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Hilton Head Vacation Rentals

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976 rentals in Hilton Head.
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9 Sea Oak 2nd Row Home S Forest Beach Sleeps 9, vacation rental in Hilton Head

9 Sea Oak 2nd Row Home S Forest Beach Sleeps 9

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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4 other travelers have booked this property
Spacious 3 bedroom Villa Walking Distance to Beach, vacation rental in Hilton Head

Spacious 3 bedroom Villa Walking Distance to Beach

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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23 other travelers have booked this property
Spectacular Villa, Breathtaking Views of Harbor!, vacation rental in Hilton Head

Spectacular Villa, Breathtaking Views of Harbor!

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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35 other travelers have booked this property
☆Forest Beach☆Luxury☆4BR Villa☆Walk to Beach☆Private Pool☆3 TVs☆Sleeps 10☆, vacation rental in Hilton Head

☆Forest Beach☆Luxury☆4BR Villa☆Walk to Beach☆Private Pool☆3 TVs☆Sleeps 10☆

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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UPSCALE BEACH HOUSE, 3D HOME THEATER, ELEVATOR, POOL, KIDS ROOM, WALK TO BEACH, vacation rental in Hilton Head

UPSCALE BEACH HOUSE, 3D HOME THEATER, ELEVATOR, POOL, KIDS ROOM, WALK TO BEACH

6 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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2 other travelers have booked this property
Light-filled Home,Private pool,on Lagoon,near beach,Family & pet-friendly,Wifi, vacation rental in Hilton Head

Light-filled Home,Private pool,on Lagoon,near beach,Family & pet-friendly,Wifi

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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1 other traveler has booked this property
Sea Crest 2509 - Oceanview 5th Floor Condo, vacation rental in Hilton Head

Sea Crest 2509 - Oceanview 5th Floor Condo

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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2 other travelers have booked this property
Shorewood 103 - Oceanfront 1st Floor Condo, vacation rental in Hilton Head

Shorewood 103 - Oceanfront 1st Floor Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 other traveler has booked this property
Ocean One 101- Gorgeous Ocean Front 4 Bedroom Condo, vacation rental in Hilton Head

Ocean One 101- Gorgeous Ocean Front 4 Bedroom Condo

4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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5 other travelers have booked this property
RELAX or HAVE FUN: 2 bed condo (walk to beach), vacation rental in Hilton Head

RELAX or HAVE FUN: 2 bed condo (walk to beach)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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78 other travelers have booked this property
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Ocean One 502 - Beachside 5th Floor Condo, vacation rental in Hilton Head

Ocean One 502 - Beachside 5th Floor Condo

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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4 other travelers have booked this property
3406 Resort Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, Fitness, vacation rental in Hilton Head

3406 Resort Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, Fitness

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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12 other travelers have booked this property
Ocean One 409 - Oceanfront 4th Floor Condo, vacation rental in Hilton Head

Ocean One 409 - Oceanfront 4th Floor Condo

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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3 other travelers have booked this property
Ocean One 503 - Oceanfront 5th Floor Condo, vacation rental in Hilton Head

Ocean One 503 - Oceanfront 5th Floor Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Listed & Furnished Home, Dog Friendly, 4 bedrooms, Bikes, Beach Chairs, vacation rental in Hilton Head

Newly Listed & Furnished Home, Dog Friendly, 4 bedrooms, Bikes, Beach Chairs

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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1 other traveler has booked this property
22 Red Maple,Private Heated Pool, Walk to Beach, Golf Views, Free Bikes, vacation rental in Hilton Head

22 Red Maple,Private Heated Pool, Walk to Beach, Golf Views, Free Bikes

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3 other travelers have booked this property
Beautiful 34 Ocean Breeze beach oriented. Pet friendly, free bikes and tennis, vacation rental in Hilton Head

Beautiful 34 Ocean Breeze beach oriented. Pet friendly, free bikes and tennis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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7 other travelers have booked this property
Oceanfront Resort: Clean and Comfortable: Walk to the beach, vacation rental in Hilton Head

Oceanfront Resort: Clean and Comfortable: Walk to the beach

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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126 other travelers have booked this property
Ocean Villa on Hilton Head Island, SC - Steps from the beach and pool., vacation rental in Hilton Head

Ocean Villa on Hilton Head Island, SC - Steps from the beach and pool.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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50 other travelers have booked this property
Hilton Head Island - Spa on Port Royal Sound, vacation rental in Hilton Head

Hilton Head Island - Spa on Port Royal Sound

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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110 other travelers have booked this property
6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach, vacation rental in Hilton Head

6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach

6 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Springwood 97 - Forest Beach 1st Floor Flat - 3 Bedrooms, vacation rental in Hilton Head

Springwood 97 - Forest Beach 1st Floor Flat - 3 Bedrooms

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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7 other travelers have booked this property
Shorewood 207- 3 Bedroom Ocean Front, vacation rental in Hilton Head

Shorewood 207- 3 Bedroom Ocean Front

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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2 other travelers have booked this property
Ocean One 323 - Oceanfront 3rd Floor Condo, vacation rental in Hilton Head

Ocean One 323 - Oceanfront 3rd Floor Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Remodeled Pet Friendly 78 Ocean Breeze, Free Bikes, Pool, Tennis, vacation rental in Hilton Head

Remodeled Pet Friendly 78 Ocean Breeze, Free Bikes, Pool, Tennis

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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5 other travelers have booked this property
23 Dune - Mimi's Place - Private Beach Access, Large Pool, Giant Pool Deck, vacation rental in Hilton Head

23 Dune - Mimi's Place - Private Beach Access, Large Pool, Giant Pool Deck

7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Modern / Pet-Friendly Home w/Patio, 3 Mi to Beach!, vacation rental in Hilton Head

Modern / Pet-Friendly Home w/Patio, 3 Mi to Beach!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Dog Friendly Home, Fenced Yard, Free Bikes, Pool, 12 Fern Court, vacation rental in Hilton Head

Spacious Dog Friendly Home, Fenced Yard, Free Bikes, Pool, 12 Fern Court

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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2 other travelers have booked this property
New to Market! Pet Friendly 225 Evian Villa. Free Bikes, Tennis, Pool, vacation rental in Hilton Head

New to Market! Pet Friendly 225 Evian Villa. Free Bikes, Tennis, Pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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6 other travelers have booked this property
Cartgate 21, vacation rental in Hilton Head

Cartgate 21

6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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324 Breakers, Ocean Front! Free Bikes, Relax in Paradise., vacation rental in Hilton Head

324 Breakers, Ocean Front! Free Bikes, Relax in Paradise.

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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5 other travelers have booked this property
Ocean Views! 43 Ocean Club Villa. Pool, Free Bikes, WiFi, Oceanfront!, vacation rental in Hilton Head

Ocean Views! 43 Ocean Club Villa. Pool, Free Bikes, WiFi, Oceanfront!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 other traveler has booked this property
Resort Retreat: Margarita Machine, Beach Gear, Etc, vacation rental in Hilton Head

Resort Retreat: Margarita Machine, Beach Gear, Etc

2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Courtside 51 - Updated Delightful Townhouse, vacation rental in Hilton Head

Courtside 51 - Updated Delightful Townhouse

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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14 Heron Street - 6 Bedroom Home Close to Beach with Jacuzzi!, vacation rental in Hilton Head

14 Heron Street - 6 Bedroom Home Close to Beach with Jacuzzi!

6 bedrooms
6 bathrooms
Sleeps 19
Match: Sleeps
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Renovated 2 Bed/2.5 Bath Pet Friendly Villa, Free Bikes, Tennis, Pool 82OB, vacation rental in Hilton Head

Renovated 2 Bed/2.5 Bath Pet Friendly Villa, Free Bikes, Tennis, Pool 82OB

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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7 other travelers have booked this property
Short Walk to the Beach, Private Pool/Spa, Near Coligny Plaza, vacation rental in Hilton Head

Short Walk to the Beach, Private Pool/Spa, Near Coligny Plaza

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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5003 Treetops, New Elegant Renovated Beach Villa, Free Bikes, Tennis, Pool, vacation rental in Hilton Head

5003 Treetops, New Elegant Renovated Beach Villa, Free Bikes, Tennis, Pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 other traveler has booked this property
Short Stroll to Beach and Coligny, Private Pool and Game Room, vacation rental in Hilton Head

Short Stroll to Beach and Coligny, Private Pool and Game Room

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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13 Sandpiper Street - Pet Friendly and Free Pool Heat Until May, vacation rental in Hilton Head

13 Sandpiper Street - Pet Friendly and Free Pool Heat Until May

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Courtside #52 Ground Floor Flat - 2 bedrooms - Short Walk to the Beach, vacation rental in Hilton Head

Courtside #52 Ground Floor Flat - 2 bedrooms - Short Walk to the Beach

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Palmetto Dunes Villamare, 2 Bedroom Oceanfront Complex, vacation rental in Hilton Head

Palmetto Dunes Villamare, 2 Bedroom Oceanfront Complex

2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Promontory Court 17, vacation rental in Hilton Head

Promontory Court 17

5 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Bright and Airy 2 Bedroom Pet Friendly, Queens Grant, vacation rental in Hilton Head

Bright and Airy 2 Bedroom Pet Friendly, Queens Grant

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mooring Buoy 151, vacation rental in Hilton Head

Mooring Buoy 151

3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Large Screened Porch, Private Pool, Short Walk to Ocean & Coligny Plaza, vacation rental in Hilton Head

Large Screened Porch, Private Pool, Short Walk to Ocean & Coligny Plaza

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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219 Cordillo - Private Pool, Minutes from beach, vacation rental in Hilton Head

219 Cordillo - Private Pool, Minutes from beach

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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26 Mallard, vacation rental in Hilton Head

26 Mallard

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Balcony Near Ocean, Onsite Pool, Steps to the Sand!, vacation rental in Hilton Head

Private Balcony Near Ocean, Onsite Pool, Steps to the Sand!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps to Beach, Private Pool/Spa and Pool Bar, 5 Minute Walk to Coligny, vacation rental in Hilton Head

Steps to Beach, Private Pool/Spa and Pool Bar, 5 Minute Walk to Coligny

6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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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.