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Hilton Head Vacation Rentals

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775 rentals in Hilton Head.
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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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Newly Renovated Condo in Beautiful Beach Front Resort, vacation rental in Hilton Head

Newly Renovated Condo in Beautiful Beach Front Resort

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Home w/ Private Pool, AMAZING VIEWS & Pool Table! Ask about 15-25% OFF, vacation rental in Hilton Head

Luxury Home w/ Private Pool, AMAZING VIEWS & Pool Table! Ask about 15-25% OFF

6 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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2 bed/2 bath Hilton Head Resort Ocean Villa-Best Location in Hilton Head Resort, vacation 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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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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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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Stop Here! Can’t Beat This Villamare Top Floor Vacation Spot, vacation rental in Hilton Head

Stop Here! Can’t Beat This Villamare Top Floor Vacation Spot

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Villa Within Two Blocks of Beach - Tennis, vacation rental in Hilton Head

Spacious Villa Within Two Blocks of Beach - Tennis

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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'Under the Hilton Head Sun', vacation rental in Hilton Head

'Under the Hilton Head Sun'

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2br/2 Ba Island Club Resort, 150 Yards From The Best Beach On Hilton Head Island, vacation rental in Hilton Head

2br/2 Ba Island Club Resort, 150 Yards From The Best Beach On Hilton Head Island

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, vacation 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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Sea Crest 2509 - Oceanview 5th Floor Condo - Refurbished Spring 2021, vacation 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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Hilton Head Island SC North Shore Place 2 Bdrm 2 Bath Villa, vacation 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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New Renovations for 2020 3 Br Villa Golf Views Free Bikes 53 Woodbine, vacation 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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Near Ocean Home, Fenced in backyard, Pet Friendly! Ask how to save 15-25%!!, vacation rental in Hilton Head

Near Ocean Home, Fenced in backyard, Pet Friendly! Ask how to save 15-25%!!

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Dolphins, Sea Breezes, Miles of Warm Sand, vacation rental in Hilton Head

Dolphins, Sea Breezes, Miles of Warm Sand

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Plan a Fall getaway! Close to beach, tennis court, lagoon view, great location, vacation rental in Hilton Head

Plan a Fall getaway! Close to beach, tennis court, lagoon view, great location

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Courtside 117 - Forest Beach Townhouse Recently Updated, vacation rental in Hilton Head

Courtside 117 - Forest Beach Townhouse Recently Updated

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Resort Condo - Beach, 3 Pools, Tennis, Restaurants, Fitness, Hot Tub, Sauna!!, vacation rental in Hilton Head

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

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, vacation 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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Beautiful HarbourSide Villa, Free Bikes, Pool, Beach Shuttle, vacation rental in Hilton Head

Beautiful HarbourSide Villa, Free Bikes, Pool, Beach Shuttle

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Top Floor Ocean View, Year Round 84* Heated Pool, Walk to EVERYTHING!, vacation rental in Hilton Head

Top Floor Ocean View, Year Round 84* Heated Pool, Walk to EVERYTHING!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Waterside Resort At Hilton Head, vacation rental in Hilton Head

Waterside Resort At Hilton Head

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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It's Never Too Early To Think Spring!  Book now!, vacation rental in Hilton Head

It's Never Too Early To Think Spring! Book now!

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Breakers Oceanfront Villa with Beautiful View of Ocean & Pool, vacation 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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Sea Pines Home, Private Pool, Golf Views, Walk to Beach, Free Bikes, vacation rental in Hilton Head

Sea Pines Home, Private Pool, Golf Views, Walk to Beach, Free Bikes

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Beachside Resort-Indoor/Outdoor Pools/Tennis/Hot Tub/WIFI, vacation rental in Hilton Head

Beautiful Beachside Resort-Indoor/Outdoor Pools/Tennis/Hot Tub/WIFI

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beachwalk 174 - Shipyard Townhouse, vacation rental in Hilton Head

Beachwalk 174 - Shipyard Townhouse

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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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 19
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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Just Listed! Light And Bright Condo W/Balcony In Hilton Head Oceanfront Resort, vacation rental in Hilton Head

Just Listed! Light And Bright Condo W/Balcony In Hilton Head Oceanfront Resort

2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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13 Flamingo St - 6 Bedroom Hilton Head Home!, vacation rental in Hilton Head

13 Flamingo St - 6 Bedroom Hilton Head Home!

6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Springwood 44 - 2 bedroom Townhouse, vacation rental in Hilton Head

Springwood 44 - 2 bedroom Townhouse

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Courtside 115 - Forest Beach 1st Floor Flat- Updated!, vacation rental in Hilton Head

Courtside 115 - Forest Beach 1st Floor Flat- Updated!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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DirectOceanfrontHome Pool/Spa PrivateBeachAccess ., vacation rental in Hilton Head

DirectOceanfrontHome Pool/Spa PrivateBeachAccess .

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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3410 Carolina Place - 2 Bedroom Sea Pines Townhouse with a Loft, vacation rental in Hilton Head

3410 Carolina Place - 2 Bedroom Sea Pines Townhouse with a Loft

2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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17 Heron Street - 200 Feet to the Beach!, vacation rental in Hilton Head

17 Heron Street - 200 Feet to the Beach!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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40 Ocean Breeze, Beautiful Updated Pet Friendly, Free Bikes, Tennis & Pool, vacation rental in Hilton Head

40 Ocean Breeze, Beautiful Updated Pet Friendly, Free Bikes, Tennis & Pool

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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South Forest Beach Villa, Short Walk to Beach, vacation rental in Hilton Head

South Forest Beach Villa, Short Walk to Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps to the Beach, Private Pool, vacation rental in Hilton Head

Steps to the Beach, Private Pool

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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89 Singleton Beach - Villa La Spiaggia, vacation rental in Hilton Head

89 Singleton Beach - Villa La Spiaggia

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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67 Plantation Dr - 6 Bedroom home on Harbor Town Golf Links, vacation rental in Hilton Head

67 Plantation Dr - 6 Bedroom home on Harbor Town Golf Links

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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43 Dune Lane - 7 Bedroom, 2nd Row Home, vacation rental in Hilton Head

43 Dune Lane - 7 Bedroom, 2nd Row Home

7 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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14 Heron Street - 6 Bedroom Home Close to Beach, vacation rental in Hilton Head

14 Heron Street - 6 Bedroom Home Close to Beach

6 bedrooms
6 bathrooms
Sleeps 19
Match: Sleeps
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24 Mallard Street, vacation rental in Hilton Head

24 Mallard Street

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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23 Egret - 2nd Row Home W/ Ocean Views, 5 Minute Walk to Coligny Plaza, vacation rental in Hilton Head

23 Egret - 2nd Row Home W/ Ocean Views, 5 Minute Walk to Coligny Plaza

7 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Spectacular Home with Brand New Pool in Harbour Town! Rare December cancellation, vacation rental in Hilton Head

Spectacular Home with Brand New Pool in Harbour Town! Rare December cancellation

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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2 Min Walk 2 Beach, Golf, Tennis, Pickleball, Pvt Heated Pool, SPA, Bikes, Kayak, vacation rental in Hilton Head

2 Min Walk 2 Beach, Golf, Tennis, Pickleball, Pvt Heated Pool, SPA, Bikes, Kayak

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beautifully Redecorated Villamare 2517, vacation rental in Hilton Head

Beautifully Redecorated Villamare 2517

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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