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Hilton Head Vacation Rentals

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Bedrooms

Bathrooms

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Property type

Distinctive Features

Distance from

5 mi
440 rentals in Hilton Head.
Sun, Surf, Sand! 309 Breakers, Free Bikes Included, vacation rental in Hilton Head
Sun, Surf, Sand! 309 Breakers, Free Bikes Included, vacation rental in Hilton Head
Sun, Surf, Sand! 309 Breakers, Free Bikes Included, vacation rental in Hilton Head

Sun, Surf, Sand! 309 Breakers, Free Bikes Included

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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REDUCED Remaining Weeks! The Cottages on Beautiful Shipyard Plantation, vacation rental in Hilton Head
REDUCED Remaining Weeks! The Cottages on Beautiful Shipyard Plantation, vacation rental in Hilton Head
REDUCED Remaining Weeks! The Cottages on Beautiful Shipyard Plantation, vacation rental in Hilton Head

REDUCED Remaining Weeks! The Cottages on Beautiful Shipyard Plantation

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great Resort - Close to the Beach  Sleeps 6, vacation rental in Hilton Head
Great Resort - Close to the Beach  Sleeps 6, vacation rental in Hilton Head
Great Resort - Close to the Beach  Sleeps 6, vacation rental in Hilton Head

Great Resort - Close to the Beach Sleeps 6

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Deluxe Ocean Dunes Oceanfront Luxury, vacation rental in Hilton Head
Deluxe Ocean Dunes Oceanfront Luxury, vacation rental in Hilton Head
Deluxe Ocean Dunes Oceanfront Luxury, vacation rental in Hilton Head

Deluxe Ocean Dunes Oceanfront Luxury

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautifully Appointed and Newly Renovated Ocean-front Villa - Heated Pool, vacation rental in Hilton Head
Beautifully Appointed and Newly Renovated Ocean-front Villa - Heated Pool, vacation rental in Hilton Head
Beautifully Appointed and Newly Renovated Ocean-front Villa - Heated Pool, vacation rental in Hilton Head

Beautifully Appointed and Newly Renovated Ocean-front Villa - Heated Pool

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Hilton Head Island Sea Pines villa with nearest access to beach and golf cbeach, vacation rental in Hilton Head
Hilton Head Island Sea Pines villa with nearest access to beach and golf cbeach, vacation rental in Hilton Head
Hilton Head Island Sea Pines villa with nearest access to beach and golf cbeach, vacation rental in Hilton Head

Hilton Head Island Sea Pines villa with nearest access to beach and golf cbeach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Heart of Coligny Beach~ Panoramic Ocean Views, vacation rental in Hilton Head
Heart of Coligny Beach~ Panoramic Ocean Views, vacation rental in Hilton Head
Heart of Coligny Beach~ Panoramic Ocean Views, vacation rental in Hilton Head

Heart of Coligny Beach~ Panoramic Ocean Views

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Tennis Master 1101 Private and Recently Updated, 5 Minute Walk to the Beach, vacation rental in Hilton Head
Tennis Master 1101 Private and Recently Updated, 5 Minute Walk to the Beach, vacation rental in Hilton Head
Tennis Master 1101 Private and Recently Updated, 5 Minute Walk to the Beach, vacation rental in Hilton Head

Tennis Master 1101 Private and Recently Updated, 5 Minute Walk to the Beach

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Condo on Beachfront Resort, vacation rental in Hilton Head
Condo on Beachfront Resort, vacation rental in Hilton Head
Condo on Beachfront Resort, vacation rental in Hilton Head

Condo on Beachfront Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 Bedroom 2 Bath Condo For Rent on Hilton Head Island, vacation rental in Hilton Head
2 Bedroom 2 Bath Condo For Rent on Hilton Head Island, vacation rental in Hilton Head
2 Bedroom 2 Bath Condo For Rent on Hilton Head Island, vacation rental in Hilton Head

2 Bedroom 2 Bath Condo For Rent on Hilton Head Island

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Sunshine Bliss Ocean View, vacation rental in Hilton Head
Sunshine Bliss Ocean View, vacation rental in Hilton Head
Sunshine Bliss Ocean View, vacation rental in Hilton Head

Sunshine Bliss Ocean View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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 2 BEDROOM 2 BATH CONDO RENT ON HILTON HEAD ISLAND, vacation rental in Hilton Head
 2 BEDROOM 2 BATH CONDO RENT ON HILTON HEAD ISLAND, vacation rental in Hilton Head
 2 BEDROOM 2 BATH CONDO RENT ON HILTON HEAD ISLAND, vacation rental in Hilton Head

2 BEDROOM 2 BATH CONDO RENT ON HILTON HEAD ISLAND

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Extreme Makeover 2 BR/2BA - Free Wi-Fi. Closest to Pool and Boardwalk to Beach., vacation rental in Hilton Head
Extreme Makeover 2 BR/2BA - Free Wi-Fi. Closest to Pool and Boardwalk to Beach., vacation rental in Hilton Head
Extreme Makeover 2 BR/2BA - Free Wi-Fi. Closest to Pool and Boardwalk to Beach., vacation rental in Hilton Head

Extreme Makeover 2 BR/2BA - Free Wi-Fi. Closest to Pool and Boardwalk to Beach.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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53 Springwood Villas - 2 bedroom/2.5 townhome, community pool, tennis, vacation rental in Hilton Head
53 Springwood Villas - 2 bedroom/2.5 townhome, community pool, tennis, vacation rental in Hilton Head
53 Springwood Villas - 2 bedroom/2.5 townhome, community pool, tennis, vacation rental in Hilton Head

53 Springwood Villas - 2 bedroom/2.5 townhome, community pool, tennis

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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306 Barrington Arms -Oceanfront Luxury Villa, vacation rental in Hilton Head
306 Barrington Arms -Oceanfront Luxury Villa, vacation rental in Hilton Head
306 Barrington Arms -Oceanfront Luxury Villa, vacation rental in Hilton Head

306 Barrington Arms -Oceanfront Luxury Villa

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beautiful New Townhome!, vacation rental in Hilton Head
Beautiful New Townhome!, vacation rental in Hilton Head
Beautiful New Townhome!, vacation rental in Hilton Head

Beautiful New Townhome!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Welcome Beach Lovers! South Forest Beach | 2 Blocks To Beach | Near Coligny Park, vacation rental in Hilton Head
Welcome Beach Lovers! South Forest Beach | 2 Blocks To Beach | Near Coligny Park, vacation rental in Hilton Head
Welcome Beach Lovers! South Forest Beach | 2 Blocks To Beach | Near Coligny Park, vacation rental in Hilton Head

Welcome Beach Lovers! South Forest Beach | 2 Blocks To Beach | Near Coligny Park

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Remodeled Villa on Golf Course Close to Beach, vacation rental in Hilton Head
Remodeled Villa on Golf Course Close to Beach, vacation rental in Hilton Head
Remodeled Villa on Golf Course Close to Beach, vacation rental in Hilton Head

Remodeled Villa on Golf Course Close to Beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Hilton Head Island SC North Shore Place 2 Bed 2 Bath Villa , vacation rental in Hilton Head
Hilton Head Island SC North Shore Place 2 Bed 2 Bath Villa , vacation rental in Hilton Head
Hilton Head Island SC North Shore Place 2 Bed 2 Bath Villa , vacation rental in Hilton Head

Hilton Head Island SC North Shore Place 2 Bed 2 Bath Villa

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Desirable Seacrest Oceanfront, vacation rental in Hilton Head
Desirable Seacrest Oceanfront, vacation rental in Hilton Head
Desirable Seacrest Oceanfront, vacation rental in Hilton Head

Desirable Seacrest Oceanfront

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa, vacation rental in Hilton Head
328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa, vacation rental in Hilton Head
328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa, vacation rental in Hilton Head

328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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3 Night Heron Lakeside - Rare Lakeside home on Hilton Head, vacation rental in Hilton Head
3 Night Heron Lakeside - Rare Lakeside home on Hilton Head, vacation rental in Hilton Head
3 Night Heron Lakeside - Rare Lakeside home on Hilton Head, vacation rental in Hilton Head

3 Night Heron Lakeside - Rare Lakeside home on Hilton Head

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Premium Finishes and Amenities, vacation rental in Hilton Head
Premium Finishes and Amenities, vacation rental in Hilton Head
Premium Finishes and Amenities, vacation rental in Hilton Head

Premium Finishes and Amenities

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Steps to the Beach!  Beautiful Resort! , vacation rental in Hilton Head
Steps to the Beach!  Beautiful Resort! , vacation rental in Hilton Head
Steps to the Beach!  Beautiful Resort! , vacation rental in Hilton Head

Steps to the Beach! Beautiful Resort!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beach, Tennis, Golf Resort, Hilton Head , vacation rental in Hilton Head
Beach, Tennis, Golf Resort, Hilton Head , vacation rental in Hilton Head
Beach, Tennis, Golf Resort, Hilton Head , vacation rental in Hilton Head

Beach, Tennis, Golf Resort, Hilton Head

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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North Shore Place Unit 405, vacation rental in Hilton Head
North Shore Place Unit 405, vacation rental in Hilton Head
North Shore Place Unit 405, vacation rental in Hilton Head

North Shore Place Unit 405

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breakers 139 - Remodeled Ocean Front Condo!, vacation rental in Hilton Head
Breakers 139 - Remodeled Ocean Front Condo!, vacation rental in Hilton Head
Breakers 139 - Remodeled Ocean Front Condo!, vacation rental in Hilton Head

Breakers 139 - Remodeled Ocean Front Condo!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Direct Oceanfront Views, 339 Breakers. Sleeps 4, vacation rental in Hilton Head
Direct Oceanfront Views, 339 Breakers. Sleeps 4, vacation rental in Hilton Head
Direct Oceanfront Views, 339 Breakers. Sleeps 4, vacation rental in Hilton Head

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful Beach Condo With Ocean View at The Breakers Coligny Beach Hilton head, vacation rental in Hilton Head
Beautiful Beach Condo With Ocean View at The Breakers Coligny Beach Hilton head, vacation rental in Hilton Head
Beautiful Beach Condo With Ocean View at The Breakers Coligny Beach Hilton head, vacation rental in Hilton Head

Beautiful Beach Condo With Ocean View at The Breakers Coligny Beach Hilton head

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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NEW 2B/2B Best Ocean/Marsh/Golf view. FREE WI-FI. EXTREME MAKEOVER 2013, vacation rental in Hilton Head
NEW 2B/2B Best Ocean/Marsh/Golf view. FREE WI-FI. EXTREME MAKEOVER 2013, vacation rental in Hilton Head
NEW 2B/2B Best Ocean/Marsh/Golf view. FREE WI-FI. EXTREME MAKEOVER 2013, vacation rental in Hilton Head

NEW 2B/2B Best Ocean/Marsh/Golf view. FREE WI-FI. EXTREME MAKEOVER 2013

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-30 of 440

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.