HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HHH
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$447
(American Airlines)

One-way from

$279
(United Airlines)

Popular in

August

Cheapest in

January

Average price

$861
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.
Search Deals
From San Diego to Hilton Head Island
Search Deals
One-way flight from San Diego to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($142 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/4. 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 11/206:15 amSAN - HHH
1 stop8h 54mAmerican Airlines
Wed 11/262:51 pmHHH - SAN
1 stop9h 09mAmerican Airlines
Deal found 11/4$627
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/206:15 amSAN - HHH
1 stop8h 54mAmerican Airlines
Tue 11/252:51 pmHHH - SAN
1 stop9h 09mAmerican Airlines
Deal found 11/4$658
This American Airlines deal was found by Cheapflights users on 11/4. 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
Wed 11/262:51 pmHHH - SAN
1 stop9h 09mAmerican Airlines
Deal found 11/4$678
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/166:46 amSAN - HHH
1 stop8h 47mAmerican Airlines
Mon 12/292:46 pmHHH - SAN
1 stop7h 10mAmerican Airlines
Deal found 11/6$700
This American Airlines deal was found by Cheapflights users on 11/4. 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
Tue 11/252:51 pmHHH - SAN
1 stop9h 09mAmerican Airlines
Deal found 11/4$709
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/223:08 pmSAN - HHH
2 stops20h 11mAmerican Airlines
Wed 11/262:51 pmHHH - SAN
1 stop9h 09mAmerican Airlines
Deal found 11/4$772

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 6, 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

4:10 pm-8:18 pm

1 stop7h 08m

$447

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

4:10 pm-11:43 pm

2 stops10h 33m

$477

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Tue 4/7

10:45 pm-10:14 am

1 stop8h 29m

Hilton Head Island

Wed 4/8

4:05 pm-8:12 pm

1 stop7h 07m

$547

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Thu 11/20

6:15 am-6:09 pm

1 stop8h 54m

Hilton Head Island

Wed 11/26

2:51 pm-9:00 pm

1 stop9h 09m

$627

San DiegoHilton Head Island

SAN - HHH

SANHHH

San Diego

Mon 4/27

10:30 pm-3:12 pm

2 stops13h 42m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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 November is currently the most expensive (average of $306). 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.

How much does it cost to fly round-trip from San Diego to Hilton Head Island?

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 6, 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
11,040 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.4

Comfort

7.2

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
11,040 reviews
American Airlines
7.2
Good
11,040 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.4

Comfort

7.2

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 $447, 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 November is currently the most expensive (average of $306). 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
San Diego to Charlotte flights
San Francisco to Charleston flights
Santa Ana to Charlotte flights
Sacramento to Charlotte flights
Las Vegas to Charlotte flights
Ontario to Charleston flights
San Francisco to Savannah flights
Los Angeles to Charleston flights
Los Angeles to Savannah flights
San Diego to Charleston flights
Ontario to Savannah flights
San Jose to Charlotte flights
Los Angeles to Columbia flights
Santa Ana to Charleston flights
San Francisco to Greenville flights
San Francisco to Columbia flights
San Diego to Savannah flights
Los Angeles to Myrtle Beach flights
Las Vegas to Charleston flights
Sacramento to Charleston flights
Reno to Charlotte flights
Ontario to Greenville flights
Los Angeles to Greenville flights
Sacramento to Greenville flights
Sacramento to Savannah flights
Ontario to Columbia flights
San Francisco to Myrtle Beach flights
San Jose to Charleston flights
Burbank to Charlotte flights
Oakland to Charlotte flights
Oakland to Charleston flights
Las Vegas to Savannah flights
San Jose to Greenville flights
Fresno to Columbia flights
Fresno to Charlotte flights
Sacramento to Myrtle Beach flights
Las Vegas to Myrtle Beach flights
San Diego to Myrtle Beach flights
Las Vegas to Columbia flights
Ontario to Myrtle Beach flights
Palm Springs to Charlotte flights
Santa Barbara to Charlotte flights
San Diego to Greenville flights
Los Angeles to Augusta flights
Las Vegas to Greenville flights
Ontario to Augusta flights
Burbank to Charleston 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$303Average$638FlexibilityNo 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.