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

$369+ Cheap flights from San Diego to Hilton Head Island (SAN - 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HHH
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Diego 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 San Diego to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) 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 September 15, 2025.

Round-trip from

$369
(American Airlines)

Popular in

August

Cheapest in

January

Average price

$797
From San Diego to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($166 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from San Diego to Hilton Head Island

Cheapest flights from San Diego to Hilton Head Island
Explore the most affordable flight options available from San Diego to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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 9/307:00 amSAN - HHH
1 stop6h 47mAmerican Airlines
Sat 10/43:26 pmHHH - SAN
1 stop7h 25mAmerican Airlines
Deal found 9/15$369
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/306:00 pmSAN - HHH
2 stops14h 16mUnited Airlines
Sat 10/412:21 pmHHH - SAN
1 stop10h 10mUnited Airlines
Deal found 9/15$374
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/67:15 amSAN - HHH
1 stop7h 12mAmerican Airlines
Thu 10/93:02 pmHHH - SAN
1 stop8h 31mAmerican Airlines
Deal found 9/14$489
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 9/299:20 pmSAN - HHH
1 stop10h 56mUnited Airlines
Fri 10/311:57 amHHH - SAN
2 stops24h 15mUnited Airlines
Deal found 9/13$512
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 10/66:48 amSAN - HHH
3 stops25h 28mUnited Airlines
Thu 10/911:57 amHHH - SAN
1 stop10h 34mUnited Airlines
Deal found 9/14$613
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/66:15 amSAN - HHH
1 stop8h 54mAmerican Airlines
Sun 11/912:19 pmHHH - SAN
1 stop9h 32mAmerican Airlines
Deal found 9/15$656
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/247:15 amSAN - HHH
1 stop6h 36mAmerican Airlines
Sun 10/263:02 pmHHH - SAN
1 stop8h 31mAmerican Airlines
Deal found 9/15$719

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego 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 September 15, 2025.
Use the filters below to find and compare flights from San Diego to Hilton Head Island that are best for you.

Fly from

San Diego

Fly to

Hilton Head Island

Route

Depart

Return

Price

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Tue 9/30

6:00 pm-11:16 am

2 stops14h 16m

Hilton Head Island

Sat 10/4

12:21 pm-7:31 pm

1 stop10h 10m

$374

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Mon 10/6

7:15 am-5:27 pm

1 stop7h 12m

Hilton Head Island

Thu 10/9

3:02 pm-8:33 pm

1 stop8h 31m

$489

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Mon 9/29

9:20 pm-11:16 am

1 stop10h 56m

Hilton Head Island

Fri 10/3

11:57 am-9:12 am

2 stops24h 15m

$512

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Fri 10/24

7:36 pm-11:32 am

2 stops12h 56m

Hilton Head Island

Sun 10/26

3:02 pm-8:33 pm

1 stop8h 31m

$613

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Mon 10/6

6:48 am-11:16 am

3 stops25h 28m

Hilton Head Island

Thu 10/9

11:57 am-7:31 pm

1 stop10h 34m

$613

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Thu 11/6

6:15 am-6:09 pm

1 stop8h 54m

Hilton Head Island

Sun 11/9

12:19 pm-6:51 pm

1 stop9h 32m

$656

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Best time to book a flight from San Diego to Hilton Head Island

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

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

Currently, January is the cheapest month in which you can book a flight from San Diego to Hilton Head Island (average of $275). Flying from San Diego to Hilton Head Island in March is currently the most expensive (average of $480). 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 September 15, 2025.
See what other customers who have flown with American Airlines from San Diego to Hilton Head Island have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Overall

7.2

Comfort

7.2

Crew

8.0

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Overall

7.2

Comfort

7.2

Crew

8.0

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from San Diego 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 San Diego to Hilton Head Island?

    For as low as $489, United Airlines can have you in Hilton Head Island from San Diego in 7h 12m. Airlines will cover a distance of 2116 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from San Diego to Hilton Head Island round-trip?

    Currently priced at $303, American Airlines will fly you from San Diego to Hilton Head Island and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. You may be able to fly from San Diego to Hilton Head Island for 49% less than the average price by searching for this airline.

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from San Diego to Hilton Head Island (average of $275). Flying from San Diego to Hilton Head Island in March is currently the most expensive (average of $480). 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
Bluffton

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 San Diego to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Charlotte flights
San Francisco to Charlotte flights
Ontario to Charlotte flights
Santa Ana to Charlotte flights
San Diego to Charlotte flights
Los Angeles to Charleston flights
Las Vegas to Charlotte flights
San Francisco to Charleston flights
San Francisco to Savannah flights
Ontario to Charleston flights
Los Angeles to Savannah flights
Sacramento to Charlotte flights
Burbank to Charlotte flights
San Diego to Charleston flights
Los Angeles to Columbia flights
Los Angeles to Myrtle Beach flights
Santa Ana to Charleston flights
Ontario to Columbia flights
Ontario to Savannah flights
Las Vegas to Charleston flights
San Diego to Myrtle Beach flights
Fresno to Charlotte flights
San Francisco to Columbia flights
San Jose to Savannah flights
Sacramento to Charleston flights
Ontario to Myrtle Beach flights
San Francisco to Greenville flights
San Jose to Charlotte flights
San Diego to Savannah flights
Oakland to Charlotte flights
Sacramento to Greenville flights
Reno to Charlotte flights
Sacramento to Myrtle Beach flights
Santa Ana to Savannah flights
San Francisco to Myrtle Beach flights
Los Angeles to Greenville flights
San Diego to Greenville flights
Sacramento to Savannah flights
Santa Ana to Greenville flights
Sacramento to Columbia flights
San Jose to Columbia flights
Ontario to Greenville flights
Las Vegas to Myrtle Beach flights
San Jose to Myrtle Beach flights
Burbank to Charleston flights
San Diego to Columbia flights
San Luis Obispo to Savannah flights
Burbank to Greenville flights
Long Beach to Charlotte flights
Santa Ana to Myrtle Beach flights

Top airline flying from San Diego to Hilton Head Island

Discover the top airline that operate flights from San Diego 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$303Average$587FlexibilityNo cancel feeOn-time71%

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.