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Riviera Maya

$522+ Cheap flights from Hilton Head Island (HHH) to Riviera Maya

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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — CUN
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Riviera Maya

Cheapest flights from Hilton Head Island to Riviera Maya
Explore the most affordable flight options available from Hilton Head Island to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.

This American Airlines deal was found by Cheapflights users on 2/19. 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 3/286:15 pm
HHH
-
CUN
2 stops16h 30m
American Airlines
Tue 3/312:10 pm
CUN
-
HHH
2 stops19h 23m
American Airlines
Deal found 2/19$522
This American Airlines deal was found by Cheapflights users on 2/15. 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 4/96:39 pm
HHH
-
CUN
2 stops16h 22m
American Airlines
Fri 4/172:07 pm
CUN
-
HHH
2 stops19h 25m
American Airlines
Deal found 2/15$547
This American Airlines deal was found by Cheapflights users on 2/17. 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 11/156:40 pm
HHH
-
CUN
1 stop15h 50m
American Airlines
Sun 11/224:23 pm
CUN
-
HHH
2 stops17h 54m
American Airlines
Deal found 2/17$572
This United Airlines deal was found by Cheapflights users on 2/15. 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 6/293:00 pm
HHH
-
CUN
2 stops20h 06m
United Airlines
Sat 7/45:22 pm
CUN
-
HHH
2 stops19h 39m
United Airlines
Deal found 2/15$594
This American Airlines deal was found by Cheapflights users on 2/15. 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 6/295:21 pm
HHH
-
CUN
2 stops20h 46m
American Airlines
Sat 7/410:35 am
CUN
-
HHH
1 stop23h 35m
American Airlines
Deal found 2/15$633
This American Airlines deal was found by Cheapflights users on 2/16. 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 4/26:15 pm
HHH
-
CUN
2 stops16h 12m
American Airlines
Thu 4/94:25 pm
CUN
-
HHH
2 stops19h 12m
American Airlines
Deal found 2/16$666
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Wed 2/185:19 pm
HHH
-
CUN
2 stops17h 08m
American Airlines
Sun 2/225:20 pm
CUN
-
HHH
2 stops17h 13m
American Airlines
Deal found 2/16$727

Find flight deals from Hilton Head Island to Riviera Maya

Keep the following information in mind while searching for Hilton Head Island to Riviera Maya flight deals. Data was last updated February 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$522
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Cancun flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Cancun flights.
Search Deals
From Hilton Head Island to Riviera Maya
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Riviera Maya 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 February 19, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Riviera Maya that are best for you.

Fly from

Hilton Head Island

Fly to

Riviera Maya

Route

Depart

Return

Price

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Sat 3/28

6:15 pm-9:45 am

2 stops16h 30m

Cancun

Tue 3/31

2:10 pm-10:33 am

2 stops19h 23m

$522

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Thu 4/9

6:39 pm-10:01 am

2 stops16h 22m

Cancun

Fri 4/17

2:07 pm-10:32 am

2 stops19h 25m

$547

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Mon 6/29

3:00 pm-10:06 am

2 stops20h 06m

Cancun

Sat 7/4

5:22 pm-2:01 pm

2 stops19h 39m

$594

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Mon 6/29

5:21 pm-1:07 pm

2 stops20h 46m

Cancun

Sat 7/4

10:35 am-11:10 am

1 stop23h 35m

$633

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Thu 4/2

6:15 pm-9:27 am

2 stops16h 12m

Cancun

Thu 4/9

4:25 pm-12:37 pm

2 stops19h 12m

$666

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Sun 4/5

6:15 pm-9:45 am

2 stops16h 30m

Cancun

Sun 4/12

4:25 pm-12:37 pm

2 stops19h 12m

$778

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Sat 4/4

6:15 pm-9:27 am

2 stops16h 12m

Cancun

Sat 4/11

2:07 pm-10:32 am

2 stops19h 25m

$958

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Best time to book a flight from Hilton Head Island to Riviera Maya

Have a flexible travel schedule? Discover the best time to fly to Riviera Maya 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 Riviera Maya

What is the cheapest month to book a flight from Hilton Head Island to Riviera Maya?

Currently, October is the cheapest month in which you can book a flight from Hilton Head Island to Riviera Maya (average of $183). Flying from Hilton Head Island to Riviera Maya in August is currently the most expensive (average of $390). 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 Riviera Maya. 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 Riviera Maya?

    For a flight from Hilton Head Island to Riviera Maya, you will be flying from Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city.

  • How long is the flight from Hilton Head Island to Riviera Maya?

    There are many flights that can get you from Hilton Head Island to Riviera Maya in 16h 30m. Fly via American Airlines or United Airlines to get the fastest option. There are 861 mi between Hilton Head Island and Riviera Maya. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

  • How can I find direct flights from Hilton Head Island to Riviera Maya?

    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 Riviera Maya.

  • Can I find deals for business class flights from Hilton Head Island to Riviera Maya?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Riviera Maya 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 Riviera Maya?

    Currently, October is the cheapest month in which you can book a flight from Hilton Head Island to Riviera Maya (average of $183). Flying from Hilton Head Island to Riviera Maya in August is currently the most expensive (average of $390). 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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