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 $486 - ![](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 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2025-12-28&endDate=2025-12-29&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) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2026-01-09&endDate=2026-01-11&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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34750000/34747800/34747715/w2589h1300x0y0-e78133de.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) ![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 $215 CA $538 total includes taxes & fees Jan 11 - Jan 12, 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) ![Lobby](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/d9625410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/aef3f74a.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) ### 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 $409 CA $486 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) ![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) ![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) ![TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/62fa20e5.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 $370 CA $976 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) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/b659a710.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) ![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 $381 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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34920000/34912200/34912108/5f3bce7a.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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34920000/34912200/34912108/85a0e26f.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 $425 CA $982 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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/c17f9431.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) ### 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) "Great stay at this condo! Close to the beach and had everything we needed. Unit was clean and host gave detailed and through information for each step in in the stay. Loved the deviled eggs and fresh flowers!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlin P. CA $370 CA $755 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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34160000/34151300/34151282/0130d858.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) ![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) ### 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 $431 CA $839 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) ![Interior](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/b8f9db9d.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) ![Exterior](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/bf9b4866.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) ### 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 $1,022 CA $2,056 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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34750000/34747500/34747422/ab5fa9a7.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) ### 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 $762 CA $1,520 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33940000/33931000/33930921/01e1e071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33931000/33930921/b8ded9b5.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 $657 CA $1,374 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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