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

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Cheap Flights from CAK to HHH starting at $359 One Way, $420 Round Trip

Prices starting at $420 for return flights and $359 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.

Fri, Jul 24 - Fri, Jul 31
CAK
Akron
HHH
Hilton Head Island
$420 Roundtrip, found 4 days ago
$420
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jul 24 from Akron to Hilton Head Island, returning Fri, Jul 31, priced at $420 found 4 days ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$444 Roundtrip, found 21 hours ago
$444
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $444 found 21 hours ago
Fri, Jul 24 - Fri, Jul 31
CAK
Akron
HHH
Hilton Head Island
$469 Roundtrip, found 4 days ago
$469
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jul 24 from Akron to Hilton Head Island, returning Fri, Jul 31, priced at $469 found 4 days ago
Sat, Jul 4 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$487 Roundtrip, found 5 hours ago
$487
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Jul 4 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $487 found 5 hours ago
Fri, Jul 24 - Fri, Jul 31
CAK
Akron
HHH
Hilton Head Island
$512 Roundtrip, found 4 days ago
$512
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jul 24 from Akron to Hilton Head Island, returning Fri, Jul 31, priced at $512 found 4 days ago

Hotel Ideas near Hilton Head Island

Airport Hotels near Hilton Head Island

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
$287 nightly
The price is $316 total per night from Jul 5 to Jul 6
$316 total
Jul 5 - Jul 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! (1,002 reviews)
"Great location, great beach, quiet, good grounds. More food options would be ideal, but places nearby. My family loved it"

Reviewed on Jun 18, 2026

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

Hampton Inn Hilton Head

2.5 out of 5
1 Dillon Road Hilton Head Island SC
$139 nightly
The price is $152 total per night from Jul 12 to Jul 13
$152 total
Jul 12 - Jul 13
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! (1,001 reviews)
"The room needs some updating as it is old and dated. Additionally, it was hard to fall asleep because we could hear people talking in the hall and doors opening and closing. Most annoying was hearing the ceiling creak every time someone upstairs moved about. It sounds like it isn’t supported properly ..."

Reviewed on Jun 15, 2026

Hampton Inn Hilton Head
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! (345 reviews)
"The entire living place was very nice and clean, including the kitchen, bathrooms, and linens. It's very spacious and enough room for the 6 people in our group. The pools were great and there is a pool bar serving food and drinks. The location is convenient to everything. I would stay here again ..."

Reviewed on Jun 18, 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

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
$316 nightly
The price is $347 total per night from Jul 7 to Jul 8
$347 total
Jul 7 - Jul 8
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! (1,555 reviews)
"Great location on the beach. The pool was nice and warm. Room was nice. Downside is that they charge for lounge chairs on the beach. I also wasn't able to find a beach towel. Parking is expensive and the resort fee is expensive."

Reviewed on Jun 17, 2026

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
$297 nightly
The price is $327 total per night from Jul 1 to Jul 2
$327 total
Jul 1 - Jul 2
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! (1,287 reviews)
"In front of the beach with live music, pool and so close to restaurants and small stores, everything is walking. This time, my bathroom was old, need more upgrade but thus is my second time here and I loved."

Reviewed on Jun 18, 2026

Beach House Resort Hilton Head
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
$402 nightly
The price is $442 total per night from Jun 21 to Jun 22
$442 total
Jun 21 - Jun 22
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 ...
8.8/10 Excellent! (1,376 reviews)
"For $500 a night plus a daily $40 resort fee, it was a little ridiculous that they didn’t have a section of seating on the beach reserved for resort guests. If you want loungers and umbrellas, you were expected to pay a third party to rent them. Compared to the other resorts I’ve stayed at, this ..."

Reviewed on Jun 17, 2026

Sonesta Resort 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 Plaza and Coligny Beach ...
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
$89 nightly
The price is $98 total per night from Jun 22 to Jun 23
$98 total
Jun 22 - Jun 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 (1,000 reviews)
"This hotel was good, but it is an older property so I cannot say it was excellent due to general wear & tear. It was clean, quiet and the air conditioner works great!"

Reviewed on Jun 15, 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
$195 nightly
The price is $212 total per night from Jun 28 to Jun 29
$212 total
Jun 28 - Jun 29
Total with taxes and fees
Stay at this hotel in Hilton Head Island. Enjoy free breakfast, an outdoor pool, and a fitness center. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,365 reviews)
"We were extremely disappointed that in the 5 days we were there housekeeping did not come in to clean the room and change the sheets."

Reviewed on Jun 17, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$110 nightly
The price is $121 total per night from Jul 7 to Jul 8
$121 total
Jul 7 - Jul 8
Total with taxes and fees
Stay at this hotel in Hilton Head Island. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (72 reviews)
"This hotel is not what is pictured. We came into town to a hotel that needs to be torn down. Unfortunately, because we thought the pictures online looked nice but could not get a refund for the reservation as they would not refund due to it being check-in day. We did not even walk into the room, ..."

Reviewed on Jun 14, 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
$522 nightly
The price is $568 total per night from Jun 29 to Jun 30
$568 total
Jun 29 - Jun 30
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! (1,003 reviews)

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

Travelers say...
"Overall, this is a great hotel for a family vacation. The atmosphere is comfortable and relaxing, making it a wonderful place to stay with family. We enjoyed our time here and would recommend it to anyone looking for a pleasant family getaway."

Reviewed on Jun 18, 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
$402 nightly
The price is $442 total per night from Jun 21 to Jun 22
$442 total
Jun 21 - Jun 22
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 ...
8.8/10 Excellent! (1,376 reviews)

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

Travelers say...
"For $500 a night plus a daily $40 resort fee, it was a little ridiculous that they didn’t have a section of seating on the beach reserved for resort guests. If you want loungers and umbrellas, you were expected to pay a third party to rent them. Compared to the other resorts I’ve stayed at, this ..."

Reviewed on Jun 17, 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 Coligny Beach and Shelter Cove ...
7.8/10 Good! (1,001 reviews)

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

Travelers say...
"Close to pool and access to the beach. The view overlooking the woods was really calming especially in the morning with morning coffee well appointed condo."

Reviewed on Jun 18, 2026

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.