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Hilton Head Island

$104+ Cheap flights from Maryland 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — HHH
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheap flight deals from Maryland to Hilton Head Island

Keep the following information in mind while searching for Maryland to Hilton Head Island flight deals. Data was last updated April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$267
(American Airlines)

One-way from

$104
(American Airlines)

Popular in

October

Cheapest in

February

Average price

$479
Provider with most accurate pricing for Washington, D.C. (WAS)-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Hilton Head Island flights.
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From Maryland to Hilton Head Island
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One-way flight from Maryland to Hilton Head Island
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Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 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 Maryland to Hilton Head Island

Cheapest flights from Maryland to Hilton Head Island
Explore the most affordable flight options available from Maryland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This American Airlines deal was found by Cheapflights users on 3/31. 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.
Tue 8/510:28 amBWI - HHH
1 stop6h 29mAmerican Airlines
Tue 8/192:24 pmHHH - BWI
1 stop3h 23mAmerican Airlines
Deal found 3/31$267
This Delta deal was found by Cheapflights users on 3/31. 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.
Tue 8/56:00 amBWI - HHH
2 stops9h 22mDelta
Tue 8/1912:00 pmHHH - BWI
1 stop3h 44mDelta
Deal found 3/31$278
This American Airlines deal was found by Cheapflights users on 4/1. 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 6/72:57 pmDCA - HHH
Nonstop1h 59mAmerican Airlines
Sat 6/145:26 pmHHH - DCA
Nonstop1h 44mAmerican Airlines
Deal found 4/1$339
This American Airlines deal was found by Cheapflights users on 4/1. 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 6/75:50 amIAD - HHH
1 stop5h 25mAmerican Airlines
Sat 6/146:20 pmHHH - IAD
1 stop5h 39mAmerican Airlines
Deal found 4/1$359
This Delta deal was found by Cheapflights users on 3/31. 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.
Wed 4/306:00 amDCA - HHH
2 stops10h 41mDelta
Wed 5/74:00 pmHHH - DCA
1 stop6h 49mDelta
Deal found 3/31$384
This Delta deal was found by Cheapflights users on 3/31. 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 5/2510:36 amPHL - HHH
1 stop4h 44mDelta
Thu 5/2912:05 pmHHH - PHL
1 stop6h 09mDelta
Deal found 3/31$409
This Delta deal was found by Cheapflights users on 4/1. 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.
Tue 6/106:00 amIAD - HHH
2 stops9h 18mDelta
Wed 8/1312:00 pmHHH - IAD
1 stop4h 42mDelta
Deal found 4/1$424
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Wed 7/210:25 amPHL - HHH
Nonstop2h 02mAmerican Airlines
Mon 7/71:16 pmHHH - PHL
Nonstop2h 01mAmerican Airlines
Deal found 3/30$454
This United deal was found by Cheapflights users on 3/31. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/104:00 pmIAD - HHH
2 stops19h 04mUnited Airlines
Wed 8/1312:02 pmHHH - IAD
2 stops19h 02mUnited Airlines
Deal found 3/31$510
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/35:00 pmDCA - HHH
2 stops22h 29mUnited Airlines
Tue 5/64:10 pmHHH - DCA
1 stop5h 32mUnited Airlines
Deal found 3/30$544
This United deal was found by Cheapflights users on 3/31. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/56:05 amPHL - HHH
2 stops29h 12mUnited Airlines
Sat 7/125:00 pmHHH - PHL
1 stop7h 30mUnited Airlines
Deal found 3/31$608
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/76:40 amBWI - HHH
1 stop7h 21mUnited Airlines
Sat 6/145:00 pmHHH - BWI
1 stop17h 13mUnited Airlines
Deal found 3/31$1,451

Cheapflights Fare Finder

Customize your flight search to find flights from Maryland 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 1, 2025.
Use the filters below to find and compare flights from Maryland to Hilton Head Island that are best for you.

Fly from

Maryland

Fly to

Hilton Head Island

Route

Depart

Return

Price

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

Mon 4/28

6:40 am-10:23 am

1 stop3h 43m

Hilton Head Island

Fri 5/2

6:06 pm-12:24 am

1 stop6h 18m

$275

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Sat 6/7

2:57 pm-4:56 pm

Nonstop1h 59m

Hilton Head Island

Sat 6/14

5:26 pm-7:10 pm

Nonstop1h 44m

$339

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Sat 6/7

5:50 am-11:15 am

1 stop5h 25m

Hilton Head Island

Sat 6/14

6:20 pm-11:59 pm

1 stop5h 39m

$359

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Wed 4/30

6:00 am-4:41 pm

2 stops10h 41m

Hilton Head Island

Wed 5/7

4:00 pm-10:49 pm

1 stop6h 49m

$384

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Sun 5/25

10:36 am-3:20 pm

1 stop4h 44m

Hilton Head Island

Thu 5/29

12:05 pm-6:14 pm

1 stop6h 09m

$409

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Tue 6/10

6:00 am-3:18 pm

2 stops9h 18m

Hilton Head Island

Wed 8/13

12:00 pm-4:42 pm

1 stop4h 42m

$424

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Wed 7/2

10:25 am-12:27 pm

Nonstop2h 02m

Hilton Head Island

Mon 7/7

1:16 pm-3:17 pm

Nonstop2h 01m

$454

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Tue 6/10

4:00 pm-11:04 am

2 stops19h 04m

Hilton Head Island

Wed 8/13

12:02 pm-7:04 am

2 stops19h 02m

$510

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Sat 5/3

5:00 pm-3:29 pm

2 stops22h 29m

Hilton Head Island

Tue 5/6

4:10 pm-9:42 pm

1 stop5h 32m

$544

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

Mon 4/14

6:00 am-4:41 pm

2 stops10h 41m

Hilton Head Island

Thu 4/17

1:15 pm-8:00 pm

1 stop6h 45m

$576

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 24 results
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Best time to book a flight from Maryland to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Maryland 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 Maryland to Hilton Head Island

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

Currently, January is the cheapest month in which you can book a flight from Maryland to Hilton Head Island (average of $275). Flying from Maryland 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.

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 1, 2025.
To help decide which airline to fly from Maryland to Hilton Head Island, see what other customers have to say about Delta, United Airlines and American Airlines. 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
7,898 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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
8,615 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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
7,898 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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 Maryland 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 Maryland?

    For a flight from Maryland to Hilton Head Island, you will be flying into Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city.

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

    $104 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $144 and $242, respectively.

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

    When deciding which route to take from Maryland to Hilton Head Island consider Washington, D.C. Reagan-National - Hilton Head Island, Philadelphia - Hilton Head Island or Washington, D.C. Dulles Intl - Hilton Head Island as they are the most popular.

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

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

  • How can I find direct flights from Maryland 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 Maryland to Hilton Head Island.

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

    Yes. Cheapflights offers flight deals from Maryland 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 Maryland to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Maryland to Hilton Head Island (average of $275). Flying from Maryland 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 Maryland?

Book flights to Maryland if you plan to visit one of these locations
Beaufort
Bluffton

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Alternative routes for Maryland 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 Maryland to Hilton Head Island

Discover the top airline that operate flights from Maryland 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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$193Average$428FlexibilityNo cancel feeOn-time71%
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