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Hilton Head Vacation Rentals

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462 rentals in Hilton Head.
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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
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Coligny Villas Forest Beach Condo, vacation rental in Hilton Head
Coligny Villas Forest Beach Condo, vacation rental in Hilton Head
Coligny Villas Forest Beach Condo, vacation rental in Hilton Head

Coligny Villas Forest Beach Condo

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Shorewood 438 - Newly Renovated Must See!!!!- Oceanview 4th Floor Condo, vacation rental in Hilton Head
Shorewood 438 - Newly Renovated Must See!!!!- Oceanview 4th Floor Condo, vacation rental in Hilton Head
Shorewood 438 - Newly Renovated Must See!!!!- Oceanview 4th Floor Condo, vacation rental in Hilton Head

Shorewood 438 - Newly Renovated Must See!!!!- Oceanview 4th Floor Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New to Market,  312 Breakers. Sleeps 4, Free Bikes, Pool, vacation rental in Hilton Head
New to Market,  312 Breakers. Sleeps 4, Free Bikes, Pool, vacation rental in Hilton Head
New to Market,  312 Breakers. Sleeps 4, Free Bikes, Pool, vacation rental in Hilton Head

New to Market, 312 Breakers. Sleeps 4, Free Bikes, Pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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, vacation rental in Hilton Head
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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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26 Gunnery Lane, Free Bikes,Tennis, Dog Friendly, vacation rental in Hilton Head
26 Gunnery Lane, Free Bikes,Tennis, Dog Friendly, vacation rental in Hilton Head
26 Gunnery Lane, Free Bikes,Tennis, Dog Friendly, vacation rental in Hilton Head

26 Gunnery Lane, Free Bikes,Tennis, Dog Friendly

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Refreshing Family condo with 2 pools and hot tub! Walk to the beach!, vacation rental in Hilton Head
Refreshing Family condo with 2 pools and hot tub! Walk to the beach!, vacation rental in Hilton Head
Refreshing Family condo with 2 pools and hot tub! Walk to the beach!, vacation rental in Hilton Head

Refreshing Family condo with 2 pools and hot tub! Walk to the beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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DON'T GET LEFT OUT.....BOOK NOW FOR 2017. RATES NOW POSTED, vacation rental in Hilton Head
DON'T GET LEFT OUT.....BOOK NOW FOR 2017. RATES NOW POSTED, vacation rental in Hilton Head
DON'T GET LEFT OUT.....BOOK NOW FOR 2017. RATES NOW POSTED, vacation rental in Hilton Head

DON'T GET LEFT OUT.....BOOK NOW FOR 2017. RATES NOW POSTED

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
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!, vacation rental in Hilton Head
13 Flamingo St - 6 Bedroom Hilton Head Home!, vacation rental in Hilton Head

13 Flamingo St - 6 Bedroom Hilton Head Home!

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Save time - get the best Hilton Head rentals sent straight to your email!
Book Your Summer Stay! Oceanfront Villa!, vacation rental in Hilton Head
Book Your Summer Stay! Oceanfront Villa!, vacation rental in Hilton Head
Book Your Summer Stay! Oceanfront Villa!, vacation rental in Hilton Head

Book Your Summer Stay! Oceanfront Villa!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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A gorgeous home away from home! Book your getaway now!, vacation rental in Hilton Head
A gorgeous home away from home! Book your getaway now!, vacation rental in Hilton Head
A gorgeous home away from home! Book your getaway now!, vacation rental in Hilton Head

A gorgeous home away from home! Book your getaway now!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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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., vacation rental in Hilton Head
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.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'Comfortably close to Beach' - Pool, Balcony, Secured WiFi, HDTV's, vacation rental in Hilton Head
'Comfortably close to Beach' - Pool, Balcony, Secured WiFi, HDTV's, vacation rental in Hilton Head
'Comfortably close to Beach' - Pool, Balcony, Secured WiFi, HDTV's, vacation rental in Hilton Head

'Comfortably close to Beach' - Pool, Balcony, Secured WiFi, HDTV's

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hilton Head Island - Spa on Port Royal Sound, vacation rental in Hilton Head
Hilton Head Island - Spa on Port Royal Sound, vacation rental in Hilton Head
Hilton Head Island - Spa on Port Royal Sound, vacation rental in Hilton Head

Hilton Head Island - Spa on Port Royal Sound

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Surf Court 15 - Beautiful Townhouse - 1 block to the Beach, vacation rental in Hilton Head
Surf Court 15 - Beautiful Townhouse - 1 block to the Beach, vacation rental in Hilton Head
Surf Court 15 - Beautiful Townhouse - 1 block to the Beach, vacation rental in Hilton Head

Surf Court 15 - Beautiful Townhouse - 1 block to the Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Direct Ocean Front Top Corner Condo  Wonderful View, vacation rental in Hilton Head
Direct Ocean Front Top Corner Condo  Wonderful View, vacation rental in Hilton Head
Direct Ocean Front Top Corner Condo  Wonderful View, vacation rental in Hilton Head

Direct Ocean Front Top Corner Condo Wonderful View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Ocean One 307 - Oceanfront 3rd Floor Condo, vacation rental in Hilton Head
Ocean One 307 - Oceanfront 3rd Floor Condo, vacation rental in Hilton Head
Ocean One 307 - Oceanfront 3rd Floor Condo, vacation rental in Hilton Head

Ocean One 307 - Oceanfront 3rd Floor Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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43 Dune Lane - Dune Lane Luxury, 100ft from the Sand, vacation rental in Hilton Head
43 Dune Lane - Dune Lane Luxury, 100ft from the Sand, vacation rental in Hilton Head
43 Dune Lane - Dune Lane Luxury, 100ft from the Sand, vacation rental in Hilton Head

43 Dune Lane - Dune Lane Luxury, 100ft from the Sand

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Private 3 Bedroom Home In Sea Pines - Short walk to Supermarket, Dining, Movies, vacation rental in Hilton Head
Private 3 Bedroom Home In Sea Pines - Short walk to Supermarket, Dining, Movies, vacation rental in Hilton Head
Private 3 Bedroom Home In Sea Pines - Short walk to Supermarket, Dining, Movies, vacation rental in Hilton Head

Private 3 Bedroom Home In Sea Pines - Short walk to Supermarket, Dining, Movies

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Ocean One 411 - Stunning Ocean Views from 4th Floor, vacation rental in Hilton Head
Ocean One 411 - Stunning Ocean Views from 4th Floor, vacation rental in Hilton Head
Ocean One 411 - Stunning Ocean Views from 4th Floor, vacation rental in Hilton Head

Ocean One 411 - Stunning Ocean Views from 4th Floor

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spacious 3 bedroom Villa Walking Distance to Beach, vacation rental in Hilton Head
Spacious 3 bedroom Villa Walking Distance to Beach, vacation rental in Hilton Head
Spacious 3 bedroom Villa Walking Distance to Beach, vacation rental in Hilton Head

Spacious 3 bedroom Villa Walking Distance to Beach

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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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), vacation rental in Hilton Head
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)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Oceanfront, Sea Pines, 22 Black Skimmer Ln., vacation rental in Hilton Head
Oceanfront, Sea Pines, 22 Black Skimmer Ln., vacation rental in Hilton Head
Oceanfront, Sea Pines, 22 Black Skimmer Ln., vacation rental in Hilton Head

Oceanfront, Sea Pines, 22 Black Skimmer Ln.

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Ocean One 413 - Oceanfront 4th Floor Condo, vacation rental in Hilton Head
Ocean One 413 - Oceanfront 4th Floor Condo, vacation rental in Hilton Head
Ocean One 413 - Oceanfront 4th Floor Condo, vacation rental in Hilton Head

Ocean One 413 - Oceanfront 4th Floor Condo

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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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, vacation rental in Hilton Head
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

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 19
Match: Sleeps
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Gated community condo  200/300 steps to beach, vacation rental in Hilton Head
Gated community condo  200/300 steps to beach, vacation rental in Hilton Head
Gated community condo  200/300 steps to beach, vacation rental in Hilton Head

Gated community condo 200/300 steps to beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis! , vacation rental in Hilton Head
Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis! , vacation rental in Hilton Head
Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis! , vacation rental in Hilton Head

Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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, vacation rental in Hilton Head
14 Heron Street - 6 Bedroom Home Close to Beach, vacation rental in Hilton Head

14 Heron Street - 6 Bedroom Home Close to Beach

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 19
Match: Sleeps
More info
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BEAUTIFUL Golf View! PERFECT GETAWAY! Tranquil/Private! Internet/Beach/Pool!, vacation rental in Hilton Head
BEAUTIFUL Golf View! PERFECT GETAWAY! Tranquil/Private! Internet/Beach/Pool!, vacation rental in Hilton Head
BEAUTIFUL Golf View! PERFECT GETAWAY! Tranquil/Private! Internet/Beach/Pool!, vacation rental in Hilton Head

BEAUTIFUL Golf View! PERFECT GETAWAY! Tranquil/Private! Internet/Beach/Pool!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Hilton Head Island--Schooner Court- Sea Pines--Harbour Town, vacation rental in Hilton Head
Hilton Head Island--Schooner Court- Sea Pines--Harbour Town, vacation rental in Hilton Head
Hilton Head Island--Schooner Court- Sea Pines--Harbour Town, vacation rental in Hilton Head

Hilton Head Island--Schooner Court- Sea Pines--Harbour Town

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Ocean One 315 - Oceanfront 3rd Floor Condo, vacation rental in Hilton Head
Ocean One 315 - Oceanfront 3rd Floor Condo, vacation rental in Hilton Head
Ocean One 315 - Oceanfront 3rd Floor Condo, vacation rental in Hilton Head

Ocean One 315 - Oceanfront 3rd Floor Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Sea Crest 2509 - Beautiful 5th Floor Condo with Breathtaking Ocean Views!, vacation rental in Hilton Head
Sea Crest 2509 - Beautiful 5th Floor Condo with Breathtaking Ocean Views!, vacation rental in Hilton Head
Sea Crest 2509 - Beautiful 5th Floor Condo with Breathtaking Ocean Views!, vacation rental in Hilton Head

Sea Crest 2509 - Beautiful 5th Floor Condo with Breathtaking Ocean Views!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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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!, vacation rental in Hilton Head
17 Heron Street - 200 Feet to the Beach!, vacation rental in Hilton Head

17 Heron Street - 200 Feet to the Beach!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach, vacation rental in Hilton Head
Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach, vacation rental in Hilton Head
Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach, vacation rental in Hilton Head

Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Courtside 105 - Charming Updated Forest Beach Townhouse, vacation rental in Hilton Head
Courtside 105 - Charming Updated Forest Beach Townhouse, vacation rental in Hilton Head
Courtside 105 - Charming Updated Forest Beach Townhouse, vacation rental in Hilton Head

Courtside 105 - Charming Updated Forest Beach Townhouse

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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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, vacation rental in Hilton Head
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

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
More info
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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, vacation rental in Hilton Head
Oceanfront Resort: Clean and Comfortable: Walk to the beach, vacation rental in Hilton Head

Oceanfront Resort: Clean and Comfortable: Walk to the beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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18 Gannet - 3rd Row Home with Easy Beach Access, vacation rental in Hilton Head
18 Gannet - 3rd Row Home with Easy Beach Access, vacation rental in Hilton Head
18 Gannet - 3rd Row Home with Easy Beach Access, vacation rental in Hilton Head

18 Gannet - 3rd Row Home with Easy Beach Access

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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49 Dune Lane - Sweet Carolina, 8 Bedroom Oceanfront, vacation rental in Hilton Head
49 Dune Lane - Sweet Carolina, 8 Bedroom Oceanfront, vacation rental in Hilton Head
49 Dune Lane - Sweet Carolina, 8 Bedroom Oceanfront, vacation rental in Hilton Head

49 Dune Lane - Sweet Carolina, 8 Bedroom Oceanfront

Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 26
Match: Sleeps
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Surf Court 14 - Spectacular Forest Beach Townhouse - Short Walk to Beach, vacation rental in Hilton Head
Surf Court 14 - Spectacular Forest Beach Townhouse - Short Walk to Beach, vacation rental in Hilton Head
Surf Court 14 - Spectacular Forest Beach Townhouse - Short Walk to Beach, vacation rental in Hilton Head

Surf Court 14 - Spectacular Forest Beach Townhouse - Short Walk to Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Ocean One 402 - Beachside 4th Floor Condo, vacation rental in Hilton Head
Ocean One 402 - Beachside 4th Floor Condo, vacation rental in Hilton Head
Ocean One 402 - Beachside 4th Floor Condo, vacation rental in Hilton Head

Ocean One 402 - Beachside 4th Floor Condo

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views, vacation rental in Hilton Head
Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views, vacation rental in Hilton Head
Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views, vacation rental in Hilton Head

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Surf Court 62 - Forest Beach 1st Floor Flat, vacation rental in Hilton Head
Surf Court 62 - Forest Beach 1st Floor Flat, vacation rental in Hilton Head
Surf Court 62 - Forest Beach 1st Floor Flat, vacation rental in Hilton Head

Surf Court 62 - Forest Beach 1st Floor Flat

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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19 Dove St - Large Pool, Short Walk to Beach!, vacation rental in Hilton Head
19 Dove St - Large Pool, Short Walk to Beach!, vacation rental in Hilton Head
19 Dove St - Large Pool, Short Walk to Beach!, vacation rental in Hilton Head

19 Dove St - Large Pool, Short Walk to Beach!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
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Shorewood 501- Penthouse 5th Floor Amazing Views!, vacation rental in Hilton Head
Shorewood 501- Penthouse 5th Floor Amazing Views!, vacation rental in Hilton Head
Shorewood 501- Penthouse 5th Floor Amazing Views!, vacation rental in Hilton Head

Shorewood 501- Penthouse 5th Floor Amazing Views!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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35 Dune Lane - Southern Comfort, vacation rental in Hilton Head
35 Dune Lane - Southern Comfort, vacation rental in Hilton Head
35 Dune Lane - Southern Comfort, vacation rental in Hilton Head

35 Dune Lane - Southern Comfort

Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 22
Match: Sleeps
More info
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Palmetto Dunes Villamare, 2 Bedroom Oceanfront Complex, vacation rental in Hilton Head
Palmetto Dunes Villamare, 2 Bedroom Oceanfront Complex, vacation rental in Hilton Head
Palmetto Dunes Villamare, 2 Bedroom Oceanfront Complex, vacation rental in Hilton Head

Palmetto Dunes Villamare, 2 Bedroom Oceanfront Complex

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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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, vacation rental in Hilton Head
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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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