A marshy landscape with water, trees, and a distant city skyline.

Ladys Island Vacation Rentals

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Our top choices for Ladys Island vacation rentals

1. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
The price is CA $441
CA $485 total
includes taxes & fees
Oct 21 - Oct 22
Marriott's Monarch at Sea Pines

2. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is CA $440
CA $484 total
includes taxes & fees
Oct 27 - Oct 28
Marriott's Harbour Club

3. Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
4.0 star property
South End
The price is CA $240
CA $597 total
includes taxes & fees
Oct 5 - Oct 6
Serene Hilton Head Island Condo w/ Community Pool!

4. Steps to Beach-hilton Head Condo-pet Friendly

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
The price is CA $195
CA $618 total
includes taxes & fees
Sep 30 - Oct 1
Steps to Beach-hilton Head Condo-pet Friendly

5. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

6. Chasing Waves Heated Pool 3 Min Beach

Chasing Waves Heated Pool 3 Min Beach
2.5 star property
Edisto Beach
The price is CA $840
CA $1,408 total
includes taxes & fees
Oct 5 - Oct 6
Chasing Waves Heated Pool 3 Min Beach

7. Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is CA $1,952
CA $2,342 total
includes taxes & fees
Oct 29 - Oct 30
Montage Palmetto Bluff Residences

8. Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (202 reviews)
"Great resort, great room "
United States
Crista
The price is CA $610
CA $670 total
includes taxes & fees
Oct 29 - Oct 30
Marriott's SurfWatch

9. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is CA $440
CA $484 total
includes taxes & fees
Oct 5 - Oct 6
Marriott's Heritage Club

10. Hilton Head Condo: Beach Supplies, Walk to Shore!

Hilton Head Condo: Beach Supplies, Walk to Shore!
3.0 star property
Mid Island
8.4 out of 10, Very good, (5 reviews)
"I’m thrilled with the location of this condo. It’s just a quick walk to the beach, and there are also easy-to-access walking, running, and biking trails. There are plenty of local restaurants, food trucks, grocery stores, and attractions nearby. The only downside is that I didn’t receive the email from Evolve with the check-in/out instructions, as it was delivered to my spam folder. The unit was a bit dusty, probably because it was the off-season when I visited, but a quick trip to the local...
United States
Derval
The price is CA $122
CA $449 total
includes taxes & fees
Oct 9 - Oct 10
Hilton Head Condo: Beach Supplies, Walk to Shore!

11. Jungle House-heated Pool-pet Friendly-luxury

Jungle House-heated Pool-pet Friendly-luxury
2.0 star property
Edisto Beach
Jungle House-heated Pool-pet Friendly-luxury

12. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (157 reviews)
"It was a very nice vacation club. They had activities planned throughout the day that you could attend if you’d like. My kids really enjoyed themselves."
United States
Gary T
The price is CA $406
CA $446 total
includes taxes & fees
Oct 5 - Oct 6
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

13. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (252 reviews)
"Family orientated hotel with great pools, walk on beach access, wonderful BBQ options for self catering. Rooms are large and family orientated. Fab stay! "
Australia
Pauline
The price is CA $604
CA $664 total
includes taxes & fees
Oct 17 - Oct 18
Marriott's Barony Beach Club

14. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (178 reviews)
"On the ocean. Family friendly."
United States
Richard
The price is CA $420
CA $462 total
includes taxes & fees
Oct 20 - Oct 21
Marriott's Grande Ocean

15. 'wright by the Beach': Hilton Head Condo w/ Perks

'wright by the Beach': Hilton Head Condo w/ Perks
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. We loved the ocean theme at the apartment. Very clean rooms. Kids enjoyed swimming in the indoor pool, parents enjoyed hot tub and sauna especially on rainy days. They have indoor and outdoor pools. We liked walking on the boardwalk to the beach. We highly recommend this place and would love to return there again. "
United States
Victor
The price is CA $138
CA $437 total
includes taxes & fees
Sep 30 - Oct 1
'wright by the Beach': Hilton Head Condo w/ Perks

16. St Helena Island Condo w/ Pool & Beach Access!

St Helena Island Condo w/ Pool & Beach Access!
4.0 star property
Harbor Island
The price is CA $157
CA $555 total
includes taxes & fees
Oct 12 - Oct 13
St Helena Island Condo w/ Pool & Beach Access!

17. Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
8.8 out of 10, Excellent, (6 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
The price is CA $187
CA $492 total
includes taxes & fees
Oct 11 - Oct 12
Oceanfront Hilton Head Island Condo w/ Pool!

18. St Helena Island Condo w/ Beach Views & Porch!

St Helena Island Condo w/ Beach Views & Porch!
4.0 star property
Harbor Island
The price is CA $223
CA $626 total
includes taxes & fees
Oct 3 - Oct 4
St Helena Island Condo w/ Beach Views & Porch!

19. Oceanfront St Helena Island Condo w/ Beach Access!

Oceanfront St Helena Island Condo w/ Beach Access!
4.0 star property
Harbor Island
10.0 out of 10, Exceptional, (1 review)
"Condo is clean and had everything we needed. Very comfortable and easy access to beach! Relaxing!"
United States
Darrell
The price is CA $212
CA $614 total
includes taxes & fees
Oct 4 - Oct 5
Oceanfront St Helena Island Condo w/ Beach Access!

20. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Communication with owner is excellent and villa is located in great location "
United States
minoshka
The price is CA $164
CA $520 total
includes taxes & fees
Oct 25 - Oct 26
Palmetto Dunes Golf Getaway: Pool + Beach Access!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ladys Island Hotel Reviews

Find out more about Ladys Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Ladys Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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