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$528+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SJO
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$597
(American Airlines)
From Hilton Head Island to Costa Rica
Search Deals

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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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 9/165:20 pmHHH - SJO
2 stops19h 52mAmerican Airlines
Tue 9/236:00 amSJO - HHH
2 stops26h 34mAmerican Airlines
Deal found 9/11$528
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/253:02 pmHHH - SJO
2 stops24h 36mAmerican Airlines
Sat 11/12:40 pmSJO - HHH
2 stops26h 29mAmerican Airlines
Deal found 9/10$597
This Delta deal was found by Cheapflights users on 9/10. 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 9/274:05 pmHHH - LIR
2 stops21h 55mDelta
Wed 10/11:25 pmLIR - HHH
2 stops20h 05mDelta
Deal found 9/10$665
This American Airlines deal was found by Cheapflights users on 9/9. 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 9/271:57 pmHHH - SJO
2 stops23h 15mAmerican Airlines
Wed 10/17:27 amSJO - HHH
2 stops25h 07mAmerican Airlines
Deal found 9/9$671
This United deal was found by Cheapflights users on 9/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1612:06 pmHHH - SJO
1 stop25h 32mMultiple Airlines
Tue 9/2310:15 amSJO - HHH
2 stops47h 01mMultiple Airlines
Deal found 9/11$812
This Delta deal was found by Cheapflights users on 9/9. 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 9/2712:14 pmHHH - SJO
1 stop25h 54mDelta
Wed 10/11:35 pmSJO - HHH
1 stop23h 50mDelta
Deal found 9/9$1,859

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 September 11, 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 10/25

3:02 pm-1:38 pm

2 stops24h 36m

San José Juan Santamaria Intl

Sat 11/1

2:40 pm-7:09 pm

2 stops26h 29m

$597

Hilton Head IslandLiberia

HHH - LIR

HHHLIR

Hilton Head Island

Sat 9/27

4:05 pm-12:00 pm

2 stops21h 55m

Liberia

Wed 10/1

1:25 pm-11:30 am

2 stops20h 05m

$665

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Sat 9/27

1:57 pm-11:12 am

2 stops23h 15m

San José Juan Santamaria Intl

Wed 10/1

7:27 am-10:34 am

2 stops25h 07m

$671

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Sat 9/27

12:14 pm-12:08 pm

1 stop25h 54m

San José Juan Santamaria Intl

Wed 10/1

1:35 pm-3:25 pm

1 stop23h 50m

$1,859

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, September is the cheapest month in which you can book a flight from Hilton Head Island to Costa Rica (average of $398). Flying from Hilton Head Island to Costa Rica in March is currently the most expensive (average of $555). 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 and Delta can get you from Hilton Head Island to Costa Rica in just under 21h 55m. Your travel time can differ by up to 2h 41m. 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.

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

    Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to Costa Rica (average of $398). Flying from Hilton Head Island to Costa Rica in March is currently the most expensive (average of $555). 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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