Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

452 Captains Walk-Rare oceanfront 5 BR Penthouse.august W...

Hilton Head Island
452 Captains Walk-Rare oceanfront 5 BR Penthouse.august Weeks Available What a spectacular ocean vi...
Villa 5 / 3 / 12

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

27 Pelican-New custom built 3rd row ocean-Available 9/13-20

Hilton Head Island
27 Pelican - Rent as a 4, 5 or 6 bedroom Sept thru May. This gorgeous brand new 3rd row ocean cust...
Home 6 / 6 / 20

*
Online booking available

$442 - $442
Per Night

$3095 - $7995
Per Week

12 Beachside-Pretty 3 BR Beach Home in South Beach Marina...

Hilton Head Island
12 Beachside-Pretty 3 BR Beach Home in South Beach Marina Area. Sleeps6 Beautiful 3 bedroom, 2 bath...
Home 3 / 2 / 6

*
Online booking available

$185 - $185
Per Night

$1295 - $2895
Per Week

1505 Villamare - 2 BR, 2 bath villa has outstanding views...

Hilton Head Island
1505 Villamare - 2 BR, 2 bath villa has outstanding views of the ocean This beautiful 5th floor Oce...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

1502 Villamare - 5th Floor & oceanview -

Hilton Head Island
This beautiful 5th floor Oceanfront villa is located in Palmetto Dunes. This luxurious villa are sur...
Villa 2 / 2 / 8

*
Online booking available

$156 - $156
Per Night

$1095 - $2695
Per Week

Surf Court 70 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 3 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Port Villa 1612 - Townhouse near South Beach Marina

Hilton Head Island
Port Villas are adjacent to the South Beach Marina and the famous Salty Dog Cafe, a dockside bar and...
Condo 3 / 3.5 / 8

*
Online booking available

$185 - $290
Per Night

$925 - $1450
Per Week

Deluxe Seaside Villa 345 - 1 BR 1 BA Oceanside Flat

Hilton Head Island
TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a king size bed, full...
Condo 1 / 1 / 4

*
Online booking available

$110 - $185
Per Night

$475 - $925
Per Week

117 N. Sea Pines-Quick Walk to Sea Pines Beach Club-Summe...

Hilton Head Island
117 N. Sea Pines-Quick Walk to Sea Pines Beach Club-Summer Weeks Available. Right in the middle of ...
Home 4 / 3 / 10

*
Online booking available

$171 - $171
Per Night

$1195 - $3095
Per Week

Schooner Court 704

Hilton Head Island
4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, ...
Villa 4 / 5 / 8

*
Online booking available

$275 - $1300
Per Night

$1375 - $6500
Per Week

Waterford D-4

Hilton Head Island
2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sof...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

10 Curlew - Oceanfront - 5 Bedrooms, Sleeps 10 w/ Pool & Spa

Hilton Head Island
Beach living at its finest can be found in this modern OCEANFRONT 5 bedroom, 4.5 bathroom home with ...
Home 5 / 5 / 10

*
Online booking available

$3595 - $9295
Per Week

Beachwood 1E - Oceanside One Level Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$135 - $185
Per Night

$675 - $925
Per Week

Planters Wood 49

Hilton Head Island
3 BD/2.5 BA home with wooded view. King, King, 2 Twins +2 Sleep Sofas. (Sofa linens available for $2...
Home 3 / 3 / 10

*
Online booking available

$280 - $360
Per Night

$1400 - $1800
Per Week

2308 Seacrest -3rd Floor & Pretty Views. Available August...

Hilton Head Island
2308 Seacrest -3rd Floor & Pretty Views. Available August & Sept Weeks. Just relax and enjoy the so...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vaca...

Hilton Head Island
6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vacation Home Airy and private, this 5 bedroom...
Home 5 / 6 / 10

*
Online booking available

$199 - $199
Per Night

$1395 - $3795
Per Week

73-74 Moorings-Pretty 2 BR villa just a quick 2 mins. wal...

Hilton Head Island
73-74 Moorings-Pretty 2 BR villa just a quick 2 mins. walk to the beach This 1st floor 2 bedroom, 3...
Villa 2 / 3 / 8

*
Online booking available

$85 - $185
Per Night

$595 - $1495
Per Week

Dune Lane 116

Hilton Head Island
4BD/3.5Ba 2nd row oceanview home with Private Pool (can be heatedfor add'l fee) 2 Kings, Queen, 2 Tw...
Home 4 / 4 / 10

*
Online booking available

$550 - $1100
Per Night

$2750 - $5500
Per Week

Ocean One 319 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and two bedrooms, guests staying in Ocean One 319 enjoy panoramic vie...
Condo 3 / 3 / 7

*
Online booking available

$250 - $410
Per Night

$1250 - $2050
Per Week

Racquet Club 2312 - Harbour Town Area One Level Condo

Hilton Head Island
Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer...
Condo 1 / 1 / 4

*
Online booking available

$120 - $170
Per Night

$595 - $850
Per Week

Courtside 110 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex, about 1 1/2 blocks to the beach. Courtside 110 is a 3 story...
Condo 3 / 4 / 8

*
Online booking available

$165 - $259
Per Night

$825 - $1295
Per Week

Seaside Villa 139 - 1 BR 1 BA Oceanside Flat Hilton Head

Hilton Head Island
Newly remodeled with WIRELESS INTERNET!!!! This one bedroom, one bath villa includes all new interio...
Condo 1 / 1 / 4

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

426 Carolina Beach Club - 2 Bedroom Villa Oceanview Condo

Hilton Head Island
Newly Refurbished!! This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size ki...
Condo 2 / 2 / 6

*
Online booking available

$120 - $240
Per Night

$600 - $1200
Per Week

503 Windsor Place-Oceanfront 5th Floor Book now for late ...

Hilton Head Island
503 Windsor Place-Oceanfront 5th Floor Book now for late Summer & Fall This gorgeous 5th floor vill...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Courtside 100 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

 

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