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Hilton Head Island

$109+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — HHH
Jul 11 — Jul 181
Sat 7/11
Sat 7/18
1 adult, Economy
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Cheap 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 June 11, 2026.

This United Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 7/146:00 am
PHL
-
HHH
1 stop8h 21m
United Airlines
Tue 7/213:05 pm
HHH
-
PHL
1 stop6h 14m
United Airlines
Deal found 6/8$217
This Delta deal was found by Cheapflights users on 6/9. 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 9/16:05 am
PHL
-
HHH
2 stops9h 27m
Delta
Wed 9/212:15 pm
HHH
-
PHL
1 stop5h 19m
Delta
Deal found 6/9$222
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/1310:35 am
PHL
-
HHH
1 stop5h 50m
American Airlines
Sun 7/1911:47 am
HHH
-
PHL
1 stop6h 49m
American Airlines
Deal found 6/9$258
This American Airlines deal was found by Cheapflights users on 6/8. 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 6/208:30 am
PHL
-
HHH
1 stop6h 39m
American Airlines
Tue 6/235:21 pm
HHH
-
PHL
1 stop6h 54m
American Airlines
Deal found 6/8$261
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/148:39 am
DCA
-
HHH
Nonstop1h 58m
American Airlines
Tue 7/2111:07 am
HHH
-
DCA
Nonstop1h 45m
American Airlines
Deal found 6/10$279
This United Airlines deal was found by Cheapflights users on 6/9. 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 8/278:20 am
PHL
-
HHH
1 stop5h 43m
United Airlines
Wed 9/22:48 pm
HHH
-
PHL
1 stop6h 39m
United Airlines
Deal found 6/9$297
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/1410:06 am
BWI
-
HHH
1 stop4h 10m
American Airlines
Tue 7/2111:47 am
HHH
-
BWI
1 stop6h 01m
American Airlines
Deal found 6/10$299
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/149:20 am
IAD
-
HHH
1 stop4h 56m
American Airlines
Tue 7/212:48 pm
HHH
-
IAD
1 stop4h 46m
American Airlines
Deal found 6/10$299
This American Airlines deal was found by Cheapflights users on 6/7. 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 9/76:00 am
PHL
-
HHH
1 stop5h 09m
American Airlines
Fri 9/185:15 pm
HHH
-
PHL
1 stop6h 09m
American Airlines
Deal found 6/7$305
This American Airlines deal was found by Cheapflights users on 6/10. 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 9/98:25 am
PHL
-
HHH
1 stop5h 20m
American Airlines
Sat 9/125:15 pm
HHH
-
PHL
1 stop6h 09m
American Airlines
Deal found 6/10$306
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 8/196:05 am
BWI
-
HHH
1 stop7h 58m
United Airlines
Mon 8/242:48 pm
HHH
-
BWI
1 stop8h 12m
United Airlines
Deal found 6/10$309
This Delta deal was found by Cheapflights users on 6/10. 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 8/196:15 am
BWI
-
HHH
2 stops9h 17m
Delta
Mon 8/2412:15 pm
HHH
-
BWI
1 stop6h 20m
Delta
Deal found 6/10$314

Find 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 June 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(United Airlines)

One-way from

$109
(Delta)

Popular in

January

Cheapest in

September

Average price

$487
Provider with most accurate pricing for Washington, D.C. (WAS)-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Hilton Head Island flights.
Search Deals
From Maryland to Hilton Head Island
Search Deals
One-way flight from Maryland to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 11, 2026.
Use the filters below to find and compare flights from Maryland to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Tue 7/14

6:00 am-2:21 pm

1 stop8h 21m

Hilton Head Island

Tue 7/21

3:05 pm-9:19 pm

1 stop6h 14m

$217

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Tue 9/1

6:05 am-3:32 pm

2 stops9h 27m

Hilton Head Island

Wed 9/2

12:15 pm-5:34 pm

1 stop5h 19m

$222

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Thu 8/27

8:20 am-2:03 pm

1 stop5h 43m

Hilton Head Island

Wed 9/2

2:48 pm-9:27 pm

1 stop6h 39m

$297

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Fri 7/24

10:35 am-4:25 pm

1 stop5h 50m

Hilton Head Island

Mon 7/27

2:48 pm-8:12 pm

1 stop5h 24m

$326

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

Tue 7/14

6:08 am-3:29 pm

2 stops9h 21m

Hilton Head Island

Tue 7/21

12:11 pm-5:15 pm

1 stop5h 04m

$374

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

Sat 7/4

6:08 am-3:37 pm

2 stops9h 29m

Hilton Head Island

Wed 7/8

12:11 pm-5:15 pm

1 stop5h 04m

$414

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

Wed 7/29

8:05 am-3:29 pm

1 stop7h 24m

Hilton Head Island

Sun 8/2

12:11 pm-5:12 pm

1 stop5h 01m

$436

Washington, D.C.Hilton Head Island

IAD - HHH

IADHHH

Washington, D.C. Dulles Intl

Wed 8/19

10:16 am-3:32 pm

1 stop5h 16m

Hilton Head Island

Mon 8/24

12:15 pm-6:28 pm

1 stop6h 13m

$446

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Sat 7/4

7:00 am-11:36 am

1 stop4h 36m

Hilton Head Island

Wed 7/8

12:11 pm-10:58 pm

2 stops10h 47m

$451

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

Wed 8/19

6:10 am-3:32 pm

2 stops9h 22m

Hilton Head Island

Mon 8/24

12:15 pm-6:33 pm

1 stop6h 18m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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
No data available for this route at this time. Please check back soon.

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.

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

    United Airlines, Delta, and American Airlines can get you from Maryland to Hilton Head Island in just under 5h 50m. Your travel time can differ by up to 3h 37m. There are 610 mi between Maryland and Hilton Head Island. This flight may include one or multiple stops.

  • 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 Baltimore/Washington - 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.

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 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 June 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$404FlexibilityNo cancel feeOn-time71%

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