon 7/21

11:56 am-5:20 pm

1 stop5h 24m

$279

LexingtonHilton Head Island

LEX - HHH

LEXHHH

Lexington Blue Grass

Mon 6/2

6:20 am-10:55 am

1 stop4h 35m

Hilton Head Island

Sat 6/7

12:36 pm-5:27 pm

1 stop4h 51m

$294

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 5/3

6:00 am-4:04 pm

2 stops10h 04m

Hilton Head Island

Wed 5/7

4:10 pm-11:49 pm

2 stops7h 39m

$417

KnoxvilleHilton Head Island

TYS - HHH

TYSHHH

Knoxville McGhee Tyson

Thu 5/8

9:05 am-2:43 pm

1 stop5h 38m

Hilton Head Island

Mon 5/12

11:25 am-2:24 pm

1 stop2h 59m

$427

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Sat 5/10

6:00 am-4:04 pm

2 stops10h 04m

Hilton Head Island

Mon 5/12

4:10 pm-5:26 pm

2 stops25h 16m

$437

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Thu 6/19

9:25 am-3:18 pm

1 stop5h 53m

Hilton Head Island

Sun 6/22

12:00 pm-11:59 pm

2 stops11h 59m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 19 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 $481). 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 April 24, 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.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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 April 24, 2025.
Read reviews from past customers who have flown Delta, United Airlines and American Airlines from Kentucky to Hilton Head Island. 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
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 American Airlines ($100), Delta ($149), and United Airlines ($354).

  • 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 Lexington Blue Grass - 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 $481). 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 Kentucky?

Book flights to Kentucky 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$213Average$401FlexibilityNo cancel feeOn-time71%

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