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Hilton Head Island

$230+ Cheap flights from San Diego to Hilton Head Island (SAN - 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HHH
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$437
(American Airlines)

One-way from

$230
(American Airlines)

Popular in

August

Cheapest in

January

Average price

$862
Provider with most accurate pricing for San Diego-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Hilton Head Island flights.
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From San Diego to Hilton Head Island
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One-way flight from San Diego to Hilton Head Island
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Highest demand for flights based on searches. 18% potential increase in price ($141 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($46 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 13, 2025.

This American Airlines deal was found by Cheapflights users on 11/10. 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.
Sat 11/226:15 amSAN - HHH
1 stop8h 54mAmerican Airlines
Thu 11/2710:54 amHHH - SAN
2 stops15h 59mAmerican Airlines
Deal found 11/10$765
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Sat 11/226:15 amSAN - HHH
1 stop8h 54mAmerican Airlines
Fri 11/2812:19 pmHHH - SAN
2 stops9h 05mAmerican Airlines
Deal found 11/10$808
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Sun 11/236:15 amSAN - HHH
2 stops8h 54mAmerican Airlines
Fri 11/2812:19 pmHHH - SAN
2 stops9h 05mAmerican Airlines
Deal found 11/10$873
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Sun 11/236:15 amSAN - HHH
1 stop8h 54mAmerican Airlines
Thu 11/2710:54 amHHH - SAN
2 stops15h 59mAmerican Airlines
Deal found 11/10$895

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 November 13, 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

Mon 3/9

11:00 pm-10:24 am

1 stop8h 24m

Hilton Head Island

Tue 3/17

11:04 am-6:32 pm

1 stop10h 28m

$437

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sat 3/7

10:05 pm-9:24 am

1 stop8h 19m

Hilton Head Island

Wed 3/11

11:04 am-6:32 pm

1 stop10h 28m

$462

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Wed 12/31

10:01 pm-10:44 am

1 stop9h 43m

$230

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Thu 1/1

10:01 pm-10:44 am

1 stop9h 43m

$299

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sun 1/4

10:01 pm-10:44 am

1 stop9h 43m

$350

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Tue 1/6

12:46 pm-2:59 pm

2 stops23h 13m

$360

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Mon 1/5

6:15 am-2:59 pm

2 stops29h 44m

$376

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Fri 1/2

10:01 pm-10:44 am

1 stop9h 43m

$409

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sat 1/3

6:15 am-5:43 pm

2 stops8h 28m

$444

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Sat 11/22

6:15 am-6:09 pm

1 stop8h 54m

$454

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Compare providers for flights from San Diego to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Diego to Hilton Head Island in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Diego-Hilton Head Island flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Diego-Hilton Head Island flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Diego-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Diego-Hilton Head Island flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Diego-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, September is the cheapest month in which you can book a flight from San Diego to Hilton Head Island (average of $154). Flying from San Diego to Hilton Head Island in March is currently the most expensive (average of $291). 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 November 13, 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
11,050 reviews

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Entertainment

6.9

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Entertainment

6.9

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

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 $437, American Airlines can have you in Hilton Head Island from San Diego in 8h 24m. Airlines will cover a distance of 2116 mi.

  • 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 51% 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, September is the cheapest month in which you can book a flight from San Diego to Hilton Head Island (average of $154). Flying from San Diego to Hilton Head Island in March is currently the most expensive (average of $291). 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

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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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$303Average$638FlexibilityNo cancel feeOn-time71%

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