Vacation Rentals & Apartments in Charleston

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55 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 Private outdoor pool (heated)

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Price per night from

$115

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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: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,519

North Shore Place Unit 405

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$516

Desirable Seacrest Oceanfront

Hilton Head condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$516

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

Isle of Palms house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,775

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), Climbing frame

1 of 2 filters match

Price per night from

$149

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

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,492

Nostos- 6 51st ave

Isle of Palms house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,491

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

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$326

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$358

Newly Updated Breakers Villa. Sleeps 4, Beachfront, Pool

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$326

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

Daufuskie Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$396

Pawleys Perfect Rental, Gardenia, Steps to Beach.

Pawleys Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Making memories” We had a great time in Pawleys at your beach house! It was so convenient for our family(including two children) to go back and forth to the beach. We really enjoyed grilling out and having cocktails on the huge screened in porch. It was close to everything. A special thanks to anna for being so helpful with her recommendations for shopping and dining. We look forward to coming back soon!

1 of 2 match: Private outdoor pool (heated), Climbing frame

1 of 2 filters match

Price per night from

$373

Charleston Beaches Pool Heated Spa 2 King Suites

James Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$357

2 Bedroom Ocean View Shorewood Villa, Top Floor, Free Bikes, Beach Chairs

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$519

Stunning Beach Oriented Sandcastle Home, Walk to Beach, Free Bikes, Pool

Bluffton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$869

Coastal splendor is showcased throughout this brand new family retreat.

Daufuskie Island house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,392

5th Row Ocean Sea Pines House, Sleeps 10. Free Bikes, Private Pool

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,287

2 Bedroom Ocean View Shorewood Villa, Free Bikes, Beach Chairs

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$519

This 5th row Beach Cottage has a private pool and laid back vibes. Free Bikes

Daufuskie Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$636

Elegant Sea Pines Home, 4 Bedrooms, Pool, Hot Tub, Free Bikes, Beach Chairs

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,559

New to Market! Charming Lighthouse Road Villa Walk to Beach, Pool, Free Bikes

Daufuskie Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,095

Stunning Harbour Town Home! Rooftop Deck, Pool, Free Bikes, Dog Friendly

Daufuskie Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$6,189

Private Sea Pines Oasis with a screened pool! Free Bikes, Tennis Beach Chairs

Daufuskie Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,082

Shorewood 231 - Beautifully Furnished 2BR/2BA Ocean Side Unit

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$446

Beautifully Furnished 2BR/2Bath Unit 5th Floor Gem - 1 Block from the Beach

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$281

Shorewood 508 - Top Floor Direct Oceanfront 2BR/2 Bath

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$699

Seascapes- 714 Ocean Blvd

Isle of Palms house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,262

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: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$464

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: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$454

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: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

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: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,559

Stunning 5th Row Ocean Home. Beautiful updates. Private Pool. Free Bikes. 2NH

Daufuskie Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,075

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: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$813

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

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$358

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: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,653

Steps to the beach, pool outside your door. This Ocean Club villa is perfect.

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$373

29 Sandpiper

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Climbing frame, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,144

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