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

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Cheap Flights from CAK to HHH starting at $268 One Way, $369 Round Trip

Prices starting at $369 for return flights and $268 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.

Wed, Jul 22 - Mon, Jul 27
CAK
Akron
HHH
Hilton Head Island
$369 Roundtrip, found 2 days ago
$369
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jul 22 from Akron to Hilton Head Island, returning Mon, Jul 27, priced at $369 found 2 days ago
Thu, Jul 23 - Mon, Jul 27
CAK
Akron
HHH
Hilton Head Island
$391 Roundtrip, found 2 days ago
$391
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jul 23 from Akron to Hilton Head Island, returning Mon, Jul 27, priced at $391 found 2 days ago
Sat, Jul 4 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$399 Roundtrip, found 19 hours ago
$399
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Jul 4 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $399 found 19 hours ago
Wed, Jul 22 - Mon, Jul 27
CAK
Akron
HHH
Hilton Head Island
$411 Roundtrip, found 2 days ago
$411
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jul 22 from Akron to Hilton Head Island, returning Mon, Jul 27, priced at $411 found 2 days ago
Sat, Jul 4 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$416 Roundtrip, found 19 hours ago
$416
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Jul 4 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $416 found 19 hours 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
$130 nightly
The price is $143 total per night from May 17 to May 18
$143 total
May 17 - May 18
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! (1,006 reviews)
The hotel was very nice. Parking was super easy, checking in was easy and the staff was really friendly. The breakfast had a lot of things to choose from which was nice. Our room was very clean. The bathroom was very clean. The only thing they could work on is cleaning up the common areas, the elevator ...

Reviewed on Apr 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
$270 nightly
The price is $297 total per night from Apr 26 to Apr 27
$297 total
Apr 26 - Apr 27
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! (1,004 reviews)
Great resort

Reviewed on Apr 17, 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! (336 reviews)
Everything was perfect for our stay at Island Links.

Reviewed on Apr 15, 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
$362 nightly
The price is $398 total per night from May 19 to May 20
$398 total
May 19 - May 20
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! (1,288 reviews)
Came here on our honeymoon 5 years ago and had a great experience. We have returned several times since. The location is great. Coligny Plaza is close enough to bike to and yet far enough to feel secluded. Nice restaurant. Nice heated pools. The renovations/upgrades have been fantastic. Highly ...

Reviewed on Apr 20, 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
$239 nightly
The price is $263 total per night from Apr 26 to Apr 27
$263 total
Apr 26 - Apr 27
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! (1,465 reviews)
Everything was great

Reviewed on Apr 20, 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
$249 nightly
The price is $274 total per night from Apr 26 to Apr 27
$274 total
Apr 26 - Apr 27
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! (1,165 reviews)
Yes amenities and location were excellent. Only thing was I wished rooms were a little bigger . Should have gotten a suite. But motel and amenities were excellent as well as staff!

Reviewed on Apr 19, 2026

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
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 Apr 23 to Apr 24
$103 total
Apr 23 - Apr 24
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)
Staff was helpful and friendly

Reviewed on Apr 19, 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
$170 nightly
The price is $184 total per night from Apr 21 to Apr 22
$184 total
Apr 21 - Apr 22
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! (1,272 reviews)
Didn’t like that I got there at 1:45 and they wouldn’t let me in a room even though I know many rooms were clean and ready. If a room is ready and someone has been traveling - let them in a room.

Reviewed on Apr 19, 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 May 10 to May 11
$131 total
May 10 - May 11
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 ...
8/10 Very Good! (29 reviews)
The hotel is close to everything and a great price. We were there in April 2026 and the facility is in the midst of being updated.

Reviewed on Apr 12, 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
$393 nightly
The price is $427 total per night from Apr 27 to Apr 28
$427 total
Apr 27 - Apr 28
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! (1,009 reviews)

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

Travelers say...
Beautiful property

Reviewed on Apr 20, 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
$362 nightly
The price is $398 total per night from May 19 to May 20
$398 total
May 19 - May 20
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! (1,288 reviews)

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

Travelers say...
Came here on our honeymoon 5 years ago and had a great experience. We have returned several times since. The location is great. Coligny Plaza is close enough to bike to and yet far enough to feel secluded. Nice restaurant. Nice heated pools. The renovations/upgrades have been fantastic. Highly ...

Reviewed on Apr 20, 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! (1,002 reviews)

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

Travelers say...
Beach view was beautiful!

Reviewed on Apr 20, 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.