Vacation Rentals & Beach Rentals in Hilton Head

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2BR Beach Escape and Condo at Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great weekend getaway at a great price!” The condo is kept very clean and the host provides lots of great amenities. It is also one of the more affordable options available in the area. We enjoyed our stay and will definitely look to stay here again should we return to the area! Thanks for sharing your beautiful vacation home!!!

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$225

511 BARRINGTON COURT PALMETTO DUNES HH, SC

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic view, incredibly clean, well stocked, comfortable, and a GREAT owner to deal with.” I think the headline says it all, but here's a little more detail. This was absolutely the cleanest condo/hotel/motel/home we've ever stayed in. The owner really, really, gives you a place you can call home for your vacation. It's like you're staying at the home of a good friend who thought of everything for your comfort and enjoyment. If it weren't for Penny, I probably wouldn't write this, because I want to keep this gem to ourselves. But for anyone who works this hard to provide such a wonderful place, well, I had to. How many times have you walked into a condo and see that's it not really dirty, but it's not really clean ? How many times have you run out of toiletries, not even an extra garbage bag left for you, no laundry or dishwasher detergent available ? Every single rental we've had, we had to make a shopping list of all the toiletries we'll need for the week. NOT HERE. Except for the food, obviously, EVERYTHING you could need or want IS PROVIDED. This is a very, very thoughtful owner. With new tv's, appliances, beautiful upgrades, you will not want to leave. The view is absolutely gorgeous. In Palmetto Dunes, the vegetation and trees have really grown, so unless you get an unobstructed view like this 5th floor provides, you'll never see the ocean. At the risk of repeating, the condo smelled great, and was just incredibly clean. I don't know about you, but an unclean rental can just ruin your vacation. The first minute we walked in, we knew we were going to have a great week. Ok, my sales pitch is over, lest I share this secret with everyone. Yes, the 5 star reviews are for real, it's well deserved. Thanks again Penny, and we'll see you on our next trip to the island.

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$412

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

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$181

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.

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$230

SUPER VALUE HOUSE: BEACH, POOL, BIKES, TENNIS, GOLF

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 50 minutes

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$213

BEACH CHARMER! Fiddler`s Cove- Folly Field

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$127

Enjoy the Ocean View - Just steps from the Pool & Beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$448

Oceanfront Top Floor Amazing Views

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$518

Beach, Tennis, Golf Resort, Hilton Head

Hilton Head studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$131

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$518

These homes match some but not all of your filters. Clear all filters

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$288

Great Resort - Close to the Beach Sleeps 6

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 10 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

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Price per night from

$196

Deluxe Ocean Dunes Oceanfront Luxury

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

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Price per night from

$317

Beautifully Appointed and Newly Renovated Ocean-front Villa - Heated Pool

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 3 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

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Price per night from

$173

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$242

Magical Beach Condo: Walk to Beach, Washer/Dryer in Condo, Free WIFI

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice Location” Great location, We enjoyed our stay. A little bit of a walk to the beach. I wish Cocos would have been open.

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$149

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$253

NEW LISTING! Introducing Your Dream Getaway in Sea Pines, Hilton Head

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$403

The Cottages on Beautiful Shipyard Plantation

Hilton Head townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 10 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

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Price per night from

$222

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

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Price per night from

$161

Economy Pricing for House only Steps to the Beach

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

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Price per night from

$920

Shipyard 3BD Southwind II, one week available 7/13/24 to 7/20/24

Hilton Head condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

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Price per night from

$317

Steps away from the BEACH!!!

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$259

Responds fast! avg. 56 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

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Price per night from

$192

Sea Pines, 4 BR, 3 Bath, 2 kings, sleeps 10 , Pool

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$657

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: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$225

Modern and Freah Hilton Head Condo - Walking Distance to the Beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Very nice place.” All the amenities that you could ever need at the beach - nice indoor pool, outdoor pool, hot tub, sauna, exercise room and short walk to the beach. We loved Coco's and great food. Lois

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$173

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: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$173

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: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$357

Sea Pines Resort, Harbour Town area

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$219

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$414

Finns Island Retreat

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 49 minutes

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$156

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: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,643

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: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$288

Carolina Club #440 is part of Spinnaker Resorts

Hilton Head townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$288

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: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$115

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: Shared outdoor pool (heated), Golf course on site or within 15 min walk

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Price per night from

$345

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: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$518

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