Lady's Island Rentals

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1,006 Houses

Decorated Home on Lady's Island

Lady's Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$229

Great rentals within 20 miles that match your search

Dolphins, Sea Breezes, Miles of Warm Sand

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$205

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

Price per night from

$144

306 Barrington Arms -Oceanfront Luxury Villa

Hilton Head villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$228

Hilton Head Island Villa in Fiddler's Cove

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$132

Burkes Beach House

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

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.

Price per night from

$410

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

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$180

Sea Sounds Beach Vacation Home

Fripp Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$516

Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Perfect Home” This home was perfect for our 2 family Thanksgivi ng weekend. The short walk to the beach and the bikes were perfect even in November. The home is nice and the kitchen had all we needed. Perfect home!

Price per night from

$424

Hilton Head Island SC North Shore Place 2 Bed 2 Bath Villa

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect Location” Super close to beach, restaurants & shopping. Very clean - no complaints! Would definitely stay again.

Responds fast! avg. 3 hours 19 minutes

Price per night from

$172

REMODELED 2 BR 2 BATH UNIT IN ADMIRALS

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$212

Beautiful 3br 3 Bth Townhome w- FREE Golf each day

Hilton Head townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$287

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.

Price per night from

$229

Price per night from

$413

Fripp Island 1 Bedroom Oceanfront Condo! - 2 Free Amenity Cards!!

Fripp Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$251

Spacious, Secluded Edisto Home. Family or Groups

Edisto Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$401

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.

Price per night from

$287

2 BEDROOM 2 BATH CONDO RENT ON HILTON HEAD ISLAND

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

Price per night from

$315

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!!!

Price per night from

$224

2506 Palmetto Blvd. - "Bennett Cabin"

Edisto Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$185

2305 Palmetto Blvd. - "Paradise Cottage"

Edisto Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$102

590 King Cotton Rd - King Cotton #6-Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$183

238 Driftwood Villa - Wyndham Ocean Ridge

Edisto Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$105

3216 Palmetto Blvd - "Sea Urchin"

Edisto Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$150

3329 Myrtle St - "Wylie"

Edisto Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$113

3523 Myrtle St - "Gone Shelling" - Ocean Ri

Edisto Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$242

3506 Palmetto Blvd - "Royall Treatment"

Edisto Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$309

590 King Cotton Rd - King Cotton #3-Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$183

3622 Yacht Club Rd - " Pelican Pointe"

Edisto Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$266

1501B Palmetto Blvd -"An Edisto Seabrook Retreat B

Edisto Island house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$117

1804 Palmetto Blvd - " Footloose"

Edisto Island house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 9

Price per night from

$113

3104 Point St. - "Southern Comfort"

Edisto Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$233

3504 Myrtle St. - "Relax Inn"

Edisto Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Price per night from

$185

3320 Palmetto Blvd - "Mattison"

Edisto Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$309

3302 Palmetto Blvd - "DeAnn"

Edisto Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

“The view from the deck was addictive all times of day.” Our week at Edisto in the Deann cottage was just what I'd hoped for--beautiful view, easy beach access, flat beach with no breakwaters, comfortable sitting area, and best of all, the quiet. No dune buggies, no loud parties, no noise at all, except surf and birds. Not even any airplanes! The weather could not have been better: sunny and warm, but not hot. Our guests were comfortable on the extra beds in the living area, and our dogs had a good time too, walking on the beach. I wanted to stay longer. One thing I would change is the bedside lamp in the smaller of the two bedrooms. The lampshade is taped on with scotch tape, and the bulb was too dim for reading. Actually, the bulbs in all the lamps were pretty dim. My eyes need brighter lights. And some of the stove eyes did not work. I don't remember if we turned in a sheet mentioning that. Otherwise the kitchen was fine. When we first arrived the house smelled very strongly of perfumed cleaner, but fortunately the smell faded quickly. All considered, this was a very pleasant vacation and I hope we can come back next year--maybe not to this same cottage, but something similar.

Price per night from

$155

2905 Point St - "Kaptain's Kottage"

Edisto Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$133

Viewing 38 of 1,006
rentals in Lady's Island

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