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Hilton Head Island

$338+ Cheap flights from Virginia Beach, VA 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — HHH
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Virginia Beach to Hilton Head Island

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

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:04 am
ORF
-
HHH
1 stop5h 16m
Delta
Mon 4/274:00 pm
HHH
-
ORF
1 stop6h 32m
Delta
Deal found 1/27$498
This American Airlines deal was found by Cheapflights users on 1/29. 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 2/1310:45 am
ORF
-
HHH
1 stop4h 56m
American Airlines
Tue 2/175:19 pm
HHH
-
ORF
1 stop5h 39m
American Airlines
Deal found 1/29$507
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.
Fri 6/125:47 am
ORF
-
HHH
1 stop4h 43m
American Airlines
Mon 6/1511:00 am
HHH
-
ORF
1 stop5h 37m
American Airlines
Deal found 1/27$523
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 4/19:13 am
ORF
-
HHH
1 stop5h 09m
American Airlines
Sun 4/511:03 am
HHH
-
ORF
1 stop6h 33m
American Airlines
Deal found 1/27$556
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.
Fri 4/249:25 am
ORF
-
HHH
1 stop5h 01m
American Airlines
Mon 4/272:58 pm
HHH
-
ORF
2 stops8h 08m
American Airlines
Deal found 1/27$590
This United Airlines deal was found by Cheapflights users on 1/28. 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 4/46:00 am
ORF
-
HHH
1 stop8h 06m
United Airlines
Thu 4/93:00 pm
HHH
-
ORF
1 stop6h 08m
United Airlines
Deal found 1/28$900

Find flight deals from Virginia Beach to Hilton Head Island

Keep the following information in mind while searching for Virginia Beach to Hilton Head Island flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$498
(Delta)

One-way from

$338
(American Airlines)
Provider with most accurate pricing for Norfolk-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Hilton Head Island flights.
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From Virginia Beach to Hilton Head Island
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One-way flight from Virginia Beach to Hilton Head Island
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach 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 Virginia Beach to Hilton Head Island that are best for you.

Fly from

Virginia Beach

Fly to

Hilton Head Island

Route

Depart

Return

Price

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Fri 4/24

10:04 am-3:20 pm

1 stop5h 16m

Hilton Head Island

Mon 4/27

4:00 pm-10:32 pm

1 stop6h 32m

$498

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Fri 2/13

10:45 am-3:41 pm

1 stop4h 56m

Hilton Head Island

Tue 2/17

5:19 pm-10:58 pm

1 stop5h 39m

$507

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Fri 6/12

5:47 am-10:30 am

1 stop4h 43m

Hilton Head Island

Mon 6/15

11:00 am-4:37 pm

1 stop5h 37m

$523

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Wed 4/1

9:13 am-2:22 pm

1 stop5h 09m

Hilton Head Island

Sun 4/5

11:03 am-5:36 pm

1 stop6h 33m

$556

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Fri 4/24

9:25 am-2:26 pm

1 stop5h 01m

Hilton Head Island

Mon 4/27

2:58 pm-11:06 pm

2 stops8h 08m

$590

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Fri 2/20

6:00 am-5:44 pm

2 stops11h 44m

$338

NorfolkHilton Head Island

ORF - HHH

ORFHHH

Norfolk

Fri 2/13

9:13 am-2:22 pm

1 stop5h 09m

$428

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Best time to book a flight from Virginia Beach to Hilton Head Island

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

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

Currently, July is the cheapest month in which you can book a flight from Virginia Beach to Hilton Head Island (average of $51). Flying from Virginia Beach to Hilton Head Island in January is currently the most expensive (average of $145). 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.

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 January 29, 2026.
Get a feel of what it's like to fly with American Airlines from Virginia Beach to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,205 reviews

Crew

8.0

Overall

7.2

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,205 reviews
American Airlines
7.2
Good
11,205 reviews

Crew

8.0

Overall

7.2

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Virginia Beach 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 Virginia Beach?

    Hilton Head Island (HHH) is the airport you will fly into if you book a flight from Virginia Beach to Hilton Head Island. You should not have trouble finding flights to Hilton Head from Virginia Beach; the airport handles an average of 0 inbound flights from Virginia Beach per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Hilton Head Island airport from Virginia Beach. It is only a 3.3 mi journey from Hilton Head (HHH) to Hilton Head Island’s city center.

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

    Delta and American Airlines can get you from Virginia Beach to Hilton Head Island in just under 4h 56m. Your travel time can differ by up to 20m. Virginia Beach and Hilton Head Island are separated by a distance of 412 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Virginia Beach to Hilton Head Island (average of $51). Flying from Virginia Beach to Hilton Head Island in January is currently the most expensive (average of $145). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Virginia Beach to Hilton Head Island

Discover the top airline that operate flights from Virginia Beach 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$233Average$395FlexibilityNo cancel feeOn-time71%

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