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

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Cheap Flights from CAK to HHH starting at $298 One Way, $347 Round Trip

Prices starting at $347 for return flights and $298 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, Dec 12 - Tue, Dec 15
CAK
Akron
HHH
Hilton Head Island
$347 Roundtrip, found 4 days ago
$347
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Dec 12 from Akron to Hilton Head Island, returning Tue, Dec 15, priced at $347 found 4 days ago
Fri, Aug 14 - Tue, Aug 18
CAK
Akron
HHH
Hilton Head Island
$379 Roundtrip, found 3 days ago
$379
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Aug 14 from Akron to Hilton Head Island, returning Tue, Aug 18, priced at $379 found 3 days ago
Tue, Jul 14 - Sun, Jul 19
CAK
Akron
HHH
Hilton Head Island
$388 Roundtrip, found 5 days ago
$388
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jul 14 from Akron to Hilton Head Island, returning Sun, Jul 19, priced at $388 found 5 days ago
Sat, Dec 12 - Tue, Dec 15
CAK
Akron
HHH
Hilton Head Island
$389 Roundtrip, found 4 days ago
$389
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Dec 12 from Akron to Hilton Head Island, returning Tue, Dec 15, priced at $389 found 4 days ago
Thu, Nov 12 - Sun, Nov 15
CAK
Akron
HHH
Hilton Head Island
$431 Roundtrip, found 3 days ago
$431
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Nov 12 from Akron to Hilton Head Island, returning Sun, Nov 15, priced at $431 found 3 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
$329 nightly
The price is $361 total per night from Jul 5 to Jul 6
$361 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! (1,007 reviews)
"Great amenities!!"

Reviewed on May 31, 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 Jun 14 to Jun 15
$152 total
Jun 14 - Jun 15
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)
"Room was clean. Staff were friendly."

Reviewed on Jun 2, 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! (340 reviews)
"Online description said the 3bd/2 bath condo would sleep 10, but in my opinion, 10 people in that condo would be very cramped. Or was the perfect space for our party of 6 (2 adults and 4 kids). The room was relatively clean. I gave it 4 stars instead of 5 because the carpet felt weird (tacky/sticky??) ..."

Reviewed on May 31, 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
$392 nightly
The price is $431 total per night from Jun 10 to Jun 11
$431 total
Jun 10 - Jun 11
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! (1,365 reviews)
"Rooms were in decent shape but nothing special. Good to have daily housekeeping when some places go every other. AC went out for a day which wasn’t great"

Reviewed on Jun 4, 2026

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
$359 nightly
The price is $395 total per night from Jun 7 to Jun 8
$395 total
Jun 7 - Jun 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! (1,526 reviews)
"This was our first stay at this property and we enjoyed it. The room was clean. Property was nice and well maintained. It’s a nice place for a family or a couple. It’s just few steps to the pool and just a couple more steps to the sandy beach."

Reviewed on Jun 4, 2026

Hilton Beachfront Resort & Spa 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
$172 nightly
The price is $189 total per night from Jun 29 to Jun 30
$189 total
Jun 29 - Jun 30
Total with taxes and fees
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! (560 reviews)
"We only stayed for one night but the room was clean and comfortable. Very close to all of the attractions in HH."

Reviewed on Jun 4, 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
$94 nightly
The price is $103 total per night from Jun 8 to Jun 9
$103 total
Jun 8 - Jun 9
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)
"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
$185 nightly
The price is $201 total per night from Jun 8 to Jun 9
$201 total
Jun 8 - Jun 9
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! (1,353 reviews)
"The front desk associate was very personable and helpful. The room was extremely spacious and the bed was comfortable. The continental breakfast was above par. So many food choices to choose from. We did enjoy our one night stay."

Reviewed on Jun 4, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$119 nightly
The price is $131 total per night from Jun 9 to Jun 10
$131 total
Jun 9 - Jun 10
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 ...
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
$502 nightly
The price is $546 total per night from Jun 29 to Jun 30
$546 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! (1,004 reviews)

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

Travelers say...
"What a wonderful property for adults and families. Everything was clean. The staff was great! 3 pools and a beach. Perfect!"

Reviewed on Jun 4, 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
$392 nightly
The price is $431 total per night from Jun 10 to Jun 11
$431 total
Jun 10 - Jun 11
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! (1,365 reviews)

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

Travelers say...
"Rooms were in decent shape but nothing special. Good to have daily housekeeping when some places go every other. AC went out for a day which wasn’t great"

Reviewed on Jun 4, 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.