Hollywood Vacations from $1,026

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Your Hollywood Vacation

When a city adventure is calling, answer it with a vacation package to Hollywood. With all your travel arrangements taken care of before you leave, all you have to do here is focus on making unforgettable memories. If a sightseeing tour is on the to-do list during your trip to Hollywood, stop by leading attractions like Caw Caw Interpretive Center, The Links at Stono Ferry and Irvin House Vineyards. Check out Expedia's wide range of travel options and start organizing your dream vacation to Hollywood now.

The Latest Hollywood vacation packages

Price found within the past 48 hours. Click for updated prices.
The Francis Marion Hotel

The Francis Marion Hotel

Charleston Historic District
$1,026
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9/10 Wonderful! (2,566 reviews)
Breakfast was not provided, but the restaurant had great options!

Reviewed on Oct 14, 2026

The Ryder Hotel

The Ryder Hotel

Charleston Historic District
Save 100% on your flight
$1,053
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,217 reviews)
Clean room

Reviewed on Oct 14, 2026

The Charleston Place

The Charleston Place

Charleston Historic District
Save 100% on your flight
$1,893
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
9.6/10 Exceptional! (1,005 reviews)
Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

Downtown Charleston
$1,180
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (32 reviews)
Amazing hotel, exceptional staff. We will most definitely stay there again!

Reviewed on Oct 1, 2026

The Restoration

The Restoration

Charleston Historic District
$1,390
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.6/10 Exceptional! (1,269 reviews)
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Stay near popular Hollywood attractions

The Links at Stono Ferry

This historic golf course winds through ancient live oaks along the Intracoastal Waterway. Enjoy Lowcountry charm and river views during your round at one of South Carolina's most scenic links.
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Dungannon Plantation Heritage Preserve

This 643-acre preserve protects one of South Carolina's largest wood stork nesting colonies. Explore serene cypress-tupelo swamps and forest trails, with prime birdwatching opportunities from April through June.
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Wide Awake Park

Stroll beneath majestic live oaks draped with Spanish moss at this serene waterfront park. Fish from the dock or reflect at the gazebo memorial honoring the Emanuel AME Nine.
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Manor Park

This welcoming community hub offers a full kitchen, gazebos, and play areas for gatherings. Reserve the 1,000-square-foot facility for special occasions like weddings and reunions, with ample parking available.
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Pineland Park

Pineland Park offers a peaceful retreat with walking trails and recreational facilities nestled in Hollywood, South Carolina. Enjoy family picnics in the gazebos or shoot hoops on the basketball court amid lush greenery.
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Charleston County Public Library Saint Pauls Branch

St. Paul's Hollywood Library offers a modern 15,000-square-foot space with a creative studio and community garden. Explore diverse programs or find a peaceful reading spot in thoughtfully designed spaces.
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What to do in Hollywood

Charleston: Harbor Bar Pedal Boat Party Cruise

Charleston: Harbor Bar Pedal Boat Party Cruise

$66
per adult
100% of travellers recommend
Charleston: Harbor Bar Pedal Boat Party Cruise
Missy Bachelorette N Bachelor Party Boat

Missy Bachelorette N Bachelor Party Boat

$700
per traveler
Missy Bachelorette N Bachelor Party Boat
Lay N Low Bachelorette N Bachelor Party Boat

Lay N Low Bachelorette N Bachelor Party Boat

$700
per traveler
Lay N Low Bachelorette N Bachelor Party Boat
See all activities in Hollywood

Hollywood Hotel Deals

Emeline

Emeline

181 Church St Charleston SC
Fully refundableReserve now, pay when you stay
$280 nightly
$318 total
Nov 15 - Nov 16
Total with taxes and fees
9.4/10 Exceptional! (1,778 reviews)
"Great vibes at the this place. Customer service exceptional. Highly recommend"

Reviewed on Oct 14, 2026

Emeline
The Francis Marion Hotel

The Francis Marion Hotel

387 King St Charleston SC
Fully refundableReserve now, pay when you stay
$246 nightly
$280 total
Nov 15 - Nov 16
Total with taxes and fees
9/10 Wonderful! (2,605 reviews)
"Breakfast was not provided, but the restaurant had great options!"

Reviewed on Oct 14, 2026

The Francis Marion Hotel
Hotel Indigo Mount Pleasant by IHG

Hotel Indigo Mount Pleasant by IHG

250 Johnnie Dodds Boulevard Mount Pleasant SC
Fully refundable
$132 nightly
$149 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Indigo Mount Pleasant by IHG
See all 6,435 properties in Hollywood
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 Hollywood Vacation Packages

Hollywood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Charleston Intl. Airport (CHS)
Population
5,000
Top Sights
Kiawah Beachwalker Park, Gullah Geechee Exhibit & Borough Project and Irvin House Vineyards

More vacations you might like

Frequently asked questions

How much does a Hollywood vacation package cost?
You'll find cheap prices from $1,026 on Expedia for your Hollywood getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Hollywood costs.
What are the cheapest months to go to Hollywood?
October, November and December are the best times to search for cheap Hollywood vacation packages. Traveling in less busy months means you can generally find better prices on flights and hotels.
How many days is enough for Hollywood?
Generally, a handful of days is enough to see the top sights during your Hollywood vacation. However, if you prefer to have more time to relax or take day trips, think about extending your itinerary.
How to find the best Hollywood package deals?
Start your search for a Hollywood package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Hollywood package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hollywood escape underway.
Is it cheaper to book a Hollywood vacation as a package?
You can enjoy significant savings on your next Hollywood break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Hollywood?
If you're planning a spontaneous Hollywood adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Hollywood?
  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to visit Hollywood.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to save for your trip to Hollywood. Then, choose a hotel that matches your budget, whether that's a low-cost option or a lavish retreat.
  3. Organize your Hollywood getaway with our trip planning tool: Search for and book hotels and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Hollywood together.
  4. Decide how long to go away for: Now that you're up to speed on Hollywood, you can figure out the right length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Hollywood vacation package.
  6. Book any activities or day trips: Here's the fun part — organizing everything you want to do and see. Browse some of the best things to do in Hollywood and reserve your tickets in advance to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Hollywood vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Hollywood vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.