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

Ladys Island Vacation Rentals

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Ladys Island vacation rentals

A hotel with a lake view, a gazebo, and a pool area.

1. 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
$234 nightly
The price is $257
Nov 28 - Nov 29
Total with taxes and fees
Marriott's SurfWatch
A spacious living area with a dining table, white chairs, a sofa, and a balcony with a view.

2. Poolside Fun & Ocean Strolls: Harbor Island Haven!

Poolside Fun & Ocean Strolls: Harbor Island Haven!
3.0 star property
Beachwalk
$400 nightly
The price is $440
Oct 31 - Nov 1
Total with taxes and fees
Poolside Fun & Ocean Strolls: Harbor Island Haven!
A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.

3. 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
$166 nightly
The price is $183
Oct 29 - Oct 30
Total with taxes and fees
Disney's Hilton Head Island Resort
A lakeside property with multiple houses, a dock, and a well-maintained lawn.

4. 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
$1,631 nightly
The price is $1,794
Nov 15 - Nov 16
Total with taxes and fees
Montage Palmetto Bluff Residences
A hotel room with a bed, a nightstand, a lamp, a wall-mounted mirror, and a door leading to a bathroom.

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

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Great stay overall. The place was clean, comfortable, and quiet, and everything worked like it should. Good location and easy to get in and out. Would happily stay here again."
United States
Robert
$392 nightly
The price is $431
Nov 1 - Nov 2
Total with taxes and fees
Steps to Beach-hilton Head Condo-pet Friendly
A multi-story building with a swimming pool surrounded by trees.

6. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
$143 nightly
The price is $157
Nov 8 - Nov 9
Total with taxes and fees
Marriott's Harbour Club
A circular arrangement of blue chairs around a fire pit in a forested area.

7. Chasing Waves Heated Pool 3 Min Beach

Chasing Waves Heated Pool 3 Min Beach
2.5 star property
Edisto Beach
$639 nightly
The price is $716
Oct 30 - Oct 31
Total with taxes and fees
Chasing Waves Heated Pool 3 Min Beach
An aerial view of a coastal resort with beachfront properties, a swimming pool, and lush greenery.

8. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (254 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
$275 nightly
The price is $303
Nov 10 - Nov 11
Total with taxes and fees
Marriott's Barony Beach Club
An aerial view of a resort with multiple buildings, a swimming pool, and landscaped areas.

9. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (133 reviews)
"After a booking mixup on what Expedia had listed & what the property details were.. we were happily surprised that the staff & GM made an exception for our reservation. Everyone was very helpful, room was great, clean, great outdoor spaces & easy beach access."
United States
Cory
$174 nightly
The price is $191
Nov 20 - Nov 21
Total with taxes and fees
Marriott's Monarch at Sea Pines
A resort with multiple buildings, a swimming pool, and a dock extending into a body of water.

10. 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, (158 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
$127 nightly
The price is $140
Nov 4 - Nov 5
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
A resort with multiple buildings, a beach, and a sunset.

11. 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
$261 nightly
The price is $287
Nov 13 - Nov 14
Total with taxes and fees
Marriott's Grande Ocean
A multi-story hotel with a central courtyard, balconies, and a covered entrance.

12. 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
$143 nightly
The price is $157
Nov 5 - Nov 6
Total with taxes and fees
Marriott's Heritage Club
A sandy pathway flanked by dense vegetation and a clear blue sky.

13. Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
4.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
"Felt like home. Very comfortable. Great views. Short walk to beach. Everything we needed was supplied. Large shopping center right across the street with grocery store, and restaurants and shops of all kinds."
United States
Ron
$377 nightly
The price is $414
Nov 11 - Nov 12
Total with taxes and fees
Oceanfront Breakers 137 Condo w/ Sunrise Views!
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

14. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
8.0 out of 10, Very good, (3 reviews)
"The security guard was friendly. The condo was clean. I am not sure if all of these were from the host or left behind but there was a coffee maker, spice rack (which I’ve never seen in a condo before), dishwasher, plenty of pots and pans, not a lot of utensils for cooking, a hair dryer, small tin of coffee creamer, pool towel (clean), extra blankets (clean), a single trash bag for the kitchen, paper towels, kitchen towel, chairs and beach things on the deck. It was on the beach just have to walk...
United States
Manuel
Beachfront Condo w/ Pool Access in Hilton Head!
A living room with a sofa, armchairs, a coffee table, and a side table with a lamp.

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

Serene Hilton Head Island Condo w/ Community Pool!
4.0 star property
South End
$384 nightly
The price is $422
Oct 29 - Oct 30
Total with taxes and fees
Serene Hilton Head Island Condo w/ Community Pool!
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

Hampton Inn Hilton Head

Hampton Inn Hilton Head

10/10 Excellent
"I have stayed multiple times in work trips and the hotel was always ready and cleam."
Michael 2-night trip
Posted 5 hours ago
Hampton Inn Hilton Head

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