Island Area Vacation Rentals

2075 Rentals

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Hilton Head South Carolina Vacation Rentals - Home

1BR / 1BA - Sleeps 4 - Hilton Head Home

The beach and Coligny Plaza are just minutes from this tastefully furnished 1st floor, 1 bedroom, and...

$119 - $179 / nt

2BR / 0BA - Sleeps 6 - Fripp Island Home

This unit is located center island with an ocean view and a choice of pools with activities for everyone....

$190 - $270 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This charming 2 bedroom, 2 bath, provides all of the hustle and bustle of South Beach Sea Pines and...

$119 - $259 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This is a beautiful one- story home that offers a peaceful wooded view from its sizeable back yard deck...

$199 - $419 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Shipyard Plantation's Beachwalk complex is just what the name implies - a short walk to the beach. Add...

$129 - $239 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Welcome to Colonnade Club, this is a second floor villa which features 2 bedrooms and 2 bathrooms. To...

$119 - $199 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 3BA - Sleeps 7 - Hilton Head Home

Greens 107 is a nice Hilton Head Resort townhouse villa with 3 bedrooms/3 baths. An end unit townhouse...

$129 - $200 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

6A The Links is a stunning three bedroom/three bathroom villa. Newly redecorated in 2009 with designer...

$300 - $350 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

You'll love this 2 bedroom, 2 bath, ground floor Hilton Head rental located in popular Fiddler's Cove...

$72 - $129 / nt

Hilton Head South Carolina Vacation Rentals - Home

7BR / 8BA - Sleeps 24 - Hilton Head Home

24 Jacana - Forest Beach Oceanfront Welcome to "Loggerhead Pointe" at 24 Jacana in N. Forest Beach!...

$1,170 - $3,040 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 5BA - Sleeps 10 - Hilton Head Home

Life is Good at the Beach when you stay at this 4 bedroom, 4. 5 bathroom home. Steps from the beach...

$279 - $599 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 5 - Hilton Head Villa

This two bedroom, first floor condo overlooks the golf course, and has lagoon views. It features new...

$119 - $249 / 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

Fripp Island South Carolina Vacation Rentals - Home

4BR / 2BA - Sleeps 7 - Fripp Island Home

Bring your family to slow down and relax together at Marsh Mellow! We built this house in 2004 for our...

$150 - $175 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Your vacation will be a breeze in the 2 bedroom, 2. 5 bath, recently renovated townhouse style villa....

$115 - $229 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This outstanding, oceanfront home is luxurious in every detail, boasting unobstructed views of the...

$779 - $1,679 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

When the surf is too rough, relax and enjoy the Colonnade Club pool, which you will overlook from the...

$119 - $199 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

The all- new kitchen and designer furnishings will make your stay in this 2nd floor, end unit, 2 bedroom...

$119 - $199 / nt

Hilton Head South Carolina Vacation Rentals - Home

8BR / 10BA - Sleeps 24 - Hilton Head Home

Imagine your ideal vacation beach home—you’ve arrived at 10 Junket. This is the finest guest mansion...

$1,636 - $3,635 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Beachside Tennis Oceanfront Complex ~ Just Steps from the Beach! Newly redecorated, this large 2 bedroom/2...

$270 - $332 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

101 Beckenham is a newly updated, two bedroom, two bath villa in Port Royal Village. It is located...

$108 - $157 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

6 Man O War ~ Direct Oceanfront Home! Located on the beach walkway and just 10 steps to the sand, 6...

$819 - $1,010 / nt

6BR / 4BA - Sleeps 12 - Forest Beach Home

2 Roadrunner, North Forest Beach- 6 Br/4. 5 Ba (k, K, K, Q, Tt, Tt)- 3rd Row Oceanview Home-...

$509 - $935 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

This two bedroom, two bath villa is located on the first floor in The Village House of Port Royal Village....

$175 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Flagg 1 is a four- bedroom home that features a large kitchen, outdoor eating area and private pool...

$249 - $529 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

10 B Links is a cheerful vacation villa overlooking the Barony fairways and makes this villa a haven...

$300 - $350 / nt

Hilton Head South Carolina Vacation Rentals - Home

1BR / 1BA - Sleeps 4 - Hilton Head Home

South Forest Beach is just across the street from this 3rd floor, 1 bedroom, and 1- bath Forest Beach...

$119 - $179 / nt

4BR / 0BA - Sleeps 12 - Fripp Island Home

2 King Master suites are downstairs and two full beds upstairs. Pool table is upstairs as well. Floors...

$308 - $500 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 1BA - Sleeps 6 - Hilton Head Villa

This is a Pet Friendly Villa! (Dogs Only - Must Call for Details)Ketch Court 825 is a two bedroom villa...

$119 - $409 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Hampton Place Oceanfront Complex ~ Just Steps from the Beach! This fabulous 3 bedroom, 3 bath Palmetto...

$365 - $454 / nt

Hilton Head South Carolina Vacation Rentals - Villa

3BR / 2BA - Sleeps 10 - Hilton Head Villa

If it happens to rain, no problem at Ocean Walk as you can still enjoy the day at the indoor pool and...

$128 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

The Barrington "community, " which encompasses Barrington Arms, Barrington Court and Barrington Park,...

$180 - $326 / nt

4BR / 0BA - Sleeps 11 - Fripp Island Home

Three queens downstairs that share two bathrooms. Loft open to living room has bunkbeds with a tv dvd...

$300 - $530 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Don't let the fantastic view from this 2 bedroom, 2- bath, 3rd floor Sea Crest villa keep you from...

$255 - $499 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Tucked in a quiet corner of Shipyard Plantation, this renovated & tastefully decorated 2nd floor, 2...

$119 - $199 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

3 BD/2. 5 BA home with wooded view. King, King, 2 Twins + 2 Sleep Sofas. (Sofa linens available for...

$280 - $300 / nt

Balcony View

1BR / 1BA - Sleeps 4 - Forest Beach Villa

Located in South Forest Beach, step out onto your own private balcony for an great view of the ocean...

$108 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

2 BD/2. 5 BA townhouse overlooking pool. King, 2 Twin beds plus Sleep Sofa (Sofa bed linens rentable...

$160 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep...

$155 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

This gorgeous 4 bedroom 4 1/2 bath villa is in pristine condition and a few minutes walk to the beach....

$400 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Sea Crest Resort Oceanfront Complex ~ Just Steps from the Beach! Located on the 4th floor of the wonderful...

$336 - $425 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

The owners have spared no expense in the updating of this 3 bedroom, 3 bath, end- unit townhouse in...

$199 - $309 / nt

Xanadu

3BR / 3BA - Sleeps 6 - Forest Beach Villa

Large 3 bedroom villa on the 4th floor at Xandu. Enjoy a quiet getaway with plenty of room for everyone....

$108 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This 2nd floor, 2 bedroom, 2 bath in St. Andrews Commons is a luxurious getaway in the middle of the...

$119 - $219 / nt

6BR / 0BA - Sleeps 12 - Harbor Island Home

This beautiful oceanfront home is located on a calm, relaxing, white sandy island. With fishing, crabbing,...

$375 - $534 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Soft tropical colors and a soothing low country view make this 2nd floor, 2 bedroom, and 2- bath Colonnade...

$119 - $199 / nt

Hilton Head South Carolina Vacation Rentals - Home

6BR / 6BA - Sleeps 18 - Hilton Head Home

11 Royal Tern Renovated and beautiful, 2nd Row ocean walkway beach home has been planned with thoughtful...

$940 - $1,960 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This wonderful four bedroom Hilton Head Island home is conveniently located third row from the ocean...

$236 - $726 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

You'll cherish the fabulous views from these spacious ocean- front villas. Choose from 2 or 3 bedroom...

$300 - $563 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Charming single- story 4 BR home has been recently renovated. Updates include new stainless steel refrigerator...

$300 - $545 / nt

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