Cheap flights from MSN to HHH (Dane County Regional to Hilton Head Island)

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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
$287 nightly
The price is $316 total per night from Jul 5 to Jul 6
$316 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! (1,002 reviews)
"Great location, great beach, quiet, good grounds. More food options would be ideal, but places nearby. My family loved it"

Reviewed on Jun 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
$139 nightly
The price is $152 total per night from Jul 12 to Jul 13
$152 total
Jul 12 - Jul 13
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)
"The room needs some updating as it is old and dated. Additionally, it was hard to fall asleep because we could hear people talking in the hall and doors opening and closing. Most annoying was hearing the ceiling creak every time someone upstairs moved about. It sounds like it isn’t supported properly ..."

Reviewed on Jun 15, 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! (345 reviews)
"The entire living place was very nice and clean, including the kitchen, bathrooms, and linens. It's very spacious and enough room for the 6 people in our group. The pools were great and there is a pool bar serving food and drinks. The location is convenient to everything. I would stay here again ..."

Reviewed on Jun 18, 2026

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
$316 nightly
The price is $347 total per night from Jul 7 to Jul 8
$347 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! (1,555 reviews)
"Great location on the beach. The pool was nice and warm. Room was nice. Downside is that they charge for lounge chairs on the beach. I also wasn't able to find a beach towel. Parking is expensive and the resort fee is expensive."

Reviewed on Jun 17, 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
$297 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! (1,289 reviews)
"It was not a great experience. All in all, it was fine but wouldn't recommend it or stay again."

Reviewed on Jun 19, 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
$402 nightly
The price is $442 total per night from Jun 21 to Jun 22
$442 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)
"Historically my husband and I have been staying at this resort for YEARS. This was the last though - here is why: they kept charging my credit card fraudulent fees - I mean in excess. Expedia says I can’t mention prices - it was to the point my credit card company called me to alert theft concern. ..."

Reviewed on Jun 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 Plaza and Coligny Beach ...
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 23 to Jun 24
$98 total
Jun 23 - Jun 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 (1,000 reviews)
"This hotel was good, but it is an older property so I cannot say it was excellent due to general wear & tear. It was clean, quiet and the air conditioner works great!"

Reviewed on Jun 15, 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 28 to Jun 29
$212 total
Jun 28 - Jun 29
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)
"The room was very clean and newly renovated. We enjoyed the breakfast and the pool. The location was very convenient to everything. The staff was very helpful."

Reviewed on Jun 19, 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 Jul 7 to Jul 8
$121 total
Jul 7 - Jul 8
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! (72 reviews)
"This hotel is not what is pictured. We came into town to a hotel that needs to be torn down. Unfortunately, because we thought the pictures online looked nice but could not get a refund for the reservation as they would not refund due to it being check-in day. We did not even walk into the room, ..."

Reviewed on Jun 14, 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
$522 nightly
The price is $568 total per night from Jul 7 to Jul 8
$568 total
Jul 7 - Jul 8
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! (1,003 reviews)

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

Travelers say...
"Overall, this is a great hotel for a family vacation. The atmosphere is comfortable and relaxing, making it a wonderful place to stay with family. We enjoyed our time here and would recommend it to anyone looking for a pleasant family getaway."

Reviewed on Jun 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
$402 nightly
The price is $442 total per night from Jun 21 to Jun 22
$442 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...
"Historically my husband and I have been staying at this resort for YEARS. This was the last though - here is why: they kept charging my credit card fraudulent fees - I mean in excess. Expedia says I can’t mention prices - it was to the point my credit card company called me to alert theft concern. ..."

Reviewed on Jun 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 Coligny Beach and Shelter Cove ...
7.8/10 Good! (1,001 reviews)

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

Travelers say...
"Close to pool and access to the beach. The view overlooking the woods was really calming especially in the morning with morning coffee well appointed condo."

Reviewed on Jun 18, 2026

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.

MSN to HHH Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
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Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

Are there non-stop flights from MSN to Hilton Head Airport?
While you can't fly nonstop from Dane County Regional Airport (MSN) to Hilton Head Island Airport (HHH) at the moment, there are plenty of air carriers that operate on this route with just one stop. Why not see if the dates and times offered by American Airlines or United Airlines work with your travel plans? If they don't, take a look at Delta Air Lines.
What is the shortest flight from Dane County Regional Airport (MSN) to HHH?
The shortest flight time from Madison to Hilton Head Island is around 3 hours and 33 minutes. Order your favorite wine from the cabin crew, get stuck into your travel journal or get to know your neighbors — you'll have enough time on this medium-haul trip.
How many hours flight from Truax Field to Hilton Head Airport?
On average, flying from Truax Field to HHH takes 3 hours and 34 minutes. If your aim is to be as comfy as possible, contemplate upgrading your seat using miles or cash.
What airlines have the most flights from Truax Field to HHH?
Watch the planes take off and land, grab a quick meal, chat with a stranger ... Airport stopovers aren't all that bad! If you're traveling between Madison and Hilton Head Island, you won't find any direct flights. Get ready to make a stop somewhere.

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.

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