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Holiday Rentals in Hilton Head

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837 rentals in Hilton Head.
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Newly Renovated Condo in Beautiful Beach Front Resort, holiday rental in Hilton Head

Newly Renovated Condo in Beautiful Beach Front Resort

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 bed/2 bath Hilton Head Resort Ocean Villa-Best Location in Hilton Head Resort, holiday rental in Hilton Head

2 bed/2 bath Hilton Head Resort Ocean Villa-Best Location in Hilton Head Resort

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean Villa on Hilton Head Island, SC - Steps from the beach and pool., holiday 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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Oceanfront Resort: Clean and Comfortable: Walk to the beach, holiday 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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410 Captains Walk, holiday rental in Hilton Head

410 Captains Walk

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach, holiday rental in Hilton Head

Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sea Crest 2509 - Oceanview 5th Floor Condo - Refurbished Spring 2021, holiday rental in Hilton Head

Sea Crest 2509 - Oceanview 5th Floor Condo - Refurbished Spring 2021

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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LOCATION - Short Walk to Beach/Bike to Salty Dog-Harbortown - 5th Row on Lagoon, holiday rental in Hilton Head

LOCATION - Short Walk to Beach/Bike to Salty Dog-Harbortown - 5th Row on Lagoon

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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9 Brigantine - Second Row 8 BR / 8 BA Steps from the Beach, holiday rental in Hilton Head

9 Brigantine - Second Row 8 BR / 8 BA Steps from the Beach

8 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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Oceanfront on HHI's Best Beach New 5 Bedroom Home HEATED POOL INCLUDED, holiday rental in Hilton Head

Oceanfront on HHI's Best Beach New 5 Bedroom Home HEATED POOL INCLUDED

5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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479 Captains Walk, holiday rental in Hilton Head

479 Captains Walk

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautifully Redecorated Villamare 2517, holiday rental in Hilton Head

Beautifully Redecorated Villamare 2517

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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3406 Resort Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, Fitness, holiday 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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Breakers Oceanfront Villa with Beautiful View of Ocean & Pool, holiday rental in Hilton Head

Breakers Oceanfront Villa with Beautiful View of Ocean & Pool

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hilton Head Island SC North Shore Place 2 Bdrm 2 Bath Villa, holiday rental in Hilton Head

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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spacious Villa Within Two Blocks of Beach - Tennis, holiday rental in Hilton Head

Spacious Villa Within Two Blocks of Beach - Tennis

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tennis Master 1101 Private and Recently Updated, 5 Minute Walk to the Beach, holiday rental in Hilton Head

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

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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RELAX or HAVE FUN: 2 bed condo (walk to beach), holiday 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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The Little Villa...2Bd/2Bth, Walk to Beach & Coligny Plaza, Indoor/Outdoor Pool, holiday rental in Hilton Head

The Little Villa...2Bd/2Bth, Walk to Beach & Coligny Plaza, Indoor/Outdoor Pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Direct Oceanfront View in Admirals Row, holiday rental in Hilton Head

Panoramic Direct Oceanfront View in Admirals Row

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hilton Head Island, Fiddler's Cove - Pool/Beach, Balcony, Secured WiFi, HDTV's, holiday rental in Hilton Head

Hilton Head Island, Fiddler's Cove - Pool/Beach, Balcony, Secured WiFi, HDTV's

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2306 Ocean View Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, etc, holiday rental in Hilton Head

2306 Ocean View Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, etc

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanview Windsor -Steps to the Beach , 5 min to spa! Paradise, holiday rental in Hilton Head

Oceanview Windsor -Steps to the Beach , 5 min to spa! Paradise

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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2BR Beach Escape and Condo at Hilton Head, holiday rental in Hilton Head

2BR Beach Escape and Condo at Hilton Head

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fully Renovated And Smartly Decorated - Great Value Minutes From The Beach!, holiday rental in Hilton Head

Fully Renovated And Smartly Decorated - Great Value Minutes From The Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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196 Beachwalk, holiday rental in Hilton Head

196 Beachwalk

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Oceanfront 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk, holiday rental in Hilton Head

Oceanfront 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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22 Red Maple,Private Heated Pool, Walk to Beach, Golf Views, Free Bikes, holiday 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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Five Star, Spacious And Comfortable Pet Friendly Villa -Short Walk To Beach/Pool, holiday rental in Hilton Head

Five Star, Spacious And Comfortable Pet Friendly Villa -Short Walk To Beach/Pool

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Couples, Family Getaway, 1st Floor, King and Queen Beds, Pool, 42' HDTV's, WIFI, holiday rental in Hilton Head

Couples, Family Getaway, 1st Floor, King and Queen Beds, Pool, 42' HDTV's, WIFI

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 3 bedroom Villa Walking Distance to Beach, holiday rental in Hilton Head

Spacious 3 bedroom Villa Walking Distance to Beach

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Attractive Villa Near Harbour Town Lighthouse And Many Other Attractions., holiday rental in Hilton Head

Attractive Villa Near Harbour Town Lighthouse And Many Other Attractions.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Family Beach Getaway, holiday rental in Hilton Head

Family Beach Getaway

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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On Robert Trent Jones Golf, Walk/Bike to Beach & Tennis, holiday rental in Hilton Head

On Robert Trent Jones Golf, Walk/Bike to Beach & Tennis

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Renovations for 2020 3 Br Villa Golf Views Free Bikes 53 Woodbine, holiday rental in Hilton Head

New Renovations for 2020 3 Br Villa Golf Views Free Bikes 53 Woodbine

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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2-Bed, 2-Bath. Short Walk to Private Beach access and pool., holiday rental in Hilton Head

2-Bed, 2-Bath. Short Walk to Private Beach access and pool.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5-star Resort Villa - Private Beaches, Pool, Golf, Tennis, Dining, Shopping, holiday rental in Hilton Head

5-star Resort Villa - Private Beaches, Pool, Golf, Tennis, Dining, Shopping

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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DirectOceanfrontHome Pool/Spa PrivateBeachAccess Oct/Nov Wks available ., holiday rental in Hilton Head

DirectOceanfrontHome Pool/Spa PrivateBeachAccess Oct/Nov Wks available .

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

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

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Newly Listed!  Steps to Beach, Pool and Dunes House - Casual, Comfortable and Cl, holiday rental in Hilton Head

Newly Listed! Steps to Beach, Pool and Dunes House - Casual, Comfortable and Cl

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views, holiday rental in Hilton Head

Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Atlantic Ocean View, 3402 Island Club, holiday rental in Hilton Head

Atlantic Ocean View, 3402 Island Club

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly decorated 'beachy' themed golf villa the golf course, close to beach, holiday rental in Hilton Head

Newly decorated 'beachy' themed golf villa the golf course, close to beach

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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The Beach Hive Spacious 2BR 2 Blocks to Beach & Heart of HHI, Beach Gear, Jacuzi, holiday rental in Hilton Head

The Beach Hive Spacious 2BR 2 Blocks to Beach & Heart of HHI, Beach Gear, Jacuzi

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sea Pines -1st Floor Plantation Club Villa, Walk to Beach/Golf, holiday rental in Hilton Head

Sea Pines -1st Floor Plantation Club Villa, Walk to Beach/Golf

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Completely Remodeled-One Of The Best, If Not The Best Unit At Hilton Head Resort, holiday rental in Hilton Head

Completely Remodeled-One Of The Best, If Not The Best Unit At Hilton Head Resort

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Dolphins, Sea Breezes, Miles of Warm Sand, holiday rental in Hilton Head

Dolphins, Sea Breezes, Miles of Warm Sand

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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#232 Breakers - King Bed and 2 flat screen TV’s!  Best location on Hilton Head!, holiday rental in Hilton Head

#232 Breakers - King Bed and 2 flat screen TV’s! Best location on Hilton Head!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful HarbourSide Villa, Free Bikes, Pool, Beach Shuttle, holiday rental in Hilton Head

Beautiful HarbourSide Villa, Free Bikes, Pool, Beach Shuttle

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful 2 Bed 2.5 Bath Villa Community Pool, Heritage Golf Views Free Bikes, holiday rental in Hilton Head

Beautiful 2 Bed 2.5 Bath Villa Community Pool, Heritage Golf Views Free Bikes

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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