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 $300 One Way, $379 Round Trip

Prices starting at $379 for return flights and $300 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, Sep 25 - Wed, Sep 30
CAK
Akron
HHH
Hilton Head Island
$379 Roundtrip, found 10 hours ago
$379
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Fri, Sep 25 from Akron to Hilton Head Island, returning Wed, Sep 30, priced at $379 found 10 hours ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$403 Roundtrip, found 6 hours ago
$403
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $403 found 6 hours ago
Fri, Sep 25 - Wed, Sep 30
CAK
Akron
HHH
Hilton Head Island
$427 Roundtrip, found 10 hours ago
$427
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Fri, Sep 25 from Akron to Hilton Head Island, returning Wed, Sep 30, priced at $427 found 10 hours ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$436 Roundtrip, found 6 hours ago
$436
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $436 found 6 hours ago
Fri, Jul 3 - Sat, Jul 11
CAK
Akron
HHH
Hilton Head Island
$437 Roundtrip, found 6 hours ago
$437
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Jul 3 from Akron to Hilton Head Island, returning Sat, Jul 11, priced at $437 found 6 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
$330 nightly
The price is $363 total per night from May 20 to May 21
$363 total
May 20 - May 21
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! (1,011 reviews)
"Excellent property. Excellent customer service. Highly recommend."

Reviewed on May 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
$130 nightly
The price is $143 total per night from May 25 to May 26
$143 total
May 25 - May 26
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! (1,005 reviews)
"Please don't say this is an oceanfront property. People are booking this hotel sight unseen and I know I booked an ocean front hotel. When I arrived this property is NOT ATTACHED TO THE BEACH. YOU HAVE TO DRIVE TO THE BEACH. The beach is nice and they offer free parking, however if I was staying ..."

Reviewed on May 18, 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! (338 reviews)
"Property was dirty. Bottles and trash on roads. Tub had a broken drain plug that didn’t stop the water so had to leave water running while bathing kiddo. Downstairs people smoked cigs and weed multiple times called 3 times and all they did was give them a curtesy call. This continued over the 3 days ..."

Reviewed on May 16, 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
$280 nightly
The price is $308 total per night from May 25 to May 26
$308 total
May 25 - May 26
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! (1,511 reviews)
"We traveled to Hilton Head Island for my wife’s birthday. Our plan was to play golf a couple of times and relax by the pool/beach. That all was amazing! Restaurants on the island were all quality food. One of the three hotel elevators was inoperable so taking an elevator was slow and inconvenient. ..."

Reviewed on May 18, 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
$272 nightly
The price is $299 total per night from May 26 to May 27
$299 total
May 26 - May 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! (1,232 reviews)
"Location is about perfect …. What is perfect is the staff ….so genuinely friendly…big personalities…Armani ,Janeese just wonderful’"

Reviewed on May 17, 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
$372 nightly
The price is $409 total per night from May 20 to May 21
$409 total
May 20 - May 21
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! (1,338 reviews)
"Nice place, convenient access to beach, friendly staff, was surprised we had to pay for a beach chair and umbrella when the resort charged a daily resort fee of $40"

Reviewed on May 19, 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 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 May 25 to May 26
$93 total
May 25 - May 26
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 (1,004 reviews)
"No laundry's service, parking okay, room little smelly"

Reviewed on May 17, 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
$151 nightly
The price is $164 total per night from May 24 to May 25
$164 total
May 24 - May 25
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! (1,323 reviews)
"This was our second time here. The first was over 5 years ago. We loved the location as you are centrally located on the island and can access everything quite easily. It is an older facility but has been updated. The breakfast was good too."

Reviewed on May 18, 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 May 25 to May 26
$121 total
May 25 - May 26
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! (53 reviews)
"Not fit for visitors, property look like a run down 1980’s motel. Avoid this place."

Reviewed on May 18, 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
$437 nightly
The price is $475 total per night from May 20 to May 21
$475 total
May 20 - May 21
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! (1,006 reviews)

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

Travelers say...
"old, not well maintined"

Reviewed on May 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
$372 nightly
The price is $409 total per night from May 20 to May 21
$409 total
May 20 - May 21
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! (1,338 reviews)

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

Travelers say...
"Nice place, convenient access to beach, friendly staff, was surprised we had to pay for a beach chair and umbrella when the resort charged a daily resort fee of $40"

Reviewed on May 19, 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! (1,000 reviews)

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

Travelers say...
"Everything was great just wifi wasn't good."

Reviewed on May 5, 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.