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$613+ Cheap flights from Hilton Head Island (HHH) to Costa Rica

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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SJO
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
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 28, 2026.

This American Airlines deal was found by Cheapflights users on 5/27. 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.
Mon 10/56:13 pm
HHH
-
SJO
2 stops21h 45m
American Airlines
Tue 10/131:05 pm
SJO
-
HHH
2 stops19h 08m
American Airlines
Deal found 5/27$613
This United Airlines deal was found by Cheapflights users on 5/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:45 pm
HHH
-
SJO
2 stops24h 36m
United Airlines
Tue 10/1312:44 pm
SJO
-
HHH
1 stop22h 08m
United Airlines
Deal found 5/27$657
This American Airlines deal was found by Cheapflights users on 5/27. 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.
Thu 7/304:55 pm
HHH
-
SJO
2 stops23h 42m
American Airlines
Thu 8/62:56 pm
SJO
-
HHH
2 stops18h 13m
American Airlines
Deal found 5/27$677
This KAYAK deal was found by Cheapflights users on 5/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:27 pm
HHH
-
LIR
2 stops22h 00m
GOL
Mon 8/242:45 pm
LIR
-
HHH
2 stops20h 32m
GOL
Deal found 5/27$756
This United Airlines deal was found by Cheapflights users on 5/26. 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 8/242:48 pm
HHH
-
SJO
2 stops23h 33m
United Airlines
Thu 8/271:25 pm
SJO
-
HHH
2 stops22h 38m
United Airlines
Deal found 5/26$811
This United Airlines deal was found by Cheapflights users on 5/23. 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 8/242:48 pm
HHH
-
SJO
2 stops23h 33m
United Airlines
Wed 8/261:25 pm
SJO
-
HHH
2 stops22h 38m
United Airlines
Deal found 5/23$813
This United Airlines deal was found by Cheapflights users on 5/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:45 pm
HHH
-
LIR
2 stops22h 05m
United Airlines
Thu 8/64:30 pm
LIR
-
HHH
1 stop18h 22m
United Airlines
Deal found 5/27$817
This KAYAK deal was found by Cheapflights users on 5/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/304:55 pm
HHH
-
LIR
2 stops20h 27m
GOL
Thu 8/612:35 pm
LIR
-
HHH
2 stops22h 42m
GOL
Deal found 5/27$853
This United Airlines deal was found by Cheapflights users on 5/25. 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 6/151:45 pm
HHH
-
LIR
1 stop22h 59m
United Airlines
Mon 6/224:30 pm
LIR
-
HHH
1 stop18h 29m
United Airlines
Deal found 5/25$885
This KAYAK deal was found by Cheapflights users on 5/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/304:55 pm
HHH
-
SJO
1 stop22h 05m
GOL
Thu 8/62:56 pm
SJO
-
HHH
2 stops18h 13m
GOL
Deal found 5/27$951
This United Airlines deal was found by Cheapflights users on 5/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:45 pm
HHH
-
SJO
1 stop23h 53m
United Airlines
Wed 8/512:30 am
SJO
-
HHH
2 stops35h 51m
United Airlines
Deal found 5/27$1,081
This American Airlines deal was found by Cheapflights users on 5/27. 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.
Mon 8/175:16 pm
HHH
-
LIR
3 stops20h 11m
American Airlines
Mon 8/242:45 pm
LIR
-
HHH
2 stops17h 42m
American Airlines
Deal found 5/27$2,678

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 28, 2026.

Round-trip from

$613
(American Airlines)
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 28, 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 IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Mon 10/5

1:45 pm-12:21 pm

2 stops24h 36m

San José Juan Santamaria Intl

Tue 10/13

12:44 pm-12:52 pm

1 stop22h 08m

$657

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Mon 8/24

2:48 pm-12:21 pm

2 stops23h 33m

San José Juan Santamaria Intl

Thu 8/27

1:25 pm-2:03 pm

2 stops22h 38m

$811

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Mon 8/24

2:48 pm-12:21 pm

2 stops23h 33m

San José Juan Santamaria Intl

Wed 8/26

1:25 pm-2:03 pm

2 stops22h 38m

$813

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Thu 7/30

1:45 pm-9:50 am

2 stops22h 05m

Liberia

Thu 8/6

4:30 pm-12:52 pm

1 stop18h 22m

$817

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Mon 6/15

1:45 pm-10:44 am

1 stop22h 59m

Liberia

Mon 6/22

4:30 pm-12:59 pm

1 stop18h 29m

$885
Quickest round-trip

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Mon 8/17

5:16 pm-11:27 am

3 stops20h 11m

Liberia

Mon 8/24

2:45 pm-10:27 am

2 stops17h 42m

$2,678

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/27

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 20h 11m. Your travel time can differ by up to 4h 25m. 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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