Ladys Island holiday rentals

We found 3,873 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Ladys Island

Showing deals for:20 Nov - 27 Nov

Unwind in the inviting indoor-outdoor living space, complete with brand-new modern furnishings, a cozy fireplace
Hilton Head Island - Shelter Cove Harbour & Marina
Upstairs, the spacious loft provides a versatile and inviting space
Carolina Room can be accessed via the deck or Master bedroom
Exceptional
(7 reviews)

18 Swing About @ Palmetto Dunes | Private Pool | Gorgeous Golf views

Hilton Head Island

6% off
S$7,679
for 7 nights, 1 home
S$1,097 per night
includes taxes & fees
18 Swing About @ Palmetto Dunes | Private Pool | Gorgeous Golf views
Fully Equipped Kitchen
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Dunes House on the Beach - 15 minute walk
22 Hickory Cove
Exceptional
(109 reviews)

Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!

Hilton Head Island

7% off
S$2,820
for 7 nights, 1 villa
S$403 per night
includes taxes & fees
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
Views from the observation and private sunning deck.
View of the home and observation deck
Chair, dresser and new fan in the loft.
Rain or shine for afternoon tea or coffee in the kitchen.
Exceptional
(196 reviews)

Private Retreat - Coastal Beaufort Sea Islands, So. Carolina

Saint Helena Island

7% off
S$2,770
for 7 nights, 1 home
S$396 per night
includes taxes & fees
Private Retreat - Coastal Beaufort Sea Islands, So. Carolina
Property grounds
Living area
Private kitchen
Dining
Exceptional
(73 reviews)

Parris Island Marine Corps Graduation PCS Orders Travel Nurses Beaufort Home

Beaufort

7% off
S$1,455
for 7 nights, 1 home
S$208 per night
includes taxes & fees
Parris Island Marine Corps Graduation PCS Orders Travel Nurses Beaufort Home
Exterior
Living area
Private kitchen
Private kitchen
Exceptional
(12 reviews)

Secluded Shoreline Retreat

Saint Helena Island

8% off
S$4,981
for 7 nights, 1 home
S$712 per night
includes taxes & fees
Secluded Shoreline Retreat
Private kitchen
Room
Exterior
Terrace/patio
Exceptional
(12 reviews)

Clean 2 BR - 5 minutes to PI + Beach - Coffee, Blackstone, and Pergola - NEW!

Port Royal

7% off
S$1,989
for 7 nights, 1 home
S$284 per night
includes taxes & fees
Clean 2 BR - 5 minutes to PI + Beach - Coffee, Blackstone, and Pergola - NEW!
Living area
Exterior
Oceanside Resort and Huge Oceanside Pool and Restaurant/Bar!
Living area
Exceptional
(48 reviews)

Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor

Hilton Head Island

7% off
S$2,173
for 7 nights, 1 villa
S$310 per night
includes taxes & fees
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Building 3/Atrium - wi-fi lounge.
Coco's on the Beach at end of boardwalk.
Entrance sign to resort at Highway 278.
Living area
Exceptional
(94 reviews)

7-Day Discounts in 3BR Villa at Hilton Head Resort!

Hilton Head Island

8% off
S$3,626
for 7 nights, 1 villa
S$518 per night
includes taxes & fees
7-Day Discounts in 3BR Villa at Hilton Head Resort!
Living room and kitchen
Enjoy sunrise right at balcony
Admirals Row Building is right on the beach
Elevator nearby
Excellent
(171 reviews)

Admirals Row 306: True Direct Oceanfront W/Panoramic Oceanview

Hilton Head Island

8% off
S$2,195
for 7 nights, 1 villa
S$314 per night
includes taxes & fees
Admirals Row 306: True Direct Oceanfront W/Panoramic Oceanview
Property grounds
Pool
Private kitchen
Living area
Exceptional
(67 reviews)

FULLY RENOVATED, 5-MINUTE WALK TO BEACH - 2 POOLS - 4 Pickleball +Tennis Courts

Hilton Head Island

7% off
S$1,842
for 7 nights, 1 villa
S$263 per night
includes taxes & fees
FULLY RENOVATED, 5-MINUTE WALK TO BEACH - 2 POOLS - 4 Pickleball +Tennis Courts
Exterior detail
Exterior
Room
Living area
Exceptional
(31 reviews)

The Wren Guesthouse

Beaufort

8% off
S$1,632
for 7 nights, 1 cottage
S$233 per night
includes taxes & fees
The Wren Guesthouse
Exterior
Outdoor dining
Pool
Bar (on property)
Exceptional
(155 reviews)

AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!

Hilton Head Island

7% off
S$1,680
for 7 nights, 1 apartment
S$240 per night
includes taxes & fees
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
Dining
Looking from Entry through the Villa
King Comfort
Kiddie Pool on a quiet Evening
Exceptional
(61 reviews)

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Hilton Head Island

7% off
S$2,132
for 7 nights, 1 villa
S$305 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Exterior
What a beautiful way to celebrate a special day!
A glass of wine anyone?
Private kitchen
Exceptional
(137 reviews)

OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!

Hilton Head Island

7% off
S$2,217
for 7 nights, 1 apartment
S$317 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
Indoor pool, spas, sauna, fitness center and track offer yearround amenities.
The beach in front of Hilton Head Resort is beautiful with much less traffic.
Private kitchen
Living area
Exceptional
(104 reviews)

FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH

Hilton Head Island

8% off
S$1,721
for 7 nights, 1 apartment
S$246 per night
includes taxes & fees
FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH
Property grounds
Living area
Living area
Room
Wonderful
(22 reviews)

Cozy Horse Ranch Get-Away

Seabrook

8% off
S$1,350
for 7 nights, 1 home
S$193 per night
includes taxes & fees
Cozy Horse Ranch Get-Away
Exterior
Living area
Private kitchen
Room
Exceptional
(5 reviews)

Charming 3 Bedroom Home Beaufort SC Close to Downtown and Parris Island Sleeps 8

Beaufort

8% off
S$1,762
for 7 nights, 1 home
S$252 per night
includes taxes & fees
Charming 3 Bedroom Home Beaufort SC Close to Downtown and Parris Island Sleeps 8
Ottoman hold extra bedding and pillows for sofa bed functioning  as coffee table
Our private oceanfront pool
Coconutz Sports Bar, on site
Hilton Head Island Beach & Tennis .  Our Villa is located in center "Y" building
Exceptional
(46 reviews)

BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN

Hilton Head Island

7% off
S$1,697
for 7 nights, 1 villa
S$242 per night
includes taxes & fees
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
Kitchen
Interior
Living Room/Sleeper
Dining
Exceptional
(29 reviews)

Amazing Airstream, Beaufort, SC-Enjoy the Journey!

Beaufort

11% off
S$1,036
for 7 nights, 1 home
S$148 per night
includes taxes & fees
Amazing Airstream, Beaufort, SC-Enjoy the Journey!
Indoor pool open year round!
Swing on property, edge of beach.
55 inch TV
Ensuite primary bedroom
Exceptional
(25 reviews)

Peaceful HHI Escape! Private Beach Access, in/outdoor pools, hot tub, sauna!

Hilton Head Island

8% off
S$1,749
for 7 nights, 1 villa
S$250 per night
includes taxes & fees
Peaceful HHI Escape! Private Beach Access, in/outdoor pools, hot tub, sauna!
Samsung TV / Hargray Platinum Cable Channels and Secure WIFI
Our Pool also has a shaded awning area if your getting too much sun
FRONT ROW Ocean Villa....close to Pool, Beach Bar and Boardwalk to the Beach
Kitchen and Living area with end unit side window....Light and Bright
Exceptional
(132 reviews)

Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk

Hilton Head Island

7% off
S$2,197
for 7 nights, 1 apartment
S$314 per night
includes taxes & fees
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Pool
Living area
Exterior
Private kitchen
Exceptional
(109 reviews)

Fabulously Updated 2-Bedroom, 2-Bathroom Condo With Beach Access

Hilton Head Island

8% off
S$2,185
for 7 nights, 1 apartment
S$312 per night
includes taxes & fees
Fabulously Updated 2-Bedroom, 2-Bathroom Condo With Beach Access
Living Room
Tennis Courts
Pool
Dining Room and Living Room
Exceptional
(58 reviews)

Beautiful, Hilton Head Island 2BR/2BA Villa.. 100 Yards from the Atlantic Ocean!

Hilton Head Island

7% off
S$1,574
for 7 nights, 1 villa
S$225 per night
includes taxes & fees
Beautiful, Hilton Head Island 2BR/2BA Villa.. 100 Yards from the Atlantic Ocean!
Hilton Head Island - Shelter Cove Harbour & Marina
The fully-equipped kitchen, upgraded with granite countertops and stainless steel appliances, invites culinary adventures with local specialties.
Savor your morning coffee or enjoy happy hour with loved ones on the covered patio, where a fresh marine breeze adds to the ambiance.
Brand new granite countertops
Excellent
(8 reviews)

7104 Harbourside 1 @ Shelter Cove | Pool | Stunning Marina Views

Hilton Head Island

6% off
S$2,772
for 7 nights, 1 apartment
S$396 per night
includes taxes & fees
7104 Harbourside 1 @ Shelter Cove | Pool | Stunning Marina Views
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the waterfront setting in Ladys Island

The island views and surrounding scenery provide a peaceful ambience to your holiday home in Ladys Island. Renowned for its restaurants, boating and shopping, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Ladys Island

Are you hoping to find attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Ladys Island a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Port Royal Golf Club (16.6 mi / 26.7 km)
  • Hilton Head National Golf Club (18.8 mi / 30.2 km)
  • The Golf Courses of Palmetto Dunes (19.7 mi / 31.7 km)
  • Robert Trent Jones Oceanfront Course (20 mi / 32.1 km)
  • Palmetto Dunes Club (20.3 mi / 32.6 km)
  • Shipyard Golf Course (21.4 mi / 34.4 km)

Exploring the natural features in Ladys Island

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Ladys Island is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Henry C. Chambers Waterfront Park (2.9 mi / 4.7 km)
  • Coosaw Island (3.1 mi / 5 km)
  • Spanish Moss Trail (3.8 mi / 6.2 km)
  • The Sands (6.4 mi / 10.3 km)
  • Fripp Island Beach (13 mi / 21 km)
  • Folly Field Beach (16 mi / 25.7 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Ladys Island?
The most desirable types of holiday rentals in Ladys Island are houses. Looking for something different? Vrbo has many options to match our guests' unique requirements, so you'll see properties in loads of sizes and shapes. The perfect fit is waiting for you — grab yours today.
How much does it cost to rent a holiday rental in Ladys Island?
The average price for a holiday home in Ladys Island is based on a number of factors, such as length of stay, property type and season. Whether you're in search of a sprawling villa with space for the whole family or a cosy cabin just for the two of you, just add your dates of travel to view some great-value stays.
How much does it cost to rent a beach house in Ladys Island?
The average price for a holiday home by the beach in Ladys Island depends on when you'll be there and the size and type of property you're searching for. You can easily find prices on Vrbo by entering the dates you'll be travelling. Then use the handy filters to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday rentals in Ladys Island?
There are, yes. Choose from 38 holiday homes that welcome pets in Ladys Island on Vrbo. Our furry companions need a break too, so simply use our search function for pet-friendly holiday rentals to find a perfect property where Fido can lap up the good times.
Can I rent a house with a pool in Ladys Island?
Dig out your swimwear and inflatable swan, because there are seven houses with a private pool in Ladys Island. Make a booking at one of these terrific holiday homes and let every day be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Ladys Island?
A nearby waterfront, tennis and a water view head the list of most popular rental amenities in Ladys Island. Whether you're planning to travel solo, with your better half or a group of friends, Vrbo will help you find a holiday rental that matches your style with all the features you'll enjoy.
Are there large group holiday rentals in Ladys Island?
Ladys Island has four holiday rentals that can cater to 10 or more people. These stays come with plenty of space to share good times with your nearest and dearest.
Are there holiday rentals in Ladys Island that welcome kids?
Gather the whole crew for a fun-filled adventure in Ladys Island at one of our 37 family-friendly holiday homes. These stays offer amenities that are perfect for getaways with children, including laundry facilities, bunk beds and entertainment areas. Just check the "Properties good for families" filter and choose your favourite option.
What are the top attractions for families in Ladys Island?
Keep the kids occupied at these leading family-friendly attractions in Ladys Island:
  • Beaufort Museum
  • Spanish Moss Trail
  • Highway 21 Drive-In Theatre
Are there one-bedroom holiday rentals in Ladys Island?
Yes, you can pick from 11 one-bedroom rentals in Ladys Island. Whether you're searching for a comfy cottage or a fancy condo, Vrbo's one-bedroom properties are ideal if you don't require tons of space. One of the best parts about having your own place? You won't need to share your trip with strangers.
Can I find two-bedroom holiday rentals in Ladys Island?
Ladys Island has two two-bedroom properties for you to pick from. Go for a holiday home with all the privacy and comfort you're looking for at a price that's hard to resist on Vrbo.
Are there holiday rentals with WiFi in Ladys Island?
You'll have a choice of 15 holiday rentals with WiFi in Ladys Island. If you want to disconnect from daily life while on holiday, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Ladys Island?
Pick your travel dates and then use our filter tool to locate holiday rentals with ac in Ladys Island on Vrbo. With 35 air-conditioned properties available here, you can look forward to a cool and comfy break.
How old do you have to be to rent a holiday rental in Ladys Island?
The minimum required age is typically 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your preferred Ladys Island holiday home before booking.
How long can I rent a holiday rental in Ladys Island for?
It's really down to the Ladys Island property. To view a list of options offering extended stays, simply type your dates and number of people into Vrbo. Enjoy having the whole property to yourself, as well as comforts such as air conditioning, a kitchen and a backyard to play in. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

More holiday ideas