Holly Hill Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Holly Hill Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wild Dunes Resort – Sweetgrass Inn and Boardwalk Inn
Price was $733, price is now $620 per person
$620
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Charleston (CHS)
Book a stay at this beach resort in Isle of Palms. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wild Dunes Resort Golf Course and Isle of Palms Beach are located nearby.
The staff was very gracious, the amenities were most enjoyable.
Reviewed on Oct 30, 2026
The Ryder Hotel
Charleston Historic District
Price was $930, price is now $674 per person
$674
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Charleston (CHS)
Stay at this hotel in Charleston. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.
I went with a group of mom friends for the weekend. The place was nice. But they took forever to clean our room, our friends room was very gross and had large bugs in it, ours was totally fine. The pool from the photo looks larger than it actually is. We actually had a great time at the pool. The outdoor bar is a hidden gem. Super huge and under used. It was a nice place but I’m not sure I would go back. Great for a mom’s weekend.
Reviewed on Nov 8, 2026
The Francis Marion Hotel
Charleston Historic District
Price was $882, price is now $670 per person
$670
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Charleston Music Hall and Charleston City Market are located nearby.
The property is well located and the staff was helpful and friendly. The hotel needs some upgrading.
The bathroom was very, very small and old. The toilet was horrifying.
Reviewed on Nov 8, 2026
The Cooper
Charleston Historic District
Save 100% on your flight
Price was $1,841, price is now $1,487 per person
$1,487
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Waterfront Park and Charleston City Market are located nearby.
The Ansonborough
Charleston Historic District
Price was $1,104, price is now $898 per person
$898
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Charleston (CHS)
Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.
This boutique hotel was conveniently located, very modern and updated.
Our king room was very spacious and had an amazing bathroom.
Reviewed on Nov 8, 2026
The Vendue
Charleston Historic District
Price was $944, price is now $776 per person
$776
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Charleston (CHS)
Book a stay at this boutique hotel in Charleston. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Waterfront Park and Charleston City Market are located nearby.
Great
Reviewed on Nov 8, 2026
Top Hotel Deals
Wyndham Garden Summerville
120 Holiday Drive Summerville SC
39.45 km from city center
Book a stay at this business-friendly hotel in Summerville. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Tru By Hilton Santee
263 Britain St. and 273 Britain St. Santee SC
19.08 km from city center
Stay at this hotel in Santee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
avid hotel Summerville by IHG
301 Holiday Drive Summerville SC
39.12 km from city center
Book a stay at this business-friendly hotel in Summerville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
SureStay by Best Western Summerville Flowertown
115 Holiday Dr Summerville SC
39.43 km from city center
Book a stay at this business-friendly hotel in Summerville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Nexton Square and North Main ...
Comfort Suites Summerville
1005 Jockey Ct Summerville SC
39.73 km from city center
Book a stay at this golf hotel in Summerville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Baymont by Wyndham Santee
249 Britain Street Santee SC
19.1 km from city center
Book a stay at this business-friendly hotel in Santee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Residence Inn by Marriott Charleston Summerville
1528 North Main Street Summerville SC
40 km from city center
Book a stay at this business-friendly hotel in Summerville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our ...
Moncks Corner Inn
505 Rembert C. Dennis Blvd Moncks Corner SC
41.86 km from city center
Book a stay at this business-friendly hotel in Moncks Corner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Fairfield Inn & Suites by Marriott Santee
9074 Old Number Six Hwy Santee SC
18.78 km from city center
Stay at this hotel in Santee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
DoubleTree by Hilton Summerville Nexton
405 Sigma Drive Summerville SC
39.23 km from city center
Book a stay at this business-friendly hotel in Summerville. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the helpful ...
Courtyard by Marriott Charleston Summerville
1510 Rose Dr Summerville SC
39.85 km from city center
Book a stay at this business-friendly hotel in Summerville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Studio 6 Extended Stay - Summerville, SC - Charleston
110 Holiday Drive Summerville SC
39.51 km from city center
Stay at this motel in Summerville. Popular attractions Nexton Square and North Main Market are located nearby.
Motel 6 Summerville, SC – Charleston
110 Holiday Dr Summerville SC
38.26 km from city center
Stay at this motel in Summerville. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Nexton Square and Regal Azalea Square are located ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Nov 19 - Tue, Nov 24
JFK
John F. Kennedy Intl.
CHS
Charleston Intl.
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Mon, Dec 14 - Wed, Dec 23
LGA
LaGuardia
CHS
Charleston Intl.
$252 Roundtrip, found 6 days ago
$252
Roundtrip
found 6 days ago
Sun, Apr 11 - Thu, Apr 15
TTN
Mercer
CHS
Charleston Intl.
$270 Roundtrip, found 2 days ago
$270
Roundtrip
found 2 days ago
Fri, Dec 25 - Thu, Dec 31
DCA
Ronald Reagan Washington National
CHS
Charleston Intl.
$287 Roundtrip, found 5 days ago
$287
Roundtrip
found 5 days ago
Mon, Nov 23 - Wed, Dec 2
LGA
LaGuardia
CHS
Charleston Intl.
$304 Roundtrip, found 3 days ago
$304
Roundtrip
found 3 days ago