Vacation Rentals & Apartments in Charleston

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86 apartments

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.

Match: Climbing frame Golf course on site or within 15 min walk

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$115

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1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$286

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!!!

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$223

LOFT Extended Stay and Suites

Bluffton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$98

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

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$445

Beach, Tennis, Golf Resort, Hilton Head

Hilton Head studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$131

Seabrook Island Single Family Home on Golf Course

Seabrook Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$458

Relax in a Happy Place

Edisto Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$256

Fully Equipped Vacation Home ~ Centrally Located: Golf, Beach, Attractions

Pawleys Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$171

Beautiful Condo - Wild Dunes Resort, Isle of Palms

Isle of Palms apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Definitely "YES"” We stayed in this beautiful condo for 4 nights at the end of September. It is located in very nice and secured place. The view from screened porch was great. We spend a lot of time there. The condo was great prepared for guests. I was very happy to find this condo, because I had my mom visiting us from Europe.

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$228

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

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$180

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: Climbing frame, Golf course on site or within 15 min walk

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$148

The Salt and Light Villa

Seabrook Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$515

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$241

Saltwater Solace - Frippin Out On Fripp Island

Fripp Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$337

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$252

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$653

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$653

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$653

All Together Now

Kiawah Island house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Responds fast! avg. 26 minutes

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$1,657

Elegant 3 BR 3 BA Wild Dunes Villa in the Heart of Gated Resort *Golf* Pool*

Isle of Palms villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$971

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

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$400

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$509

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$653

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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$483

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: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$223

WATERFRONT | Dock | Kayaks | Gorgeous Traditional Charleston

Charleston house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Peaceful and serene” What a lovely place to spend the most perfect girls' weekend. The owners made it feel welcoming and comfortable, and the house felt very clean. The location was central: Minutes to downtown and several beaches.

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$681

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.

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$410

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

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$654

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: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$355

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$258

Oceanfront Top Floor Amazing Views

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$515

Sea Pines Resort, Harbour Town area

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$218

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$515

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: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$229

Finns Island Retreat

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 49 minutes

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$155

Mansion at Rose Hill

Bluffton manor house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

1 of 2 match: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$1,830

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: Climbing frame, Golf course on site or within 15 min walk

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Price per night from

$172

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