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Hilton Head Island vacation rentals

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Top-rated vacation rentals in Hilton Head Island

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3 BR/3 B Ocean Palms Villa with Westin Amenities

Spacious furnished 3 bedroom/3 bath villa steps to pool, beach and Westin amenities. This townhome has 1700 square feet with an open floor concept. Fully stocked kitchen with all the needed amenities. Washer and dryer also available in the unit! Three bedrooms that includes two master suites (one upstairs and one downstairs) as well as a third guest bedroom set up as two twin beds that can be pushed together. Private balcony that overlooks one of the pools on property.

$115 per night
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  2. Hilton Head Island
Shipyard Fabulous Location for a Getaway

Entire condo that sleeps 6 in the Brigantine Quarters of Shipyard resort, with balcony and golf course view. Includes access to 2 pools, playground, and tennis/pickle ball courts. This is the only resort community that has a back gate key to put you right on Lagoon Road, walking distance from the beach and Coligny Plaza. Condo has washer/dryer, and is professionally cleaned to CDC standards after each use to ensure a clean and safe HHI adventure for you and your guests.

$110 per night
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  2. Hilton Head Island
Ocean Palm Villa - Free Golf! Short walk to Beach!

Luxury 2 Bedroom/2 bath villa includes deck and screened porch overlooking lush fairways of Port Royal Golf Club. Located steps away from 2 onsite pools & an easy 5 minute walk to beach. Guests also have access to HHI Westin oceanfront pools, beach, fitness center (5 min. walk or free shuttle). Rental also includes one tee time per day for 4 players at Port Royal GC or Shipyard GC and one hour reserved court time per day. PLEASE NOTE: At check out, a $200 cleaning/amenity fee is charged.

$150 per night

Vacation rentals for every style

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Hilton Head Island beach vacation rentals

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ON THE BEACH! POOL! Large 3 BR. Great Location!
$149 per night
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Ocean Front Resort Villa
$128 per night
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(4) Location! Walk to Coligny Beach Shops Dining!
$145 per night
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(7) Location!- walk to beach and shops @ Coligny!
$134 per night
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FREE 3rd NT Dec- Feb OCEAN FRONT King Bed
$129 per night
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Hilton Head Beach Club - 3 Bedroom w/ a private patio!
$120 per night
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(2) Renovated, beachfront complex w/3 restaurants!
$134 per night
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🏖JUST BEACHY HHI, Ocean View, Steps to the Beach
$129 per night
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Beach Views, Hilton Head Beach Condo
$169 per night
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OCEAN VIEW VILLA...75 yards to the beach
$124 per night
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Beautiful Beach Condo in Paradise
$125 per night
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Dec-Feb 3rd NT FREE Ocean View - KING BED
$139 per night

Downtown Hilton Head Island vacation rentals

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Ocean Palms #702 - Free golf, Free tennis!
$145 per night
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Quiet 2 bedroom home on North End of Island
$82 per night
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1 Bedroom Condo, 5 Minute Walk to the Beach
$122 per night
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(5) Location! Walk to Coligny Beach Shops Dining!
$145 per night
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Entire Beach Front Resort Condo
$143 per night
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Hilton Head Resort, Steps to the beach!
$125 per night
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FIRST TIME LISTING! NEAR EVERYTHING! BEACH! PARKS! COLIGNY! TENNIS! POOL!
$90 per night
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Free Bikes! Affordable & Romantic Beach Getaway
$133 per night
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Direct Ocean Front S. Forest Beach
$150 per night
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Nothing But Ocean in Forest Beach
$163 per night
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Ocean Front Resort Condo
$149 per night
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Shelter Cove Broad Creek Beauty, sunrise, sunset
$173 per night

Hilton Head Island fishing vacation rentals

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AWESOME Retreat! King bed! Ocean View! 2 Bikes 218
$154 per night
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Newly Renovated Ocean View Villa, Free Bikes
$162 per night
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Breakers Oceanfront Getaway w/ Amazing View & Pool
$148 per night
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Oceanfront, 3rd floor, unobstructed ocean views
$179 per night
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RENOVATED! Beachfront Beautiful Family Friendly
$164 per night
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Ocean View - Steps to Beach & Pool - 2022 Refresh
$169 per night
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Million Dollar Oceanfront View in S. Forest Beach
$157 per night
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Couples Retreat! Beachfront Condo with Ocean View
$152 per night
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OceanfrontResort★2Bar/Restaurant★BIKES&CHAIRS★HHBT
$196 per night
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Charming Sea Pines Villa with View on Hilton Head
$125 per night
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Ocean view, Steps to the Beach, Free Bikes
$153 per night
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Top Floor Stunning Oceanview, Steps to the ocean!
$160 per night

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.


How do I get around Hilton Head Island?

Hilton Head Island has its own airport. You can also fly in to Savannah/Hilton Head International Airport (SAV), which is an easy 40-minute drive away. Getting from either airport to your Hilton Head vacation rental is as simple as hailing a taxi, using a rideshare app, or renting a car. While renting your own car is probably easiest for getting around and exploring the island, relying on taxis or rideshare apps is an equally viable option. Renting a bike and cycling is also an option for those who prefer to get a little workout in with their transportation.


When is 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.


What are the 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.