Title: Windmill Harbor Villas from CA $325 | Expedia.ca [Hotels in Windmill Harbor](https://expedia.ca/Windmill-Harbor-Hotels.d553248635975850995.Travel-Guide-Hotels)[Vacation Rentals in Windmill Harbor](https://expedia.ca/Windmill-Harbor-Vacation-Rentals.d553248635975850995.Travel-Guide-VacationRentals)[Windmill Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Windmill-Harbor.d553248635975850995.Car-Rental-Guide)[Windmill Harbor Vacation Packages](https://expedia.ca/Windmill-Harbor.d553248635975850995.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 Windmill Harbor Villa Rentals from CA $325 ![](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 Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975850995&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 two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975850995&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=553248635975850995&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=553248635975850995&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) ## Browse Select Windmill Harbor 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) ![Pool](https://images.trvl-media.com/lodging/49000000/48260000/48257600/48257504/0f81341c.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) ### 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 $139 CA $404 total includes taxes & fees Oct 14 - Oct 15 [](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/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) ![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) ![Interior](https://images.trvl-media.com/lodging/77000000/76500000/76497500/76497485/a1bdf3e9.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 $183 CA $494 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Wave-Of-Relaxation-Pet-Friendly-Villa-With-Parking.h76497485.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) ![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) ![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) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/94000000/93420000/93419800/93419772/7da6079e.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 $497 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Serenity-In-Paradise.h93419772.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105480000/105478300/105478246/a05ca104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/106000000/105480000/105478300/105478246/8c603b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/106000000/105480000/105478300/105478246/eca39fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105480000/105478300/105478246/49adb03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 511 Sunsuite - New to VRBO! Resort Access Included! Fripp Island 8.0/10 Very good (1) "Unit (as advertised) is small for a family of four. Location was great, next to the pool, beach access, and amenity center. Unit was not as clean as it could’ve been. Beds were clean and fine, it just seemed as though it were due for a deep clean" CA $168 CA $518 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Saint-Helena-Island-Hotels-511-Sunsuite-New-To-VRBO-Resort-Access-Included.h105478246.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) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955819/919ef115.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) ### 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 $139 CA $482 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Hotels-Experience-Luxury-At-The-Beach-Oceanside-Resort-Huge-Oceanside-Pool.h18955819.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) ![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) ![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) ### 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 $173 CA $481 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Elegant-And-Comfortable-2-Bedroom-Pet-Friendly-Villa-W-2-Parking-Spaces.h72294051.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) ![Interior](https://images.trvl-media.com/lodging/23000000/22160000/22151100/22151086/dbf5bc0d.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 $120 CA $344 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hilton-Head-Hotels-Great-Panoramic-Views-Meet-Beach-Modern-Chic.h22151086.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34510000/34508600/34508529/81637252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/35000000/34510000/34508600/34508529/7fb44312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/35000000/34510000/34508600/34508529/09541189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34510000/34508600/34508529/d2ecc0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor Mid Island 9.8/10 Exceptional (46) "Very nice place and close to activities. we stayed here with our grandsons aged 4 and 5 and it was very convenient. park, pool, beach, dining all within a short walk. the condo itself was well equipped and convenient." CA $227 CA $610 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Classy-Renovation-Oceanside-Resort-Walk-To-Beach-2-Bed2-Bath-Beach-ChairsWagon.h34508529.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/66000000/65990000/65987000/65986920/b7a5d208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers](https://images.trvl-media.com/lodging/66000000/65990000/65987000/65986920/13418d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/66000000/65990000/65987000/65986920/66bd90ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/66000000/65990000/65987000/65986920/87ff78b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2bdr/2bath, heated indoor pool, walk to beach Mid Island 8.2/10 Very good (15) "We enjoyed the property very much. The condo was in need f some cleaning. There was a pair of kids underwear in the bathroom drawer in hall bath. In the master bath was a disposable razor left in the shower, mold on ceiling and vent fan did not work." CA $154 CA $362 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hilton-Head-Hotels-2bdr2bath.h65986920.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) ![Outdoor pool](https://images.trvl-media.com/lodging/71000000/70890000/70884400/70884349/63525849.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) ![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 $173 CA $481 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Newly-Renovated-CozyModern-Pet-Friendly-Villa-For-The-Entire-Family-To-Enjoy.h70884349.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18978700/18978642/48e6b923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/19000000/18980000/18978700/18978642/88c740b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978700/18978642/6d6c44c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, foosball, books](https://images.trvl-media.com/lodging/19000000/18980000/18978700/18978642/2895e4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf Mid Island 10/10 Exceptional (147) "Only draw back was it says towels and wash clothes are provided but one for not even each person was not enough and no trash bags for kitchen so I had to go buy someThat was the only thing everything else was wonderful" CA $221 CA $594 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-1010-Rated.h18978642.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99964500/99964467/60ff5f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99970000/99964500/99964467/5943bfa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99970000/99964500/99964467/f1cfb6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99970000/99964500/99964467/33b90b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New to VRBO! Resort Access Included! 406 Capt John Fripp Villa II. Perfect Central Fripp Island Location! Fripp Island 9.0/10 Wonderful (2) "The check in process at the resort was terrible. No parking pass at the front gate. Had to go to the guest services to get the pass and then go get back in line at the front gate. The amenities cards were not waiting for us at the unit as promised. Had to go back to guest services to get them. If we had arrived after 9:00 PM as originally planned, we would not have been able to check in the first night because we would not have been allowed to drive on to the island. Had to go pick up golf... CA $352 CA $1,017 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Saint-Helena-Island-Hotels-New-To-VRBO-Resort-Access-Included-406-Capt-John-Fripp-Villa-II-Perfect-Central-Fripp-Island-Location.h99964467.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82690000/82685500/82685441/76a575f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82690000/82685500/82685441/4001e756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/83000000/82690000/82685500/82685441/6f42a668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82690000/82685500/82685441/79e3ad55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contemporary bliss- newly renovated cozy villa South End 8.8/10 Excellent (18) "Good stay, accommodating host. Noisy frogs outside at night " CA $195 CA $511 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Contemporary-Bliss-Newly-Renovated-Cozy-Villa.h82685441.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 (103) "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 $120 CA $337 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Hotels-Ocean-View-TOP-Floor.h27441733.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103540000/103531500/103531478/b300367f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/104000000/103540000/103531500/103531478/3bc8eed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103540000/103531500/103531478/fe87e93b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103540000/103531500/103531478/8b1712b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Island Escape Villa ~Walk to Beach ~ Pool South End 9.6/10 Exceptional (5) "The perfect place for a family stay! Location is great - quiet community with pool, easy access to a less crowded beach, everything is a bike ride away (bike racks out front)! The property itself checked all the boxes - clean, comfy, quiet, equipped kitchen, washer/dryer/dishwasher. Really enjoyed the deck for morning coffee and post-beach hangs. Fede is an excellent host - clear and prompt communication, checked in with us to make sure all was good, provided an extra parking pass. Highly... CA $159 CA $534 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-22-Villa-Island-Escape-Pool-Walk-To-Beach.h103531478.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101870000/101866700/101866614/7eb2aaec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101870000/101866700/101866614/82addf04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101870000/101866700/101866614/e88d49b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/102000000/101870000/101866700/101866614/dd1a8e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124 Mid Island 10/10 Exceptional (1) "We had a very pleasant stay in your condo. The kitchen is very functional, well equipped and the accommodation was very clean. The view is breathtaking and the birdsong is always pleasant to hear. Since we had a long stay, we really appreciated the storage for clothes and our personnal belongings. For remote work, communication was perfect, I had no problems. Have a nice day ! Élaine and Denis." CA $233 CA $601 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Remodeled-1BR-Direct-Oceanfront-First-Floor-Tennis-Pickleball-HHBT-A124.h101866614.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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/92000000/91870000/91869900/91869896/95e4e137.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 $81 CA $366 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Ocean-Front-Villa-Recently-Renovated-Just-Steps-From-The-Beach.h91869896.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95360000/95356800/95356760/724668fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95360000/95356800/95356760/9738d8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95360000/95356800/95356760/1103346e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95360000/95356800/95356760/a4a13129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront + Walk Everywhere & Beautiful Pool South End CA $105 CA $325 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Couples-Getaway-Beachfront-Walk-Everywhere.h95356760.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) ![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) ![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) ### 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 $208 CA $614 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-Modern-Island-Serenity.h100290329.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) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/35000000/34360000/34353700/34353680/48ec94a0.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 $97 CA $589 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Hilton-Head-Island-Hotels-NEW-COMPLETE-RENOVATION-Deluxe-Beachfront-Villa-W-Beautiful-Ocean-Front-Views.h34353680.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=2025-10-26&endDate=2025-10-27®ionId=553248635975850995&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%2FWindmill-Harbor-Villas.d553248635975850995-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindmill-Harbor-Villas.d553248635975850995-aaVillas.Travel-Guide-Accommodation) ## Top Windmill Harbor 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) ![DeSoto Beach Hotel](//images.trvl-media.com/lodging/7000000/6880000/6874100/6874010/63cb7bb6_y.jpg) ### DeSoto Beach Hotel 10/10 Excellent "We made a last minute reservation while we were traveling through the area. Staff was very helpful and the price was great for right on the beach." [](https://expedia.ca/Tybee-Island-Hotels-DeSoto-Beach-Hotel.h6874010.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) ![Coral Sands Resorts by Palmera](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963275/2f729558_y.jpg) ### Coral Sands Resorts by Palmera 10/10 Excellent "The lazy river was wonderful! We had a 3 br unit and we it was spacious and comfortable!" [](https://expedia.ca/Hilton-Head-Hotels-Coral-Sands-Resorts-By-Palmera.h5963275.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) ## Find out more about Windmill Harbor ## Windmill Harbor Villas information | Number of reviews | 643 | | --- | --- | | Accommodation | 2985 Villas | | Lowest Price | CA $325 | | Highest Price | CA $1,017 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Calibogue Cay](https://www.expedia.ca/4Star-Calibogue-Cay-Hilton-Head-Island-Hotels.s40-n553248635976471986-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Calibogue Cay](https://www.expedia.ca/5Star-Calibogue-Cay-Hilton-Head-Island-Hotels.s50-n553248635976471986-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Bluffton](https://www.expedia.ca/Bluffton-Apart-Hotels.d602237-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bluffton](https://www.expedia.ca/Bluffton-Bed-And-Breakfast.d602237-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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