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

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from CAK to HHH starting at $303 One Way, $388 Round Trip

Prices starting at $388 for return flights and $303 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.

Tue, Jul 14 - Sun, Jul 19
CAK
Akron
HHH
Hilton Head Island
$388 Roundtrip, found 15 hours ago
$388
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Jul 14 from Akron to Hilton Head Island, returning Sun, Jul 19, priced at $388 found 15 hours ago
Tue, Jul 14 - Sun, Jul 19
CAK
Akron
HHH
Hilton Head Island
$437 Roundtrip, found 15 hours ago
$437
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Jul 14 from Akron to Hilton Head Island, returning Sun, Jul 19, priced at $437 found 15 hours ago
Tue, Jul 14 - Sun, Jul 19
CAK
Akron
HHH
Hilton Head Island
$451 Roundtrip, found 15 hours ago
$451
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Jul 14 from Akron to Hilton Head Island, returning Sun, Jul 19, priced at $451 found 15 hours ago
Sat, Sep 12 - Sun, Sep 13
CAK
Akron
HHH
Hilton Head Island
$461 Roundtrip, found 6 days ago
$461
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 12 from Akron to Hilton Head Island, returning Sun, Sep 13, priced at $461 found 6 days ago
Sat, Jul 4 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$463 Roundtrip, found 11 hours ago
$463
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sat, Jul 4 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $463 found 11 hours 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
The price is $381 total per night from Jun 11 to Jun 12
$381 total
per night
Jun 11 - Jun 12
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! (1,003 reviews)
"The resort was beautiful but there were a ton of extra fees (Hilton Head Tourism fees) that added up!"

Reviewed on May 28, 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
The price is $161 total per night from Jun 14 to Jun 15
$161 total
per night
Jun 14 - Jun 15
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)
"I was very disappointed to hear that my husband‘s room did not have any hot water for his shower. He contacted somebody right away and was told that somebody would come in to fix it. He it was not. He should’ve been moved to a different room."

Reviewed on May 29, 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! (339 reviews)
"Perfect for families with young kids. They don’t provide cribs or pack and plays but the pool and splash pad was great for young kids."

Reviewed on May 24, 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
The price is $355 total per night from Jun 7 to Jun 8
$355 total
per night
Jun 7 - Jun 8
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! (1,516 reviews)
"Great location right on the beach with a nice pool area. Rooms are in need of a little TLC. Service was slow and at times the staff was incompetent not being able to answer simple questions."

Reviewed on May 30, 2026

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

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
The price is $486 total per night from Jun 1 to Jun 2
$486 total
per night
Jun 1 - Jun 2
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! (1,356 reviews)
"We booked this property at the last minute after another trip had to be abandoned due to flight cancellations. We weren't sure what to expect at the Sonesta as it was our first time. It surpassed all expectations. The property is conveniently located with easy beach and Shipyard community access. ..."

Reviewed on May 30, 2026

Sonesta Resort Hilton Head Island
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
10 Tanglewood Drive Hilton Head Island SC
The price is $223 total per night from Jun 29 to Jun 30
$223 total
per night
Jun 29 - Jun 30
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and ...
8.4/10 Very Good! (553 reviews)
"Nice facility in a great location. Walking distance to beach and shops at Coligny. Staff was excellent, especially Sonia , who was extremely helpful and quite the character herself. I would definitely recommend."

Reviewed on May 30, 2026

Holiday Inn Express Hilton Head Island by IHG
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
The price is $103 total per night from Jun 3 to Jun 4
$103 total
per night
Jun 3 - Jun 4
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)
"I wish I can add pictures, room was disgusting dirty . Rolled flack hair is everywhere, old socks, previously left in a room… we couldn’t walk in the floors, was soooo dirty , I think outside was cleaner then inside. I would never recommend to stay there. I made a comment on google , property management ..."

Reviewed on May 27, 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
The price is $189 total per night from Jun 1 to Jun 2
$189 total
per night
Jun 1 - Jun 2
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! (1,344 reviews)
"We only stayed one night, but the hotel was nice and had a free hot breakfast. Great value for the price."

Reviewed on May 31, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
The price is $121 total per night from Jun 4 to Jun 5
$121 total
per night
Jun 4 - Jun 5
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 ...
8/10 Very Good! (63 reviews)
"Clean room however the shower had a small clog so it wouldn’t drain"

Reviewed on May 30, 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
The price is $524 total per night from Jun 2 to Jun 3
$524 total
per night
Jun 2 - Jun 3
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...
"We liked the size of the room with its little kitchenette. It was nice being able to walk straight into the beach. The outdoor chairs poolside needed to be replaced & upgraded as they were not very comfortable and the cabanas were moldy. We ate at one of the restaurants and the food was okay & pretty ..."

Reviewed on May 31, 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
The price is $486 total per night from Jun 1 to Jun 2
$486 total
per night
Jun 1 - Jun 2
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! (1,356 reviews)

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

Travelers say...
"We booked this property at the last minute after another trip had to be abandoned due to flight cancellations. We weren't sure what to expect at the Sonesta as it was our first time. It surpassed all expectations. The property is conveniently located with easy beach and Shipyard community access. ..."

Reviewed on May 30, 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 Shelter Cove Harbour and Palmetto ...
7.8/10 Good! (1,001 reviews)

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

Travelers say...
"Everyone very friendly the food in the bar was good. The rooms need more mirrors and our TV didn't work. Two different people came up and no one got it to work."

Reviewed on May 30, 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.