Vacation Rentals & Apartments in Charleston

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150 apartments

The White House

Georgetown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 29 minutes

Match: $75 Heated pool

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Price per night from

$30

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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 1 match: Heated pool

1 of 1 filters match

Price per night from

$196

Deluxe Ocean Dunes Oceanfront Luxury

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Heated pool

1 of 1 filters match

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 1 match: Heated pool

1 of 1 filters match

Price per night from

$173

Dataw Island living at the best

St Helena Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$123

The Cottages on Beautiful Shipyard Plantation

Hilton Head townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 10 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$222

6 Bedroom Direct Oceanfront Luxury in South Forest Beach

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$2,530

North Shore Place Unit 405

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$518

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 1 match: Heated pool

1 of 1 filters match

Price per night from

$317

Steps away from the BEACH!!!

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$259

Gorgeous and Tranquil 4 Bedroom Home in Beautiful Seabrook Island

Seabrook Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$690

Responds fast! avg. 56 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$192

Desirable Seacrest Oceanfront

Hilton Head condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$518

1 of 1 match: Heated pool

1 of 1 filters match

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 1 match: Heated pool

1 of 1 filters match

Price per night from

$916

Fripp Island - Lazy Daze

Fripp Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 36 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$57,483

Heat-Able Pool W/ Waterfall , Deep Water Dock Golf Cart .Ocean Views

Isle of Palms house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$1,782

Fripp Island - K Cs Island Retreat

Fripp Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 36 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$686

Fripp Island - Casa Del Mar

Fripp Island house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 36 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$740

Fripp Island - Patterson's Paradise

Fripp Island house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 1 hour 36 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$377

LOFT Extended Stay and Suites

Bluffton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$98

306 Barrington Arms -Oceanfront Luxury Villa

Hilton Head villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$229

Fripp Island - Bahia Mar

Fripp Island house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 36 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$377

Nostos- 6 51st ave

Isle of Palms house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$1,491

Spacious luxury in this 4 Bedroom Sea Pines Home with Pool, Free Bikes

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$3,508

Stunning Oceanfront Penthouse. All New Breakers End Unit. Free Bikes

Daufuskie Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$409

Newly Updated Breakers Villa. Sleeps 4, Beachfront, Pool

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$334

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

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$334

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$367

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 1 match: Heated pool

1 of 1 filters match

Price per night from

$225

Premium Finishes and Amenities

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Nice” Was one of the nicest condos we have rented it was clean and new. The towels were very nice too we will rent again

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$144

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 1 match: Heated pool

1 of 1 filters match

Price per night from

$412

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 1 match: Heated pool

1 of 1 filters match

Price per night from

$230

Just REDUCED 35%! Spacious 2 Bedroom UPSCALE Condo in Myrtle Beach

Myrtle Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 9 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$317

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 1 match: Heated pool

1 of 1 filters match

Price per night from

$345

200 STEPS BED TO BEACH TUSCANY BY THE SEA AND SPA

Pawleys Island apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$542

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 1 match: Heated pool

1 of 1 filters match

Price per night from

$150

Eagle and Birdie: True Blue Golf and Racquet: Corner, End Unit

Pawleys Island apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Have stayed in unit for past 5 years” I have rented Nadines unit for the past 5 years and have never had a problem, The unit has been upgraded over the years and has always been very clean. All of the units appliances work as they should, and the air condition was always cold. I will continue to rent this unit for our two week summer vacations. Thank you Nadine.

Responds fast! avg. 2 hours 58 minutes

1 of 1 match: Heated pool

1 of 1 filters match

Price per night from

$229

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