Cheap flights from PIT to HHH (Pittsburgh Intl. to Hilton Head Island)

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Cheap Flights from PIT to HHH starting at $102 One Way, $236 Round Trip

Prices starting at $236 for return flights and $102 for one-way flights to Hilton Head Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Aug 31 - Tue, Sep 9
PIT
Pittsburgh
HHH
Hilton Head Island
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Aug 31 from Pittsburgh to Hilton Head Island, returning Tue, Sep 9, priced at $236 found 3 days ago
Mon, Sep 8 - Mon, Sep 15
PIT
Pittsburgh
HHH
Hilton Head Island
$249 Roundtrip, found 3 days ago
$249
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Sep 8 from Pittsburgh to Hilton Head Island, returning Mon, Sep 15, priced at $249 found 3 days ago
Sun, Aug 31 - Wed, Sep 3
PIT
Pittsburgh
HHH
Hilton Head Island
$252 Roundtrip, found 3 days ago
$252
Roundtrip
found 3 days ago
Select United flight, departing Sun, Aug 31 from Pittsburgh to Hilton Head Island, returning Wed, Sep 3, priced at $252 found 3 days ago
Sun, Aug 31 - Wed, Sep 3
PIT
Pittsburgh
HHH
Hilton Head Island
$252 Roundtrip, found 3 days ago
$252
Roundtrip
found 3 days ago
Select United flight, departing Sun, Aug 31 from Pittsburgh to Hilton Head Island, returning Wed, Sep 3, priced at $252 found 3 days ago
Sun, Aug 31 - Wed, Sep 3
PIT
Pittsburgh
HHH
Hilton Head Island
$252 Roundtrip, found 3 days ago
$252
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Aug 31 from Pittsburgh to Hilton Head Island, returning Wed, Sep 3, priced at $252 found 3 days ago

Hotel Ideas near Hilton Head Island

Airport Hotels near Hilton Head Island

Hampton Inn Hilton Head

Hampton Inn Hilton Head

2.5 out of 5
1 Dillon Road, Hilton Head Island, SC
$103 nightly
The price is $114 total per night from Sep 1 to Sep 2
$114 total
Sep 1 - Sep 2
Total includes taxes and fees
Book a stay at this golf hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,004 reviews)
"a"

Reviewed on Jul 31, 2025

Hampton Inn Hilton Head
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave, Hilton Head Island, SC
$194 nightly
The price is $213 total per night from Sep 1 to Sep 2
$213 total
Sep 1 - Sep 2
Total includes taxes and fees
Book a stay at this beach hotel in Hilton Head Island. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful ...
8.2/10 Very Good! (1,002 reviews)
"Pretty"

Reviewed on Jul 30, 2025

The Westin Hilton Head Island Resort & Spa
Island Links Resort by Palmera

Island Links Resort by Palmera

3 out of 5
1 Coggins Point Road, Hilton Head Island, SC
Stay at this 3-star golf aparthotel in Hilton Head Island. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (310 reviews)
Great place
"It is a great place, the only thing, I wish they were able to accommodate my request to get a higher level suite"

Reviewed on Jul 30, 2025

Get rates
Island Links Resort by Palmera
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Hilton Head Island

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive, Hilton Head Island, SC
$217 nightly
The price is $239 total per night from Sep 1 to Sep 2
$239 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4-star beach hotel in Hilton Head Island. Enjoy a full-service spa, a beach locale, and breakfast (surcharge). Our guests praise the pool and the ...
8.4/10 Very Good! (1,001 reviews)
"The property was convenient and great for the kids. A few roudy guests on our floor were the only issue."

Reviewed on Jul 30, 2025

Sonesta Resort Hilton Head Island
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
1 Hotel Circle, Hilton Head Island, SC
$202 nightly
The price is $222 total per night from Sep 1 to Sep 2
$222 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4.5-star luxury resort in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in ...
8.4/10 Very Good! (1,321 reviews)
"Great service!"

Reviewed on Jul 28, 2025

Hilton Beachfront Resort & Spa Hilton Head Island
Beach House Resort Hilton Head

Beach House Resort Hilton Head

4 out of 5
1 South Forest Beach Drive, Hilton Head Island, SC
$232 nightly
The price is $255 total per night from Sep 1 to Sep 2
$255 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4-star beach hotel in Hilton Head Island. Enjoy free WiFi, a beach locale, and 2 bars/lounges. Our guests praise the restaurant and the bar in our ...
8.6/10 Excellent! (748 reviews)
"Very nice staff."

Reviewed on Jul 31, 2025

Beach House Resort Hilton Head
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hilton Head Island Hotels With Airport Transportation

Hilton Head Health - Weight Loss Resort and Health Spa

Hilton Head Health - Weight Loss Resort and Health Spa

4 out of 5
14 Valencia Road, Hilton Head Island, SC
Stay at this 4-star beach hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coligny Beach and Coligny Theater ...
Get rates
Hilton Head Health - Weight Loss Resort and Health Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Hilton Head Island Hotels

Red Roof Inn Hilton Head Island

Red Roof Inn Hilton Head Island

2 out of 5
5 Regency Pkwy, Us 278, 30 Miles From I-95, Hilton Head Island, SC
$85 nightly
The price is $93 total per night from Aug 7 to Aug 8
$93 total
Aug 7 - Aug 8
Total includes taxes and fees
Stay at this hotel in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.2/10 (1,003 reviews)
"Great"

Reviewed on Jul 21, 2025

Red Roof Inn Hilton Head Island
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
12 Park Ln, Hilton Head Island, SC
$153 nightly
The price is $169 total per night from Sep 1 to Sep 2
$169 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 3-star hotel in Hilton Head Island. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,088 reviews)
"Breakfast was excellent with variety. They never ran out of food even during the busiest times."

Reviewed on Jul 29, 2025

Palmera Inn and Suites
Hotel Carolina, a Days Inn by Wyndham

Hotel Carolina, a Days Inn by Wyndham

2 out of 5
9 Marina Side Drive, Hilton Head Island, SC
$89 nightly
The price is $98 total per night from Sep 1 to Sep 2
$98 total
Sep 1 - Sep 2
Total includes taxes and fees
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and ...
6.6/10 (1,006 reviews)
"Half the lights didn't work in hallways and ac couldn't keep the room cold and half the outside doors were open all night long and trash sat in the hallway for 6 hours"

Reviewed on Jul 29, 2025

Hotel Carolina, a Days Inn by Wyndham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Hilton Head Island

Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane, Hilton Head Island, SC
$284 nightly
The price is $308 total per night from Sep 1 to Sep 2
$308 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4-star beach resort in Hilton Head Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,007 reviews)

Families like: Outdoor pools, kids club, kitchenette, playground

Travelers say...
"nice but not great. pool bathrooms rough. got the worst two rooms in the hotel. small house keeping problems every day. breakfast was a disaster two overwork guys trying to cook for the buffet and restaurant. total mess"

Reviewed on Jul 31, 2025

Omni Hilton Head Oceanfront Resort
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive, Hilton Head Island, SC
$217 nightly
The price is $239 total per night from Sep 1 to Sep 2
$239 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4-star beach hotel in Hilton Head Island. Enjoy a full-service spa, a beach locale, and breakfast (surcharge). Our guests praise the pool and the ...
8.4/10 Very Good! (1,001 reviews)

Families like: Outdoor pool, kids club, on the beach, bicycle rentals

Travelers say...
"The property was convenient and great for the kids. A few roudy guests on our floor were the only issue."

Reviewed on Jul 30, 2025

Sonesta Resort Hilton Head Island
Hilton Head Island Beach & Tennis Resort

Hilton Head Island Beach & Tennis Resort

3.5 out of 5
40 Folly Field Rd, Hilton Head Island, SC
Stay at this 3.5-star beach hotel in Hilton Head Island. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Popular attractions Palmetto Dunes Club and Coligny ...
7.6/10 Good! (1,000 reviews)

Families like: Outdoor pools, kitchen, playground, on the beach

Been before will continue to book here!
"For the price, the location, the restaurants, bar, pool, and access to the beach, you cant go wrong!"

Reviewed on Jul 20, 2025

Get rates
Hilton Head Island Beach & Tennis Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

PIT to HHH Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

Are there non-stop flights from Pittsburgh Airport to Hilton Head Island Airport (HHH)?
While you won't be able to fly direct from Pittsburgh Airport to Hilton Head Airport at this point in time, there are plenty of air carriers that service this route with just a single stopover. Why not find out if the dates offered by American Airlines or United Airlines complement your travel plans? If they don't, you could always check out Delta Air Lines.
What is the shortest flight from PIT to Hilton Head Island Airport (HHH)?
If conditions are good and all goes as scheduled, you could be jetting into HHH from PIT in just 2 hours and 49 minutes. With such a speedy flight time, consider bringing hand luggage only.
How many hours flight from PIT to HHH?
Don't make yourself too comfortable — the average flight time from Pittsburgh Intl. Airport (PIT) to Hilton Head Island Airport (HHH) is only 2 hours and 57 minutes.
What airlines have the most flights from PIT to Hilton Head Airport?
If you're wanting to book with an airline that flies direct from PIT to HHH, you won't have much luck. You'll need to book a flight with at least one stopover to get to your destination.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.