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Hilton Head Island

$379+ Cheap flights from San Jose, CA to Hilton Head Island (SJC - 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — HHH
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find 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 October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 11/116:00 amSJC - HHH
2 stops9h 37mAmerican Airlines
Sat 11/1511:46 amHHH - SJC
2 stops9h 45mAmerican Airlines
Deal found 10/27$379
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/137:14 pmSJC - HHH
2 stops16h 43mAmerican Airlines
Mon 11/171:02 pmHHH - SJC
2 stops12h 14mAmerican Airlines
Deal found 10/29$689

Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$379
(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
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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 October 29, 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

Tue 3/10

6:01 am-5:34 pm

2 stops8h 33m

Hilton Head Island

Wed 3/11

4:10 pm-10:25 pm

2 stops9h 15m

$557

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Sat 3/28

7:24 pm-10:24 am

2 stops12h 00m

Hilton Head Island

Sat 4/4

4:10 pm-10:25 pm

2 stops9h 15m

$572

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Thu 11/13

7:14 pm-2:57 pm

2 stops16h 43m

Hilton Head Island

Mon 11/17

1:02 pm-10:16 pm

2 stops12h 14m

$689

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Tue 11/11

6:00 am-6:37 pm

2 stops9h 37m

Hilton Head Island

Sat 11/15

11:46 am-8:48 pm

3 stops12h 02m

$890

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Wed 4/15

6:40 am-1:52 pm

1 stop28h 12m

Hilton Head Island

Wed 4/22

3:00 pm-10:36 pm

1 stop10h 36m

$927

San JoseHilton Head Island

SJC - HHH

SJCHHH

San Jose

Sat 3/28

3:35 pm-1:52 pm

2 stops19h 17m

Hilton Head Island

Sat 4/4

3:00 pm-10:36 pm

1 stop10h 36m

$1,028

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 October.
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 8h 33m. American Airlines provides one of the quickest options available for as low as $557. 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
Bluffton

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