Hilton Head Vacation Rentals

1093 Rentals

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Hilton Head South Carolina Vacation Rentals - Home

5BR / 5BA - Sleeps 14 - Hilton Head Home

21 Ruddy Turnstone ~ 4th Row Ocean Home! 21 Ruddy Turnstone is a magnificent new 5 bedroom, 5 1/2 bath...

$715 - $876 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 3BA - Sleeps 10 - Hilton Head Home

Welcome to Classic Hilton Head! This 3 bedroom cottage style home is located in South Forest Beach where...

$257 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 5BA - Sleeps 14 - Hilton Head Home

The Lyons complex in Port Royal Plantation is one of our favorite areas. With 4 bedrooms and 4. 5- baths,...

$279 - $599 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 3BA - Sleeps 9 - Hilton Head Home

This roomy 3 bedroom, 2. 5 bath villa in Port Royal Village on the north end of Hilton Head Island provides...

$199 - $299 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 6 - Hilton Head Villa

This luxurious oceanfront complex offers the ultimate in resort vacation accommodations. You have a wide...

$220 - $417 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Hilton Head Home

This end unit, 2 bedroom, 2- bath, Turnberry Village townhouse has undergone an extreme makeover....

$125 - $229 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 3BA - Sleeps 6 - Hilton Head Home

You are only 1 block from beautiful South Forest Beach when you stay in this end unit, 2 bedroom, and...

$129 - $219 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 4BA - Sleeps 8 - Hilton Head Home

This spacious 3 bedroom, 3. 5- bath townhouse villa is located in the popular Evian section of Shipyard...

$172 - $285 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Hilton Head Home

Tell your friends that you're staying in one of the Forest Beach penthouse Villas when you reserve this...

$139 - $219 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 3BA - Sleeps 8 - Hilton Head Villa

Wendover Dunes is a beautiful Oceanside villa complex that is just a short walk to the beach. Located...

$180 - $326 / nt

Hilton Head South Carolina Vacation Rentals - Home

7BR / 7BA - Sleeps 18 - Hilton Head Home

Reasons to choose 20 Ibis Street~ Comfortable surroundings with fantastic views of the ocean. The home...

$858 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Hilton Head Home

Barrington Arms Oceanfront Complex ~ Just Steps from the Beach! 505 Barrington Arms is a 5th floor 3...

$332 - $403 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 3BA - Sleeps 6 - Hilton Head Home

A must stay, Just steps from the famous South Beach Marina, home of the Salty Dog Café, guests may...

$158 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 6 - Hilton Head Villa

These villas are professionally decorated for a first class visit. You'll find a spacious living and...

$230 - $435 / nt

Hilton Head South Carolina Vacation Rentals - Home

5BR / 5BA - Sleeps 14 - Hilton Head Home

This wonderful third row home in Palmetto Dunes has all the amenities and added touches to make a memorable...

$590 - $1,072 / nt

Hilton Head South Carolina Vacation Rentals - Home

5BR / 6BA - Sleeps 12 - Hilton Head Home

Here is luxury living at its finest! This home has wonderful ocean views from the living area and four...

$859 - $1,908 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 5BA - Sleeps 12 - Hilton Head Home

Welcome to 2 Long Boat, a spacious, four- bedroom, four- and- one- half bath, nearly 4, 000 square...

$480 - $872 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 8 - Hilton Head Villa

This comfortable near ocean villa is a first floor unit with lovely wooded and lagoon views. The unit...

$110 - $199 / nt

Hilton Head South Carolina Vacation Rentals - Villa

3BR / 3BA - Sleeps 8 - Hilton Head Villa

These beautifully furnished 1, 2, 3, and 4- bedroom villas feature full kitchens, spacious living...

$350 - $654 / nt

Hilton Head South Carolina Vacation Rentals - Villa

3BR / 3BA - Sleeps 8 - Hilton Head Villa

Introducing Main Sail – a luxurious villa complex on Hilton Head Island overlooking Shelter Cove Marina...

$190 - $345 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 8 - Hilton Head Villa

This luxurious oceanfront complex offers the ultimate in resort vacation accommodations. You have a wide...

$210 - $399 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Hilton Head Home

Ideal vacation home for families, golfers, and the avid tennis player! 48 Woodbine is located in the...

$220 - $399 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 6 - Hilton Head Villa

Hampton Place, just south of the Omni Hotel is an oceanfront complex offering one- , two- , and three-...

$250 - $472 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 3BA - Sleeps 10 - Hilton Head Home

Ocean One Oceanfront Complex ~ Just Steps from the Beach! Hilton Head Forest Beach rentals, like 111...

$273 - $334 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 4BA - Sleeps 8 - Hilton Head Home

Looking for that perfect home for your upcoming vacation to Hilton Head Island? Look no further. Located...

$308 - $599 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Hilton Head Home

A tropical motif is featured in this designer furnished, 2 bedroom, and 2- bath end unit townhouse...

$179 - $259 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 8 - Hilton Head Home

Barrington Court Oceanfront Complex ~ Just Steps from the Beach! 116 Barrington is a 2 bedroom, 2 bathroom...

$225 - $244 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 8 - Hilton Head Villa

This luxurious oceanfront complex offers the ultimate in resort vacation accommodations. You have a wide...

$190 - $345 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 3BA - Sleeps 12 - Hilton Head Home

Villamare Oceanfront Complex ~ Just Steps from the Beach! Luxury villa rentals in Palmetto Dunes, like...

$407 - $499 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Hilton Head Home

Beachside Tennis Oceanfront Complex ~ Just Steps from the Beach! 1900 Beachside Tennis is a totally...

$315 - $387 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 3BA - Sleeps 6 - Hilton Head Home

This 2 bedroom, 2. 5 bath townhouse villa affords both a golf and nature view. The livingroom beckons...

$139 - $219 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 6 - Hilton Head Villa

Location, location, location! ! ! This bright and beautiful two bedroom, two bath villa is nestled...

$225 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Hilton Head Home

If you are looking for a quiet retreat away from the everyday world, you have found your home! You'll...

$279 - $519 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 3BA - Sleeps 6 - Hilton Head Home

Enjoy the lagoon/golf view from this end unit townhouse villa featuring 2 bedrooms and 2. 5 baths. The...

$139 - $219 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Hilton Head Home

Memories Of Vacations By The Sea Stay With You Forever says the sign in the foyer of this very inviting...

$125 - $219 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Hilton Head Home

This 2 bedroom, 2 Bath in St. Andrews Commons is a luxurious getaway in the middle of the beautiful...

$119 - $219 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 4BA - Sleeps 9 - Hilton Head Home

3 Laughing Gull Vacation Rental Home - Sea Pines Just 4th Row from the Ocean and directly on the beach...

$440 - $940 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Hilton Head Home

Barrington Court Oceanfront Complex ~ Just Steps from the Beach! 412 Barrington Court is a 2 bedroom,...

$254 - $311 / nt

Hilton Head South Carolina Vacation Rentals - Home

5BR / 5BA - Sleeps 12 - Hilton Head Home

14 Grey Widgeon ~ 2nd Row Ocean Home! 14 Grey Widgeon is a wonderful 5 bedroom, 5 bath, second row...

$631 - $810 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Hilton Head Home

This 2nd floor villa is a 2 bedroom, 2 bath end unit that offers a landscape view. It has been designer...

$139 - $219 / nt

Hilton Head South Carolina Vacation Rentals - Home

5BR / 6BA - Sleeps 12 - Hilton Head Home

This 5 bedroom, 5. 5 bath home in the beautiful Palmetto Dunes Resort comes with all the personal touches...

$399 - $1,179 / nt

Hilton Head South Carolina Vacation Rentals - Home

7BR / 8BA - Sleeps 22 - Hilton Head Home

206 N. Sea Pines Drive - Sea Pines Located in beautiful Sea Pines, 206 N. Sea Pines Drive is a luxurious...

$1,360 - $4,000 / nt

Hilton Head South Carolina Vacation Rentals - Home

6BR / 6BA - Sleeps 20 - Hilton Head Home

12 Painted Bunting - Sea Pines Oceanfront Brand new oceanfront home, built in 2014! 12 Painted Bunting...

$1,990 - $4,180 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 4BA - Sleeps 18 - Hilton Head Home

5 Cedar Waxwing - Sea Pines Located just 4th row from the sandy Atlantic Ocean beach and directly on...

$650 - $1,365 / nt

Hilton Head South Carolina Vacation Rentals - Home

5BR / 6BA - Sleeps 12 - Hilton Head Home

1 Belted Kingfisher - Sea Pines Brand New Construction in 2014! State of the Art Sea Pines vacation...

$750 - $1,580 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 4BA - Sleeps 10 - Hilton Head Home

This home has recently been beautifully renovated and remodeled. Carolina Cottate is situated on a quiet...

$172 - $500 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 8 - Hilton Head Home

This two bedroom, two bath, 2nd floor unit is a Hilton Head rental with lovely ocean views. King,...

$129 - $229 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 7 - Hilton Head Villa

Evian 197 is a two- bedroom condo, with a golf course view, located in Shipyard Plantation. This condo...

$119 - $239 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 7 - Hilton Head Home

Two bedroom, two bath, 1st floor ocean side unit. King in the master, queen in the guest bedroom and...

$127 - $243 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 7 - Hilton Head Home

NOTE: The kitchen, bathrooms and furnishings are being updated over the Winter and should be completed...

$157 - $315 / nt

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