Title: Callawassie Island Villas | Expedia.ca [Callawassie Island Travel Guide](https://expedia.ca/Callawassie-Island.dx553248635975749022)[Hotels in Callawassie Island](https://expedia.ca/Callawassie-Island-Hotels.d553248635975749022.Travel-Guide-Hotels)[Vacation Rentals in Callawassie Island](https://expedia.ca/Callawassie-Island-Vacation-Rentals.d553248635975749022.Travel-Guide-VacationRentals)[Flights to Callawassie Island](https://expedia.ca/Cheap-Flights-To-Callawassie-Island.d553248635975749022.Travel-Guide-Flights)[Callawassie Island Car Rentals](https://expedia.ca/Car-Rentals-In-Callawassie-Island.d553248635975749022.Car-Rental-Guide)[Callawassie Island Vacation Packages](https://expedia.ca/Callawassie-Island.d553248635975749022.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Callawassie Island Villa Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975749022&startDate=2025-10-10&endDate=2025-10-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975749022&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975749022&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975749022&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Callawassie Island Villas ![Property grounds](https://images.trvl-media.com/lodging/49000000/48260000/48257600/48257504/3a2f09b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48260000/48257600/48257504/01fd3c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48260000/48257600/48257504/1bf70276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/49000000/48260000/48257600/48257504/b2a8094f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquility by the Beach 1st Fl Sleeps 6,King Bed Mid Island 9.4/10 Exceptional (52) " Beautiful location literally minutes from the beach. Perfect for small family get togethers." CA $138 CA $402 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Tranquility-By-The-Beach-1st-Fl-Sleeps-6.h48257504.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108580000/108572400/108572350/8580757c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers](https://images.trvl-media.com/lodging/109000000/108580000/108572400/108572350/11858bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108580000/108572400/108572350/10f1b3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108580000/108572400/108572350/8344fb99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed Mid Island CA $107 CA $380 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Cozy-Apartment-In-Charming-Hilton-Head-Island-With-Everything-You-Need-To-Relax.h108572350.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76500000/76497500/76497485/f902d094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76500000/76497500/76497485/a6190e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76500000/76497500/76497485/a1bdf3e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76500000/76497500/76497485/4c19f5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wave of relaxation - pet-friendly villa with parking. Mid Island 9.4/10 Exceptional (6) "We really enjoyed staying here. It was covenient to everything but still a quiet location in a pretty setting. " CA $182 CA $486 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Wave-Of-Relaxation-Pet-Friendly-Villa-With-Parking.h76497485.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/70000000/69770000/69765700/69765679/f357ffc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69770000/69765700/69765679/345859c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69770000/69765700/69765679/w1349h899x0y0-1c03213b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/70000000/69770000/69765700/69765679/523cfb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Easy Breezy at Hilton Head Beach & Tennis Mid Island CA $167 CA $389 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Easy-Breezy-At-Hilton-Head-Beach-Tennis.h69765679.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100300000/100290400/100290329/60ca6150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100300000/100290400/100290329/551c020b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100300000/100290400/100290329/caa7b050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100300000/100290400/100290329/abf0b319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Island Serenity! Mid Island 9.8/10 Exceptional (7) "Very nice, clean, and organized for easy accommodation and adjustment. Love the back patio area too." CA $207 CA $604 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Modern-Island-Serenity.h100290329.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70890000/70884400/70884349/7291444d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70890000/70884400/70884349/66a48cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/71000000/70890000/70884400/70884349/63525849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70890000/70884400/70884349/15081346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy. Mid Island 8.8/10 Excellent (3) "We enjoyed our stay!! Starbucks right around the corner:), close bike ride to the beach and so much more" CA $172 CA $473 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Newly-Renovated-CozyModern-Pet-Friendly-Villa-For-The-Entire-Family-To-Enjoy.h70884349.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93420000/93419800/93419772/f94361a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93420000/93419800/93419772/36788c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/94000000/93420000/93419800/93419772/ef282a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/94000000/93420000/93419800/93419772/c42ea9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity in Paradise Mid Island 10/10 Exceptional (5) "Three generations of ladies enjoyed this stay very much. We actually extended our stay 2 days and the host could not have been more gracious. I highly recommend and will stay again!" CA $185 CA $489 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Serenity-In-Paradise.h93419772.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22160000/22151100/22151086/36d8177f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/23000000/22160000/22151100/22151086/3960d72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/23000000/22160000/22151100/22151086/c88544bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22160000/22151100/22151086/d16f9a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Panoramic Views meet Beach Modern Chic ! Mid Island 8.8/10 Excellent (54) "Was passing through Hilton head for one night. This property was convenient to everything. " CA $138 CA $367 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hilton-Head-Hotels-Great-Panoramic-Views-Meet-Beach-Modern-Chic.h22151086.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72300000/72294100/72294051/cbfa1ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72300000/72294100/72294051/b70749a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72300000/72294100/72294051/6087b5b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/73000000/72300000/72294100/72294051/4960b83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces Mid Island 9.2/10 Wonderful (7) "Everything was absolutely awesome we will be back Thank you so much" CA $172 CA $478 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Elegant-And-Comfortable-2-Bedroom-Pet-Friendly-Villa-W-2-Parking-Spaces.h72294051.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101470000/101468300/101468235/09dce62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/102000000/101470000/101468300/101468235/549391cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101470000/101468300/101468235/001d66d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101470000/101468300/101468235/e7febd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BD PDunes GOLF & POOL off back deck! Beach access Mid Island 10/10 Exceptional (1) "We stayed in this property for our annual “Girls Trip”, which was 7 of us this year. It was very spacious and comfortable and had everything we needed during our stay. We loved sitting by the fire pit each evening on the beautiful deck. The owners were quick to reply with my questions before and during the trip. Will rent again if available!!" CA $140 CA $659 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-3BD-PDunes-GOLF-POOL-Off-Back-Deck-Beach-Access.h101468235.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/70000000/69800000/69793900/69793839/435ba2bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69800000/69793900/69793839/30bd9b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69800000/69793900/69793839/a78e272f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69800000/69793900/69793839/a56ff9b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation. Mid Island 8.4/10 Very good (20) "Clean, quiet place that was perfect for our group for one night." CA $237 CA $649 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hilton-Head-Hotels-Beautiful.h69793839.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91870000/91869900/91869896/cbd979ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/92000000/91870000/91869900/91869896/d4601dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91870000/91869900/91869896/f72dcb06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/92000000/91870000/91869900/91869896/ed51a0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access South End 9.6/10 Exceptional (70) "We had a great time, the place was very nice and really close to the beach " CA $123 CA $418 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Ocean-Front-Villa-Recently-Renovated-Just-Steps-From-The-Beach.h91869896.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/28000000/27450000/27441800/27441733/w2394h1797x0y0-ef300f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27450000/27441800/27441733/8e12eba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/28000000/27450000/27441800/27441733/8c149172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers](https://images.trvl-media.com/lodging/28000000/27450000/27441800/27441733/w2699h1791x1y0-9477f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEAN VIEW - TOP FLOOR Mid Island 8.8/10 Excellent (102) "Overall my daughter and her friends have a good time to spend in Hilton head as this is their first visit .Thiago and team maintained property very clean.Thank you for hosting us." CA $119 CA $335 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hilton-Head-Hotels-Ocean-View-TOP-Floor.h27441733.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65370000/65363400/65363353/a60eee38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/66000000/65370000/65363400/65363353/864b170c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/66000000/65370000/65363400/65363353/650bf9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/66000000/65370000/65363400/65363353/5f25551f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peek of the ocean King size bed just Steps from the Beach Mid Island 10/10 Exceptional (39) "We had a great stay. Just a few minutes to walk to the beach! Very close to a bike trail as well. Very relaxing stay!" CA $137 CA $459 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Peek-Of-The-Ocean-King-Size-Bed-Just-Steps-From-The-Beach.h65363353.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/103000000/102460000/102458400/102458340/72c8e194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/103000000/102460000/102458400/102458340/b7f2853e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102460000/102458400/102458340/b1d5d35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/103000000/102460000/102458400/102458340/7997ad7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 115 Capt John Fripp Villa - New to VRBO! Resort Access Included! Saint Helena Island CA $446 CA $1,206 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Saint-Helena-Island-Hotels-115-Capt-John-Fripp-Villa-New-To-VRBO-Resort-Access-Included.h102458340.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/115000000/114770000/114768600/114768559/0a02d9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768600/114768559/760ae922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768600/114768559/517c0da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114770000/114768600/114768559/a39bfb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Beachfront Villa with Ocean Views Mid Island 6.0/10 (2) "Beautiful place! " CA $250 CA $622 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Newly-Renovated-Beachfront-Villa-With-Ocean-Views.h114768559.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/113000000/112940000/112934100/112934069/6c8cd2f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112940000/112934100/112934069/c0557693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112940000/112934100/112934069/6465cef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112940000/112934100/112934069/ea85041e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top floor ocean view & sunrises for 6 /Hilton Head Beachfront resort/ pickleball Mid Island 10/10 Exceptional (4) "Location was perfect and the resort was exactly what we wanted- close access to the beach and a large pool to enjoy, as well. Communication with our host, Tracy, was excellent and check in/out was very easy to do. Our condo was very clean and the decor was impeccable. " [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Top-Floor-Ocean-View-Sunrises-For-6-Hilton-Head-Beachfront-Resort-Pickleball.h112934069.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955819/6c7c248c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955819/0153c5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955819/5a56608b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955819/25454e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool! Mid Island 10/10 Exceptional (146) "It was a nice place to stay on our travels. Bummed we only stayed one night. Nice walk to the beach/pool. " CA $138 CA $474 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hilton-Head-Hotels-Experience-Luxury-At-The-Beach-Oceanside-Resort-Huge-Oceanside-Pool.h18955819.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34360000/34353700/34353680/c7251d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/35000000/34360000/34353700/34353680/95b26e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34360000/34353700/34353680/3b65c0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/35000000/34360000/34353700/34353680/090ce774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### From the Owner Seen on HGTV Deluxe Beachfront Villa W/Beautiful Ocean Front View South End 8.8/10 Excellent (54) "Perfect stay for 2-3 people!" CA $99 CA $592 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-NEW-COMPLETE-RENOVATION-Deluxe-Beachfront-Villa-W-Beautiful-Ocean-Front-Views.h34353680.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107211/a4da1e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107211/24137742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107211/873cdacd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107211/14c4d39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Monarch (2BR) Sea Pines CA $1,394 CA $1,612 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Marriotts-Monarch.h98107211.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=2025-10-18&endDate=2025-10-19®ionId=553248635975749022&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCallawassie-Island-Villas.d553248635975749022-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCallawassie-Island-Villas.d553248635975749022-aaVillas.Travel-Guide-Accommodation) ## Top Callawassie Island Hotel Reviews ![SpringHill Suites by Marriott Beaufort](//images.trvl-media.com/lodging/1000000/20000/13000/12919/b7b092da_y.jpg) ### SpringHill Suites by Marriott Beaufort 10/10 Excellent "Great place " [](https://expedia.ca/Beaufort-Hotels-SpringHill-Suites-By-Marriott-Beaufort.h12919.Hotel-Information) ![The Westin Hilton Head Island Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/22200/22170/2c505874_y.jpg) ### The Westin Hilton Head Island Resort & Spa 10/10 Excellent "Very pet friendly hotel. Wonderful ocean views. Clean room. Great facilities " [](https://expedia.ca/Hilton-Head-Hotels-The-Westin-Hilton-Head-Island-Resort-Spa.h22170.Hotel-Information) ![Hilton Beachfront Resort & Spa Hilton Head Island](//images.trvl-media.com/lodging/1000000/590000/583400/583363/484680bc_y.jpg) ### Hilton Beachfront Resort & Spa Hilton Head Island 10/10 Excellent "Nice relaxation at the beach!" [](https://expedia.ca/Hilton-Head-Hotels-Marriott-Hilton-Head-Resort-Spa.h583363.Hotel-Information) ![Sonesta Resort Hilton Head Island](//images.trvl-media.com/lodging/1000000/10000/2700/2618/d4363757_y.jpg) ### Sonesta Resort Hilton Head Island 10/10 Excellent "Loved the beach access and adult pool. Served great food and drink. Rooms were clean and beautiful." [](https://expedia.ca/Hilton-Head-Hotels-Sonesta-Resort-Hilton-Head-Island.h2618.Hotel-Information) ![Spark By Hilton Hilton Head Island](//images.trvl-media.com/lodging/13000000/12430000/12427700/12427670/35eaaa78_y.jpg) ### Spark By Hilton Hilton Head Island 10/10 Excellent "Room nice but location odd. " [](https://expedia.ca/Hilton-Head-Hotels-Best-Western-Ocean-Breeze-Inn.h12427670.Hotel-Information) ![Holiday Inn Express Hilton Head Island by IHG](//images.trvl-media.com/lodging/1000000/10000/1400/1341/e21613a3_y.jpg) ### Holiday Inn Express Hilton Head Island by IHG 10/10 Excellent "Great property." [](https://expedia.ca/Hilton-Head-Hotels-Holiday-Inn-Express-Hilton-Head-Island.h1341.Hotel-Information) ![Holiday Inn Express Bluffton at Hilton Head Area by IHG](//images.trvl-media.com/lodging/1000000/900000/892200/892177/bf3e7e4b_y.jpg) ### Holiday Inn Express Bluffton at Hilton Head Area by IHG 10/10 Excellent "There is a whole outlet mall near and there are restaurants right up front" [](https://expedia.ca/Hilton-Head-Hotels-Holiday-Inn-Express-Bluffton-At-Hilton-Head-Area.h892177.Hotel-Information) ![Omni Hilton Head Oceanfront Resort](//images.trvl-media.com/lodging/1000000/20000/14700/14690/c13a70d7_y.jpg) ### Omni Hilton Head Oceanfront Resort 10/10 Excellent "Staff was excellent!! Transportation staff were so helpful and nice for the shuttle! So nice to have the shuttle! View and access to beach was awesome " [](https://expedia.ca/Hilton-Head-Hotels-Omni-Hilton-Head-Oceanfront-Resort.h14690.Hotel-Information) ![Montage Palmetto Bluff](//images.trvl-media.com/lodging/2000000/1110000/1105600/1105531/1c8012e6_y.jpg) ### Montage Palmetto Bluff 10/10 Excellent "The Montage is truly the most breathtaking destination in the Lowcountry. A fall stay here is especially magical—the setting feels whimsical, almost like being transported into a dream. From the stunning atmosphere to the exceptional food and drink, every detail is top-notch. Highly recommend." [](https://expedia.ca/Hilton-Head-Hotels-Montage-Palmetto-Bluff.h1105531.Hotel-Information) ## Find out more about Callawassie Island ## Callawassie Island Villas information | Number of reviews | | | --- | --- | | Accommodation | Villas | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Windmill Harbor](https://www.expedia.ca/4Star-Windmill-Harbor-Hotels.s40-0-d553248635975850995.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Colleton River](https://www.expedia.ca/5Star-Colleton-River-Bluffton-Hotels.s50-n553248635976469811-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Westbury Park](https://www.expedia.ca/5Star-Westbury-Park-Bluffton-Hotels.s50-n553248635976474845-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Belfair](https://www.expedia.ca/Belfair-Bluffton-Hotels-All-Inclusive-Hotel.0-n553248635976480986-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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