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Hilton Head Island Vacation Rentals

VTrips is the premier choice for affordable and luxurious Hilton Head Island vacation rentals, ideal for romantic getaways to fun family vacations! We offer a top selection of vacation condos and homes near popular attractions like Shelter Cove, Coligny Beach, Islanders Beach, the famous Harbour Town Lighthouse, and many more.

From sunrise to sunset, there’s never a dull moment on Hilton Head Island, South Carolina. Enjoy world-class golf courses, miles of pristine beaches, and a vast nature preserve — it’s the perfect destination for family trips and couples retreats!

family running on beach

Beach Vacation Rentals

Our collection of Hilton Head beach vacation rentals has everything you could want for your getaway — ocean views, resort-style amenities, beach gear, and more. Since you’ll only be steps away from the ocean, plan a day around fun beach activities or simply enjoy the view from your balcony! Whether you’re looking to relax or find fun things to do, you’ll have limitless options in a beach rental.

Hilton Head vacation condo rentals with pool

Swimming Pools

Dive into our Hilton Head vacation rentals with pools to add even more fun and relaxation to your trip! Start your day with a tranquil morning swim or cool off after the beach and lounge poolside with a frosty drink. We offer a wide selection of pool options to ensure the best vacation experience. Book your pool oasis on Hilton Head Island now!

dog playing pet-friendly beach

Pets Welcomed

Want to bring your pup along? No problem! We have a variety of pet-friendly vacation rentals, so no one in your family has to miss out on the fun. Create special vacation memories in a beachy paradise that you and your family will treasure forever. Browse dog-friendly rental options in Hilton Head to find the perfect match.

Hilton Head Island beach dusk

Plan Your Hilton Head Island Trip

Spectacular sunsets, world-class golf courses, protected nature reserves, all on the “Best Island in the U.S.”! It’s a true paradise for everyone. For things to do, check out the recommendations below from our local VTrips office so you can explore the many wonders of Hilton Head Island.

Attractions

There are tons of tours in Hilton Head Island, SC that explore the vanishing islands and let you search for sand dollars — you might even see some dolphins!

Golfers look forward to wide fairways and expansive greens at the Robert Trent Jones Course at Palmetto Dunes, named one of the “2020 Best Courses You Can Play in SC.” by Golfweek.

Offering waterfront dining, shopping, entertainment, water sports, and activities.

Be a pirate for a day with Hilton Head’s only custom pirate ship attraction! Treasure hunting, face painting, tattoos, and pirate costumes all make this a fun adventure for the kids.

A narrated ferry cruise tour where you can enjoy live music and tasty cuisine whilst sitting back and admiring the sunset views over the river.

Activities

Water Sports

Hilton Head Island is surrounded by water, offering tons of fun water activities. Kayaking, paddle boarding, surfing, water skiing, swimming, parasailing, sailing, and fishing!

Golfing

Hilton Head is a golfer’s dream vacation! There are more than 33 world-class golf courses in the Lowcountry area, including championship courses designed by Robert Trent Jones, Pete Dye, and Jack Nicklaus.

Biking

One of the most popular activities on Hilton Head Island is biking, with over 60 miles of multi-use pathways covering the island!

Golfing

Golf Digest voted Panama City Beach as one of the top three golf towns in the nation for a reason. Four championship golf courses and over 320 days of sunshine make Panama City Beach a golfer’s dream vacation.

Bird Watching

With Hilton Head’s protected wetlands, this is a bird-watching wonderland! More than 350 species of native birds have been spotted including snowy egret, blue heron, and white ibis.

Beaches

One of the island’s best beaches, along with a plaza for shopping and dining.

A quieter beach-going experience that offers handicap beach matting, outdoor showers, and seasonal lifeguards.

A great beach spot with shaded parking, bathrooms, and water stations!

Outfitted with a picnic pavilion, grills, playground, and restrooms, you won’t want to leave Islanders!

A beautiful stretch along the coastline, right down the road from Chaplin Community Park.

Restaurants

Bustling waterfront spot for seafood and Southern classics, with a sprawling, tree-shaded outdoor bar.

Dayboat seafood served in a 1912 factory, still partly used to process fish, with dockside seating.

Serving Southern seafood favorites in a kitschy, nautical-themed restaurant with outdoor seating.

Ocean Lounge has spectacular ocean views on the second floor of the world-class Sea Pines Beach Club. Experience the casual yet chic atmosphere indoors or on the oceanfront terrace (only for guests 21 years of age or older).

A neighborhood cafe serving American breakfast favorites all day and lunch classics, with gluten-free and vegan options available.

Shopping

Shop, dine, or pamper yourself at the Plaza at Shelter Cove next to the Marina.

A favorite place to stroll along the shaded, nostalgic Main Street atmosphere and shop at the unique boutiques on the north side.

Hilton Head Island’s premier downtown shopping center is filled with waterfront indulgences and entertainment for all.

Culture

The award-winning regional Arts Center of Coastal Carolina is a remarkable showcase for professional performing and visual arts, as well as cultural festivals and educational outreach.

A fun-filled learning center with programs, tours, and walks on 68 coastal acres with ancient buildings, trees, and wildlife.

A beacon to ships and a landmark that comes to symbolize Hilton Head Island. The working lighthouse includes a museum, a shop, and 104 steps to the top for incredible 360-degree views.

Located in a restored 1930s cabin, the museum preserves Gullah history, culture, customs, and traditions.

Events

Loggerhead sea turtles commonly nest along Hilton Head beaches from May to October!

The festival is a week-long event offering a myriad of activities, showcasing the locally harvested seafood, delicious Lowcountry cuisine, rich history, culture, and art of the area, with Southern hospitality found only in Bluffton.

One of the best hometown festivals in the country and admission is free! Mayfest features local and regional arts and crafts, great music, numerous food vendors, family-friendly contests, and much more.

Hilton Head vacation rental elegant living room

Guest FAQs

What should I pack for my Hilton Head Island vacation?

Sunscreen, bug spray, sunglasses, hat, sandals, swimsuit, cooler, backpack, tennis shoes, weather-appropriate clothes, toiletries, medication, electronics/chargers, rain umbrella.

When is the best time to visit Hilton Head Island, SC?

Summer is the prime season to visit Hilton Head Island, SC with its wide array of seasonal activities and water sports! Spring and fall, however, are excellent too as they offer fewer crowds while still providing beach-friendly weather.

What’s included in my Hilton Head Island vacation rental?

We supply you with a limited starter kit of toilet paper, soap, paper towels, and dishwasher detergent for your convenience. There are several shops you can visit nearby to purchase supplies for your stay.

What should I bring/buy for my rental?

We recommend bringing the following to your Hilton Head Island rental: trash bags, paper towels, laundry detergent, dishwasher packs, and extra toilet paper.

Spend Less, Enjoy More

Recharge in the natural beauty of Hilton Head Island, South Carolina while staying in a clean, safe vacation rental with tranquil views and top amenities. VTrips offers a wide selection of fully-furnished Hilton Head Island vacation rentals at the best prices for an incredible getaway. Save up to 30% off your rental by booking directly with us online or by phone. Spend less on your trip and enjoy island life more!

family in Hilton Head vacation rental pool

Did You Know?

During turtle nesting season houses and buildings along the beach turn off all outdoor lighting to help the turtles navigate to their nesting place!
350 Native species of birds have been spotted on Hilton Head Island.
The Harbour Town Lighthouse is only just 5 decades old yet has become iconic for Hilton Head Island.
Hilton Head Island was chosen as #1 Island in the Continental U.S by Travel & Leisure Magazine.
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578 William Hilton Pkwy • Hilton Head Island, SC 29928

843-785-8687

HiltonHeadServices@VTrips.com

Office Hours: Mon-Sat 9am-5pm

578 William Hilton Pkwy • Hilton Head Island, SC 29928

843-785-8687

HiltonHeadServices@VTrips.com

Office Hours: Mon-Sat 9am-5pm