Island Area Vacation Rentals

2225 Rentals

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Hilton Head South Carolina Vacation Rentals - Townhouse

3BR / 3.5BA - Sleeps 6 - Hilton Head Townhouse

Relaxed luxury awaits you right in the heart of Harbour Town on Hilton Head Island. This 2014 complete...

$117 - $522 / nt

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Hilton Head South Carolina Vacation Rentals - Home

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

This Sea Pines home is perfect for golf lovers and families as it is located on the 7th hole of Heron...

$239 - $719 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Sea Crest Resort Oceanfront Complex ~ Just Steps from the Beach! 2506 Sea Crest, located on the fifth...

$259 - $316 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

6 Jessamine Place~Short Bike Ride to the Beach! The perfect vacation can be found in Sea Pines home...

$356 - $440 / nt

Hilton Head South Carolina Vacation Rentals - Home

6BR / 6BA - Sleeps 13 - Hilton Head Home

12 Black Tern ~ Gorgeous Marsh Views! Located in the South Beach area of Sea Pines and a short distance...

$479 - $587 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

4 Ginger Beer Court ~ Free Tennis! 4 Ginger Beer Court is a great vacation home featuring 4 bedrooms,...

$444 - $541 / nt

Hilton Head South Carolina Vacation Rentals - Home

5BR / 7BA - Sleeps 12 - Hilton Head Home

176 Mooring Buoy ~ 4th Row From the Ocean! 176 Mooring Buoy offers some of the most spectacular lagoon...

$643 - $819 / 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

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

8 Black Skimmer ~ 4th Row From the Ocean! 8 Black Skimmer is a large 6 bedroom, 6 full and 2 half bath...

$662 - $854 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Hilton Head Home

This beautiful four bedroom, three bathroom home is located on the 17th fairway of the Harbor town golf...

$308 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

4 Audubon Pond~Short Bike Ride to the Beach! Enjoy staying in Sea Pines Resort Hilton Head homes, like...

$332 - $410 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 2BA - Sleeps 9 - Hilton Head Home

Newly renovated beach cottage! This 3 bedroom, 2 bath home is freshly painted and furnished with new...

$308 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Located on the fourth floor, 2417 Villamare is a beautiful, upscale 2 bedroom vacation villa rental...

$225 - $244 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Barrington Arms Oceanfront Complex ~ Just Steps from the Beach! This tastefully decorated 2 bedroom,...

$225 - $275 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Beachside Tennis Oceanfront Complex ~ Just Steps from the Beach! 1890 Beachside Tennis is a wonderful...

$225 - $271 / nt

Hilton Head South Carolina Vacation Rentals - Home

3BR / 4BA - Sleeps 6 - Hilton Head Home

9 Lands End Way ~Panoramic Views of the Calibogue Sound! Located in the highly desirable South Beach...

$385 - $477 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Villamare Oceanfront Complex ~ Just Steps from the Beach! 1510 Villamare is 2 bedroom 2 bath villa located...

$227 - $278 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

North Shore Place ~ Just Steps from the Beach! 309 North Shore Place is one of our Hilton Head Island...

$225 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

Villamare Oceanfront Complex ~ Just Steps from the Beach! You'll enjoy the fabulous Oceanfront Views...

$193 - $400 / nt

Hilton Head South Carolina Vacation Rentals - Home

1BR / 2BA - Sleeps 4 - Hilton Head Home

Windsor Place Oceanfront Complex ~ Just Steps from the Beach! 403 Windsor Place is a one bedroom, two...

$200 / nt

Hilton Head South Carolina Vacation Rentals - Home

2BR / 2BA - Sleeps 4 - Hilton Head Home

The Lighthouse Tennis Villa complex has recently undergone a major exterior renovation and looks GREAT!...

$225 / 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

5BR / 6BA - Sleeps 14 - Hilton Head Home

Fourteen steps lead to entrance of this wonderful 3rd row home on Hilton Head Island. The fully equipped...

$590 - $1,072 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This Hilton Head Island home will charm you with its warmth and comfort while you enjoy a relaxing getaway....

$310 - $563 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

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

$410 - $763 / 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 - Villa

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

These popular 2 and 3- bedroom villas have spacious floor plans with private baths adjoining each bedroom....

$130 - $235 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 5BA - Sleeps 8 - Hilton Head Home

This spacious 3rd row home is the perfect island retreat for your next vacation. Located in the heart...

$500 - $908 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

Guests have a choice of several 2 and 3 bedroom townhouse floor plans. These secluded villas have plenty...

$110 - $199 / nt

Hilton Head South Carolina Vacation Rentals - Villa

2BR / 2BA - Sleeps 4 - Hilton Head Villa

Come experience the expansive ocean views from the private balcony of one of these 1, 2 and 3- bedroom...

$210 - $400 / nt

Hilton Head South Carolina Vacation Rentals - Home

5BR / 5BA - Sleeps 18 - Hilton Head Home

This beautiful Sea Pines, oceanfront home is a treat for any vacationer. It was completely remodeled...

$1,199 - $2,779 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This beautiful, recently updated Sea Pines home is great for families with the multiple living areas...

$529 - $1,119 / nt

Hilton Head South Carolina Vacation Rentals - Home

4BR / 3BA - Sleeps 12 - Hilton Head Home

This charming, oceanfront home features four bedrooms, three and a half bathrooms and sweeping views...

$969 - $1,359 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This is a Pet Friendly Home! (Dogs Only - Must Call for Details)This oceanfront beach house offers...

$639 - $1,509 / nt

Hilton Head South Carolina Vacation Rentals - Home

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

This second row vacation home has a spacious floor plan and is located in a great spot on the island...

$459 - $989 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

Inverness 919 is a multi- level three- bedroom condo located in Palmetto Dunes overlooking the lagoon....

$149 - $289 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

Queens Grant 588 is a three bedroom condo located just a short walk from the beach and tennis center...

$149 - $289 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

Complex Work Being Done 12/1/2014 - 3/28/2015 - Please Call for Details Hampton Place 5503 is an ocean...

$229 - $489 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

Seaside 206 is a one- bedroom, one- bath ocean view condo located in Forest Beach. This condo is approximately...

$119 - $239 / 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 - 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

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

Harbourside 7120 is a one- bedroom condo located in Shelter Cove that offers a view of the harbour. This...

$109 - $219 / nt

Hilton Head South Carolina Vacation Rentals - Villa

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

Racquet Club 2361 is a one bedroom villa located just a short walk from Harbour Town in Sea Pines. This...

$99 - $339 / nt

Hilton Head South Carolina Vacation Rentals - Villa

4BR / 5BA - Sleeps 8 - Hilton Head Villa

4BD/4. 5BA Townhouse with breathtaking views of Calibogue Sound. Located in the Heart of Harbourtown,...

$275 / nt

Hilton Head South Carolina Vacation Rentals - Home

7BR / 8BA - Sleeps 18 - Hilton Head Home

38 Canvas Back- Sea Pines Oceanfront We are excited to announce 38 Canvasback has been rebuilt from...

$1,940 - $4,180 / nt

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