An aerial view of a marina with boats docked, surrounded by greenery and buildings.

Search Holiday Homes in Hollywood

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Hollywood holiday homes

1 bedroom, iron/ironing board, WiFi, bed sheets

1. "Goldeneye” (3021 Southerly Way) 2 person creekside bungalow at Kiawah River

"Goldeneye” (3021 Southerly Way) 2 person creekside bungalow at Kiawah River
Johns Island
10.0 out of 10, Exceptional, (15 reviews)
"Loved the bed, the porch view, the people and what an amazing area!"
United States
Blake
The price is £472
includes taxes & fees
9 Sept - 10 Sept
"Goldeneye” (3021 Southerly Way) 2 person creekside bungalow at Kiawah River
Smart TV, books

2. Charming family-friendly casita 5 min to downtown, 15 min to beach

Charming family-friendly casita 5 min to downtown, 15 min to beach
James Island
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful home, great location and very well kept. "
United States
Dom C.
The price is £249
includes taxes & fees
8 Sept - 9 Sept
Charming family-friendly casita 5 min to downtown, 15 min to beach
Coffee/tea maker, fridge, microwave, oven

3. 4BR New - Close to Folly Beach!

4BR New - Close to Folly Beach!
James Island
4BR New - Close to Folly Beach!
Smart TV, fireplace

4. The Tree Top Terrace- is private, close to ocean & downtown on James Island..

The Tree Top Terrace- is private, close to ocean & downtown on James Island..
James Island
9.4 out of 10, Exceptional, (52 reviews)
"Excellent spot to relax and enjoy the start of our vacation. Easy check-in and the host was responsive to our needs. Would stay here again. "
United States
Kelly M.
The price is £262
includes taxes & fees
2 Sept - 3 Sept
The Tree Top Terrace- is private, close to ocean & downtown on James Island..
Outdoor dining

5. Private Deck w/ Outdoor Kitchen & Jacuzzi Tub

Private Deck w/ Outdoor Kitchen & Jacuzzi Tub
James Island
9.8 out of 10, Exceptional, (64 reviews)
"Soft bed, good location. Reasonably priced and close to downtown Charleston. "
United States
Ted O.
The price is £205
includes taxes & fees
3 Sept - 4 Sept
Private Deck w/ Outdoor Kitchen & Jacuzzi Tub
Property grounds

6. Gentleman Pirate (Ocean Views!)

Gentleman Pirate (Ocean Views!)
Edisto Beach
10.0 out of 10, Exceptional, (26 reviews)
"Great vacation home!"
United States
Samuel J.
The price is £354
includes taxes & fees
2 Sept - 3 Sept
Gentleman Pirate (Ocean Views!)
Beach

7. Island Hideout

Island Hideout
James Island
10.0 out of 10, Exceptional, (52 reviews)
"I enjoyed our time very good location and very clean ."
United States
Dan C.
The price is £226
includes taxes & fees
9 Sept - 10 Sept
Island Hideout
Coffee/tea maker, fridge, microwave, oven

8. Arthouse, freshly renovated 2 bedroom residential

Arthouse, freshly renovated 2 bedroom residential
Waylyn
9.8 out of 10, Exceptional, (79 reviews)
"Very nice and clean place."
United States
Jacquelyn A.
The price is £217
includes taxes & fees
20 Sept - 21 Sept
Arthouse, freshly renovated 2 bedroom residential
TV

9. Cozy Couples Retreat | 10 Min to Beach & Downtown

Cozy Couples Retreat | 10 Min to Beach & Downtown
James Island
9.8 out of 10, Exceptional, (29 reviews)
"Highly recommend staying here. Very clean, quite and convenient if you plan on visiting downtown Charleston. "
United States
Jacob L.
The price is £171
includes taxes & fees
30 Sept - 1 Oct
Cozy Couples Retreat | 10 Min to Beach & Downtown
Interior

10. Lovely 4BR/2BA Home! Less Than 10 Minutes to Downtown Charleston & Folly Beach

Lovely 4BR/2BA Home! Less Than 10 Minutes to Downtown Charleston & Folly Beach
James Island
9.6 out of 10, Exceptional, (24 reviews)
"Great place, clean and spacious ! "
United States
Sherry M.
The price is £248
includes taxes & fees
15 Sept - 16 Sept
Lovely 4BR/2BA Home! Less Than 10 Minutes to Downtown Charleston & Folly Beach
Property grounds

11. Bexley Place

Bexley Place
Old North Charleston
10.0 out of 10, Exceptional, (31 reviews)
"Clean and charming. Had everything we needed for a comfortable stay. We would stay again if in the area."
United States
Karen B.
The price is £209
includes taxes & fees
2 Sept - 3 Sept
Bexley Place
Outdoor spa tub

12. Creekside Retreat w/ Hot Tub + Game Room, 6 minutes to Downtown, 15 to Folly!

Creekside Retreat w/ Hot Tub + Game Room, 6 minutes to Downtown, 15 to Folly!
James Island
10.0 out of 10, Exceptional, (31 reviews)
"We had a great time!"
United States
David T.
The price is £264
includes taxes & fees
8 Sept - 9 Sept
Creekside Retreat w/ Hot Tub + Game Room, 6 minutes to Downtown, 15 to Folly!
Outdoor dining

13. In Mixson Park Circle! | The Marblehead

In Mixson Park Circle! | The Marblehead
North Charleston
9.8 out of 10, Exceptional, (37 reviews)
"The stay was enjoyable and the unit was as represented. The beds were so comfortable. "
United States
Douglas G.
The price is £278
includes taxes & fees
7 Sept - 8 Sept
In Mixson Park Circle! | The Marblehead
TV, offices

14. Where Serenity Awaits | Under The Live Oaks

Where Serenity Awaits | Under The Live Oaks
North Charleston
9.8 out of 10, Exceptional, (50 reviews)
"perfect stay "
United States
Anaya H.
The price is £295
includes taxes & fees
2 Sept - 3 Sept
Where Serenity Awaits | Under The Live Oaks
Interior

15. Charleston Charm - Spacious 3BR + Bikes/Scooters!

Charleston Charm - Spacious 3BR + Bikes/Scooters!
Old North Charleston
10.0 out of 10, Exceptional, (30 reviews)
"Great place! Clean and comfortable. Everything we needed was there. Thank you, we enjoyed our stay. "
United States
Jennifer P.
The price is £389
includes taxes & fees
14 Sept - 15 Sept
Charleston Charm - Spacious 3BR + Bikes/Scooters!
Property grounds

16. Historic Charleston Charm

Historic Charleston Charm
Downtown Charleston
9.2 out of 10, Wonderful, (163 reviews)
"The historic home in Charleston was perfect for two nights. Walking distance to great reasturants and shopping. Short distance to the beautiful battery park area. It was furnished with everything we needed and parking was great. "
United States
Rick C.
The price is £237
includes taxes & fees
2 Sept - 3 Sept
Historic Charleston Charm
Dining

17. Centrally located, spacious, fully equipped townhome. Dog Friendly!

Centrally located, spacious, fully equipped townhome. Dog Friendly!
North Charleston
9.6 out of 10, Exceptional, (48 reviews)
"Great place, great stay!"
United States
Jess Z.
The price is £247
includes taxes & fees
13 Sept - 14 Sept
Centrally located, spacious, fully equipped townhome. Dog Friendly!
1 bedroom, iron/ironing board, WiFi, bed sheets

18. Charming Downtown 1 BR

Charming Downtown 1 BR
Downtown Charleston
9.8 out of 10, Exceptional, (197 reviews)
"The JJW Inn was perfect for a weekend long stay. It was clean, cozy, and comfortable. The location was great with a quick walk to downtown. The host was also very helpful and made everything super easy. We had an amazing trip and great stay. Looking forward to coming back!"
United States
Ethan
The price is £181
includes taxes & fees
7 Sept - 8 Sept
Charming Downtown 1 BR
Coffee/tea maker, fridge, microwave, oven

19. The Charleston Suite: The Harper Suite

The Charleston Suite: The Harper Suite
Downtown Charleston
10.0 out of 10, Exceptional, (41 reviews)
"We had a great stay. All was as listed, and we were very comfortable."
United States
Nancy R.
The price is £281
includes taxes & fees
2 Sept - 3 Sept
The Charleston Suite: The Harper Suite
Interior

20. Carriage House | Downtown - Walk Everywhere!

Carriage House | Downtown - Walk Everywhere!
Downtown Charleston
9.8 out of 10, Exceptional, (107 reviews)
"Great location!"
United States
Smith C.
The price is £302
includes taxes & fees
14 Sept - 15 Sept
Carriage House | Downtown - Walk Everywhere!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hollywood Hotel Reviews

Harborside at Charleston Harbor Resort and Marina

Harborside at Charleston Harbor Resort and Marina

8/10 Good
"Great location and amenities! Rooms need some touch up paint and revamping. Beautiful views. Would stay again and again!"
Alicia 1-night trip
Posted 1 hour ago
Harborside at Charleston Harbor Resort and Marina

Find out more about Hollywood

Hollywood Holiday Homes information

Number of reviews
929
Accommodation
3422 Holiday Homes
Lowest Price
£171
Highest Price
£472