$319+ Cheap flights from San Diego to Hilton Head Island (SAN - 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — HHH
Nov 15 — Nov 221
Round-trip
1 adult, Economy
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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
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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
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Best
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One-way
Cheapest flights from San Diego to Hilton Head IslandExplore 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 October 16, 2026.
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 October 16, 2026.
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:15 am -
1 stop6h 15m
Fri 11/612:23 pm -
1 stop7h 02m
Deal found 10/13![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:15 am -
1 stop6h 15m
Sat 10/3112:23 pm -
1 stop7h 02m
Deal found 10/11![Delta logo]()
$473
This American Airlines deal was found by Cheapflights users on 10/13. 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 10/217:00 am -
1 stop7h 38m
Wed 10/2811:36 am -
1 stop10h 24m
Deal found 10/13![American Airlines logo]()
$502
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:15 am -
1 stop6h 15m
Wed 10/2812:23 pm -
2 stops10h 49m
Deal found 10/13![Delta logo]()
$527
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:15 am -
1 stop6h 15m
Wed 11/412:23 pm -
2 stops9h 51m
Deal found 10/15![Delta logo]()
$532
This American Airlines deal was found by Cheapflights users on 10/13. 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 10/297:00 am -
1 stop7h 38m
Mon 11/24:17 pm -
1 stop7h 28m
Deal found 10/13![American Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Fri 10/307:00 am -
1 stop7h 38m
Tue 11/34:17 pm -
1 stop7h 28m
Deal found 10/14![American Airlines logo]()
$572
Best flights from San Diego to Hilton Head IslandDiscover carefully curated flight deals from San Diego to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 16, 2026.
Discover carefully curated flight deals from San Diego to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 16, 2026.
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:15 am -
1 stop6h 15m
Fri 11/612:23 pm -
1 stop7h 02m
Deal found 10/13![Delta logo]()
$457
This American Airlines deal was found by Cheapflights users on 10/13. 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 10/297:00 am -
1 stop7h 38m
Mon 11/24:17 pm -
1 stop7h 28m
Deal found 10/13![American Airlines logo]()
$561
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:15 am -
1 stop6h 15m
Sat 10/3112:23 pm -
1 stop7h 02m
Deal found 10/11![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:15 am -
1 stop6h 15m
Wed 11/412:23 pm -
2 stops9h 51m
Deal found 10/15![Delta logo]()
$532
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Fri 10/307:15 pm -
2 stops12h 50m
Tue 11/312:25 pm -
2 stops11h 10m
Deal found 10/14![American Airlines logo]()
$676
This American Airlines deal was found by Cheapflights users on 10/11. 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 10/274:35 pm -
2 stops15h 30m
Sat 10/3111:36 am -
2 stops10h 26m
Deal found 10/11![American Airlines logo]()
$793
Last-minute flights from San Diego to Hilton Head IslandDiscover last-minute flight deals from San Diego to Hilton Head Island. Data last updated October 16, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Hilton Head Island. Data last updated October 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/13. 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 10/217:00 am -
1 stop7h 38m
Wed 10/2811:36 am -
1 stop10h 24m
Deal found 10/13![American Airlines logo]()
$502
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:15 am -
1 stop6h 15m
Wed 10/2812:23 pm -
2 stops10h 49m
Deal found 10/13![Delta logo]()
$527
This Delta deal was found by Cheapflights users on 10/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:15 am -
1 stop6h 15m
Sat 10/3112:23 pm -
1 stop7h 02m
Deal found 10/11![Delta logo]()
$473
This American Airlines deal was found by Cheapflights users on 10/13. 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 10/297:00 am -
1 stop7h 38m
Mon 11/24:17 pm -
1 stop7h 28m
Deal found 10/13![American Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Fri 10/307:00 am -
1 stop7h 38m
Tue 11/34:17 pm -
1 stop7h 28m
Deal found 10/14![American Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:15 am -
1 stop6h 15m
Wed 11/412:23 pm -
2 stops9h 51m
Deal found 10/15![Delta logo]()
$532
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:15 am -
1 stop6h 15m
Fri 11/612:23 pm -
1 stop7h 02m
Deal found 10/13![Delta logo]()
$457
One-way flights from San Diego to Hilton Head IslandSearch for one-way flight options from San Diego to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated October 16, 2026.
Search for one-way flight options from San Diego to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated October 16, 2026.
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Tue 11/174:31 pm -
2 stops16h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Sun 12/2010:50 pm -
1 stop8h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Sat 12/199:57 pm -
1 stop9h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![American Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Sat 12/269:57 pm -
1 stop9h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![American Airlines logo]()
$870
Find 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 October 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $457 (Delta) |
One-way from | $319 (American Airlines) |
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 7,457,451 searches. Data last updated October 16, 2026.
Use the filters below to find and compare flights from San Diego to Hilton Head Island that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Tue 11/17
4:31 pm-11:53 am
2 stops16h 22m
Hilton Head Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$319
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Tue 11/3
6:15 am-3:30 pm
1 stop6h 15m
Hilton Head Island
Fri 11/6
12:23 pm-4:25 pm
1 stop7h 02m
$457
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Tue 10/27
6:15 am-3:30 pm
1 stop6h 15m
Hilton Head Island
Sat 10/31
12:23 pm-4:25 pm
1 stop7h 02m
$473
Quickest round-trip
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Sat 12/19
9:57 pm-10:38 am
1 stop9h 41m
Hilton Head Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$499
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Sat 10/31
6:15 am-3:30 pm
1 stop6h 15m
Hilton Head Island
Wed 11/4
12:23 pm-7:14 pm
2 stops9h 51m
$532
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Thu 10/29
7:00 am-5:38 pm
1 stop7h 38m
Hilton Head Island
Mon 11/2
4:17 pm-8:45 pm
1 stop7h 28m
$561
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Fri 10/30
7:15 pm-11:05 am
2 stops12h 50m
Hilton Head Island
Tue 11/3
12:25 pm-8:35 pm
2 stops11h 10m
$676
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Tue 10/27
4:35 pm-11:05 am
2 stops15h 30m
Hilton Head Island
Sat 10/31
11:36 am-7:02 pm
2 stops10h 26m
$793
San DiegoHilton Head Island
SAN San Diego - HHH Hilton Head Island
SANHHH
San Diego
Sat 12/26
9:57 pm-10:38 am
1 stop9h 41m
Hilton Head Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$870
Sorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Diego-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Hilton Head Island flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
SAN-HHH
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.
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 October 16, 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.
Entertainment
6.8
Overall
7.0
Food
6.4
Comfort
7.2
Crew
7.9
Boarding
7.4
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
Entertainment
6.8
Overall
7.0
Food
6.4
Comfort
7.2
Crew
7.9
Boarding
7.4
Reviews
1 / 20
2.0
MediocreJeremy,Sep 2025
SAN - PHL
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.
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Complete your trip
Complete your trip to Hilton Head Island by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Diego to Hilton Head Island by cabin class
Find flights from San Diego to Hilton Head Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Hilton Head Island
Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 16, 2026.
San Diego and Hilton Head Island flights
Browse other San Diego and Hilton Head Island flight options. Last updated on October 16, 2026.
Other flights from San Diego
Browse through other flights departing from San Diego. Flights are based on user searches made on Cheapflights and were last updated on October 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$508 | Average$673 | FlexibilityNo cancel fee | On-time71% |