Holly Hill Vacations from $525

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The Latest Holly Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
King 583

King 583

2 out of 5
Downtown Charleston
Price was $983, price is now $525 per person
$525
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (177 reviews)
The staff was so lovely and accommodating! Rooms were very spacious and rates were affordable given location and size of room.

Reviewed on Dec 26, 2025

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,249, price is now $787 per person
$787
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,002 reviews)
Hotel was clean & staff friendly. Great coffee shop and location was perfect to walk everywhere.

Reviewed on Jan 12, 2026

Emeline

Emeline

4 out of 5
Charleston Historic District
Price was $1,098, price is now $702 per person
$702
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (1,661 reviews)
We were very happy with our stay.

Reviewed on Jan 19, 2026

The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $940, price is now $638 per person
$638
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (1,942 reviews)
Staff were friendly

Reviewed on Jan 22, 2026

The Nicholas

The Nicholas

3 out of 5
Downtown Charleston
Save 100% on your flight
Price was $2,115, price is now $1,456 per person
$1,456
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
9.6/10 Exceptional! (30 reviews)
Mattress firm to the extreme and not level. No on-site baggage storage. No on-site management (which meant management was not aware the smoke detectors were wired in and were being tested by a technician on on property rather than ringing due to batteries needing to be replaced). Not a true b&b in that there were only boxed meals to go.

Reviewed on Dec 13, 2025

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Holly Hill Hotel Deals

Pet friendly country cottage with large fenced-in yard & horses on property

Pet friendly country cottage with large fenced-in yard & horses on property

Holly Hill SC
$186 nightly
The price is $206 total per night from Feb 5 to Feb 6
$206 total
Feb 5 - Feb 6
Total with taxes and fees
10/10 Exceptional! (129 reviews)
The host is welcoming. Great place to stay especially when traveling with dog--spacious fenced front yard.

Reviewed on Jan 2, 2026

Pet friendly country cottage with large fenced-in yard & horses on property
Wyndham Garden Summerville

Wyndham Garden Summerville

3 out of 5
120 Holiday Drive Summerville SC
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Feb 1 to Feb 2
$105 total
Feb 1 - Feb 2
Total with taxes and fees
7.4/10 Good! (1,009 reviews)
Clean room and very nice staff

Reviewed on Jan 18, 2026

Wyndham Garden Summerville
Motel 6 Summerville, SC – Charleston

Motel 6 Summerville, SC – Charleston

2 out of 5
110 Holiday Dr Summerville SC
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $72 total per night from Jan 25 to Jan 26
$72 total
Jan 25 - Jan 26
Total with taxes and fees
6/10 (580 reviews)
Everything was great. One downfall is that the WI-FI is garbage. If you want to use your phone you need to use your carrier and the hotel Is a dead zone.

Reviewed on Jan 17, 2026

Motel 6 Summerville, SC – Charleston
See all 487 properties in Holly Hill
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.

Find the Best Holly Hill Vacation Packages

Holly Hill Essential Information

Language
English
Currency
U.S dollars
Population
1,250
Top Sights
Santee Cooper Country Club and Santee Outlets

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Frequently asked questions

How much does a Holly Hill vacation package cost?
You can grab a vacation package to this destination from $525 on Expedia. However, how much your vacation to Holly Hill costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Holly Hill?
If you're hoping to score a cheap Holly Hill vacation package, consider traveling in January, September and December. You're likely to find lower rates on hotels and airfares during these months — ideal for travelers wishing to save money.
How many days is enough for Holly Hill?
The ideal length for your Holly Hill vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to hit all the major sights and discover some hidden spots along the way.
How to find the best Holly Hill package deals?
Begin your search for a Holly Hill package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Holly Hill package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Holly Hill escape underway.
Is it cheaper to book a Holly Hill vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights individually. Better still, you can customize your Holly Hill getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Holly Hill?
If you've got your Holly Hill vacation dates locked in, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Holly Hill vacation packages?
Your Holly Hill getaway should be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.