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

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Cheap Flights from CAK to HHH starting at $294 One Way, $388 Round Trip

Prices starting at $388 for return flights and $294 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 15 - Sun, Jul 26
CAK
Akron
HHH
Hilton Head Island
$388 Roundtrip, found 5 days ago
$388
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 15 from Akron to Hilton Head Island, returning Sun, Jul 26, priced at $388 found 5 days ago
Thu, Jul 16 - Sun, Jul 26
CAK
Akron
HHH
Hilton Head Island
$411 Roundtrip, just found
$411
Roundtrip
just found
Select American Airlines flight, departing Thu, Jul 16 from Akron to Hilton Head Island, returning Sun, Jul 26, priced at $411 just found
Fri, Jul 17 - Mon, Jul 27
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 17 from Akron to Hilton Head Island, returning Mon, Jul 27, priced at $420 found 4 days ago
Wed, Jul 15 - Sun, Jul 26
CAK
Akron
HHH
Hilton Head Island
$437 Roundtrip, found 5 days ago
$437
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 15 from Akron to Hilton Head Island, returning Sun, Jul 26, priced at $437 found 5 days ago
Wed, Jul 15 - Sun, Jul 26
CAK
Akron
HHH
Hilton Head Island
$451 Roundtrip, found 5 days ago
$451
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 15 from Akron to Hilton Head Island, returning Sun, Jul 26, priced at $451 found 5 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
$330 nightly
The price is $363 total per night from Jul 5 to Jul 6
$363 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! (1,018 reviews)
"Great location/access to beach. Friendly/helpful staff 2 queen room was spacious Tub/shower combo may is challenging to get in and out."

Reviewed on Jun 9, 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 $153 total per night from Jun 21 to Jun 22
$153 total
Jun 21 - Jun 22
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! (1,004 reviews)
"Breakfast was good. They only had omelettes with peppers in them. So no plain eggs for picky eating kids. They also used one spoon for the eggs, potatoes and the sausage so cross contamination was there for vegetarians who wanted potatoes. The pull out sofa was surprisingly comfy. The shower and ..."

Reviewed on Jun 8, 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

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
$332 nightly
The price is $366 total per night from Jul 7 to Jul 8
$366 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! (1,542 reviews)
"Very friendly staff."

Reviewed on Jun 10, 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
$298 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! (1,272 reviews)
"This place is a perfect place to stay. Specially with kids, you have the beach and pool within walking distance. The food was very tasteful. The service at the pool provided by Mackenzie was great, she was always on point with everything we ordered. Then you have the tiki hut with live music and ..."

Reviewed on Jun 10, 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
$341 nightly
The price is $375 total per night from Jun 21 to Jun 22
$375 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! (1,377 reviews)
"Property was well maintained. Felt very safe. Room was spacious and clean. Bed was comfortable. Pools and hot tub were nice. Quick access to the beach. Loved the turtle pond. Would recommend."

Reviewed on Jun 8, 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 Coligny Plaza ...
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 14 to Jun 15
$98 total
Jun 14 - Jun 15
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 (1,005 reviews)
"Clean the room"

Reviewed on Jun 7, 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 14 to Jun 15
$212 total
Jun 14 - Jun 15
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! (1,367 reviews)
"Staff at check-in and check out were rude. No sign on door stating no pets were allowed in this area. My dog was carried the entire time but staff were super critical and hyper focused on her presence. Talking to us in a condescending way. The pet fee was $90. Won't stay here again."

Reviewed on Jun 10, 2026

Palmera Inn and Suites
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
$124 nightly
The price is $136 total per night from Jun 16 to Jun 17
$136 total
Jun 16 - Jun 17
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! (70 reviews)
"Had an awesome stay! The room was clean and the bed was nice and comfy. You could tell the sheets were softer than average hotel sheets. The pool was clean and they had towels by the pool. Loved the contactless check in, made it quick and easy especially since we got there late."

Reviewed on Jun 9, 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
$482 nightly
The price is $524 total per night from Jul 5 to Jul 6
$524 total
Jul 5 - Jul 6
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! (1,002 reviews)

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

Travelers say...
"It was nice but you can do better"

Reviewed on Jun 10, 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
$341 nightly
The price is $375 total per night from Jun 21 to Jun 22
$375 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! (1,377 reviews)

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

Travelers say...
"Property was well maintained. Felt very safe. Room was spacious and clean. Bed was comfortable. Pools and hot tub were nice. Quick access to the beach. Loved the turtle pond. Would recommend."

Reviewed on Jun 8, 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 Singleton Beach and Shelter Cove ...
7.8/10 Good! (1,002 reviews)

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

Travelers say...
"everything was nice. only negative was the front desk lady seemed annoyed that I was asking questions about things on the resort, like renting pickleball paddles or bike rentals."

Reviewed on Jun 6, 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.