Search Deals onHollywood Vacation Packages
Hollywood Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

stayAPT Suites North Charleston
Price was $509, price is now $396 per person
$396
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this business-friendly aparthotel in North Charleston. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Nexton Square and Buccaneer Field are located nearby.
Check in was good. Inside of our unit was clean; however carpet in stairwell was very dirty. Saw many trashes around the property. We stayed at stayAPT in other state which was clean and loved our stay. This particular property might have management leadership issues.
Reviewed on Nov 7, 2026

The Ryder Hotel
Save 100% on your flight
Price was $1,662, price is now $999 per person
$999
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Save 100% on your flight
Price was $1,537, price is now $1,058 per person
$1,058
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 hotel overall it’s nice, but the elevator and room bathrooms are old and might need an update.
Reviewed on Nov 8, 2026

The Ansonborough
Save 100% on your flight
Price was $2,134, price is now $1,632 per person
$1,632
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Not enough words….This was an amazing property. So beautiful and unique. What an awesome historical building to stay in. We loved the hotel, the staff, and the surrounding area.
Within minutes, you are at the Charleston city market, the Rainbow Row Houses, and the bay. So much to see. We would definitely go back to Charleston, and stay at the Ansonborough property.
Thank you for making our first trip, memorable.
Reviewed on Nov 7, 2026

The Beach Club at Charleston Harbor Resort and Marina
Price was $1,376, price is now $1,059 per person
$1,059
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this luxury resort in Mount Pleasant. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Patriots Point and USS Yorktown are located nearby.
BEWARE if using a debit card. This hotel had almost $3000 of my money and I only owed them $773.35.
I booked a 3 night stay through Hotels.com. The total for our stay was $1106.93. I paid $333.58 through Hotels.com when I made the reservation. Therefore, only owed $773.35.
Upon check in, I was charged $931 which included the room and a $300 incidental hold. I was not informed of what I was being charged when checking in so that was my fault. I have since learned what the $931 charge included.
Upon checking out, there was one kid working the desk. It took quite a while to check out while he played with the computer. He asked if I wanted a receipt printed or emailed. I told him email was fine.
They had a hard time running my card so they texted me and told me there was an issue. I transferred money from one account to another and had them run the charge again.
Between Oct 29 and Nov 1, they put a hold on $931, $631, $631, $631, $140.12 for amenities and taxes and $2.26 destination fee. The hotel had a total of $2966.38 of my money. My bank told me they tried to debit my card for $631 10 times.
It took 5 days for the initial $931 to fall off my account. It took another 5 days for the extra $631 and $631 to fall off my account.
I asked for a receipt to be emailed to me 3 times and no one sent one. I finally got in touch with the manager, which took some time, who finally sent me my receipt.
This was a nice hotel but we will NOT be back due to the incompetent staff
Reviewed on Nov 7, 2026

Andrew Pinckney Inn
Price was $1,853, price is now $1,429 per person
$1,429
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.
Valet parking was super convenient. Enjoyed the free breakfast, cookies and beverages in the afternoon. Was a great location-in walking distance to so many restaurants and stores. Loved our room. Bed was very comfortable. Only negative was the bathroom was pretty small
Reviewed on Nov 6, 2026

The Vendue
Price was $1,716, price is now $1,336 per person
$1,336
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
We had an interior room with no windows but it was very nice. I did recommend they add a night light to the bathroom as it is black with lights out. Unexpected breakfast bag was on the door when we got up.
Roof top was great for a pre-dinner cocktail.
Reviewed on Nov 6, 2026

The Restoration
Price was $1,736, price is now $1,357 per person
$1,357
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this luxury 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 Charleston Music Hall are located nearby.
Excellent experience while staying here. Would definitely come back
Reviewed on Nov 6, 2026
Hollywood Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Hollywood Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jan 22 - Mon, Jan 25
BDL
Bradley Intl.
CHS
Charleston Intl.
$92 Roundtrip, found 9 hours ago
$92
Roundtrip
found 9 hours ago

Thu, Dec 31 - Thu, Jan 14
TTN
Mercer
CHS
Charleston Intl.
$122 Roundtrip, found 2 hours ago
$122
Roundtrip
found 2 hours ago

Fri, Dec 4 - Mon, Dec 7
SWF
Stewart Intl.
CHS
Charleston Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago

Wed, Nov 11 - Sat, Nov 14
JFK
John F. Kennedy Intl.
CHS
Charleston Intl.
$192 Roundtrip, found 6 hours ago
$192
Roundtrip
found 6 hours ago
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