$516+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SJO
Jan 13 — Jan 201
1 adult, Economy
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Best flights from Hilton Head Island to Costa RicaDiscover carefully curated flight deals from Hilton Head Island to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 14, 2025.
Discover carefully curated flight deals from Hilton Head Island to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 14, 2025.
This American Airlines deal was found by Cheapflights users on 12/14. 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.
Mon 1/56:13 pmHHH - SJO
2 stops20h 41mAmerican Airlines
Mon 1/268:00 amSJO - HHH
2 stops27h 20mAmerican Airlines
Deal found 12/14![American Airlines logo]()
$516
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 December 14, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 1 star |
Round-trip from | $516 (American Airlines) |
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 December 14, 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
Mon 1/5
6:13 pm-1:54 pm
2 stops20h 41m
San José Juan Santamaria Intl
Mon 1/26
8:00 am-12:20 pm
2 stops27h 20m
$516
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, December is the cheapest month in which you can book a flight from Hilton Head Island to Costa Rica (average of $90). 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.