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Riviera Maya

$575+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — CUN
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
1 adult, Economy
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Cheap 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 August 16, 2025.

Round-trip from

$575
(American Airlines)
From Hilton Head Island to Riviera Maya
Search Deals

Find 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 August 16, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 12/64:09 pmHHH - CUN
2 stops22h 26mAmerican Airlines
Tue 12/95:25 pmCUN - HHH
2 stops20h 51mAmerican Airlines
Deal found 8/14$575
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Thu 12/46:21 pmHHH - CUN
1 stop15h 59mAmerican Airlines
Thu 12/115:25 pmCUN - HHH
1 stop20h 51mAmerican Airlines
Deal found 8/14$612
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 12/66:21 pmHHH - CUN
1 stop15h 59mAmerican Airlines
Mon 12/85:25 pmCUN - HHH
1 stop20h 51mAmerican Airlines
Deal found 8/14$613
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Tue 12/26:40 pmHHH - CUN
1 stop17h 50mAmerican Airlines
Mon 12/85:25 pmCUN - HHH
1 stop20h 51mAmerican Airlines
Deal found 8/14$620
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Thu 12/46:21 pmHHH - CUN
1 stop15h 59mAmerican Airlines
Mon 12/85:25 pmCUN - HHH
1 stop20h 51mAmerican Airlines
Deal found 8/14$647
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 12/36:21 pmHHH - CUN
1 stop15h 59mAmerican Airlines
Fri 12/125:25 pmCUN - HHH
1 stop20h 51mAmerican Airlines
Deal found 8/14$676
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 12/36:21 pmHHH - CUN
1 stop15h 59mAmerican Airlines
Mon 12/85:25 pmCUN - HHH
1 stop20h 51mAmerican Airlines
Deal found 8/14$711

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 August 16, 2025.
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

Tue 12/2

6:40 pm-2:10 pm

2 stops19h 30m

Cancun

Wed 12/10

5:10 pm-5:30 pm

2 stops24h 20m

$575

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Sat 12/6

6:21 pm-10:20 am

1 stop15h 59m

Cancun

Thu 12/11

5:10 pm-5:30 pm

2 stops24h 20m

$575

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Sat 12/6

4:09 pm-2:35 pm

2 stops22h 26m

Cancun

Tue 12/9

5:25 pm-2:16 pm

2 stops20h 51m

$575

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Sat 12/6

6:21 pm-10:55 am

2 stops16h 34m

Cancun

Wed 12/10

5:10 pm-2:16 pm

2 stops21h 06m

$575

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Sat 12/6

6:21 pm-10:20 am

1 stop15h 59m

Cancun

Fri 12/12

4:25 pm-2:16 pm

2 stops21h 51m

$575

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Tue 12/2

6:40 pm-2:10 pm

2 stops19h 30m

Cancun

Fri 12/12

3:00 pm-2:16 pm

2 stops23h 16m

$575

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Tue 12/2

6:40 pm-2:10 pm

2 stops19h 30m

Cancun

Tue 12/9

5:25 pm-2:16 pm

2 stops20h 51m

$575

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Tue 12/2

6:40 pm-2:10 pm

2 stops19h 30m

Cancun

Thu 12/11

5:40 pm-2:16 pm

2 stops20h 36m

$575

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

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, January is the cheapest month in which you can book a flight from Hilton Head Island to Riviera Maya (average of $360). Flying from Hilton Head Island to Riviera Maya in March is currently the most expensive (average of $492). 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.

  • 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, January is the cheapest month in which you can book a flight from Hilton Head Island to Riviera Maya (average of $360). Flying from Hilton Head Island to Riviera Maya in March is currently the most expensive (average of $492). 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.

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