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Hilton Head Island vacation rentals

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Top-rated vacation rentals in Hilton Head Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Condo in Hilton Head Island
High End Condo! CLEAN! Ocean View~2 Bikes! #109
Congratulations! You have found a gem! This condo has been completely remodeled with no expense spared. You will find none like it! Is in an ocean front complex and has ocean views! Comes with 2 bikes with basket and lock and beach items! Has 2 air conditioners, SUPER NICE and CLEAN!! The condo is near the popular Coligny Shopping Center and restaurants! Just bring yourself and some food and everything else is taken care of!! No other condo has so much to offer! This condo has it all!
$115 per night
Condo in Hilton Head Island
(4) Location! Walk to Coligny Beach Shops Dining!
Location Location Location! Park your car and do not start it! Just renovated walk to beach / restaurants / shops / grocery across the street, if you have been to Coligny Plaza you know there are way too many places to list, but we love that the Frosty Frog and Piggly Wiggly are two of MANY places right across the street! Unit has a queen in each bedroom and the sofa pulls out to a queen as well, enjoy cable, youtubetv, prime video or netflix! 2 car max per unit per association.
$80 per night
Condo in Hilton Head Island
Breathtaking OCEAN view/Top Floor/Pool/Coligny
Watch dolphins from your top floor balcony & swim in the heated pool year round. Located on the beach, directly across from Coligny Plaza, you'll walk to restaurants, specialty boutiques, & the grocery store. Island golf courses, tennis courts, bike paths & activities mean fun for the whole family. The Breakers is a terrific hotel alternative, perfect for a couple's getaway or small family. Elevators are in place. Guests receive discounts on bike rentals & dolphin tours.
$105 per night

Stay near Hilton Head Island's top sights

Coligny Beach Park117 locals recommend
Coligny Plaza Shopping Center180 locals recommend
Tanger Outlets Hilton Head150 locals recommend
Hilton Head Island Beach & Tennis Resort10 locals recommend
The Salty Dog Cafe120 locals recommend
Sonesta Resort Hilton Head Island3 locals recommend
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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.


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 1,180 villa rentals, over 1,180 house rentals to over 2,350 condo rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • How much does it cost to stay in vacation home rentals in Hilton Head Island?

    Experience the best of Hilton Head Island with our vacation home rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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