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Hilton Head Vacation Rentals

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950 rentals in Hilton Head.
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3 Quincy, Private Pool, Sleeps 6
3 bedrooms
2 bathrooms
Sleeps 6
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20 Sandpiper
7 bedrooms
6 bathrooms
Sleeps 23
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Ocean One 315 - Oceanfront 3rd Floor Condo
2 bedrooms
2 bathrooms
Sleeps 6
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Sea Pines -1st Floor Plantation Club Villa, Walk to Beach/Golf
2 bedrooms
2 bathrooms
Sleeps 6
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410 Captains Walk
2 bedrooms
2 bathrooms
Sleeps 6
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Hilton Head Island - Spa on Port Royal Sound
2 bedrooms
2 bathrooms
Sleeps 6
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5 Star Ratings - Ocean View - South Beach Marina
4 bedrooms
4 bathrooms
Sleeps 8
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DirectOceanfrontHome PrivateBeachAccess.Wks 4/24,5/8 reduced $800 cancellation
4 bedrooms
3 bathrooms
Sleeps 12
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5/5 Rated, Premier Partner villa awaits your arrival!
2 bedrooms
2 bathrooms
Sleeps 6
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Oceanview Windsor -Steps to the Beach , 5 min to spa! Paradise
1 bedroom
2 bathrooms
Sleeps 4
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3 BR. Beautiful, Across from Beach, WIFI, Comfortable and Secure
3 bedrooms
2 bathrooms
Sleeps 8
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Steps away from beach. Newly renovated 3 Bedroom home
3 bedrooms
4 bathrooms
Sleeps 10
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Shorewood 103 - Oceanfront 1st Floor Condo
2 bedrooms
2 bathrooms
Sleeps 6
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200 Feet from the Beach - Home with Private Pool, Short Walk to Coligny
5 bedrooms
4 bathrooms
Sleeps 10
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428 HHB&T Oceanview 2 Bedroom Villa!!
2 bedrooms
2 bathrooms
Sleeps 6
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2 bed, 1.5 bath town home, 500 steps from the beach! Clean and newly updated.
2 bedrooms
2 bathrooms
Sleeps 4
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#232 Breakers - King Bed and 2 flat screen TV’s! Best location on Hilton Head!
1 bedroom
1 bathroom
Sleeps 4
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306 Barrington Arms -Oceanfront Luxury Villa
1 bedroom
2 bathrooms
Sleeps 4
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18 Gannet - 3rd Row Home with Easy Beach Access
4 bedrooms
3 bathrooms
Sleeps 9
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Shorewood 312 - 3 bedroom Beautiful Ocean Front
3 bedrooms
3 bathrooms
Sleeps 7
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490 Captain's Cove, BRAND NEW RENTAL, 2 Bedroom Villa, Near Ocean!
2 bedrooms
2 bathrooms
Sleeps 7
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Private acre estate with Pickle ball court near beach
5 bedrooms
5 bathrooms
Sleeps 12
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17 Dune - 'The Cottage' - Oceanfront 7 Bedroom, North Forest Beach
7 bedrooms
7 bathrooms
Sleeps 16
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79 Kingston Dunes - Shipyard Sanctuary, Private Screen in Pool w/ Golf View
4 bedrooms
3 bathrooms
Sleeps 11
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26 Mallard
3 bedrooms
3 bathrooms
Sleeps 8
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Oceanfront Oasis, North Forest Beach, Pet Friendly 5 Bedroom
5 bedrooms
7 bathrooms
Sleeps 12
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Shorewood 511
2 bedrooms
2 bathrooms
Sleeps 8
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117 Dune Lane - Spectacular Oceanfront Beach Home with Large Pool
6 bedrooms
5 bathrooms
Sleeps 16
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Pet Friendly, Private Home with Large fenced pool, 4 Bedrooms
4 bedrooms
4 bathrooms
Sleeps 11
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2 Roadrunner, 6 Bedrooms, Private Pool, Spa, Ocean View, Deck overlooking Sonest
6 bedrooms
4 bathrooms
Sleeps 17
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Steps to Beach, Private Pool/Spa and Pool Bar, 5 Minute Walk to Coligny
6 bedrooms
6 bathrooms
Sleeps 16
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23 Dune - Mimi's Place - Private Beach Access, Large Pool, Giant Pool Deck
7 bedrooms
7 bathrooms
Sleeps 18
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14 Heron Street - 6 Bedroom Home Close to Beach with Jacuzzi!
6 bedrooms
6 bathrooms
Sleeps 19
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Windsor II 2216
2 bedrooms
2 bathrooms
Sleeps 6
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6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach
6 bedrooms
5 bathrooms
Sleeps 19
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Yard Arm 3
5 bedrooms
4 bathrooms
Sleeps 14
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Spectacular Home with Brand New Pool in Harbour Town! Rare December cancellation
4 bedrooms
4 bathrooms
Sleeps 10
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2 Min Walk 2 Beach, Golf, Tennis, Pickleball, Pvt Heated Pool, SPA, Bikes, Kayak
5 bedrooms
4 bathrooms
Sleeps 12
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Oceanfront Resort - Ocean View - Beach Villa A329
1 bedroom
1 bathroom
Sleeps 6
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Stylishly Renovated Villa With Fabulous Views and All Amenities
2 bedrooms
2 bathrooms
Sleeps 5
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Beaches are open! Private Pool, beach access, backyard, Bikes, pet friendly
4 bedrooms
4 bathrooms
Sleeps 14
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Luxury at the Beach! Beach, Pool, Tennis, Pickeleball, Restaurants, Beach Bar!
1 bedroom
1 bathroom
Sleeps 4
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Awesome Ocean View - Beautifully Remodeled - Relax at the Beach!
1 bedroom
1 bathroom
Sleeps 4
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3rd Row On Beach Path...Steps to Ocean! Major Renovations Just Completed!
4 bedrooms
4 bathrooms
Sleeps 12
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Couple’s Retreat – Romantic Penthouse Villa Across the Street from the Beach
2 bedrooms
2 bathrooms
Sleeps 4
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Super Nice! Large 2 Bdrm Villa-Coligny Area! Walk to Beach! Bikes, Pools
2 bedrooms
3 bathrooms
Sleeps 4
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Charming 3 Br Home, Private Pool And Dock On Serene Lagoon In Palmetto Dunes.
3 bedrooms
4 bathrooms
Sleeps 8
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20 % OFF - Harbour Cove - Remodeled Luxury Steps from Lighthouse in HarbourTown
2 bedrooms
2 bathrooms
Sleeps 8
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Adorably furnished and renovated Ocean Villa condo with upgrades galore!
1 bedroom
1 bathroom
Sleeps 4
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Stop Here! Can’t Beat This Villamare Top Floor Vacation Spot
2 bedrooms
2 bathrooms
Sleeps 6
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Hilton Head Island Vacation Rentals and Beach Condos
“A golfer’s paradise.” That’s what Hilton Head Island is often called, with its 24 championship courses and beautiful year round weather. But stay a week in one of its breezy beach rentals or condo rentals and you’ll quickly realize there’s more to this Southern oasis than golf. Only 12 miles by five miles wide, Hilton Head’s sparkling sandy shoreline is considered one of the best family beaches in the United States. Beach rentals provide amazing water activities and outdoor recreation for families and friends of all ages. Gorgeous condo rentals inland offer a plethora of land pursuits for the energetic and sporty vacationer.
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Hilton Head Island Vacation Rentals and Beach Condos
“A golfer’s paradise.” That’s what Hilton Head Island is often called, with its 24 championship courses and beautiful year round weather. But stay a week in one of its breezy beach rentals or condo rentals and you’ll quickly realize there’s more to this Southern oasis than golf. Only 12 miles by five miles wide, Hilton Head’s sparkling sandy shoreline is considered one of the best family beaches in the United States. Beach rentals provide amazing water activities and outdoor recreation for families and friends of all ages. Gorgeous condo rentals inland offer a plethora of land pursuits for the energetic and sporty vacationer.
The Ultimate Family Vacation Starts on Hilton Head Island
Spacious vacation rentals – from beachfront villas and traditional country homes to airy summer chateaus – make Hilton Head Island the ideal family getaway. With mini golf at Pirate’s Island and Adventure Cove, the grown-ups aren’t the only ones hitting the links. Condo rentals on the south end of Hilton Head are minutes from The Sandbox, An Interactive Children’s Museum, offering educational play between kids and parents, like the Rhythm and Hues painting exhibit. Give the little ones a break from the sun at the indoor Island Playground, complete with inflatable slides, obstacle courses and a toddler exploration area.
Hilton Head Island Attractions For Adults
Vacation rentals on Hilton Head Island also offer incredible attractions for adults and older children. Venture inland for miles of paved bike paths leading down gorgeous scenic trails. Fly along ziplines over magnificent live oaks and gaze at the boats, bogs and bottlenose dolphins residing in Broad Creek Marina. The wildlife outside your condo rental is vast and exquisite. Take a Hilton Head forest hayride to see bobcats, minks, deer, otters and eclectic species of birds, or hit the petting zoo and horseback tours at Lawton Stables.
Experience Cuisine, Nightlife and Spirits Like Never Before
Vacation rentals on Hilton Head Island offer a social scene that families or couples will love. The island boasts over 250 restaurants and authentic cuisine. Hudson’s Seafood House on the docks is Hilton Head’s oldest establishment, serving up the freshest of oceanic chow with astounding views of the Intracoastal Waterway. Enjoy a romantic night under the starry skies at WiseGuys, a local see-and-be-seen hotspot with an award-winning wine list. Get your southern barbecue fix from The Smokehouse, plating local favorites like Gullah rice, gumbo, fried okra and delectable peach cobbler.
Vacation Rentals on Hilton Head Island Are Can’t-Miss
Enjoy numerous recreational activities or just relax on the pristine beaches of Hilton Head Island. TripAdvisor is the only place for the best deals on beach rentals, condos, vacation homes and more.