Hilton Head Island vacation rentals
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Top-rated vacation rentals in Hilton Head Island
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Other great vacation rentals in Hilton Head Island
Condo in Hilton Head Island
4.96 out of 5 average rating, 115 reviewsBeach&Tennis, Stylish, Modern, Folly Field Beach!
Condo in Hilton Head Island
4.88 out of 5 average rating, 182 reviewsCozy Hilton Head Island Condo
Condo in Hilton Head Island
4.86 out of 5 average rating, 234 reviewsShore To Please! Elegant couples retreat w/bikes
Condo in Hilton Head Island
4.98 out of 5 average rating, 181 reviewsLost Tiki Lounge TOP Floor Oceanfront 322 Breakers
Condo in Hilton Head Island
4.83 out of 5 average rating, 101 reviewsSalt Sand and Serenity! The great escape to HHI
Condo in Hilton Head Island
4.95 out of 5 average rating, 202 reviewsCozy Renovated Unit Great Location
Condo in Hilton Head Island
4.85 out of 5 average rating, 234 reviewsCharming Sea Pines Villa with View on Hilton Head
Villa in Hilton Head Island
4.92 out of 5 average rating, 330 reviewsDirect Ocean Front S. Forest Beach
Private Hilton Head Island vacation rentals
Guesthouse in Bluffton
4.93 out of 5 average rating, 167 reviewsBeautiful Carriage House! Your Home Away from Home
Condo in Hilton Head Island
4.88 out of 5 average rating, 160 reviewsHilton Head Hidden Gem
Apartment in Bluffton
4.99 out of 5 average rating, 350 reviewsGuest House on Lawrence Street
Guesthouse in Bluffton
4.96 out of 5 average rating, 322 reviewsOld Town Bluffton Carriage Apt.
Condo in Hilton Head Island
4.91 out of 5 average rating, 452 reviews(4) Location! Walk to Coligny Beach Shops Dining!
Condo in Hilton Head Island
4.9 out of 5 average rating, 127 reviewsCoastal Comfort! Condo in beachfront resort.
Condo in Hilton Head Island
4.89 out of 5 average rating, 151 reviewsBeachfront property with ocean/sunrise view!
Apartment in Bluffton
4.93 out of 5 average rating, 111 reviewsOne Bed Carriage Hse, Winnie's Corner in Old Town.
Hilton Head Island house rentals
Home in Hilton Head Island
4.85 out of 5 average rating, 165 reviewsPrivate Beach Access-Pet Friendly-Hot Tub!
Home in Hilton Head Island
4.78 out of 5 average rating, 259 reviewsNan's Slice of Paradise
Home in Hilton Head Island
4.96 out of 5 average rating, 120 reviewsModern Waterview Ranch - 3 Bdrm, Walk to Beach
Home in Savannah
5.0 out of 5 average rating, 394 reviewsPenrose Cottage
Home in Bluffton
4.98 out of 5 average rating, 122 reviewsOld Town Bluffton Cottage - Includes Golf Cart!
Home in Hilton Head Island
4.85 out of 5 average rating, 101 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
Home in Tybee Island
5.0 out of 5 average rating, 189 reviews47 Steps to the Beach - Hot Tub Ocean Views!
Home in Hilton Head Island
4.92 out of 5 average rating, 170 reviewsSpa/Fully Screened Heated Pool/Elevator/Fenced-51
Quick stats about vacation rentals in Hilton Head Island
Total rentals
5.5K properties
Rentals with a pool
4.8K properties have a pool
Pet-friendly rentals
790 properties allow pets
Family-friendly rentals
4.6K properties are a good fit for families
Total number of reviews
110K reviews
Nightly prices starting at
$10 before taxes and fees
Your guide to Hilton Head Island
All About Hilton Head
There are 24 golf courses and 12 miles of soft-sand beaches spread over Hilton Head Island’s 25,000 acres. Add scenic walking trails, breezy, tropical weather, and an obsession with tennis and there’s a good chance you’re here to recreate and relax. This is an island of swaying palms, easy resort-style living, and the Southern flare for hospitality for which this neck of the woods is known. Hilton Head Island is also steeped in history, with a prominent Gullah-Geechee influence that infuses this little corner of the lowcountry with a cultural richness. There are also restaurants serving traditional Southern fare, oyster shucking stalls, and folk music and artisan wares steeped in West African tradition. With so much layered history everywhere you look, you may have come here to play, but you’ll likely leave having learned a lot too.
The best time to stay in a vacation rental in Hilton Head Island
If you want to visit Hilton Head Island at its busiest and most lively time of year, come during the high summer months of June, July, and August. A golf tournament every spring draws throngs of visitors, but otherwise April and May tend to be quieter times to enjoy the calmer side of island life. Visiting in September or October will also mean mild weather and few crowds, though be careful to check the hurricane forecast as tropical storms can hit in late-autumn. The Island quiets down throughout the winter, and if you choose to come at this time of year, you may just find yourself with a 25,000 acre private island resort at your fingertips — though know that it won’t be the best time for swimming in the ocean.
Top things to do in Hilton Head Island
Learn about Gullah culture
The Gullah-Geechee people of Hilton Head and the surrounding lowcountry are the descendants of enslaved West Africans who, due to the remoteness of their island plantations, managed to preserve their heritage and cultural identity throughout the centuries. Take a boat tour along the waterways that link these island communities, go on a trail walk led by a Gullah elder, or savor Gullah culture in one of the best ways possible — by tasting its influence on so much of Southern cuisine.
Golf
With two dozen golf courses on Hilton Head Island, you can rest assured that this is an excellent place to putt. The island is something of a pilgrimage site for golf aficionados, with the pros and fans alike coming down every year for the regular pro tours and annual tournaments. Note that some of the island’s golf clubs are private or membership only, but fear not, there are still more than 15 public courses that anybody can enjoy.
Sea Pines Forest Preserve
Sea Pines Forest Preserve is a haven of natural beauty, wildlife, and history. Wander along wetland boardwalks, hike through forest trails, and watch alligators bask in the marshes. While here, don’t miss the 4,000-year-old Sea Pines Shell Ring, an important indigenous archeological site, and leave some time to get lost in the secret forest, past a vanishing swamp.
Frequently Asked Questions
How is the weather in Hilton Head Island?
Hilton Head Island experiences a subtropical climate. Summers are hot and humid with temperatures around 90°F (32°C), while winters are mild with temperatures around 60°F (15°C). Rainfall is evenly spread throughout the year.
What are some of the best things to do in Hilton Head Island?
Visitors frequently enjoy exploring the Island's pristine beaches, playing golf on its world-class courses, cycling along the numerous bike trails, and observing wildlife at the Pinckney Island National Wildlife Refuge.
What is the best time of year to visit Hilton Head Island?
Spring and summer, particularly April through June, are the most popular times to visit Hilton Head Island. This period coincides with pleasant weather and popular events such as the RBC Heritage PGA golf tournament in April and the Hilton Head Island Art Festival in May.
What are the best places to stay in Hilton Head Island?
Popular areas to stay on Hilton Head Island include the Sea Pines Resort area with its golf courses and beaches, the Palmetto Dunes Oceanfront Resort area for its central location, and the Harbour Town area known for its iconic lighthouse.
What are the best places to visit in Hilton Head Island?
Coligny Beach Park, Sea Pines Forest Preserve, and the Harbour Town Lighthouse are popular places to visit in Hilton Head Island. The Coastal Discovery Museum is also frequently suggested for those interested in local history and ecology.
What are some hiking trails in Hilton Head Island?
Hilton Head Island has several hiking trails such as those found in Sea Pines Forest Preserve, Fish Haul Creek Park, and Jarvis Creek Park. These trails offer opportunities to explore the island's diverse flora and fauna.
What are some family activities to do in Hilton Head Island?
Families can explore interactive exhibits at the Sandbox, an interactive children's museum, enjoy a dolphin-watching tour, visit the Coastal Discovery Museum, or bike along the many pedestrian-friendly trails on the island.
What are some of the best day trip ideas in Hilton Head Island?
Popular day trips from Hilton Head Island include exploring the historic city of Savannah, Georgia, immersing in the natural beauty of Beaufort, South Carolina, and discovering the rich cultural heritage of the Gullah Geechee Corridor.
What types of vacation rentals are available in Hilton Head Island?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Hilton Head Island. From over 1,060 villa rentals, over 2,350 condo rentals to over 1,260 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Hilton Head Island?
Yes! Work meets play with ease at over 2,590 vacation rentals in Hilton Head Island featuring dedicated workspaces. Stay connected and productive in your home away from home.
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