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Vacation Rentals in Hilton Head Island

Find the perfect Cheap Vacation Rentals, Vacation Rental Deals and Luxury Villas in Florida, Colorado, California, Hawaii, South Carolina, Outerbanks and more! Get Last Minute Deals on Beach Houses, Ski cabins, Family Vacation Rentals and Pet Friendly Vacation Rentals now at How2Vacation.com!

Vacation Rentals in Hilton Head Island

Dune Lane #116

  • 4 Bedrooms, 3.5 Bathrooms, Sleeps 10
  • Ideal for Beach Lovers of all ages! This 4 bedroom home has been professionally decorated and features a Great Room,…
  • from
  • $530
    nightly

 

Battery #21

  • 4 Bedrooms, 4 Bathrooms, Sleeps 10
  • Situated on the 5th fairway of the Harbour Town Golf Links, this home has been completely renovated in 2010 &…
  • from
  • $300
    nightly

 

Gadwall #3

  • 4 Bedrooms, 4 Bathrooms, Sleeps 10
  • This lovely home is just steps from the Beach & features a Professional Kitchen with Stainless Steel Appliances, Gas Range…
  • from
  • $500
    nightly

 

Burns Court #2

  • 4 Bedrooms, 4.5 Bathrooms, Sleeps 10
  • This lovely home situated in the gated community of Palmetto Dunes offers 4 bedroom and 4.5 baths. Guests of 2…
  • from
  • $300
    nightly

 

Pelican #7

  • 4 Bedrooms, 3 Bathrooms, Sleeps 12
  • This tastefully decorated home offers an easy walk to the Beach and is convenient to Coligny Plaza & its more…
  • from
  • $340
    nightly

 

Full Sweep #16

  • 4 Bedrooms, 4 Bathrooms, Sleeps 8
  • This unique home offers multiple living areas, a sunken living room, a gourmet kitchen with center island & sushi bar,…
  • from
  • $800
    nightly

 

Stoney Creek #18

  • 3 Bedrooms, 3.5 Bathrooms, Sleeps 8
  • Relax at your private Pool and enjoy the views of one of Hilton Head Island's most manicured golf courses. Situated…
  • from
  • $260
    nightly

 

South Beach Club #1905

  • 3 Bedrooms, 2.5 Bathrooms, Sleeps 6
  • This delightful first floor villa offers fabulous views of the ocean, sound and pool. This villa has been professionally decorated…
  • from
  • $240
    nightly

 

Shorewood #507

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • This villa is a rare find since there are only a few 3 bedroom oceanfront villas available at the Shorewood…
  • from
  • $240
    nightly

 

Greens # 136

  • 3 Bedrooms, 3 Bathrooms, Sleeps 9
  • Located in Shipyard Plantation, this charming two story townhouse is situated within an easy walk to the beach as well…
  • from
  • $180
    nightly

 

Captains Walk #468

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Your family & friends will be thrilled with the panoramic oceanfront views from this lovely villa. The interior offers an…
  • from
  • $240
    nightly

 

Lake Forest #3339

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This designer furnished 2 bedroom villa features a delightful decor & offers exceptional lagoon & wildlife views that are likely…
  • from
  • $150
    nightly

 

Huntington #7646

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This lovely villa offers tranquil lagoon views and is located just steps from the Beach. Guests can spend the day…
  • from
  • $180
    nightly

 

Colonnade Club #148

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This charming second floor villa offers vaulted celings in the living room with TV, DVD player and stereo. The master…
  • from
  • $150
    nightly

 

Tennismaster #203

  • 2 Bedrooms, 2.5 Bathrooms, Sleeps 6
  • This charming townhouse has been updated and is sure to please every member of your family. Guests of 203 Tennismaster…
  • from
  • $150
    nightly

 

Greens #167

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Located in Shipyard Plantation and within an easy walk to the beach this charming two story townhouse offers fabulous views…
  • from
  • $150
    nightly

 

Fairway Lane #104

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This lovely villa offers tranquil lagoon and golf course views. The villa features a Living Room & Dining Room plus…
  • from
  • $150
    nightly

 

Sea Crest #1105

  • 2 Bedrooms, 2 Bathrooms, Sleeps 8
  • The Sea Crest is one of the most desirable resorts in Forest Beach. Stroll past lily pad ponds filled with…
  • from
  • $220
    nightly

 

Bluff #1796

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This fabulous villa has been totally remodeled & tastefully decorated. Guests of 1796 Bluff can enjoy water views of Braddock…
  • from
  • $150
    nightly

 

Night Heron #16

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • The Night Heron villas are ideal for couples looking for a quiet, secluded villa while still being able to enjoy…
  • from
  • $130
    nightly

 

Beachside Tennis #1881

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This professionally decorated villa is located on the 5th floor and features vaulted ceilings and two private decks. The views…
  • from
  • $200
    nightly

 

Evian #186

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This charming ground floor villa is nestled within the private community of Evian in Shipyard Plantation. This delightfulu villa offers…
  • from
  • $145
    nightly

 

Evian #185

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This delightful 2nd story villa is nestled within the private community of Evian in Shipyard Plantation. This attractive villa is…
  • from
  • $150
    nightly

 

Shorewood #203

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This lovely 2nd floor villa offers panoramic oceanfront views and has been tastefully furnished. The oceanfront Master Bedroom offers a…
  • from
  • $200
    nightly

 

Night Heron #14

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • The Night Heron villas are ideal for couples looking for a quiet, secluded villa while still being able to enjoy…
  • from
  • $110
    nightly

 

Bluff #1685

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • This fabulous villa has been totally redecorated & tastefully furnished. Guests of 1685 Bluff can enjoy their private balcony plus…
  • from
  • $120
    nightly

 

Breakers #112

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • This cozy oceanfront villa is ideal for small families or a couple looking forward to spending the day at the…
  • from
  • $145
    nightly

 

Breakers #114

  • 1 Bedroom, 1 Bathroom, Sleeps 4
  • This charming one bedroom villa boasts spectacular ocean front views and is steps away from Coligny Plaza & the ever…
  • from
  • $145
    nightly

 

26 Audubon Pond

  • 0 Bedroom, 4 Bathrooms, Sleeps 3
  • Sea Pines Resort
  • from
  • Contact Owner

 

South Beach Club #1923

  • 3 Bedrooms, 2.5 Bathrooms, Sleeps 8
  • Located on the 3rd floor this lovely villa offers exceptional views of the beach & Calibogue Sound. You can look…
  • from
  • $240
    nightly

 

Rice Lane #7

  • 3 Bedrooms, 2.5 Bathrooms, Sleeps 6
  • Located in Sea Pines, this charming home is convenient to the Beach, Horse Stables & Forest Preserve. Guests of 7…
  • from
  • $260
    nightly

 

Haul Away #39

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • This charming Low Country style home offers a spacious Great Room, updated Kitchen, 3 bedrooms, 3 baths and a second…
  • from
  • $270
    nightly

 

Evian #240

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • This charming townhouse is nestled within the private community of Evian in Shipyard Plantation. This nicely appointed two story townhouse…
  • from
  • $180
    nightly

 

Lake Forest #3356

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • This designer furnished 3 bedroom townhouse offers spectacular lagoon & wildlife views that are sure to include Snowy Egrets, Blue…
  • from
  • $180
    nightly

 

Lighthouse #20

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Newly renovated, this lovely townhouse offers beautiful golf course views and is situated across from the Plantation Pool. Guests of…
  • from
  • $180
    nightly

 

Bittern #15

  • 3 Bedrooms, 2 Bathrooms, Sleeps 8
  • This comfortable Beach Cottage is casually decorated & offers the perfect setting for a relaxed beach vacation. Just 4 houses…
  • from
  • $260
    nightly

 

Colonnade Club #196

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Situated on the second floor, this lovely 3 bedroom villa offers peaceful views of the lagoon & golf course. Each…
  • from
  • $180
    nightly

 

Colonnade Club #185

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • This 3 bedroom villa is located on the first floor & offers both golf & lagoon views. The villa has…
  • from
  • $180
    nightly

 

Windjammer Court #17

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • Situated on the 10th Tee of the world renowned Harbour Town Golf Links, this charming home has been professionally decorated…
  • from
  • $250
    nightly

 

Heritage Villas #2221

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • This lovely 3 bedroom townhouse is the perfect choice for guests who enjoy golf, tennis & all of the various…
  • from
  • $180
    nightly

 

Evian # 113

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • This charming townhouse is nestled within the private community of Evian in Shipyard Plantation. This professionally decorated freestanding, two story…
  • from
  • $180
    nightly

 

Captains Walk #481

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • The Captains Walk villas offer sensational oceanfront views, a private oceanfront balcony & an oceanfront pool and baby pool. Situated…
  • from
  • $200
    nightly

 

Bluff #1817

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • This charming villa features 2 Bedroom and 2 Full Baths and offers fabulous view of Braddock Cove. Guests of 1817…
  • from
  • $150
    nightly

 

Sandpiper #21

  • 6 Bedrooms, 6 Bathrooms, Sleeps 12
  • Located just 175 yards from the Beach, this beautiful 6 Bedroom home features comfortable furnishings with exceptional outdoor living space…
  • from
  • $550
    nightly

 

Sandpiper #30

  • 6 Bedrooms, 4 Bathrooms, Sleeps 16
  • Ideal for large families, this charming 6 bedroom home is located just 30 yards to the beach and offers a…
  • from
  • $650
    nightly

 

Crabline Court #23

  • 7 Bedrooms, 6 Bathrooms, Sleeps 14
  • Situated in Singleton Beach, this fabulous 3 story home has been professionally decorated and offers an ideal vacation retreat for…
  • from
  • $450
    nightly

 

Singleton Beach #5

  • 6 Bedrooms, 6.5 Bathrooms, Sleeps 16
  • This VIP 3 story oceanfront home has been professionally decorated to suit your every need. Here you will enjoy amenities…
  • from
  • $1050
    nightly

 

South Beach Lane #50

  • 5 Bedrooms, 4 Bathrooms, Sleeps 12
  • Enjoy a great location & an easy walk to the beach from this spacious home. Decorated in the charming "Laura…
  • from
  • $550
    nightly

 

Flotilla #7

  • 5 Bedrooms, 5.5 Bathrooms, Sleeps 14
  • This 3 level oceanfront home features a large oceanfront Living Room with 2 story windows offering magnificent views of the…
  • from
  • $790
    nightly

 

Genoa Court #3

  • 5 Bedrooms, 5 Bathrooms, Sleeps 11
  • Located in the Heart of Harbour Town, this exquisite VIP home offers more than 4300 sq ft of luxury. Professionally…
  • from
  • $450
    nightly

 
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