Title: Book the Best Kiawah Island WINERY Hotels in 2026 | Expedia.ca [Kiawah Island Travel Guide](https://expedia.ca/Kiawah-Island.dx10856)[Hotels in Kiawah Island](https://expedia.ca/Kiawah-Island-Hotels.d10856.Travel-Guide-Hotels)[Vacation Rentals in Kiawah Island](https://expedia.ca/Kiawah-Island-Vacation-Rentals.d10856.Travel-Guide-VacationRentals)[Flights to Kiawah Island](https://expedia.ca/Cheap-Flights-To-Kiawah-Island.d10856.Travel-Guide-Flights)[Things to do in Kiawah Island](https://expedia.ca/Things-To-Do-In-Kiawah-Island.d10856.Travel-Guide-Activities)[Kiawah Island Car Rentals](https://expedia.ca/Car-Rentals-In-Kiawah-Island.d10856.Car-Rental-Guide)[Kiawah Island Vacation Packages](https://expedia.ca/Kiawah-Island.d10856.Destination-Travel-Guides) ![The private part of the beach is the way to go if you can swing it, but the public beach is just as nice. It's just more crowded. ](https://images.trvl-media.com/place/10856/8df048fd-4410-49cd-b9c0-660df27a0e7d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Bill Tynan # Find Winery Hotels in Kiawah Island, SC from CA $491 - ![](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 Kiawah Island Winery Hotels Tonight [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2025-12-23&endDate=2025-12-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kiawah Island hotels with winery ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34750000/34747800/34747715/3e717850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34750000/34747800/34747715/a5722b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34750000/34747800/34747715/5a9a0ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34750000/34747800/34747715/48a12e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 BR Lux Cottage, 2 Minute Walk to Beach! Love Kiawah? Love your Accommodations! [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-Lux-Cottage.h34747715.Hotel-Information) West Beach 10/10 Exceptional (72) "We loved this space- it was comfortable, clean and everything we needed for a perfect Kiawah trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbie M. CA $217 CA $543 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-Lux-Cottage.h34747715.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/0785c20f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Lake View | Private kitchen](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/4cb06f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/78f783c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/d9625410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charleston Kiawah Island/Andell Inn [](https://www.expedia.ca/Charleston-Hotels-Charleston-Kiawah-IslandAndell-Inn.h6471565.Hotel-Information) Kiawah Island 9.6/10 Exceptional (519) "Spotless room, friendly staff, amazing breakfast, great access to shopping and restaurants were all the things that made our stay wonderful! We want to return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $413 CA $491 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Charleston-Hotels-Charleston-Kiawah-IslandAndell-Inn.h6471565.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/d3f83c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/63b74c06_edited_41be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/bfd772ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/84aaedf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Lux Beach Cottage with Garden! Love Kiawah? Love your Accommodations! [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Lux-Beach-Cottage-With-Garden-Love-Kiawah-Love-Your-Accommodations.h34844125.Hotel-Information) West Beach 10/10 Exceptional (37) "Excellent location. Property was so nice with thoughtful amenities. Had a great time. I would definitely rent again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe H. CA $374 CA $985 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Lux-Beach-Cottage-With-Garden-Love-Kiawah-Love-Your-Accommodations.h34844125.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/3fe4e13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/63b431b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/b659a710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/ccebac37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Elegant, 3-Minute Walk to the Beach! Love Kiawah? Love your Accommodations! [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Elegant.h33932923.Hotel-Information) Kiawah Island 9.6/10 Exceptional (17) "We loved this condo! Excellent uodated furnishings, comfortable and clean. Also a great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann T. CA $385 CA $991 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Elegant.h33932923.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/35000000/34920000/34912200/34912108/59221cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34920000/34912200/34912108/85a0e26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34920000/34912200/34912108/5e7067e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34920000/34912200/34912108/fd7f1ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Oceanfront - The Height of Luxury and Comfort on Kiawah [](https://www.expedia.ca/Kiawah-Island-Hotels-The-Height-Of-Luxury-And-Comfort-On-Kiawah-Two-King-Bedrooms.h34912108.Hotel-Information) Kiawah Island 9.8/10 Exceptional (42) "Beautiful condo in the perfect location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlin F. CA $429 CA $992 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-The-Height-Of-Luxury-And-Comfort-On-Kiawah-Two-King-Bedrooms.h34912108.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/2117f0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/35d40d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/46e470de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/c17f9431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 BR with Ocean Views from Bed! Love Kiawah? Love your Accommodations! [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-With-Ocean-Views-From-Bed-Love-Kiawah-Love-Your-Accommodations.h33979965.Hotel-Information) Kiawah Island 10/10 Exceptional (104) "Lovely condo on the beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica C. CA $374 CA $762 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-With-Ocean-Views-From-Bed-Love-Kiawah-Love-Your-Accommodations.h33979965.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/35000000/34160000/34151300/34151282/69a7d5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/35000000/34160000/34151300/34151282/56b1f185_edited_eca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/35000000/34160000/34151300/34151282/99a09b6e_edited_3cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34160000/34151300/34151282/w2048h1362x0y0-c6fb3a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 BR Sweeping Ocean Views! Love Kiawah? Love your Accommodations too! [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-Sweeping-Ocean-Views-Love-Kiawah-Love-Your-Accommodations-Too.h34151282.Hotel-Information) West Beach 10/10 Exceptional (79) "Thoroughly enjoyed our stay. Great location, clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mindy D. CA $435 CA $846 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-Sweeping-Ocean-Views-Love-Kiawah-Love-Your-Accommodations-Too.h34151282.Hotel-Information) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34750000/34747500/34747422/9e141009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34750000/34747500/34747422/15f63722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34750000/34747500/34747422/79a33b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34750000/34747500/34747422/ab5fa9a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Oceanfront and Deluxe! Love Kiawah? Love you Accommodations! [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Oceanfront-And-Deluxe-Love-Kiawah-Love-You-Accommodations.h34747422.Hotel-Information) West Beach 10/10 Exceptional (15) "Thoughtfully decorated, impeccably clean, and so comfortable! We loved our stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin C. CA $769 CA $1,535 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Oceanfront-And-Deluxe-Love-Kiawah-Love-You-Accommodations.h34747422.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/b8f9db9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/267d9fed_edited_12b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/w3248h1625x0y0-0907bff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/39db341a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Oceanfront - Fresh and Clean! Love Kiawah? Love your Accommodations! [](https://www.expedia.ca/Kiawah-Island-Hotels-4BR-Oceanfront-Fresh-And-Clean-Love-Kiawah-Love-Your-Accommodations.h45255254.Hotel-Information) West Beach 10/10 Exceptional (22) "This home was spectacular and suited our family during our holiday stay. Would definitely recommend to friends" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ken M. CA $1,032 CA $2,076 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-4BR-Oceanfront-Fresh-And-Clean-Love-Kiawah-Love-Your-Accommodations.h45255254.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/34000000/33940000/33931000/33930921/2af3bb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, pillowtop beds, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/34000000/33940000/33931000/33930921/fe099612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33940000/33931000/33930921/71694d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33940000/33931000/33930921/01e1e071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Phenomenal Penthouse Views! Love Kiawah? Love your Accommodations! [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Phenomenal-Penthouse-Views-Love-Kiawah-Love-Your-Accommodations.h33930921.Hotel-Information) Kiawah Island 10/10 Exceptional (80) "Great condo, beautifully decorated ,well appointed everything you need. Perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $664 CA $1,387 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Phenomenal-Penthouse-Views-Love-Kiawah-Love-Your-Accommodations.h33930921.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. 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