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Hilton Head Island

$190+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — HHH
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
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 October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$281
(American Airlines)

One-way from

$190
(American Airlines)
Provider with most accurate pricing for Houston Hobby-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Houston Hobby-Hilton Head Island flights.
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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 October 27, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 12/35:44 amHOU - HHH
2 stops8h 13mAmerican Airlines
Sat 12/611:47 amHHH - HOU
2 stops9h 31mAmerican Airlines
Deal found 10/27$281
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/55:44 amHOU - HHH
2 stops11h 49mAmerican Airlines
Sat 12/611:47 amHHH - HOU
2 stops9h 31mAmerican Airlines
Deal found 10/26$330
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/116:00 amHOU - HHH
2 stops11h 37mAmerican Airlines
Sat 11/1511:46 amHHH - HOU
2 stops9h 34mAmerican Airlines
Deal found 10/27$373
This American Airlines deal was found by Cheapflights users on 10/25. 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 12/85:44 amHOU - HHH
2 stops11h 49mAmerican Airlines
Thu 12/1111:30 amHHH - HOU
2 stops9h 17mAmerican Airlines
Deal found 10/25$529
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/76:00 amHOU - HHH
2 stops7h 57mAmerican Airlines
Mon 11/101:02 pmHHH - HOU
2 stops8h 18mAmerican Airlines
Deal found 10/27$622
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/96:00 amHOU - HHH
2 stops7h 19mAmerican Airlines
Thu 11/1312:19 pmHHH - HOU
2 stops8h 31mAmerican Airlines
Deal found 10/25$645
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/249:05 amHOU - HHH
2 stops8h 32mAmerican Airlines
Fri 11/2811:32 amHHH - HOU
2 stops9h 18mAmerican Airlines
Deal found 10/26$961
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/256:00 amHOU - HHH
2 stops7h 19mAmerican Airlines
Sat 11/292:51 pmHHH - HOU
2 stops10h 06mAmerican Airlines
Deal found 10/26$1,367

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 October 27, 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

Wed 12/3

5:44 am-2:57 pm

2 stops8h 13m

Hilton Head Island

Sat 12/6

11:47 am-8:18 pm

2 stops9h 31m

$281

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Fri 12/5

5:44 am-6:33 pm

2 stops11h 49m

Hilton Head Island

Sat 12/6

11:47 am-8:18 pm

2 stops9h 31m

$330

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Mon 12/8

5:44 am-6:33 pm

2 stops11h 49m

Hilton Head Island

Thu 12/11

11:30 am-7:47 pm

2 stops9h 17m

$529

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Fri 11/7

6:00 am-2:57 pm

2 stops7h 57m

Hilton Head Island

Mon 11/10

1:02 pm-8:20 pm

2 stops8h 18m

$622

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Sun 11/9

6:00 am-2:19 pm

2 stops7h 19m

Hilton Head Island

Thu 11/13

12:19 pm-7:50 pm

2 stops8h 31m

$645

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Mon 11/24

9:05 am-6:37 pm

2 stops8h 32m

Hilton Head Island

Fri 11/28

11:32 am-7:50 pm

2 stops9h 18m

$961

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Tue 11/25

6:00 am-2:19 pm

2 stops7h 19m

Hilton Head Island

Sat 11/29

2:51 pm-11:57 pm

2 stops10h 06m

$1,367

HoustonHilton Head Island

HOU - HHH

HOUHHH

Houston Hobby

Fri 12/5

5:44 am-6:33 pm

2 stops11h 49m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Compare providers for flights from Hobby to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Hobby to Hilton Head Island in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Houston Hobby Airport-Hilton Head Island flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Houston Hobby Airport-Hilton Head Island flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Houston Hobby Airport-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Houston Hobby Airport-Hilton Head Island flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Houston Hobby Airport-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Hilton Head Island (average of $159). Flying from Houston Hobby Airport to Hilton Head Island in February is currently the most expensive (average of $293). 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 October 27, 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
11,033 reviews

Comfort

7.2

Overall

7.2

Boarding

7.5

Crew

8.0

Food

6.4

Entertainment

6.9

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
11,033 reviews
American Airlines
7.2
Good
11,033 reviews

Comfort

7.2

Overall

7.2

Boarding

7.5

Crew

8.0

Food

6.4

Entertainment

6.9

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 8h 13m. Fly via American Airlines to get the fastest option. The distance from Houston Hobby Airport to Hilton Head Island is about 881 mi.

  • 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, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Hilton Head Island (average of $159). Flying from Houston Hobby Airport to Hilton Head Island in February is currently the most expensive (average of $293). 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

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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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$436FlexibilityNo cancel feeOn-time71%

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