Title: Book the Best BOUTIQUE Hotels in Hilton Head Island in 2025 | Expedia.ca [Hilton Head Island Travel Guide](https://expedia.ca/Hilton-Head-Island.dx601684)[Hotels in Hilton Head Island](https://expedia.ca/Hilton-Head-Island-Hotels.d601684.Travel-Guide-Hotels)[Vacation Rentals in Hilton Head Island](https://expedia.ca/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals)[Flights to Hilton Head Island](https://expedia.ca/Cheap-Flights-To-Hilton-Head-Island.d601684.Travel-Guide-Flights)[Things to do in Hilton Head Island](https://expedia.ca/Things-To-Do-In-Hilton-Head-Island.d601684.Travel-Guide-Activities)[Hilton Head Island Car Rentals](https://expedia.ca/Car-Rentals-In-Hilton-Head-Island.d601684.Car-Rental-Guide)[Hilton Head Island Vacation Packages](https://expedia.ca/Hilton-Head-Island.d601684.Destination-Travel-Guides) ![Hilton Head featuring landscape views, a beach and a sunset](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/33000/33737-Hilton-Head.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Hilton Head Island, SC from CA $256 ![](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 Hilton Head Island Boutique Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=601684&startDate=2025-10-14&endDate=2025-10-15&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=601684&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=601684&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=601684&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Hilton Head Island Boutique Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/449800/449795/0a1dbb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/450000/449800/449795/6e341df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Bedrooms, River View | Living area](https://images.trvl-media.com/lodging/1000000/450000/449800/449795/2ac4222f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/1000000/450000/449800/449795/edff1723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Olde Harbour Inn, Historic Inns of Savannah. Historic Downtown Savannah 9.4/10 Exceptional (1003) "What a charming hotel in an adorable town. We had such a lovely stay." CA $213 CA $317 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Savannah-Hotels-Olde-Harbour-Inn.h449795.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/210000/201300/201294/f97e40b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/210000/201300/201294/08921ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/210000/201300/201294/533242cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/210000/201300/201294/1af0eab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Marshall House, Historic Inns of Savannah Historic Downtown Savannah 9.6/10 Exceptional (1403) "Great accommodations that are close to tourist sights and the waterfront. " CA $252 CA $363 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Savannah-Hotels-The-Marshall-House.h201294.Hotel-Information) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169413/1b8cc041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169413/10869497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169413/ac852003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169413/0b3697ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beaufort Inn Historic District 9.2/10 Wonderful (1004) "The rooms had bet comfortable beds, fabulous location, very clean, and Keurig in the room as well as continental breakfast." CA $213 CA $256 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Beaufort-Hotels-Beaufort-Inn.h2169413.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42900/42874/7a3da7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/50000/42900/42874/8699ffeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/50000/42900/42874/626fd5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 11, King Room (The Cottage)](https://images.trvl-media.com/lodging/1000000/50000/42900/42874/26e9a1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rhett House Inn Historic District 9.2/10 Wonderful (630) "Great experience!" CA $231 CA $306 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Beaufort-Hotels-Rhett-House-Inn.h42874.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/330000/327600/327578/a5f70968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/330000/327600/327578/9f542476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/330000/327600/327578/04c995ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327600/327578/ac5d1f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Planters Inn on Reynolds Square Historic Downtown Savannah 9.0/10 Wonderful (1817) "Staff was very friendly and helpful, the room was clean, and the location is great. " CA $237 CA $281 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Savannah-Hotels-Planters-Inn-On-Reynolds-Square.h327578.Hotel-Information) ![2 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/28000000/27120000/27115400/27115389/4e929bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/28000000/27120000/27115400/27115389/w4000h2663x0y0-0fbba721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/28000000/27120000/27115400/27115389/50d40703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/28000000/27120000/27115400/27115389/571499c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alida, Savannah, a Tribute Portfolio Hotel Historic Downtown Savannah 9.0/10 Wonderful (882) "Great hotel under an amazing management " CA $313 CA $420 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Savannah-Hotels-The-Alida.h27115389.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2680000/2671400/2671329/17770886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2680000/2671400/2671329/9d6866f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2671400/2671329/6391d17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking, Corner](https://images.trvl-media.com/lodging/3000000/2680000/2671400/2671329/169a3752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bohemian Hotel Savannah Riverfront, Autograph Collection Historic Downtown Savannah 9.0/10 Wonderful (785) "Wonderful stay!" CA $313 CA $425 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Savannah-Hotels-The-Bohemian-Hotel-Savannah-Riverfront.h2671329.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/2000000/1170000/1160200/1160188/abf44d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/2000000/1170000/1160200/1160188/c804dc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1170000/1160200/1160188/9ad861e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1170000/1160200/1160188/989ccf7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Bardo Savannah Historic Downtown Savannah 9.4/10 Exceptional (342) "We loved the pool area and outdoor bar. We had a great stay!" CA $420 CA $570 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Savannah-Hotels-Hotel-Bardo-Savannah.h1160188.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/50000/49700/49653/7a25c6aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/50000/49700/49653/734e9e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/50000/49700/49653/64586268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/50000/49700/49653/26adde81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eliza Thompson House, Historic Inns of Savannah Collection Historic Downtown Savannah 9.6/10 Exceptional (1004) "Great breakfast!!!!" CA $279 CA $393 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Savannah-Hotels-Eliza-Thompson-House.h49653.Hotel-Information) ![Suite, 1 King Bed, Corner](https://images.trvl-media.com/lodging/1000000/450000/449800/449796/e75e07b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/1000000/450000/449800/449796/86f0f9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/450000/449800/449796/59570f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Patio](https://images.trvl-media.com/lodging/1000000/450000/449800/449796/f9f9e261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Bay Inn, Historic Inns of Savannah Collection Historic Downtown Savannah 9.6/10 Exceptional (1010) "Beautiful rooms and staff were very friendly." CA $307 CA $418 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Savannah-Hotels-East-Bay-Inn.h449796.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=2025-10-28&endDate=2025-10-29®ionId=601684&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Hilton Head Island Hotel Reviews ## Frequently asked questions ### What's there to see and do in Hilton Head Island? > Visitors speak positively about this destination's breathtaking beach views, pristine golf courses, and beautiful island views. Activities and attractions to experience around Hilton Head Island include Marine Corps Recruit Depot Parris Island, Heron Point by Pete Dye at Sea Pines Resort, and The Village at Wexford. You might also want to see places such as River Street, Arts Center of Coastal Carolina, and Coastal Discovery Museum during your trip. ### What kind of weather should I plan for when I travel to Hilton Head Island? > Getting an idea of what to expect from the weather in Hilton Head Island will help you enjoy your stay to the fullest. The hottest months are usually July and August with an average temp of 80°F, while the coldest months are January and February with an average of 56°F. Average annual precipitation for Hilton Head Island is 51 inches. ### What's the best way to get to my boutique hotel in Hilton Head Island? > You have a few options for transportation to and around Hilton Head Island. The nearest major airport is Hilton Head Island Airport (HHH), which is located 6.1 mi (9.9 km) from the heart of the city, but Savannah - Hilton Head International Airport (SAV) may also be an option. If you'd like to venture out around the area, consider renting a car to take in more sights. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [3 Star Hotels in Harbour Town](https://www.expedia.ca/3Star-Harbour-Town-Hilton-Head-Island-Hotels.s30-n553248635976470650-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Sea Pines](https://www.expedia.ca/3Star-Sea-Pines-Hilton-Head-Island-Hotels.s30-n553248635976473337-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Calibogue Cay](https://www.expedia.ca/4Star-Calibogue-Cay-Hilton-Head-Island-Hotels.s40-n553248635976471986-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Harbour Town](https://www.expedia.ca/4Star-Harbour-Town-Hilton-Head-Island-Hotels.s40-n553248635976470650-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Sea Pines](https://www.expedia.ca/4Star-Sea-Pines-Hilton-Head-Island-Hotels.s40-n553248635976473337-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Windmill Harbor](https://www.expedia.ca/4Star-Windmill-Harbor-Hotels.s40-0-d553248635975850995.Travel-Guide-Filter-Hotels) - 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[Hotels near Sea Pines Forest Preserve](https://www.expedia.ca/Sea-Pines-Forest-Preserve-Hotels.0-l6082725-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Sea Pines](https://www.expedia.ca/Sea-Pines-Hilton-Head-Island-Hotels-All-Inclusive-Hotel.0-n553248635976473337-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Sea Pines](https://www.expedia.ca/Sea-Pines-Hilton-Head-Island-Hotels-Beach-Hotel.0-n553248635976473337-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Sea Pines](https://www.expedia.ca/Sea-Pines-Hilton-Head-Island-Hotels-Golf-Hotel.0-n553248635976473337-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Sea Pines](https://www.expedia.ca/Sea-Pines-Hilton-Head-Island-Hotels-Hotels-With-Kitchenettes.0-n553248635976473337-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Sea Pines](https://www.expedia.ca/Sea-Pines-Hilton-Head-Island-Hotels-Pet-Friendly-Hotel.0-n553248635976473337-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Sea Pines Hotels](https://www.expedia.ca/Sea-Pines-Hilton-Head-Island-Hotels.0-n553248635976473337-0.Travel-Guide-Filter-Hotels) - [Hotels near Shelter Cove Harbour](https://www.expedia.ca/Shelter-Cove-Harbour-Hotels.0-l6301000-0.Travel-Guide-Filter-Hotels) - [Hotels near Shipyard Golf Course](https://www.expedia.ca/Shipyard-Golf-Course-Hotels.0-l6134194-0.Travel-Guide-Filter-Hotels) - [Hotels near Singleton Beach](https://www.expedia.ca/Singleton-Beach-Hotels.0-l6079957-0.Travel-Guide-Filter-Hotels) - [Casino Hotels in South Beach](https://www.expedia.ca/South-Beach-Hilton-Head-Island-Hotels-Casino-Hotel.0-n553248635976481347-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in South Beach](https://www.expedia.ca/South-Beach-Hilton-Head-Island-Hotels-Hotel-With-Pool.0-n553248635976481347-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in South Beach](https://www.expedia.ca/South-Beach-Hilton-Head-Island-Hotels-Hotels-With-Kitchenettes.0-n553248635976481347-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [South Beach Hotels](https://www.expedia.ca/South-Beach-Hilton-Head-Island-Hotels.0-n553248635976481347-0.Travel-Guide-Filter-Hotels) - [Hotels near South Beach](https://www.expedia.ca/South-Beach-Hotels.0-l553248635983988871-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in South End](https://www.expedia.ca/South-End-Hilton-Head-Island-Hotels-Beach-Hotel.0-n904315251726786560-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in South End](https://www.expedia.ca/South-End-Hilton-Head-Island-Hotels-Boutique-Hotel.0-n904315251726786560-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bar in South End](https://www.expedia.ca/South-End-Hilton-Head-Island-Hotels-Hotels-With-Bar.0-n904315251726786560-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in South Forest Beach](https://www.expedia.ca/South-Forest-Beach-Hilton-Head-Island-Hotels-Adults-Only-Resorts.0-n642303044236410880-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in South Forest Beach](https://www.expedia.ca/South-Forest-Beach-Hilton-Head-Island-Hotels-All-Inclusive-Hotel.0-n642303044236410880-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Forest Beach](https://www.expedia.ca/South-Forest-Beach-Hilton-Head-Island-Hotels-Cheap-Hotels.0-n642303044236410880-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [South Forest Beach Hotels](https://www.expedia.ca/South-Forest-Beach-Hilton-Head-Island-Hotels.0-n642303044236410880-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Spanish Wells](https://www.expedia.ca/Spanish-Wells-Hilton-Head-Island-Hotels-Boutique-Hotel.0-n553248635976481270-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Spanish Wells Hotels](https://www.expedia.ca/Spanish-Wells-Hilton-Head-Island-Hotels.0-n553248635976481270-0.Travel-Guide-Filter-Hotels) - [Hotels near The Golf Courses of Palmetto Dunes](https://www.expedia.ca/The-Golf-Courses-Of-Palmetto-Dunes-Hotels.0-l553248621555612208-0.Travel-Guide-Filter-Hotels) - [Hotels near The Sandbox](https://www.expedia.ca/The-Sandbox-Hotels.0-l6300598-0.Travel-Guide-Filter-Hotels) - [Hotels near Van Der Meer Tennis Academy](https://www.expedia.ca/Van-Der-Meer-Tennis-Academy-Hotels.0-l6134201-0.Travel-Guide-Filter-Hotels) - [Hotels near Van Der Meer Tennis Center](https://www.expedia.ca/Van-Der-Meer-Tennis-Center-Hotels.0-l553248621555612195-0.Travel-Guide-Filter-Hotels) - [Flights from Atlanta (ATL) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/atl/hhh/atlanta-to-hilton-head-island) - [Flights from Buffalo (BUF) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/buf/hhh/buffalo-to-hilton-head-island) - [Flights from Charlotte (CLT) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/clt/hhh/charlotte-to-hilton-head-island) - [Flights from Detroit (DTW) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/dtw/hhh/detroit-to-hilton-head-island) - [Flights from Niagara Falls (IAG) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/iag/hhh/niagara-falls-to-hilton-head-island) - [Flights from Orlando (MCO) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/mco/hhh/orlando-to-hilton-head-island) - [Flights from Savannah (SAV) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/sav/hhh/savannah-to-hilton-head-island) - [Flights from Syracuse (SYR) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/syr/hhh/syracuse-to-hilton-head-island) - [Flights from Hamilton (YHM) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/yhm/hhh/hamilton-to-hilton-head-island) - [Flights from Halifax (YHZ) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/yhz/hhh/halifax-to-hilton-head-island) - [Flights from Kitchener (YKF) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/ykf/hhh/kitchener-to-hilton-head-island) - [Flights from Ottawa (YOW) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/yow/hhh/ottawa-to-hilton-head-island) - [Flights from Toronto (YTZ) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/ytz/hhh/toronto-to-hilton-head-island) - [Flights from Montreal (YUL) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/yul/hhh/montreal-to-hilton-head-island) - [Flights from London (YXU) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/yxu/hhh/london-to-hilton-head-island) - [Flights from Calgary (YYC) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/yyc/hhh/calgary-to-hilton-head-island) - [Flights from Toronto (YYZ) to Hilton Head Island (HHH)](https://www.expedia.ca/lp/flights/yyz/hhh/toronto-to-hilton-head-island) - [Golden Bear Golf Club](https://www.expedia.ca/Golden-Bear-Golf-Club-Mid-Island.d6299903.Vacation-Attraction) - [Harbour Town Golf Links](https://www.expedia.ca/Harbour-Town-Golf-Links-Sea-Pines.d6082721.Vacation-Attraction) - [Harbour Town Lighthouse](https://www.expedia.ca/Harbour-Town-Lighthouse-Sea-Pines.d6082735.Vacation-Attraction) - [Visit Harbour Town](https://www.expedia.ca/Hilton-Head-Island-Harbour-Town.dx553248635976470650) - [Visit Sea Pines](https://www.expedia.ca/Hilton-Head-Island-Sea-Pines.dx553248635976473337) - [Visit Indigo Run](https://www.expedia.ca/Indigo-Run.dx553248635975867127) - [Palmetto Dunes Club](https://www.expedia.ca/Palmetto-Dunes-Club-Mid-Island.d553248621555612199.Vacation-Attraction) - [Palmetto Dunes Tennis & Pickleball Center](https://www.expedia.ca/Palmetto-Dunes-Tennis-Pickleball-Center-Mid-Island.d638881551732686848.Vacation-Attraction) - [Van Der Meer Tennis Academy](https://www.expedia.ca/Van-Der-Meer-Tennis-Academy-South-End.d6134201.Vacation-Attraction) - [Book Boutique Hotels in Hilton Head Island on Expedia.com](https://www.expedia.com/Hilton-Head-Island-Hotels-Boutique-Hotel.0-0-d601684-tBoutiqueHotel.Travel-Guide-Filter-Hotels)