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Hilton Head Island

$139+ Cheap flights from Hobby (HOU) to Hilton Head Island (HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — HHH
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Hobby to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$557
(American Airlines)

One-way from

$139
(Delta)
From Houston Hobby to Hilton Head Island
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One-way flight from Houston Hobby to Hilton Head Island
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Find flight deals from Hobby to Hilton Head Island

Cheapest flights from Hobby to Hilton Head Island
Explore the most affordable flight options available from Hobby to Hilton Head Island. 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 9/10. 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.
Thu 9/256:00 amHOU - HHH
2 stops10h 50mAmerican Airlines
Mon 9/2911:04 amHHH - HOU
2 stops10h 07mAmerican Airlines
Deal found 9/10$557
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.
Fri 10/108:11 pmHOU - HHH
2 stops14h 21mAmerican Airlines
Mon 10/133:02 pmHHH - HOU
2 stops8h 00mAmerican Airlines
Deal found 9/10$1,072
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.
Fri 10/1010:13 amHOU - HHH
1 stop4h 17mDelta
Mon 10/1312:17 pmHHH - HOU
1 stop6h 31mDelta
Deal found 9/10$1,079
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.
Sun 10/128:11 pmHOU - HHH
2 stops14h 21mAmerican Airlines
Fri 10/173:02 pmHHH - HOU
2 stops8h 00mAmerican Airlines
Deal found 9/9$1,301
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.
Sun 10/1210:13 amHOU - HHH
1 stop4h 17mDelta
Fri 10/1712:17 pmHHH - HOU
1 stop6h 31mDelta
Deal found 9/9$1,579

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby to Hilton Head Island 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 Houston Hobby Airport to Hilton Head Island that are best for you.

Fly from

Hobby

Fly to

Hilton Head Island

Route

Depart

Return

Price

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Thu 9/25

6:00 am-5:50 pm

2 stops10h 50m

Hilton Head Island

Mon 9/29

11:04 am-8:11 pm

2 stops10h 07m

$557

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Fri 10/10

8:11 pm-11:32 am

2 stops14h 21m

Hilton Head Island

Mon 10/13

3:02 pm-10:02 pm

2 stops8h 00m

$1,072

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Fri 10/10

10:13 am-3:30 pm

1 stop4h 17m

Hilton Head Island

Mon 10/13

12:17 pm-5:48 pm

1 stop6h 31m

$1,079

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Sun 10/12

8:11 pm-11:32 am

2 stops14h 21m

Hilton Head Island

Fri 10/17

3:02 pm-10:02 pm

2 stops8h 00m

$1,301

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Sun 10/12

10:13 am-3:30 pm

1 stop4h 17m

Hilton Head Island

Fri 10/17

12:17 pm-5:48 pm

1 stop6h 31m

$1,579

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Wed 10/8

10:13 am-3:30 pm

1 stop4h 17m

$139

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Wed 10/8

6:00 am-3:02 pm

2 stops8h 02m

$144

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Wed 10/15

10:13 am-3:30 pm

1 stop4h 17m

$155

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Wed 10/15

6:00 am-3:02 pm

2 stops8h 02m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Hobby to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Hobby 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 Houston Hobby Airport to Hilton Head Island

What is the cheapest month to book a flight from Houston Hobby Airport to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Hilton Head Island (average of $275). Flying from Houston Hobby Airport to Hilton Head Island in March is currently the most expensive (average of $480). 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.

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated September 11, 2025.
Get a feel of what it's like to fly with American Airlines from Houston Hobby Airport to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Food

6.4

Boarding

7.5

Overall

7.2

Entertainment

6.9

Crew

8.0

Comfort

7.2

Reviews

1 / 20
6.0
Good

sheila,Mar 2025

DFW - MSP

We were delayed for 3 hours with no real reason or offer for compensation
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.4

Boarding

7.5

Overall

7.2

Entertainment

6.9

Crew

8.0

Comfort

7.2

Reviews

1 / 20
6.0
Good

sheila,Mar 2025

DFW - MSP

We were delayed for 3 hours with no real reason or offer for compensation

Related info for your journey

Find useful and relevant information for your journey from Hobby to Hilton Head Island. 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 into for flights to Hilton Head Island from Houston Hobby?

    For a flight from Houston Hobby to Hilton Head Island, you will be flying into Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city. Hilton Head is the only Hilton Head Island airport and it handles 0 inbound flights from Houston Hobby per day. 1 airline has flights to Hilton Head Island from Houston Hobby on a regular basis.

  • How long is the flight from Houston Hobby Airport to Hilton Head Island?

    There are many flights that can get you from Houston Hobby Airport to Hilton Head Island in 4h 17m. Fly via American Airlines or Delta to get the fastest option. The distance from Houston Hobby Airport to Hilton Head Island is about 881 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Houston Hobby Airport to Hilton Head Island round-trip?

    American Airlines, at $248, was found to be the cheapest airline from Houston Hobby Airport to Hilton Head Island..

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hobby to Hilton Head Island.

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

    Yes. Cheapflights offers flight deals from Hobby to Hilton Head Island 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 Houston Hobby Airport to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Hilton Head Island (average of $275). Flying from Houston Hobby Airport to Hilton Head Island in March is currently the most expensive (average of $480). 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

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Hobby to Hilton Head Island

Discover the top airline that operate flights from Hobby to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$422FlexibilityNo cancel feeOn-time71%

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