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

$485+ Cheap flights from San Jose, CA to Hilton Head Island (SJC - 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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — HHH
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose 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 Jose to Hilton Head Island

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

This American Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/166:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Mon 12/222:46 pmHHH - SJC
2 stops10h 52mAmerican Airlines
Deal found 12/13$639
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Wed 12/176:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Mon 12/222:46 pmHHH - SJC
2 stops10h 52mAmerican Airlines
Deal found 12/13$748
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/166:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Wed 12/2411:14 amHHH - SJC
2 stops25h 07mAmerican Airlines
Deal found 12/13$773
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/166:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Thu 12/2511:14 amHHH - SJC
2 stops12h 59mAmerican Airlines
Deal found 12/13$784
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/166:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Tue 12/232:46 pmHHH - SJC
2 stops10h 52mAmerican Airlines
Deal found 12/13$810
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Wed 12/176:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Wed 12/242:46 pmHHH - SJC
2 stops21h 35mAmerican Airlines
Deal found 12/13$882
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Wed 12/176:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Thu 12/2511:14 amHHH - SJC
2 stops12h 59mAmerican Airlines
Deal found 12/13$893
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Wed 12/176:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Tue 12/232:46 pmHHH - SJC
2 stops10h 52mAmerican Airlines
Deal found 12/13$919
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Thu 12/182:01 pmSJC - HHH
2 stops21h 15mAmerican Airlines
Mon 12/222:46 pmHHH - SJC
2 stops10h 52mAmerican Airlines
Deal found 12/13$923
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Sun 12/217:17 pmSJC - HHH
2 stops12h 27mAmerican Airlines
Thu 12/2511:14 amHHH - SJC
2 stops12h 59mAmerican Airlines
Deal found 12/13$943
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Sun 12/217:17 pmSJC - HHH
2 stops12h 27mAmerican Airlines
Tue 12/232:46 pmHHH - SJC
2 stops10h 52mAmerican Airlines
Deal found 12/13$969
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/166:10 amSJC - HHH
2 stops9h 23mAmerican Airlines
Fri 12/262:46 pmHHH - SJC
2 stops31h 01mAmerican Airlines
Deal found 12/13$1,008

Find flight deals from San Jose to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,326
(American Airlines)

One-way from

$485
(American Airlines)
Provider with most accurate pricing for San Jose-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Hilton Head Island flights.
Search Deals
From San Jose to Hilton Head Island
Search Deals
One-way flight from San Jose to Hilton Head Island
Search Deals

Cheapflights Fare Finder

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

Fly from

San Jose

Fly to

Hilton Head Island

Route

Depart

Return

Price

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Mon 12/29

2:06 pm-10:44 am

2 stops17h 38m

Hilton Head Island

Fri 1/2

6:13 pm-10:03 am

2 stops18h 50m

$1,326

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Sun 12/21

7:17 pm-10:44 am

2 stops12h 27m

$485

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Sun 12/28

7:17 pm-10:44 am

2 stops12h 27m

$549

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Sat 12/20

7:17 pm-10:44 am

2 stops12h 27m

$549

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Mon 12/22

6:10 am-10:44 am

2 stops25h 34m

$709

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Compare providers for flights from San Jose 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 Jose to Hilton Head Island in December.
ProviderPrice AccuracyTrust Score*
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 Jose, California-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 Jose, California-Hilton Head Island flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Jose, California-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-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 Jose, California-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 Jose to Hilton Head Island

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

What is the cheapest month to book a flight from San Jose, California to Hilton Head Island?

Currently, May is the cheapest month in which you can book a flight from San Jose, California to Hilton Head Island (average of $148). Flying from San Jose, California to Hilton Head Island in March is currently the most expensive (average of $276). 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.

Related info for your journey

Find useful and relevant information for your journey from San Jose 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 Jose, California to Hilton Head Island?

    A quick flight from San Jose, California to Hilton Head Island can take about 17h 38m. American Airlines provides one of the quickest options available for as low as $1,326. San Jose, California and Hilton Head Island are separated by a distance of 2346 mi.

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

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

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

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

    Yes. Cheapflights offers flight deals from San Jose 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 Jose, California to Hilton Head Island?

    Currently, May is the cheapest month in which you can book a flight from San Jose, California to Hilton Head Island (average of $148). Flying from San Jose, California to Hilton Head Island in March is currently the most expensive (average of $276). 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

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 Jose 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
San Diego to Charlotte flights
San Francisco to Charleston flights
Las Vegas to Charlotte flights
Sacramento to Charlotte flights
Ontario to Charlotte flights
San Francisco to Savannah flights
Los Angeles to Charleston flights
Ontario to Charleston flights
San Diego to Charleston flights
Los Angeles to Savannah flights
Santa Ana to Charlotte flights
Los Angeles to Columbia flights
Ontario to Myrtle Beach flights
Los Angeles to Myrtle Beach flights
Ontario to Savannah flights
Ontario to Greenville flights
Ontario to Columbia flights
Burbank to Charlotte flights
Los Angeles to Greenville flights
Sacramento to Charleston flights
San Francisco to Columbia flights
San Diego to Myrtle Beach flights
San Diego to Savannah flights
Santa Ana to Charleston flights
Las Vegas to Charleston flights
Santa Ana to Greenville flights
San Francisco to Greenville flights
San Jose to Savannah flights
Palm Springs to Charlotte flights
San Jose to Charlotte flights
Las Vegas to Savannah flights
San Jose to Greenville flights
Sacramento to Greenville flights
Las Vegas to Columbia flights
Oakland to Charlotte flights
Santa Ana to Myrtle Beach flights
San Francisco to Myrtle Beach flights
Palm Springs to Charleston flights
San Jose to Charleston flights
Santa Ana to Savannah flights
San Diego to Columbia flights
Oakland to Charleston flights
Fresno to Savannah flights
Las Vegas to Myrtle Beach flights
Burbank to Greenville flights
Burbank to Myrtle Beach flights
Fresno to Columbia flights
Los Angeles to Augusta flights

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.