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 ![](https://images.trvl-media.com/place/10856/8df048fd-4410-49cd-b9c0-660df27a0e7d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=10856&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kiawah Island hotels with winery ![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) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34750000/34747800/34747715/fc8ac993.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34750000/34747800/34747715/9b18bef3.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 reviews) "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 $209 CA $530 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-Lux-Cottage.h34747715.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/2198f4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/4112ef7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/b69fac6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34850000/34844200/34844125/10b8a023.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 reviews) "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 $338 CA $943 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Lux-Beach-Cottage-With-Garden-Love-Kiawah-Love-Your-Accommodations.h34844125.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/ee27408f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/ebc682d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/de4c2c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33940000/33933000/33932923/9ff2012d.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 reviews) "Great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren N. CA $380 CA $1,003 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Elegant.h33932923.Hotel-Information) ![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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34160000/34151300/34151282/57fe720d.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) ![On the beach](https://images.trvl-media.com/lodging/35000000/34160000/34151300/34151282/fa43982d.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 (80 reviews) "Thoroughly enjoyed our stay. Great location, clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mindy D. CA $430 CA $840 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-Sweeping-Ocean-Views-Love-Kiawah-Love-Your-Accommodations-Too.h34151282.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/c17f9431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/da18bb61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/d64f642c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/34000000/33980000/33980000/33979965/b11f7aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 BR with Ocean Views! Love Kiawah? Love Your Stay! [](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 (107 reviews) "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 $369 CA $754 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Kiawah-Island-Hotels-1-BR-With-Ocean-Views-From-Bed-Love-Kiawah-Love-Your-Accommodations.h33979965.Hotel-Information) ![TV, books](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/1a725eef.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) ![TV, books](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/02a76594_edited_ce08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45260000/45255300/45255254/b4d98bba_edited_2e9d.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 reviews) "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 $909 CA $1,901 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Kiawah-Island-Hotels-4BR-Oceanfront-Fresh-And-Clean-Love-Kiawah-Love-Your-Accommodations.h45255254.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/fd13802f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/7737c481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/7000000/6480000/6471600/6471565/84b64925.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) ### Charleston Kiawah Island/Andell Inn [](https://www.expedia.ca/Charleston-Hotels-Charleston-Kiawah-IslandAndell-Inn.h6471565.Hotel-Information) Kiawah Island 9.6/10 Exceptional (525 reviews) "Great hotel and close to everything" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $449 CA $531 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Charleston-Hotels-Charleston-Kiawah-IslandAndell-Inn.h6471565.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34920000/34912200/34912108/af953d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34920000/34912200/34912108/f05eeb5e.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) ![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) ### 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 reviews) "Beautiful condo in the perfect location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlin F. CA $424 CA $989 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Kiawah-Island-Hotels-The-Height-Of-Luxury-And-Comfort-On-Kiawah-Two-King-Bedrooms.h34912108.Hotel-Information) ![Flat-screen TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33940000/33931000/33930921/3af28ced.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/34000000/33940000/33931000/33930921/426a56ab.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/34000000/33940000/33931000/33930921/1fbc1873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Penthouse with Phenomenal Views! Love Kiawah? Love It! [](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 reviews) "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 $530 CA $1,214 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Phenomenal-Penthouse-Views-Love-Kiawah-Love-Your-Accommodations.h33930921.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34750000/34747500/34747422/0650a499.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/w3593h2400x7y0-045af9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34750000/34747500/34747422/7a04f827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34750000/34747500/34747422/5287478d.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 (16 reviews) "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 $690 CA $1,415 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Kiawah-Island-Hotels-3BR-Oceanfront-And-Deluxe-Love-Kiawah-Love-You-Accommodations.h34747422.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=2026-02-19&endDate=2026-02-20®ionId=10856&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Kiawah Island Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Vanderhorst Plantation ](https://www.expedia.ca/3Star-Vanderhorst-Plantation-Kiawah-Island-Hotels.s30-n553248635976471182-0.Travel-Guide-Filter-Hotels) - [Hotels near Angel Oak Tree ](https://www.expedia.ca/Angel-Oak-Tree-Hotels.0-l6335592-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Bohicket Marina Village ](https://www.expedia.ca/Bohicket-Marina-Village-Seabrook-Island-Hotels-Beach-Hotel.0-n553248635976481448-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Bohicket Marina Village ](https://www.expedia.ca/Bohicket-Marina-Village-Seabrook-Island-Hotels-Historic-Hotel.0-n553248635976481448-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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