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$391+ Cheap flights from Hilton Head Island (HHH) to Costa Rica

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SJO
Jun 14 — Jun 211
Sun 6/14
Sun 6/21
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Costa Rica

Cheapest flights from Hilton Head Island to Costa Rica
Explore the most affordable flight options available from Hilton Head Island to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.

This American Airlines deal was found by Cheapflights users on 5/12. 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 6/265:21 pm
HHH
-
SJO
2 stops21h 47m
American Airlines
Fri 7/33:38 pm
SJO
-
HHH
2 stops17h 27m
American Airlines
Deal found 5/12$747
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Mon 9/211:45 pm
HHH
-
LIR
2 stops24h 25m
United Airlines
Fri 9/251:20 pm
LIR
-
HHH
2 stops22h 41m
United Airlines
Deal found 5/12$795
This United Airlines deal was found by Cheapflights users on 5/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:48 pm
HHH
-
LIR
2 stops23h 22m
United Airlines
Tue 9/11:20 pm
LIR
-
HHH
2 stops22h 43m
United Airlines
Deal found 5/14$797
This United Airlines deal was found by Cheapflights users on 5/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:45 pm
HHH
-
SJO
2 stops24h 36m
United Airlines
Thu 10/112:44 pm
SJO
-
HHH
2 stops47h 17m
United Airlines
Deal found 5/14$813
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Thu 6/181:45 pm
HHH
-
SJO
2 stops22h 26m
United Airlines
Mon 6/2212:44 pm
SJO
-
HHH
2 stops23h 37m
United Airlines
Deal found 5/12$995
This United Airlines deal was found by Cheapflights users on 5/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/253:05 pm
HHH
-
LIR
2 stops25h 20m
United Airlines
Thu 7/23:27 pm
LIR
-
HHH
2 stops20h 54m
United Airlines
Deal found 5/11$1,057
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Fri 6/261:45 pm
HHH
-
SJO
1 stop8h 34m
United Airlines
Fri 7/312:44 pm
SJO
-
HHH
1 stop22h 18m
United Airlines
Deal found 5/12$1,484
This United Airlines deal was found by Cheapflights users on 5/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/271:45 pm
HHH
-
LIR
1 stop22h 59m
United Airlines
Sat 7/44:30 pm
LIR
-
HHH
1 stop18h 22m
United Airlines
Deal found 5/13$1,944

Find flight deals from Hilton Head Island to Costa Rica

Keep the following information in mind while searching for Hilton Head Island to Costa Rica flight deals. Data was last updated May 15, 2026.

Round-trip from

$747
(American Airlines)

One-way from

$391
(American Airlines)
From Hilton Head Island to Costa Rica
Search Deals
One-way flight from Hilton Head Island to Costa Rica
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Costa Rica 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 May 15, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Mon 9/21

1:45 pm-12:10 pm

2 stops24h 25m

Liberia

Fri 9/25

1:20 pm-2:01 pm

2 stops22h 41m

$795

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Fri 8/28

2:48 pm-12:10 pm

2 stops23h 22m

Liberia

Tue 9/1

1:20 pm-2:03 pm

2 stops22h 43m

$797

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Tue 9/29

1:45 pm-12:21 pm

2 stops24h 36m

San José Juan Santamaria Intl

Thu 10/1

12:44 pm-2:01 pm

2 stops47h 17m

$813

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Thu 6/18

1:45 pm-10:11 am

2 stops22h 26m

San José Juan Santamaria Intl

Mon 6/22

12:44 pm-2:21 pm

2 stops23h 37m

$995

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Thu 6/25

3:05 pm-2:25 pm

2 stops25h 20m

Liberia

Thu 7/2

3:27 pm-2:21 pm

2 stops20h 54m

$1,057

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Fri 6/26

12:56 pm-12:58 pm

1 stop26h 02m

San José Juan Santamaria Intl

Fri 7/3

3:38 pm-11:05 am

2 stops17h 27m

$1,070
Quickest round-trip

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Fri 6/26

1:45 pm-8:19 pm

1 stop8h 34m

San José Juan Santamaria Intl

Fri 7/3

12:44 pm-1:02 pm

1 stop22h 18m

$1,484

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Sat 6/27

1:45 pm-10:44 am

1 stop22h 59m

Liberia

Sat 7/4

4:30 pm-12:52 pm

1 stop18h 22m

$1,944
Cheapest one-way

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Thu 10/1

1:45 pm-11:38 am

1 stop23h 53m

$577
Quickest one-way

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Thu 10/1

6:07 pm-11:05 am

3 stops18h 58m

$1,629

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Sorted by cheapest first

Best time to book a flight from Hilton Head Island to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Hilton Head Island 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 Hilton Head Island to Costa Rica
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilton Head Island to Costa Rica?

    Located just 3.3 mi from the city center, Hilton Head Island (HHH) is the airport most travelers will use when flying to Costa Rica from Hilton Head Island.

  • How long is the flight from Hilton Head Island to Costa Rica?

    United Airlines and American Airlines can get you from Hilton Head Island to Costa Rica in just under 24h 25m. Your travel time can differ by up to 1h 37m. Airlines will cover a distance of 1525 mi. This flight may include one or multiple stops.

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

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

  • How can I find direct flights from Hilton Head Island to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Costa Rica.

  • Can I find deals for business class flights from Hilton Head Island to Costa Rica?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Costa Rica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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