Title: Callawassie Island Vacation Rentals from CA $249: Short-Term Rentals for 2025 | 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)[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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Callawassie Island Vacation Rentals ![](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 prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975749022&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975749022&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975749022&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975749022&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Callawassie Island ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963275/2f729558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963275/a917555c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedroom (East) | Private kitchen](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963275/a0269d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963275/ad72f947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coral Sands Resorts by Palmera South End 9.4/10 Exceptional (853) "Great property, clean and very helpful staff." [](https://www.expedia.ca/Hilton-Head-Hotels-Coral-Sands-Resorts-By-Palmera.h5963275.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963273/4c07d999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963273/e9dacbde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963273/335c401a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963273/938aa75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Links Resort by Palmera Mid Island 9.4/10 Exceptional (320) "Everything was great." [](https://www.expedia.ca/Hilton-Head-Hotels-Island-Links-Resort-By-Palmera.h5963273.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75190000/75182600/75182529/0bdf0ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/76000000/75190000/75182600/75182529/d2673f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/76000000/75190000/75182600/75182529/0a8f998e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75190000/75182600/75182529/f95de91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna Mid Island 10/10 Exceptional (33) "15 family members stayed at this home to celebrate my 60th BD. The house was equipped with everything and more. So inviting, comfortable and spacious. The owner was super responsive and very helpful. Already planning a return stay." [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Island-Escape-Pool.h75182529.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33290000/33289800/33289708/8a4819ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33290000/33289800/33289708/584a87b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/34000000/33290000/33289800/33289708/967d0f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/34000000/33290000/33289800/33289708/bf375ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Rentals | Duck Hawk 27 Sea Pines 10/10 Exceptional (18) "We loved getting to stay in this home. The location was perfect and the home was even better than we expected! We loved it and felt at home. " [](https://www.expedia.ca/Hilton-Head-Hotels-Sunset-Rentals-Duck-Hawk-27.h33289708.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/620000/615400/615323/daf12c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/620000/615400/615323/87dfe898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/620000/615400/615323/d98c3013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/620000/615400/615323/36055bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Barony Beach Club Mid Island 9.6/10 Exceptional (239) "Great place for vacation on the beach, nice, clean and quiet areas " CA $324 CA $356 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hilton-Head-Hotels-Marriotts-Barony-Beach-Club.h615323.Hotel-Information) ![Indoor pool, 5 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/902100/902052/21394d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean views, serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/910000/902100/902052/b722c9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902100/902052/7261ac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/1000000/910000/902100/902052/17c1acf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Grande Ocean South End 9.4/10 Exceptional (163) "We had so much fun. The pools were clean and fun for grandchildren. I would definitely stay again " CA $391 CA $430 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Hilton-Head-Hotels-Marriotts-Grande-Ocean.h902052.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89130000/89127900/89127866/a235d73d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/90000000/89130000/89127900/89127866/2b56ac8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/90000000/89130000/89127900/89127866/061eafae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/90000000/89130000/89127900/89127866/bdb5434f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Players Club Resort South End 7.8/10 Good (9) "Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. " CA $142 CA $249 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Players-Club-Resort.h89127866.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27130000/27129200/27129171/183e533c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27130000/27129200/27129171/b44ef62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/28000000/27130000/27129200/27129171/0a1f8ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27130000/27129200/27129171/4d87c800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge! South End 10/10 Exceptional (157) "Beautiful House, great location!!" [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Free-March-Pool-Heat-Oceanfront-Luxury.h27129171.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/71000000/70930000/70927100/70927012/beca19e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/71000000/70930000/70927100/70927012/77fc8301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, Multiple Beds, Balcony, Beach View (B303 - No Pets Allowed) | Private kitchen](https://images.trvl-media.com/lodging/71000000/70930000/70927100/70927012/bd68002b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, Multiple Beds, Pool Access, Beach View (105 - No Pets Allowed) | Beach/ocean view](https://images.trvl-media.com/lodging/71000000/70930000/70927100/70927012/72019ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Head Island Beach and Tennis Resort Mid Island 8.2/10 Very good (33) "The property was clean and well furnished and accessible to the beach and other amenities." [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Hilton-Head-Island-Beach-And-Tennis-Resort.h70927012.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/880000/878000/877902/de7f1f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/880000/878000/877902/43612e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/880000/878000/877902/3c14116d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/880000/878000/877902/121a9c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Monarch at Sea Pines Sea Pines 9.2/10 Wonderful (129) "Great stay " CA $503 CA $554 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hilton-Head-Hotels-Marriotts-Monarch-At-Sea-Pines.h877902.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619195/9a1d4b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 7:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619195/2afb926a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LED TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619195/f83b0f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619195/5656de0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Harbour Club Sea Pines 9.0/10 Wonderful (59) "Outstanding " CA $416 CA $458 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hilton-Head-Hotels-Marriotts-Harbour-Club.h1619195.Hotel-Information) ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6210000/6201500/6201464/6872cbd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/7000000/6210000/6201500/6201464/f71994b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/7000000/6210000/6201500/6201464/1c187719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Separate tub and shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/7000000/6210000/6201500/6201464/e836ea45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluewater Resort & Marina by Spinnaker Resorts North End 9.6/10 Exceptional (135) "The property was very clean and well kept." [](https://www.expedia.ca/Hilton-Head-Hotels-Bluewater-Resort-Marina-By-Spinnaker-Resorts.h6201464.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26570000/26561900/26561809/1e3faf2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/27000000/26570000/26561900/26561809/156b7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26570000/26561900/26561809/57686033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26570000/26561900/26561809/07de1741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch Sea Pines 9.8/10 Exceptional (76) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great stay ... very good location" [](https://www.expedia.ca/Hilton-Head-Hotels-Newly-Built-Gorgeous-5-Bedroom-Sea-Pines-Home-With-Private-Pool-And-Golf-View.h26561809.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33490000/33487000/33486926/w1021h764x3y4-d5033799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33490000/33487000/33486926/64de8916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33487000/33486926/7633984c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/34000000/33490000/33487000/33486926/60a424ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!! South End 9.4/10 Exceptional (199) "We enjoyed our stay and access to the Hilton was awesome." CA $107 CA $443 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hilton-Head-Hotels-Ocean-View-Villa-With-Amazing-Resort-Amenities-Just-Steps-From-The-Beach.h33486926.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19070000/19069100/19069086/e1936927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19070000/19069100/19069086/07959f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19070000/19069100/19069086/7eeac077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19070000/19069100/19069086/a5323b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in your Private Oceanfront Paradise. Spacious Luxury, Awe-Inspiring Views. South End 9.6/10 Exceptional (81) "Everything about 11 Cassina Lane was wonderful. From the location, the pool, the easy beach access and the private setting, it was the perfect family vacation. Thank you, Brian! " [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Relax-In-Your-Private-Oceanfront-Paradise-Spacious-Luxury.h19069086.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/34000000/33940000/33939900/33939815/d1cb0fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33939900/33939815/8541325f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33939900/33939815/90-489f1e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33939900/33939815/154db8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Mid Island 9.6/10 Exceptional (207) "Great locationClean accommodation " [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Waterfront-Relaxing-Retreat-Wonderful-Views-Amenities-Snowbird-Special.h33939815.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24380000/24371700/24371671/2be62796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24380000/24371700/24371671/5b92310e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/25000000/24380000/24371700/24371671/0f911eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/25000000/24380000/24371700/24371671/67fc9611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront; Steps to Beach; 4 Bd/4Bth: Large Deck; Zero Entry Pool; Views South End 9.8/10 Exceptional (194) "We thoroughly enjoyed our stay at this condo. Great location and a very comfortable place. Looking forward to future visits!" [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Direct-Ocean-Front-4-Bedroom-Townhome-Family-Friendly-Freshly-Decorated.h24371671.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19240000/19230300/19230275/b8f5e879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/20000000/19240000/19230300/19230275/91904787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/20000000/19240000/19230300/19230275/1b7a615c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19240000/19230300/19230275/e5ab47a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Evan Cottage Daufuskie Island 9.6/10 Exceptional (184) "We really enjoyed our stay at Evan's Cottage. It has everything you need and is in a good central location. We will definitely be back!" [](https://www.expedia.ca/Daufuskie-Island-Hotels-The-Evan-Cottage-Recently-Updated.h19230275.Hotel-Information) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/79000000/78370000/78362700/78362608/55e0063b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78370000/78362700/78362608/a28e3042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78370000/78362700/78362608/84fcd975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78370000/78362700/78362608/e9f55ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool! South End 9.8/10 Exceptional (71) "This house was perfect for our extended family vacation! The proximity to the beach was amazing and everything was very nice. " [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Wheelchair-Accessible-Beach-Home-With-Private-Pool-And-1-Minute-Walk-To-Ocean.h78362608.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/111000000/110250000/110247000/110246918/cbee54f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Property amenity](https://images.trvl-media.com/lodging/111000000/110250000/110247000/110246918/d39f977d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Property amenity](https://images.trvl-media.com/lodging/111000000/110250000/110247000/110246918/0ca9b5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (1 Bedroom) | Property amenity](https://images.trvl-media.com/lodging/111000000/110250000/110247000/110246918/1446c358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Walk by VTrips South End 9.6/10 Exceptional (4) "Our condo was amazing. Very clean, quiet and homey. Would definitely stay again." [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Ocean-Walk-Lemoine-Ave.h110246918.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=2025-10-24&endDate=2025-10-25®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-Vacation-Rentals.d553248635975749022.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCallawassie-Island-Vacation-Rentals.d553248635975749022.Travel-Guide-VacationRentals) ## Top Callawassie Island Hotel Reviews ![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 "room was clean and very nice." [](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 "Room was clean and bed was comfortable and spacious. Staff was very courteous. Would definitely stay here again." [](https://expedia.ca/Hilton-Head-Hotels-Holiday-Inn-Express-Bluffton-At-Hilton-Head-Area.h892177.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 "Staff was first rate and room was very comfortable. Beyond my expectations " [](https://expedia.ca/Hilton-Head-Hotels-Marriott-Hilton-Head-Resort-Spa.h583363.Hotel-Information) ![Hotel Carolina, a Days Inn by Wyndham](//images.trvl-media.com/lodging/1000000/20000/10600/10520/36453350_y.jpg) ### Hotel Carolina, a Days Inn by Wyndham 10/10 Excellent "Great for a night or 2" [](https://expedia.ca/Hilton-Head-Island-Hotels-Hotel-Carolina.h10520.Hotel-Information) ![Beach House Resort Hilton Head](//images.trvl-media.com/lodging/1000000/30000/20700/20657/b454fbd2_y.jpg) ### Beach House Resort Hilton Head 10/10 Excellent "Just a beautiful place and the greatest staff loves it" [](https://expedia.ca/Hilton-Head-Island-Hotels-Beach-House-Hilton-Head.h20657.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 "No ocean view." [](https://expedia.ca/Hilton-Head-Hotels-Sonesta-Resort-Hilton-Head-Island.h2618.Hotel-Information) ![Hampton Inn Hilton Head](//images.trvl-media.com/lodging/1000000/20000/16300/16242/b513d9a5_y.jpg) ### Hampton Inn Hilton Head 10/10 Excellent "Served my needs well" [](https://expedia.ca/Hilton-Head-Hotels-Hampton-Inn-Hilton-Head.h16242.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 "Great place to stay. And affordable " [](https://expedia.ca/Hilton-Head-Hotels-Best-Western-Ocean-Breeze-Inn.h12427670.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 "ocean view" [](https://expedia.ca/Hilton-Head-Hotels-The-Westin-Hilton-Head-Island-Resort-Spa.h22170.Hotel-Information) ## Find out more about Callawassie Island **Everything you need to know about** **Callawassie Island** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Callawassie Island vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Callawassie Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Callawassie Island vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Callawassie Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Callawassie Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Callawassie Island vacation rentals we have selected for you start as low as CA $249 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Callawassie Island rentals** At Expedia, we put the best Callawassie Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Callawassie Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Callawassie Island vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Callawassie Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Callawassie Island ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)