Title: Book the Best South Beach WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Hilton Head Island](https://expedia.ca/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals)[Flights to Hilton Head Island](https://expedia.ca/Cheap-Flights-To-Hilton-Head-Island.d601684.Travel-Guide-Flights)[Things to do in Hilton Head Island](https://expedia.ca/Things-To-Do-In-Hilton-Head-Island.d601684.Travel-Guide-Activities)[South Beach Car Rentals](https://expedia.ca/Car-Rentals-In-South-Beach.d553248635976481347.Car-Rental-Guide)[South Beach Vacations](https://expedia.ca/South-Beach.d553248635976481347.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/fdc78d5aeabb145351f61d92fa5fed59.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Bill Van Cleave # Find Winery Hotels in South Beach, SC from CA $137 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on South Beach Winery Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481347&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976481347&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481347&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976481347&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Beach Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1400/1341/e21613a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast on weekends](https://images.trvl-media.com/lodging/1000000/10000/1400/1341/f635c09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, free beach shuttle](https://images.trvl-media.com/lodging/1000000/10000/1400/1341/20abed49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1400/1341/d41a41f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hilton Head Island by IHG South End 8.2/10 Very good (269) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $125 CA $137 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hilton-Head-Hotels-Holiday-Inn-Express-Hilton-Head-Island.h1341.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/91000000/90050000/90047200/90047117/w907h683x59y0-96f7c63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/91000000/90050000/90047200/90047117/w573h683x230y0-d7969f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/91000000/90050000/90047200/90047117/w904h683x60y0-af99d0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90050000/90047200/90047117/e4d09a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SEAS the DAY - Boardwalk to Beach - 3 Pools - Pickleball - Central location ! Mid Island 10/10 Exceptional (2) "Excellent communication with owners and wonderful property. We will be back again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather S. CA $161 CA $396 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-SEAS-The-DAY-Family-Sun-Fun.h90047117.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/73000000/72300000/72293400/72293312/d7a453fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72300000/72293400/72293312/ea63a9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72300000/72293400/72293312/e6868e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72300000/72293400/72293312/1a31fb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Carriage House in Old Town Bluffton + Walkable to everything! Old Town Bluffton 9.8/10 Exceptional (21) "Nice location in a sweet town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryellen M. CA $218 CA $544 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bluffton-Hotels-Cozy-Bluffton-Carriage-HouseWalk-Everywhere.h72293312.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103500000/103490800/103490757/cf0f8eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103500000/103490800/103490757/7ff150fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103500000/103490800/103490757/98e2d7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/104000000/103500000/103490800/103490757/15da6834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy King Size Bed ! FREE BIKES, Poolside Villa with 3rd Floor Ocean View South End 10/10 Exceptional (3) "Steve was very prompt in replying when VRBO did not communicate the check in with us. The property was perfect for my husband and I's one night stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca T. CA $162 CA $363 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Cozy-King-Size-Bed-FREE-BIKES.h103490757.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96950000/96946900/96946889/5571883a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis, offices](https://images.trvl-media.com/lodging/97000000/96950000/96946900/96946889/466221ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis, offices](https://images.trvl-media.com/lodging/97000000/96950000/96946900/96946889/0f5fd566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96950000/96946900/96946889/ae023876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family & Pet Friendly Home with Fenced Yard, between Downtown & Tybee! Savannah 10/10 Exceptional (20) "Really enjoyed our time here. Perfect for families, very short drive to downtown and not far from Tybee either. Clean, lovely had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis L. CA $189 CA $532 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Savannah-Hotels-Family-Pet-Friendly-Home-With-Fenced-Yard.h96946889.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/99000000/98440000/98436100/98436091/8ae70091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/99000000/98440000/98436100/98436091/e0fa7d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/99000000/98440000/98436100/98436091/02831be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/99000000/98440000/98436100/98436091/748f856f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fiddler's Cove 11E - Updated Folly Field Villa Mid Island 9.8/10 Exceptional (7) "Excellent location with access to the beach. Comfortable surroundings and had a great stay! Highly recommend especially having Mary as our go to person. She was so great! Loved staying here and will definitely be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie W. CA $121 CA $480 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Fiddlers-Cove-11E-Updated-Folly-Field-Villa.h98436091.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20360000/20359800/20359737/222f7519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/21000000/20360000/20359800/20359737/a90cf81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20360000/20359800/20359737/bb731fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, toys](https://images.trvl-media.com/lodging/21000000/20360000/20359800/20359737/70d4d0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACH and GOLF RESORT☀Luxury Lagoon & Golf View Villa☀ 2 Patios+KING BED South End 10/10 Exceptional (23) "Our family had a fantastic time staying at this property in HHI! The place was so clean and beautifully decorated!! The kitchen was top notch for staying in and cooking. It was a minute drive away from the beach and provided everything we could think of to want/need for the beach!! The owner was so quick to respond to any questions we had before and during our stay! I would definitely want to stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather H. CA $234 CA $629 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-BEACH-And-GOLF-RESORTLuxury-Lagoon-Golf-View-Villa-2-PatiosKING-BED.h20359737.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18978700/18978642/524121a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/19000000/18980000/18978700/18978642/88c740b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/19000000/18980000/18978700/18978642/2895e4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978700/18978642/6d6c44c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf Mid Island 10/10 Exceptional (147) "good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles P. CA $220 CA $594 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-1010-Rated.h18978642.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18763800/18763714/6aca88dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18763800/18763714/83725574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18763800/18763714/64974f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18763800/18763714/e9531840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard. North Beach 9.8/10 Exceptional (250) "Everything was wonderful. Laundry soap, hand soap… so much was provided to make our stay easy and convenient. Anything you could need was there. Our pup enjoyed all the new sniffs. Thank you so much for sharing your home with us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie K. CA $199 CA $476 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tybee-Island-Hotels-Dreamsicle-Beach-Cottage-Close-To-Beach-Pets-Wifi.h18763714.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18762600/18762511/3fe7798a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762600/18762511/40c55ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18770000/18762600/18762511/67fdbd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/19000000/18770000/18762600/18762511/b16e5940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Popular condo, steps from the beach. Private & Pet Friendly. North Beach 9.4/10 Exceptional (186) "No large shells🙁. Front door handle kept coming off. Otherwise, everything was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $132 CA $288 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Tybee-Island-Hotels-Lovely-Penthouse-In-3rd-House-From-The-Beach-Wifi-Pet-Friendly.h18762511.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09®ionId=553248635976481347&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top South Beach Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Harbour Town](https://www.expedia.ca/3Star-Harbour-Town-Hilton-Head-Island-Hotels.s30-n553248635976470650-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Sea Pines](https://www.expedia.ca/3Star-Sea-Pines-Hilton-Head-Island-Hotels.s30-n553248635976473337-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Calibogue Cay](https://www.expedia.ca/4Star-Calibogue-Cay-Hilton-Head-Island-Hotels.s40-n553248635976471986-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Harbour Town](https://www.expedia.ca/4Star-Harbour-Town-Hilton-Head-Island-Hotels.s40-n553248635976470650-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Sea Pines](https://www.expedia.ca/4Star-Sea-Pines-Hilton-Head-Island-Hotels.s40-n553248635976473337-0.Travel-Guide-Filter-Hotels) - 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