Holly Hill Vacations from $347

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Holly Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Charleston N./Ashley Phosphate

SpringHill Suites by Marriott Charleston N./Ashley Phosphate

3 out of 5
Price was $479, price is now $347 per person
$347
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,123 reviews)
My overall stay was positive. There are a few things that could be improved upon. The breakfast buffet could offer my fresh foods such as fruit salad. The fitness room appears to have a leak. Some of the ceiling was coming from the wall and you could hear dripping as well. Lastly, the property needs to conduct a pest removal. Roach was found in my room and typically when there is one there are more. The staff were very friendly and the property was well kept otherwise.

Reviewed on Sep 1, 2025

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,562, price is now $956 per person
$956
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.6/10 Excellent! (1,010 reviews)
Gorgeous hotel in a cute and safe area

Reviewed on Sep 2, 2025

Planters Inn

Planters Inn

4.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $2,195, price is now $1,434 per person
$1,434
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.4/10 Exceptional! (1,000 reviews)
Staff was very attentive to any and all needs during stay and the location was perfect for all downtown activities.

Reviewed on Sep 1, 2025

Hotel Richemont

Hotel Richemont

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,724, price is now $1,217 per person
$1,217
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.6/10 Exceptional! (15 reviews)
This property exceeded my expectations! Everything was Top Notch from the staff, location, the bed, the room, spaciousness everything was top-notch. The only thing that was a bit of a surprise was the cost associated with ballet. Much more expensive than I anticipated. Not the hotel's fault but something to consider moving forward.

Reviewed on Aug 25, 2025

Hotel Indigo Mount Pleasant by IHG

Hotel Indigo Mount Pleasant by IHG

3.5 out of 5
Save 100% on your flight
Price was $753, price is now $546 per person
$546
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,004 reviews)
Loved the pool area for the kids and myself!

Reviewed on Sep 1, 2025

Don't see what you're looking for?
See all available trips from Columbus to Holly Hill
View all trips

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
$186 nightly
The price is $206 total per night from Sep 3 to Sep 4
$206 total
Sep 3 - Sep 4
Total with taxes and fees
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
$103 nightly
The price is $116 total per night from Sep 7 to Sep 8
$116 total
Sep 7 - Sep 8
Total with taxes and fees
Wyndham Garden Summerville
DoubleTree by Hilton Summerville Nexton

DoubleTree by Hilton Summerville Nexton

3 out of 5
405 Sigma Drive, Summerville, SC
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $158 total per night from Sep 14 to Sep 15
$158 total
Sep 14 - Sep 15
Total with taxes and fees
DoubleTree by Hilton Summerville Nexton
See all 451 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Holly Hill vacation package cost?
You can grab a vacation package to this destination from $347 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.