Hilton Head Island Listings

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Monthly $950.00 - $1900.00

Your Magical Beach Vacation awaits at a Price You Can Afford! Free WiFi in condo Hilton Head Island, South Carolina, Listing ID: 21640

Let your cares melt away as you enjoy all the comforts of home in this newly renovated condo! This condo is the larger 2 bedroom, 2 bath condo (950 sq. ft) with a May Tag washer /dryer in the condo. Full kitchen with granite countertops and ceramic tile backsplash . Ceramic...

  • Condo
  • 800-1000
  •  2
  •  2
Nightly $350.00

Newly Renovated with comfort and relaxation Hilton Head Island, South Carolina, Listing ID: 29275

Look no further for your next beach getaway! This 2 bedroom, 2 bathroom condo has been completely renovated from top to bottom in the winter of 2021. Gorgeous laminate flooring and shiplap walls span the entire property. The open concept living area features a comfortable...

  • Condo
  • 1000
  •  2
  •  2
Monthly $2795.00 - $3495.00

102 Windsor Place ~ Beautiful 1BR Villa with Landscape Views | Steps to Beach Hilton Head Island, South Carolina, Listing ID: 29294

*1 Bedroom | 2 Bathrooms *Sleeps 4 *1 King, Queen Sleeper Sofa *Steps to the Beach | 4 Beach Towels for Guest Use *1st Floor with Partial Ocean and Lovely Garden Views *2 TVs | Alexa | Wi-Fi | Keurig *Community Pool | Kiddie Pool | Hot Tub | Grilling Area *Point Central...

  • Villa
  • 1019
  •  1
  •  2
Monthly $4995.00 - $9195.00

1401 South Beach Villa | Peaceful Setting | Two Minute Walk to the Beach | Restaurants & Shopping Hilton Head Island, South Carolina, Listing ID: 29295

*4 Bedrooms | 3 Bathrooms *Sleeps 10 *2 Kings, 1 Queen, 2 Twins, Sleeper Sofa *5 TVs | Alexa | Wi-Fi | Keurig | Gas Grill *Two Minute Walk to the Beach | Restaurants & Shopping *Access to the South Beach Marina Community Pool {Pool is open May-October | Weather...

  • Villa
  • 1437
  •  4
  •  3
Monthly $3395.00 - $4195.00

107 Barrington Arms ~ 1st Floor Ocean Views, Easy Pool Access in Palmetto Dunes Hilton Head Island, South Carolina, Listing ID: 29296

*2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Twins, Queen Sleeper Sofa *Steps to the Beach | 4 Beach Towels for Guest Use *1st Floor Villa with views to the Pool and Ocean *3 TVs | DVD | Wi-Fi | Keurig *Point Central Keyless Entry *Access to the Palmetto Dunes Buggy...

  • Villa
  • 1171
  •  2
  •  2
Monthly $4695.00 - $7995.00

11 Cartgate ~ Pet Friendly 3Br with Private Dock, Pool and Screened Porch Hilton Head Island, South Carolina, Listing ID: 29298

*3 Bedrooms | 2 Full Bathrooms | 1 Half Bathroom *Sleeps 8 *1 King, 1 Queen, 2 Twins and Queen Sleeper Sofa in Loft *4 TV's | DVD | Alexa | Wi-Fi | Keurig *Gas Grill | Screened In Porch *Guests Have Use of the Garage *4 Beach Bikes {Memorial Day - Labor Day 2022} *Free...

  • Home
  • 2559
  •  3
  •  2 1/2
Monthly $4195.00 - $10095.00

11 Myrtle Lane | Short Bike Ride to the Beach | Private Pool & Hot Tub | Availability for Winter Rental Oct - Mar Hilton Head Island, South Carolina, Listing ID: 29299

11 Myrtle Lane | Short Bike Ride to the Beach *4 Bedrooms | 4 Full Bathrooms *Sleeps 10 *1 King, 3 Queens, 2 Twins *5 TVs | 3 DVDs | Alexa | Wi-Fi | Keurig | Gas Grill *Separate Queen Bedroom with Kitchenette *Guests Have Use of the Garage *4 Beach Bikes {Memorial Day -...

  • Home
  • 2200
  •  4
  •  4
Monthly $2995.00 - $3795.00

3 Bedroom Updated Villa on Fazio Golf Course, Short Walk to the Beach, Community Pool Hilton Head Island, South Carolina, Listing ID: 29301

*3 Bedrooms | 3 Bathrooms *Sleeps 10 *1 King, 2 Queens, 2 Doubles *Short 8 Minute Walk to the Beach *Great Views of the Fazio Golf Course *Community Pool | 4 Beach Towels for Guest Use *2 Level Townhome *3 TVs | DVD | Alexa | Wi-Fi I Keurig *Gas Grill *Rounds of Golf &...

  • Villa
  • 1888
  •  3
  •  3
Monthly $3395.00 - $4195.00

1510 Villamare ~ Enjoy Ocean Views from 5th Floor Villa in Palmetto Dunes! Hilton Head Island, South Carolina, Listing ID: 29302

*2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens *3 TVs | Alexa | Stereo | Wi-Fi | Keurig *5th Floor Villa with Ocean Views *Balcony off of LR and Both Bedrooms *Steps to the Beach | 4 Beach Towels for Guest Use *Rounds of Golf & Children's Activities Included {new...

  • Villa
  • 1232
  •  2
  •  2
Monthly $2695.00 - $3395.00

152 Island Club | 100 Steps to the Beach ~ 2nd Floor Renovated Villa w/ View of Stocked Pond Hilton Head Island, South Carolina, Listing ID: 29303

*2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Twins, Queen Sleeper Sofa w/ Memory Foam Mattress *3 TVs | DVD | Alexa | Wi-Fi | Keurig *Only 100 Steps to the Beach *4 Beach Towels for Guest Use *Rounds of Golf & Children's Activities Included {new reservations made after...

  • Villa
  • 881
  •  2
  •  2
Monthly $2295.00 - $2895.00

1715 Bluff Villa | Just Steps to the Beach and South Beach Marina, Lovely Views of Braddock Cove, Access to Marina Pool Hilton Head Island, South Carolina, Listing ID: 29304

*1 Bedroom | 1 Bathroom *Sleeps 4 *1 King, Queen Sleeper Sofa *2 TVs | DVD | Alexa | Wi-Fi | Gas Grill | Keurig *3rd Floor Villa with Views to Calibogue Sound *Rounds of Golf & Children's Activities Included {new reservations made after 3/1/22} *Two Minute Walk to the...

  • Villa
  • 756
  •  1
  •  1
Monthly $4995.00 - $9195.00

Spacious 3BR in Sea Pines Community ~ Private Pool, 6 Min Walk to Beach, & Directly Across from Bike Paths! Hilton Head Island, South Carolina, Listing ID: 29305

*3 Bedrooms | 3.5 Bathrooms *Sleeps 10 *1 King, 3 Queens, Sleeper Sofa *Three Bonus Rooms on the Ground Level *4 TVs | Wi-Fi | Alexa | Gas Grill | Keurig *Guest Has Use of the Garage *4 Beach Bikes {Memorial Day - Labor Day 2022} *Free Golf and Kids Activities {new...

  • Home
  • 3000
  •  3
  •  3 1/2
Monthly $2995.00 - $3795.00

19 Fazio Villa | Updated Vacation Villa | Just a Short Walk to the Beach | Community full of activities Hilton Head Island, South Carolina, Listing ID: 29306

*3 Bedrooms | 3 Bathrooms *Sleeps 9 *1 King, 1 Queen, 2 Fulls, 1 Twin *Community Pool | Gas Grill *4 Beach Towels for Guest Use *Short 8 Minute Walk to the Beach *2 Level Townhome *3 TVs | DVD | Blu-ray | Wi-Fi | Alexa *Rounds of Golf & Children's Activities...

  • Villa
  • 2008
  •  3
  •  3
Monthly $2695.00 - $3395.00

North Shore Place ~ Upscale 2BR Villa w/ Rooftop Swimming Pool, Hot Tub w/ Partial View of Ocean Hilton Head Island, South Carolina, Listing ID: 29308

*2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Twins, Queen Sleeper Sofa *3 TVs | Blu-Ray | DVD | Alexa | Wi-Fi *2nd Floor Private Balcony *Two Minute Walk to the Beach *Rounds of Golf & Children's Activities Included {new reservations made after 3/1/22} *North Shore...

  • Villa
  • 1282
  •  2
  •  2
Monthly $2795.00 - $3595.00

Steps to the Beach ~ Premier Villa w/ Luxurious Amenities Like Rooftop Pool, Hot Tub, Partial Ocean View Hilton Head Island, South Carolina, Listing ID: 29309

North Shore Place | Steps to the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Twins, Queen Sleeper Sofa *3 TVs | Blu-Ray | DVD | Alexa | Wi-Fi *2nd Floor Private Balcony *Two Minute Walk to the Beach *Rounds of Golf & Children's Activities Included {new...

  • Villa
  • 1391
  •  2
  •  2
Monthly $2895.00 - $3695.00

1st floor, 2BR Villa offering views of the ocean, garden and lagoon, Views of Gardens & Pool Out to the Ocean Hilton Head Island, South Carolina, Listing ID: 29310

Villamare Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Queens, Queen Sleeper Sofa *3 TVs | DVD | Alexa | Wi-Fi | Keurig *1st Floor Villa with Views of the Gardens and Pool Out to the Ocean *New Kitchen with Granite...

  • Villa
  • 1232
  •  2
  •  2
Monthly $2795.00 - $3595.00

2nd Floor Villa in Sea Crest Oceanfront Complex - Steps to the Beach, 2 Oceanfront Pools, Hot Tub, Fitness Center Hilton Head Island, South Carolina, Listing ID: 29311

Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *1 Bedroom | 1 Bathroom | 1 Half Bath *Sleeps 4 *1 King, Queen Sleeper Sofa *2 TVs | DVD | Stereo | Wi-Fi I Keurig *4 Beach Towels | Alexa *2nd Floor Villa *Steps to the Beach | Pool Bar Jim's...

  • Villa
  • 1034
  •  1
  •  1 1/2
Monthly $2195.00 - $2795.00

Tastefully Decorated Villa w/ Golf Course Views, 1 Min Walk Across the Way to Pool! Hilton Head Island, South Carolina, Listing ID: 29312

231 Turnberry | Golf Course Views *2 Bedrooms | Plus Loft Area | 2 Bathrooms *Sleeps 10 *1 King, 1 Queen, 2 Fulls (in loft area), Queen Sleeper Sofa (in LR) *3 TVs | DVD | Alexa | Wi-Fi | Keurig | Gas Grill *Two Story Townhome | End Unit *Golf Course Views of 8th Fairway...

  • Villa
  • 1328
  •  2
  •  2
Monthly $5695.00 - $7195.00

Oceanfront Complex | Just steps from the beach! | Ocean views from 2 out of 4 bedrooms Hilton Head Island, South Carolina, Listing ID: 29313

      • Villa
      • 2130
      •  4
      •  4
      Monthly $3595.00 - $4395.00

      Updated Villa in Ocenfront Complex | Short Walk or Bike Ride to the Sea Pines Beach Club | Deck overlooking the pool Hilton Head Island, South Carolina, Listing ID: 29314

      *3 Bedrooms | 4 Bathrooms *Sleeps 8 *2 Kings, 2 Twins, Queen Sleeper Sofa *4 TVs | DVD | Alexa | Wi-Fi | Keurig *Charcoal Grill | Deck Overlooking Pool *Washer | Dryer | Iron & Ironing Board *Guest Has Use of Garage *Parking Limited to Two Vehicles *Short Walk or...

      • Villa
      • 2600
      •  3
      •  4
      Monthly $3895.00 - $4695.00

      Sea Pines Home on Hilton Head Island | Short Bike Ride to the Beach and Harbour Town Hilton Head Island, South Carolina, Listing ID: 29315

      *3 Bedrooms | 2 Full Bathrooms | 1 Half Bathroom *Sleeps 8 *1 King, 2 Queens, 1 Sleeper Sofa *4 Smart TVs (65" TV in great room) | Wi-Fi | Keurig K-Duo | Alexa | Gas Grill *Short Bike Ride to the Beach and Harbour Town (15 min) *4 Beach Bikes {Memorial Day-Labor Day...

      • Home
      • 1932
      •  3
      •  2 1/2
      Monthly $2895.00 - $3695.00

      Beautifully Decorated Villa | Oceanfront Complex | Just Steps from the Beach Hilton Head Island, South Carolina, Listing ID: 29317

      *1 Bedroom | 2 Bathrooms *Sleeps 4 *1 King, Queen Sleeper Sofa *2 TVs - 42" in LR | DVD | Alexa | Wi-Fi | Keurig *1st Floor Villa with Views of the Lawn Area to the Ocean *Steps to the Beach | 4 Beach Towels for Guest Use *Comes with Free Golf and Kids Activities...

      • Villa
      • 1037
      •  1
      •  2
      Monthly $3095.00 - $3795.00

      4201 Island Club | Oceanview Villa | 2nd Floor Private Balcony with Unobstructed Views Hilton Head Island, South Carolina, Listing ID: 29318

      *2 Bedrooms | 2 Bathrooms *Sleeps 7 *1 King, 1 Full, 1 Twin, 1 Queen Sleeper Sofa *3 TVs | Wi-Fi | Keurig *2nd Floor Private Balcony with Unobstructed Views *Direct Sunrise Views *Community Pool | Hot Tub | Kiddie Pool | Grilling Area *Playground | Basketball...

      • Villa
      • 1214
      •  2
      •  2
      Monthly $3995.00 - $4795.00

      5 Braddock Cove Club | Beautiful Views of Braddock Cove and Calibogue Sound Hilton Head Island, South Carolina, Listing ID: 29319

      *4 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom *Sleeps 10 *2 Kings, 2 Doubles, 2 Twins *6 TVs | DVD | Alexa | Wi-Fi | Keurig | Gas Grill *Master Suite is Located on 3rd Floor *Beautiful Views of Braddock Cove and Calibogue Sound *Point Central Keyless Entry...

      • Villa
      • 2626
      •  4
      •  3 1/2
      Monthly $2595.00 - $3395.00

      508 Queen's Grant | Palmetto Dunes Vacation Villa Close to Beach, Tennis & Golf Hilton Head Island, South Carolina, Listing ID: 29320

      *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 1 Queen, 1 Queen Sleeper Sofa *3 TV's | DVD | Stereo | WiFi I Keurig | Gas Grill *Community Pool | 4 Beach Towels for Guest Use *Point Central Keyless Entry *Parking Limited to Two Vehicles *Access to the Free Palmetto...

      • Villa
      • 1043
      •  2
      •  2
      Monthly $2995.00 - $3595.00

      609 Barrington Park | Walk to the Beach in This Oceanfront Resort! Hilton Head Island, South Carolina, Listing ID: 29321

      *1 Bedroom | 1 Full Bathroom | 1 Half Bath *Sleeps 4 *1 King, Queen Sleeper Sofa *In-Suite Clothes Washer and Dryer *2 TVs | DVD | Alexa | Wi-Fi | Keurig *1st Floor Villa with Landscape and Lagoon Views *Short Walk to The Beach | 4 Beach Towels for Guest Use *Point...

      • Villa
      • 786
      •  1
      •  1 1/2
      Monthly $4095.00 - $4995.00

      8134 Wendover Dunes | Short Walk to the Beach | Screened in Porch Hilton Head Island, South Carolina, Listing ID: 29323

      *3 Bedrooms | 3 Bathrooms *Sleeps 8 *2 Kings, 2 Twins, Queen Sleeper Sofa in the Living Room *2nd Floor with Wooded Views *4 TVs | DVD | Stereo | Wi-Fi | 4 Beach Towels for Guest Use *Community Pool | Kiddie Pool | Hot Tub | Grilling Area *Large Screened-In Porch...

      • Villa
      • 1957
      •  3
      •  3
      Monthly $3695.00 - $6295.00

      Hilton Head Island, South Carolina, Listing ID: 29361

          • Home
          • 1855
          •  3
          •  2
          Nightly $275.00 - $5000.00

          Hilton Head Island, South Carolina, Listing ID: 29362

              • Villa
              • 2015
              •  4
              •  3
              Monthly $4495.00 - $5395.00

              Hilton Head Island, South Carolina, Listing ID: 29363

                  • Villa
                  • 0
                  •  2
                  •  2
                  Monthly $3895.00 - $4695.00

                  Hilton Head Island, South Carolina, Listing ID: 29364

                      • Villa
                      • 1518
                      •  3
                      •  3 1/2
                      Nightly $115.00 - $120.00

                      Amazing 1BR Oceanview Condo in Seaside Villas - Steps to the beach & Coligny Plaza Hilton Head Island, South Carolina, Listing ID: 29573

                      Amazing, well appointed 1 bedroom/1 bathroom ocean view condo that is perfect for your next vacation. It is ideal for couples or small families looking for a great getaway on Hilton Head Island. The unbeatable location is fantastic to walk to the many local shops and...

                      • Condo
                      • 525
                      •  1
                      •  1

                      Beautifully appointed and immaculately furnished, 2-bedroom, 2.5 bathroom villa located in Forest Beach, HHI SC Hilton Head Island, South Carolina, Listing ID: 30018

                      Beautiful villa with fantastic location in Forest Beach, Hilton Head Island, South Carolina **Deep discount for snowbird stays** Please reach out for details regarding discounted stays for snowbirds!! Beautifully appointed and immaculately furnished, 2-bedroom, 2.5...

                      • Villa
                      • 1416
                      •  2
                      •  2 1/2

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