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

Ladys Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Ladys Island vacation rentals

A covered outdoor area with a pool, lounge chairs, and a sofa.

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
$202 nightly
The price is $222
Nov 14 - Nov 15
Total with taxes and fees
Marriott's SurfWatch
A spacious living area with a round wooden table, comfortable seating, a television, and a balcony with a view of greenery.

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 hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

3. 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 residential building with a paved driveway, a white picket fence, and mature trees.

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

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
$392 nightly
The price is $431
Oct 24 - Oct 25
Total with taxes and fees
Steps to Beach-hilton Head Condo-pet Friendly
A room with a ceiling fan, a television, a blue cabinet, and two framed paintings on the wall.

5. Chasing Waves Heated Pool 3 Min Beach

Chasing Waves Heated Pool 3 Min Beach
2.5 star property
Edisto Beach
$705 nightly
The price is $790
Oct 28 - Oct 29
Total with taxes and fees
Chasing Waves Heated Pool 3 Min Beach
A waterfront restaurant with outdoor seating and a view of the water.

6. 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 25 - Oct 26
Total with taxes and fees
Disney's Hilton Head Island Resort
A historic building with a covered porch and a brick pathway.

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
$1,644 nightly
The price is $1,809
Nov 21 - Nov 22
Total with taxes and fees
Montage Palmetto Bluff Residences
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

8. 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
$351 nightly
The price is $386
Oct 26 - Oct 27
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
An indoor swimming pool with clear glass ceilings, multiple lounge chairs, and a view of the outdoors.

9. 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
$314 nightly
The price is $345
Nov 14 - Nov 15
Total with taxes and fees
Marriott's Barony Beach Club
A wooden boardwalk leading to a beach with a bicycle parked on it.

10. 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
$177 nightly
The price is $195
Nov 20 - Nov 21
Total with taxes and fees
Marriott's Monarch at Sea Pines
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

11. 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
$154 nightly
The price is $169
Nov 19 - Nov 20
Total with taxes and fees
Marriott's Heritage Club
A covered outdoor seating area with a view of the sunset over a body of water.

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
$127 nightly
The price is $140
Nov 9 - Nov 10
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

13. 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
$231 nightly
The price is $254
Nov 1 - Nov 2
Total with taxes and fees
Marriott's Grande Ocean
A sandy beach with a wooden structure, blue umbrellas, and a clear sky.

14. Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
4.0 star property
South End
$377 nightly
The price is $414
Nov 11 - Nov 12
Total with taxes and fees
Oceanfront Breakers 137 Condo w/ Sunrise Views!
A living room with a flat-screen TV, a fireplace, a sofa, and a dining area with a table and chairs.

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 28 - Oct 29
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

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent
"Probably the best front desk and valet team I have ever seen. Thank you guys for such a pleasant welcome. And for ensuring our experience and time there was genuinely enjoyable. Thank you"
Sa'Youh 2-night trip
Posted 16 hours ago
Hilton Beachfront Resort & Spa Hilton Head Island

Find out more about Ladys Island

Everything you need to know about Ladys Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ladys Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ladys Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ladys Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ladys Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ladys Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ladys Island rentals

At Expedia, we put the best Ladys Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ladys Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ladys Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ladys Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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