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Hilton Head Island

$126+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — HHH
mar. 8 — mar. 151
dom. 3/8
dom. 3/15
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 febrero 6, 2026.

This United Airlines deal was found by Cheapflights users on 2/3. 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.
mié. 5/206:15 am
BWI
-
HHH
1 stop7h 56m
United Airlines
mié. 5/273:00 pm
HHH
-
BWI
1 stop6h 03m
United Airlines
Deal found 2/3$219
This American Airlines deal was found by Cheapflights users on 2/4. 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.
sáb. 4/115:05 am
BWI
-
HHH
1 stop5h 27m
American Airlines
mié. 4/155:04 pm
HHH
-
BWI
1 stop5h 02m
American Airlines
Deal found 2/4$289
This American Airlines deal was found by Cheapflights users on 2/5. 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.
mié. 7/85:00 am
BWI
-
HHH
1 stop6h 10m
American Airlines
mié. 7/1511:40 am
HHH
-
BWI
1 stop6h 06m
American Airlines
Deal found 2/5$299
This American Airlines deal was found by Cheapflights users on 2/3. 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.
sáb. 2/285:00 am
BWI
-
HHH
1 stop5h 33m
American Airlines
mié. 3/45:19 pm
HHH
-
BWI
1 stop5h 36m
American Airlines
Deal found 2/3$303
This Delta deal was found by Cheapflights users on 2/2. 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.
mié. 5/69:00 am
BWI
-
HHH
1 stop6h 20m
Delta
mar. 5/1212:07 pm
HHH
-
BWI
1 stop5h 17m
Delta
Deal found 2/2$318
This American Airlines deal was found by Cheapflights users on 2/4. 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.
dom. 3/15:00 am
BWI
-
HHH
1 stop5h 33m
American Airlines
mié. 3/45:19 pm
HHH
-
BWI
1 stop5h 36m
American Airlines
Deal found 2/4$324
This United Airlines deal was found by Cheapflights users on 2/4. 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.
jue. 7/236:00 am
PHL
-
HHH
1 stop8h 01m
United Airlines
mié. 7/293:00 pm
HHH
-
PHL
1 stop6h 29m
United Airlines
Deal found 2/4$339
This United Airlines deal was found by Cheapflights users on 2/3. 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.
lun. 5/116:15 am
BWI
-
HHH
1 stop7h 56m
United Airlines
jue. 5/143:08 pm
HHH
-
BWI
1 stop5h 54m
United Airlines
Deal found 2/3$339
This American Airlines deal was found by Cheapflights users on 2/3. 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.
sáb. 5/911:40 am
DCA
-
HHH
Nonstop2h 00m
American Airlines
sáb. 5/164:10 pm
HHH
-
DCA
Nonstop1h 51m
American Airlines
Deal found 2/3$341
This American Airlines deal was found by Cheapflights users on 2/4. 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.
dom. 3/155:00 am
BWI
-
HHH
1 stop5h 33m
American Airlines
mar. 3/175:19 pm
HHH
-
BWI
1 stop4h 00m
American Airlines
Deal found 2/4$344
This American Airlines deal was found by Cheapflights users on 2/4. 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.
mié. 3/186:45 am
DCA
-
HHH
1 stop3h 48m
American Airlines
sáb. 3/214:31 pm
HHH
-
DCA
Nonstop1h 48m
American Airlines
Deal found 2/4$351
This Delta deal was found by Cheapflights users on 2/3. 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.
lun. 6/298:10 am
BWI
-
HHH
1 stop7h 08m
Delta
sáb. 7/412:00 pm
HHH
-
BWI
1 stop5h 06m
Delta
Deal found 2/3$355

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 febrero 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$219
(United Airlines)

One-way from

$126
(American Airlines)

Popular in

January

Cheapest in

July

Average price

$392
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 ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 febrero 6, 2026.
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

sáb. 2/28

5:00 am-10:33 am

1 stop5h 33m

Hilton Head Island

mié. 3/4

5:19 pm-10:55 pm

1 stop5h 36m

$303

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

mié. 5/6

9:00 am-3:20 pm

1 stop6h 20m

Hilton Head Island

mar. 5/12

12:07 pm-5:24 pm

1 stop5h 17m

$318

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

dom. 3/1

5:00 am-10:33 am

1 stop5h 33m

Hilton Head Island

mié. 3/4

5:19 pm-10:55 pm

1 stop5h 36m

$324

BaltimoreHilton Head Island

BWI - HHH

BWIHHH

Baltimore/Washington

sáb. 4/11

5:05 am-10:32 am

1 stop5h 27m

Hilton Head Island

mié. 4/15

11:03 am-11:49 pm

2 stops12h 46m

$333

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

jue. 7/23

6:00 am-2:01 pm

1 stop8h 01m

Hilton Head Island

mié. 7/29

3:00 pm-9:29 pm

1 stop6h 29m

$339

PhiladelphiaHilton Head Island

PHL - HHH

PHLHHH

Philadelphia

jue. 7/23

6:00 am-2:01 pm

1 stop8h 01m

Hilton Head Island

mar. 7/28

3:00 pm-9:29 pm

1 stop6h 29m

$339

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

sáb. 4/4

1:59 pm-4:01 pm

Nonstop2h 02m

Hilton Head Island

mar. 4/7

3:44 pm-5:35 pm

Nonstop1h 51m

$341

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

sáb. 5/9

1:40 pm-3:40 pm

Nonstop2h 00m

Hilton Head Island

sáb. 5/16

2:10 pm-4:01 pm

Nonstop1h 51m

$341

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

sáb. 4/18

1:40 pm-3:40 pm

Nonstop2h 00m

Hilton Head Island

mié. 4/22

5:04 pm-10:15 pm

1 stop5h 11m

$351

Washington, D.C.Hilton Head Island

DCA - HHH

DCAHHH

Washington, D.C. Reagan-National

mié. 7/8

6:00 am-11:23 am

1 stop5h 23m

Hilton Head Island

mié. 7/15

4:00 pm-9:09 pm

1 stop5h 09m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 60 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, June is the cheapest month in which you can book a flight from Maryland to Hilton Head Island (average of $85). Flying from Maryland to Hilton Head Island in November is currently the most expensive (average of $224). 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 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?

    American Airlines, Delta, and United Airlines can get you from Maryland to Hilton Head Island in just under 5h 33m. Your travel time can differ by up to 2h 28m. There are 530 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 Washington, D.C. Dulles Intl - Hilton Head Island, Baltimore/Washington - Hilton Head Island or Washington, D.C. Reagan-National - 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, June is the cheapest month in which you can book a flight from Maryland to Hilton Head Island (average of $85). Flying from Maryland to Hilton Head Island in November is currently the most expensive (average of $224). 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 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 febrero 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$360FlexibilityNo cancel feeOn-time71%

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