Cheap flights from CAK to HHH (Akron-Canton to Hilton Head Island)

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Cheap Flights from CAK to HHH starting at $232 One Way, $407 Round Trip

Prices starting at $407 for return flights and $232 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.

Sat, Oct 10 - Tue, Oct 13
CAK
Akron
HHH
Hilton Head Island
$407 Roundtrip, found 6 days ago
$407
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Oct 10 from Akron to Hilton Head Island, returning Tue, Oct 13, priced at $407 found 6 days ago
Sat, Oct 10 - Tue, Oct 13
CAK
Akron
HHH
Hilton Head Island
$427 Roundtrip, found 6 days ago
$427
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Oct 10 from Akron to Hilton Head Island, returning Tue, Oct 13, priced at $427 found 6 days ago
Fri, May 22 - Mon, May 25
CAK
Akron
HHH
Hilton Head Island
$447 Roundtrip, found 2 days ago
$447
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, May 22 from Akron to Hilton Head Island, returning Mon, May 25, priced at $447 found 2 days ago
Sat, Oct 10 - Tue, Oct 13
CAK
Akron
HHH
Hilton Head Island
$477 Roundtrip, found 6 days ago
$477
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Oct 10 from Akron to Hilton Head Island, returning Tue, Oct 13, priced at $477 found 6 days ago
Fri, May 22 - Mon, May 25
CAK
Akron
HHH
Hilton Head Island
$482 Roundtrip, found 2 days ago
$482
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, May 22 from Akron to Hilton Head Island, returning Mon, May 25, priced at $482 found 2 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
$106 nightly
The price is $116 total per night from Mar 23 to Mar 24
$116 total
Mar 23 - Mar 24
Total with 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! (1,009 reviews)
Property was well maintained, very friendly front desk staff. Pet friendly with ample areas to walk your dog. I would definitely stay again.

Reviewed on Mar 16, 2026

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
$230 nightly
The price is $252 total per night from Apr 5 to Apr 6
$252 total
Apr 5 - Apr 6
Total with 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 ...
8.4/10 Very Good! (1,006 reviews)
Yws

Reviewed on Mar 15, 2026

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
Book a stay at this golf aparthotel in Hilton Head Island. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (328 reviews)
Clean room and responsive customer services. I was not able to use my included 1 hr tennis court reservation because it wasn’t clearly mention that you have to pay equipment rental fee unless you bring your own. I was bit disappointed. It was overall good experience.

Reviewed on Jan 2, 2026

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
$282 nightly
The price is $310 total per night from Mar 23 to Mar 24
$310 total
Mar 23 - Mar 24
Total with taxes and fees
Book a stay at this beach hotel in Hilton Head Island. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (1,240 reviews)
Highly recommend this property. Perfect experience from being greeted by the hotel porter, check-in process, restaurant and bar experiences to check-out. I hope to return sooner than later.

Reviewed on Mar 16, 2026

Sonesta Resort 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 Mar 23 to Mar 24
$255 total
Mar 23 - Mar 24
Total with taxes and fees
Book a stay at this beach hotel in Hilton Head Island. Enjoy free WiFi, a beach locale, and 2 bars/lounges. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,088 reviews)
I have stayed in Hilton head since I was a kid. For the value this was spot on! The pool Was great the rooms were great. Again for the price it was amazing!

Reviewed on Mar 16, 2026

Beach House Resort Hilton Head
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
$247 nightly
The price is $272 total per night from Mar 23 to Mar 24
$272 total
Mar 23 - Mar 24
Total with taxes and fees
Book a stay at this luxury resort in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (1,419 reviews)
Were given a free upgrade to a wonderful beachfront view with a balcony.

Reviewed on Mar 15, 2026

Hilton Beachfront Resort & Spa Hilton Head Island
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
Book a stay at this beach hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coligny Beach and Palmetto Dunes ...
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 Hilton Head Island SC
$85 nightly
The price is $93 total per night from Mar 22 to Mar 23
$93 total
Mar 22 - Mar 23
Total with 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 ...
6.4/10 (1,001 reviews)
Nice property. Convenient to beach and amenities!

Reviewed on Mar 14, 2026

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
$163 nightly
The price is $177 total per night from Mar 18 to Mar 19
$177 total
Mar 18 - Mar 19
Total with taxes and fees
Stay at this 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 staff ...
9/10 Wonderful! (1,223 reviews)
Property was very clean and well kept. Room was comfortable. Staff was friendly.

Reviewed on Mar 16, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$106 nightly
The price is $117 total per night from Mar 18 to Mar 19
$117 total
Mar 18 - Mar 19
Total with 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 ...
7.8/10 Good! (10 reviews)
Room was ok. Amenities not good at all no staff on property after 5 pm

Reviewed on Mar 15, 2026

Hotel Carolina
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
$348 nightly
The price is $378 total per night from Mar 22 to Mar 23
$378 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this 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. ...
9/10 Wonderful! (1,004 reviews)

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

Travelers say...
Very nice place will be back

Reviewed on Mar 16, 2026

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
$282 nightly
The price is $310 total per night from Mar 23 to Mar 24
$310 total
Mar 23 - Mar 24
Total with taxes and fees
Book a stay at this beach hotel in Hilton Head Island. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (1,240 reviews)

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

Travelers say...
Highly recommend this property. Perfect experience from being greeted by the hotel porter, check-in process, restaurant and bar experiences to check-out. I hope to return sooner than later.

Reviewed on Mar 16, 2026

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
Book a stay at this beach hotel in Hilton Head Island. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Popular attractions Palmetto Dunes Club and Coligny ...
7.8/10 Good! (1,000 reviews)

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

Travelers say...
Dirty floor and bedding’s

Reviewed on Dec 8, 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.

CAK 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 CAK to Hilton Head Airport?
Unfortunately, you won't find any direct flights between these destinations. But American Airlines, United Airlines and Delta Air Lines can fly you from Akron-Canton Airport to HHH with just one stopover.
What is the shortest flight from Akron-Canton Airport (CAK) to HHH?
From Akron, the exciting sights and sounds of Hilton Head Island are around 3 hours and 2 minutes away. Make sure you choose your favorite seat, or maybe even one with more legroom, and jet to your destination in comfort.
How many hours flight from Akron-Canton Airport to Hilton Head Airport?
Make yourself nice and comfortable, because the average plane trip from CAK to HHH is 3 hours and 3 minutes. Watch a few movies, put your nose in a book ... There's plenty of time to sit back and relax.
What airlines have the most flights from Akron-Canton Airport (CAK) to Hilton Head Airport?
Right now, you can't fly nonstop between Akron and Hilton Head Island. However, you will be able to book a flight with at least one stop. Look on the bright side — use the break to get the blood flowing again or grab a nice coffee!

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.