HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Hilton Head Island

$357+ Cheap flights from Watertown, NY to Hilton Head Island (ART - HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
ART — HHH
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Watertown to Hilton Head Island with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Watertown to Hilton Head Island

Cheapest flights from Watertown to Hilton Head Island
Explore the most affordable flight options available from Watertown to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 2/176:00 am
ART
-
HHH
2 stops9h 01m
American Airlines
Wed 2/1812:23 pm
HHH
-
ART
2 stops10h 32m
American Airlines
Deal found 1/27$357
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/176:00 am
ART
-
HHH
2 stops10h 44m
American Airlines
Tue 2/2412:23 pm
HHH
-
ART
2 stops10h 32m
American Airlines
Deal found 1/27$458
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/176:00 am
ART
-
HHH
2 stops9h 01m
American Airlines
Thu 2/192:58 pm
HHH
-
ART
2 stops7h 57m
American Airlines
Deal found 1/27$483
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/126:00 am
ART
-
HHH
2 stops8h 22m
American Airlines
Wed 2/1812:23 pm
HHH
-
ART
2 stops10h 32m
American Airlines
Deal found 1/27$543
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/156:00 am
ART
-
HHH
2 stops11h 44m
American Airlines
Wed 2/1812:23 pm
HHH
-
ART
2 stops10h 32m
American Airlines
Deal found 1/27$636
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/126:00 am
ART
-
HHH
2 stops8h 22m
American Airlines
Tue 2/2412:23 pm
HHH
-
ART
2 stops10h 32m
American Airlines
Deal found 1/27$644
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/117:00 am
ART
-
HHH
2 stops7h 59m
American Airlines
Wed 2/1812:23 pm
HHH
-
ART
2 stops10h 32m
American Airlines
Deal found 1/27$663
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/126:00 am
ART
-
HHH
2 stops8h 22m
American Airlines
Thu 2/192:58 pm
HHH
-
ART
2 stops7h 57m
American Airlines
Deal found 1/27$669
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/156:00 am
ART
-
HHH
2 stops11h 44m
American Airlines
Mon 2/232:58 pm
HHH
-
ART
2 stops7h 57m
American Airlines
Deal found 1/27$701
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/156:00 am
ART
-
HHH
2 stops11h 44m
American Airlines
Thu 2/192:58 pm
HHH
-
ART
2 stops7h 57m
American Airlines
Deal found 1/27$762
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/117:00 am
ART
-
HHH
2 stops7h 59m
American Airlines
Tue 2/2412:23 pm
HHH
-
ART
2 stops10h 32m
American Airlines
Deal found 1/27$764
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/126:00 am
ART
-
HHH
2 stops8h 22m
American Airlines
Fri 2/202:58 pm
HHH
-
ART
2 stops7h 57m
American Airlines
Deal found 1/27$786

Find flight deals from Watertown to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Watertown (ART) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2026.

Round-trip from

$357
(American Airlines)
From Watertown to Hilton Head Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Watertown 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 January 29, 2026.
Use the filters below to find and compare flights from Watertown to Hilton Head Island that are best for you.

Fly from

Watertown

Fly to

Hilton Head Island

Route

Depart

Return

Price

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Tue 2/17

6:00 am-3:01 pm

2 stops9h 01m

Hilton Head Island

Wed 2/18

12:23 pm-10:55 pm

2 stops10h 32m

$357

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Tue 2/17

6:00 am-4:44 pm

2 stops10h 44m

Hilton Head Island

Tue 2/24

12:23 pm-10:55 pm

2 stops10h 32m

$458

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Tue 2/17

6:00 am-3:01 pm

2 stops9h 01m

Hilton Head Island

Mon 2/23

2:58 pm-10:55 pm

2 stops7h 57m

$458

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Tue 2/17

6:00 am-3:01 pm

2 stops9h 01m

Hilton Head Island

Thu 2/19

2:58 pm-10:55 pm

2 stops7h 57m

$483

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Thu 2/12

6:00 am-2:22 pm

2 stops8h 22m

Hilton Head Island

Wed 2/18

12:23 pm-10:55 pm

2 stops10h 32m

$543

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Mon 2/16

6:00 am-2:22 pm

2 stops8h 22m

Hilton Head Island

Wed 2/18

12:23 pm-10:55 pm

2 stops10h 32m

$636

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Tue 2/17

6:00 am-3:01 pm

2 stops9h 01m

Hilton Head Island

Fri 2/20

2:58 pm-10:55 pm

2 stops7h 57m

$636

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Thu 2/12

6:00 am-2:22 pm

2 stops8h 22m

Hilton Head Island

Mon 2/23

2:58 pm-10:55 pm

2 stops7h 57m

$644

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Thu 2/12

6:00 am-2:22 pm

2 stops8h 22m

Hilton Head Island

Tue 2/24

12:23 pm-10:55 pm

2 stops10h 32m

$644

WatertownHilton Head Island

ART - HHH

ARTHHH

Watertown

Thu 2/12

6:00 am-2:22 pm

2 stops8h 22m

Hilton Head Island

Thu 2/19

2:58 pm-10:55 pm

2 stops7h 57m

$669

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 12 results
1
2

Best time to book a flight from Watertown to Hilton Head Island

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

What is the cheapest month to book a flight from Watertown, New York to Hilton Head Island?

Currently, May is the cheapest month in which you can book a flight from Watertown, New York to Hilton Head Island (average of $63). Flying from Watertown, New York to Hilton Head Island in July is currently the most expensive (average of $153). 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 Watertown 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.

  • How long is the flight from Watertown, New York to Hilton Head Island?

    There are many flights that can get you from Watertown, New York to Hilton Head Island in 9h 01m. Fly via American Airlines to get the fastest option. The distance between Watertown, New York and Hilton Head Island is about 851 mi.

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

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

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

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

    Yes. Cheapflights offers flight deals from Watertown 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 Watertown, New York to Hilton Head Island?

    Currently, May is the cheapest month in which you can book a flight from Watertown, New York to Hilton Head Island (average of $63). Flying from Watertown, New York to Hilton Head Island in July is currently the most expensive (average of $153). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Watertown to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Charlotte flights
John F Kennedy Intl to Charleston flights
Newark to Charleston flights
Newark to Charlotte flights
LaGuardia to Charleston flights
John F Kennedy Intl to Savannah flights
LaGuardia to Charlotte flights
Newark to Savannah flights
LaGuardia to Savannah flights
John F Kennedy Intl to Myrtle Beach flights
White Plains to Charleston flights
Newark to Myrtle Beach flights
LaGuardia to Myrtle Beach flights
Newark to Greenville flights
LaGuardia to Columbia flights
Newark to Columbia flights
John F Kennedy Intl to Greenville flights
John F Kennedy Intl to Columbia flights
LaGuardia to Greenville flights
Stewart to Charleston flights
Islip to Charleston flights
LaGuardia to Hilton Head Island flights
Buffalo to Myrtle Beach flights
Syracuse to Charlotte flights
Rochester to Charlotte flights
Albany to Charlotte flights
John F Kennedy Intl to Hilton Head Island flights
White Plains to Myrtle Beach flights
Newark to Hilton Head Island flights
Buffalo to Savannah flights
Buffalo to Charlotte flights
Rochester to Savannah flights
Rochester to Charleston flights
Albany to Savannah flights
Albany to Myrtle Beach flights
Syracuse to Savannah flights
Syracuse to Myrtle Beach flights
Newark to Augusta flights
White Plains to Charlotte flights
Buffalo to Charleston flights
LaGuardia to Augusta flights
Stewart to Myrtle Beach flights
Islip to Myrtle Beach flights
Rochester to Myrtle Beach flights
Syracuse to Charleston flights
White Plains to Savannah flights
John F Kennedy Intl to Augusta flights
Albany to Charleston flights
Rochester to Columbia flights
Syracuse to Greenville flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.