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Hilton Head Island

$279+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HHH
feb. 14 — feb. 211
sáb. 2/14
sáb. 2/21
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 enero 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$437
(American Airlines)

One-way from

$279
(United Airlines)

Popular in

August

Cheapest in

July

Average price

$638
Provider with most accurate pricing for San Diego-Hilton Head Island flight deals.
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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. 11% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($50 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 enero 15, 2026.

This American Airlines deal was found by Cheapflights users on 1/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/189:57 pm
SAN
-
HHH
1 stop9h 36m
American Airlines
vie. 2/206:20 pm
HHH
-
SAN
1 stop7h 39m
American Airlines
Deal found 1/13$437
This American Airlines deal was found by Cheapflights users on 1/15. 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.
dom. 5/1010:05 pm
SAN
-
HHH
1 stop9h 27m
American Airlines
sáb. 5/162:54 pm
HHH
-
SAN
1 stop8h 58m
American Airlines
Deal found 1/15$447
This American Airlines deal was found by Cheapflights users on 1/14. 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.
sáb. 3/74:45 pm
SAN
-
HHH
2 stops13h 48m
American Airlines
mié. 3/1111:03 am
HHH
-
SAN
2 stops14h 20m
American Airlines
Deal found 1/14$456
This American Airlines deal was found by Cheapflights users on 1/15. 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.
lun. 3/96:15 am
SAN
-
HHH
1 stop8h 29m
American Airlines
mar. 3/1712:23 pm
HHH
-
SAN
1 stop9h 04m
American Airlines
Deal found 1/15$462
This United Airlines deal was found by Cheapflights users on 1/15. 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.
dom. 5/103:04 pm
SAN
-
HHH
2 stops19h 57m
United Airlines
sáb. 5/163:00 pm
HHH
-
SAN
2 stops11h 59m
United Airlines
Deal found 1/15$543
This American Airlines deal was found by Cheapflights users on 1/15. 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.
jue. 6/410:26 pm
SAN
-
HHH
1 stop9h 44m
American Airlines
lun. 6/82:48 pm
HHH
-
SAN
1 stop9h 58m
American Airlines
Deal found 1/15$1,453

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 enero 15, 2026.
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

mié. 2/18

9:57 pm-10:33 am

1 stop9h 36m

Hilton Head Island

vie. 2/20

6:20 pm-10:59 pm

1 stop7h 39m

$437

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

sáb. 3/7

9:57 pm-9:33 am

1 stop8h 36m

Hilton Head Island

mié. 3/11

2:58 pm-9:07 pm

1 stop9h 09m

$437

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

lun. 3/9

6:15 am-5:44 pm

1 stop8h 29m

Hilton Head Island

mar. 3/17

12:23 pm-6:27 pm

1 stop9h 04m

$437

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

dom. 5/3

10:40 pm-3:12 pm

2 stops13h 32m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

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 January.
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, January is the cheapest month in which you can book a flight from San Diego to Hilton Head Island (average of $144). Flying from San Diego to Hilton Head Island in August is currently the most expensive (average of $284). 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 enero 15, 2026.
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
11,136 reviews

Crew

8.0

Entertainment

6.9

Food

6.4

Overall

7.2

Boarding

7.5

Comfort

7.2

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
11,136 reviews
American Airlines
7.2
Good
11,136 reviews

Crew

8.0

Entertainment

6.9

Food

6.4

Overall

7.2

Boarding

7.5

Comfort

7.2

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 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 9h 36m. 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 $367, 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 45% 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 $144). Flying from San Diego to Hilton Head Island in August is currently the most expensive (average of $284). 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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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 enero 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$367Average$778FlexibilityNo cancel feeOn-time71%

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