Villas Hilton Head

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163 villas

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Private outdoor pool (heated)

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Price per night from

$358

Newly Updated Breakers Villa. Sleeps 4, Beachfront, Pool

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Private outdoor pool (heated)

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Price per night from

$326

331 Breakers, Fully Remodeled! Beautiful Oceanfront, Pool, Beach Free Bikes

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$326

Beachfront Paradise, 336 Breakers. Sleeps 4-6, Free Bikes

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$358

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6 Bedroom Direct Oceanfront Luxury in South Forest Beach

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$2,519

Desirable Seacrest Oceanfront

Hilton Head condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$516

North Shore Place Unit 405

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$516

Gated community condo 200/300 steps to beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$344

29 Sandpiper

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,144

Spacious Pet Friendly Sea Pines Home, Free Bikes, Private Pool, Walk to Beach

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,653

4th Row Ocean, 4 Bd, Dog Friendly, Heated Private Pool, Free Bikes

Hilton Head house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$777

Sea Pines Home, Private Pool, Golf Views, Walk to Beach, Free Bikes

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,559

Shorewood 202 - Direct Oceanfront Beautiful Condo!!

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect Location!” We stayed four nights at this great condo and it just wasn't long enough! Shorewood is the perfect location and unit 202 was a great location with in the complex. The second floor view was beautiful while not having to use the elevator or climb a lot of stairs. We were very happy with the condo itself. The kitchen is beautifully updated and well stocked. While the rest of the unit could use a little bit of updating and freshening up, it was clean and it wouldn't stop me from renting here again. My only complaint was that we didn't have more time!

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$457

Shorewood 103 - Oceanfront 1st Floor Condo

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Conditions of Condo” We had a great time while on the island. The location of Shorewood with beach and pool was great for our 6 year old son. The number of families with kids made the trip enjoyable. The condo we stayed 103 is in need of some repair however. The bathrooms were a bit "worn" and in need of some cosmetic upgrading. We are planning to stay at Shorewood again August 2014.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$466

Oceanfront, Sea Pines, 22 Black Skimmer Ln.

Hilton Head house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 9 minutes

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,637

Hilton Head Island - Spa on Port Royal Sound

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Quiet relaxation” We absolutely loved our stay! The condo is on the third floor, so there’s great views of the grounds, and a walking path to the ocean and pier. The Plantation was extremely quiet, and the people we did come across were welcoming and friendly. The condo was clean, cozy, stocked with necessary kitchen and even toiletries for the bathroom! That was a pleasant surprise. We spent most of our time sitting on the screened porch listening to the fountains and birds. The owner is very responsive to texts and emails. We definitely recommend this as a vacation spot, and will be back.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$115

Sea Pines home with private pool. Light filled and open floor plan.

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$355

Dolphins, Sea Breezes, Miles of Warm Sand

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$205

306 Barrington Arms -Oceanfront Luxury Villa

Hilton Head villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$228

2Br 2Ba 1st FL Villa at Brigantine Qtr., Shipyard

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$180

Airy Couples Getaway with Fantastic Golf Views

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A tale of two” The good story: The place is really nice with modern equipment and a great terrace. The location is stunning with great views to the RTJ golf course and good connections to the mainland. The not so good story: We arrived late to a house, which hadn't been cleaned. Towels on the floor, unmade beds etc. It took us a good two hours to get hold of the owner. He managed to get the place cleaned while we ate at a restaurant. All ended well - but it does show a tiny lack of attention from the owner, which isn't very professional. A gas grill without gas adds to this picture. I can only assume the owner is more alert now about these issues, and if so, I have no problem in recommending the place.

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$229

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$413

3 bedroom 3 bath Golf Villa -Port Royal Plantation

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Perfect family getaway.” The villa was large, airy and perfectly suited for a large family. The layout gave us all plenty of room. The location is absolutely ideal and the Whites (owners) provided great local information for us as first time visitors and were available for any other questions. The availability of the Westin Resort amenities, pool, shuttle and beach access a few minutes away were indispensable. Lucked into finding this unit and will look here first for our next visit.

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$287

Spacious 2 BR condo w/ Free Tennis! Palmetto Dunes

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Roomy” A girlfriend and I stayed in this condo for a week. It was well furnished, clean, but in need of a paint job. Here are some pros and cons... Pros: dual air conditioning controls, great beds, bathroom downstairs, flat screen TV, free bikes, free tennis, nice pool, plenty of dishes, glasses, etc, plenty of room Cons: no ceiling fans, low lights/dark, masterbath shower slow to drain, had to pay for parking pass (+$15) Being of a certain age, we decided that we really need ceiling fans! Who knew! Kevin was very good to deal with, responded promptly, and had an excellent cancellation policy (did not have to use but have an 88 year old father-in-law...). We did not use bikes (rained daily), pool, or tennis since all we wanted to do was sit on beach and shop. However, it was nice to have that option. Would be a good place for people with children.

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$224

Book Your Summer Stay! Oceanfront Villa!

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Beautiful ocean front getaway” This is a hidden gem as far as resorts. You can't get closer to the ocean for this price. A lil small and dated but perfect for my wife and I on our weekend getaway. I would definitely recommend this place and look forward to staying again!! Gated community,on site eating options and a beach front bar are just a few of the perks. Doesnt get much better for the price!!

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$138

Oceanfront Resort: Clean and Comfortable: Walk to the beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect location” Honestly everything was great. Shelly was extremely accommodating. We are definitely staying in the same place next year due to a great experience.

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$172

Affordable Villa Hilton Head Palmetto Dunes ***Brand New Kitchen Dec. 2016***

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$212

Hilton Head Beach, Golf, Tennis, A Beautiful Villa

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“GREAT PLACE TO STAY, CLAY COURTS AMAZING, POOLS AND HOT TUB PERFECT BIKING AND BEACH AWESOME.” We Love The Island it is a great place for families found an excellant church to worship at GRACE COMMUNITY. Biked everywhere grilled daily, loved the Clay courts for tennis. Beach was very close by, FACILITIES were decent and very clean. HOPE TO BACK NEXT YEAR.

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$149

Brigantine Villa (Shipyard) w/Private Ocean Access

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$229

Newly Remodeled Villa/Spectacular Views and Beach Access, Shelter Cove Marina

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Most perfect place to stay” We cannot begin to tell you about the amazing time we had in Hilton Head Island! At first arrival we were so impressed with your Villa and the location. It was more than perfect for our family. It gave us all the flexibility of enjoying kid and adult activities simultaneously. We thoroughly enjoyed the close proximity to the beautiful beach and the accessibility was priceless with two little ones. We enjoyed some of the restaurants in Shelter Cove and especially the live music from your extra large balcony. Your Villa is a gem and we can tell why you fell in love with Hilton Head Island. We fell in love too!

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$516

Seascape Condo. Steps to the Beach and Pool

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Everything you need with great value” We were very comfortable here. The area is quiet. The kitchen is equipped with everything you need. The only draw backs are that it is on the third floor and it is a bit of a walk to the beach

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$172

Picturesque PD villa -immaculate & spacious

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Vacation” We really enjoyed our stay in Hilton Head! The home was clean and well cared for. The location is great. There is a general store, bike rental place and alexander's (restaurant) close by. More importantly the beach is a short walk away. It was very easy for us to run home for a snack or lunch and go right back to the beach. We had a great time and can't wait to go back.

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$384

Spacious Villa Within Two Blocks of Beach - Tennis

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic condo and great location” My partner and I stayed there for a 5 day break and loved it!! The location is great...only a few mins walk from the beach. The complex has an exclusive feel and is very private. Parking is right outside so easy access. The condo is very spacious and in really good condition. The bedrooms are really big with ensuites and so definitely has room for larger groups. It has everything you need for a break by the sea. Hilton head island is gorgeous and the beach is great. Local restaurants are great too. The owners seem really nice and very helpful. Would very much recommend this as a stay for anyone.

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$224

“Great value for money.” We really enjoyed our stay at this resort. The villa was clean and comfortable. The owners are very nice to deal with and very helpful. The walk to the beach from on boardwalk is about 6 minutes, not a big deal at all. Overall I would definitely stay here again.

Responds fast! avg. 1 hour 15 minutes

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$343

BEACH CHARMER! Fiddler`s Cove- Folly Field

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$126

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$241

176 The Greens

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$184

Remodeled Villa on Golf Course Close to Beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Rental types

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Price per night from

$235

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