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$608+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SJO
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap 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 October 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$608
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Hilton Head Island-San José Juan Santamaria Intl flights.
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From Hilton Head Island to Costa Rica
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Find 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 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.
Sat 12/66:48 pmHHH - SJO
2 stops18h 25mAmerican Airlines
Wed 12/101:15 pmSJO - HHH
2 stops20h 44mAmerican Airlines
Deal found 10/27$608
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.
Sun 11/232:51 pmHHH - SJO
1 stop22h 28mAmerican Airlines
Sun 11/303:11 pmSJO - HHH
2 stops22h 08mAmerican Airlines
Deal found 10/27$1,082

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 October 29, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Costa Rica that are best for you.

Fly from

Hilton Head Island

Fly to

Costa Rica

Route

Depart

Return

Price

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Sat 12/6

6:48 pm-1:39 pm

2 stops19h 51m

San José Juan Santamaria Intl

Wed 12/10

2:56 pm-6:21 pm

2 stops26h 25m

$608

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Sun 11/23

2:51 pm-12:19 pm

1 stop22h 28m

San José Juan Santamaria Intl

Sun 11/30

3:11 pm-2:19 pm

2 stops22h 08m

$1,082

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

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

What is the cheapest month to book a flight from Hilton Head Island to Costa Rica?

Currently, March is the cheapest month in which you can book a flight from Hilton Head Island to Costa Rica (average of $159). Flying from Hilton Head Island to Costa Rica in May is currently the most expensive (average of $445). 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 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?

    American Airlines can get you from Hilton Head Island to Costa Rica in just under 19h 51m. Your travel time can differ by up to . Airlines will cover a distance of 1551 mi.

  • 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.

  • What is the cheapest month to book a flight from Hilton Head Island to Costa Rica?

    Currently, March is the cheapest month in which you can book a flight from Hilton Head Island to Costa Rica (average of $159). Flying from Hilton Head Island to Costa Rica in May is currently the most expensive (average of $445). 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

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Alternative routes for Hilton Head Island to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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