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Hilton Head Romantic Vacation Rentals

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41 rentals in Hilton Head.
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Shorewood 102
2 bedrooms
2 bathrooms
Sleeps 6
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SEA PINES/HARBOUR TOWN,IMMACULATE,NO STAIRS,SCREEN PORCH,PARK IN FRONT, PRIVATE!
2 bedrooms
2 bathrooms
Sleeps 5
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10 other travelers have booked this property
Spacious Villa Within Two Blocks of Beach - Tennis
2 bedrooms
3 bathrooms
Sleeps 6
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8 other travelers have booked this property
Direct Oceanfront Home. PrivateBeachAccess Jan&FebAvailable HeatedPool&Spa
4 bedrooms
3 bathrooms
Sleeps 12
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Ocean One 413 - Oceanfront 4th Floor Condo
3 bedrooms
3 bathrooms
Sleeps 7
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1 other traveler has booked this property
Ocean One 411 - Stunning Ocean Views from 4th Floor
3 bedrooms
3 bathrooms
Sleeps 8
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Waterford C-5 - Shipyard Townhouse
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveler has booked this property
Surf Court 63 - Updated Forest Beach Townhouse
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveler has booked this property
Surf Court 53 - Perfect Family Retreat - 2 bedrooms 2 1/2 Baths
2 bedrooms
2 bathrooms
Sleeps 6
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5 other travelers have booked this property
Remodeled 2BR Hilton Head Condo Near the Ocean!
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
Hilton Head Island, Fiddler's Cove - Pool/Beach, Balcony, Secured WiFi, HDTV's
2 bedrooms
2 bathrooms
Sleeps 6
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65 other travelers have booked this property
Mainsail 510
2 bedrooms
2 bathrooms
Sleeps 4
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23L,seapines,walk beach,WIFI, free tennis,bikes and fitness center
2 bedrooms
2 bathrooms
Sleeps 5
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3 other travelers have booked this property
Ocean Club 31 - Updated 1st Floor Flat
2 bedrooms
2 bathrooms
Sleeps 8
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3 BR Nearest to Beach on Lagoon-Golf View-2 Decks
3 bedrooms
4 bathrooms
Sleeps 8
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17 other travelers have booked this property
RELAX or HAVE FUN: 2 bed condo (walk to beach)
2 bedrooms
2 bathrooms
Sleeps 6
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78 other travelers have booked this property
A Royal Retreat on Hilton Head Island
2 bedrooms
2 bathrooms
Sleeps 6
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Remodeled Kitchen, FREE Tennis & Gym, Onsite Pool, Short Walk to Beach
3 bedrooms
3 bathrooms
Sleeps 8
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Spectacular Ocean Front Villa - Professionally Decorated with Amazing Views From
2 bedrooms
2 bathrooms
Sleeps 6
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Shorewood 207- 3 Bedroom Ocean Front
3 bedrooms
3 bathrooms
Sleeps 7
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2 other travelers have booked this property
No Car Needed! 3 minute walk to Salty Dog, Pool, Marina, & Beach. Fresh Bluffs
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
Closest 2BR to the Beach/Pool! - Hilton Head Condo
2 bedrooms
2 bathrooms
Sleeps 6
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10 other travelers have booked this property
622 Queens Grant Newly Remodeled, on the Golf Course and Near the Beach!!
3 bedrooms
3 bathrooms
Sleeps 12
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Airy Couples Getaway with Fantastic Golf Views
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
Amazing Location & Value! Guys/Gals Golf
6 bedrooms
4 bathrooms
Sleeps 15
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1 other traveler has booked this property
124 Windward Village - 2 Bedroom Villa -Shipyard Plantation
2 bedrooms
2 bathrooms
Sleeps 4
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7 other travelers have booked this property
Sea Pines Steps to Beach Book Online Bikes, Tennis, Pets, heated pool
4 bedrooms
4 bathrooms
Sleeps 10
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Waterfront Views in Shelter Cove (214)
1 bedroom
1 bathroom
Sleeps 4
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Perfect South Beach Vacation Getaway - Only a 3 minute walk to Salty Dog, Pool,
2 bedrooms
2 bathrooms
Sleeps 6
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3 other travelers have booked this property
1685 Bluff Villas / Walk to Beach and Salty Dog / 2nd Row Oceanfront
1 bedroom
1 bathroom
Sleeps 4
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1 other traveler has booked this property
Cozy Seaside Villas Beach Bungalow Unit 148 Home Like Amenities Couple Sm Family
1 bedroom
1 bathroom
Sleeps 4
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5003 Treetops, New Elegant Renovated Beach Villa, Free Bikes, Tennis, Pool
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveler has booked this property
Sun, Surf, Sand! 309 Breakers, Free Bikes Included
1 bedroom
1 bathroom
Sleeps 5
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3 other travelers have booked this property
Hilton Head Beach and Tennis C-329-Oceanfront!
1 bedroom
1 bathroom
Sleeps 2
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3 other travelers have booked this property
Beautifully Decorated, Cozy, Warm And Inviting 1st Floor Retreat!
2 bedrooms
2 bathrooms
Sleeps 6
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6 other travelers have booked this property
Breakers 139 - Ocean Front 1 bedroom
1 bedroom
1 bathroom
Sleeps 4
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1 other traveler has booked this property
Couples, Family Getaway, 1st Floor, King and Queen Beds, Pool, 42' HDTV's, WIFI
2 bedrooms
2 bathrooms
Sleeps 6
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8 other travelers have booked this property
3 Elderberry - Beach Bungalow, 4 Bedrooms South Forest Beach, Free Pool Heat, Pe
4 bedrooms
3 bathrooms
Sleeps 9
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Hilton Head Resort Condo: ½ Mile to Coligny Beach!
2 bedrooms
3 bathrooms
Sleeps 4
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1 other traveler has booked this property
503 Shorewood
2 bedrooms
2 bathrooms
Sleeps 7
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Steps to the Beach! Beautiful Resort!
1 bedroom
1 bathroom
Sleeps 6
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1 other traveler has booked this property
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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.