Ladys Island holiday lettings

We found 3,838 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Ladys Island

Showing deals for:15 Jan - 22 Jan

Private kitchen
What a beautiful way to celebrate a special day!
Private kitchen
Exterior
Exceptional
(143 reviews)

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

Hilton Head Island

7% off
£1,287
for 7 nights, 1 apartment
£184 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
HOST & HOME presents… 23 Bradley Circle. Discover luxury at its finest in this stunning beach retreat just a 5-min walk from the sand in Bradley Beach
Direct access from the balcony going to the fenced pool.
Cook like a pro or entertain with ease in this Chef's kitchen designed for culinary creativity with a big kitchen island that has a double dishwasher.
Spacious open-concept layout, perfect for group gatherings and socializing
Exceptional
(7 reviews)

Sleeps 20, 7 Private Baths, Rooftop Fire Pit, 5 Min Walk to the Beach

Hilton Head Island

5% off
£5,226
for 7 nights, 1 home
£747 per night
includes taxes & fees
Sleeps 20, 7 Private Baths, Rooftop Fire Pit, 5 Min Walk to the Beach
22 Hickory Cove
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Dunes House on the Beach - 15 minute walk
Comfortable Living Room
Exceptional
(109 reviews)

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

Hilton Head Island

7% off
£1,283
for 7 nights, 1 villa
£183 per night
includes taxes & fees
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
Room
Interior
Interior
Dining
Exceptional
(149 reviews)

Fabulous 7 Bedroom @ Singleton Beach - Private Pool - Walk to Beach - Sleeps 24

Hilton Head Island

14% off
£3,411
for 7 nights, 1 home
£487 per night
includes taxes & fees
Fabulous 7 Bedroom @ Singleton Beach - Private Pool - Walk to Beach - Sleeps 24
Sandy path to the big water takes you leisurely through the dunes.
View from the balcony, just steps from the beach boardwalk. Unit is the 5th in.
Fountain in front of the unit, alongside the boardwalk. A pretty bonus.
Boardwalk to the beach is only steps away!
Exceptional
(86 reviews)

Ocean View, Pool, Tennis, Pickleball, Seasonal Music

Hilton Head Island

7% off
£882
for 7 nights, 1 apartment
£126 per night
includes taxes & fees
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
Living area
Exterior
Living area
Oceanside Resort and Huge Oceanside Pool and Restaurant/Bar!
Exceptional
(49 reviews)

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

Hilton Head Island

7% off
£1,287
for 7 nights, 1 villa
£184 per night
includes taxes & fees
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Private kitchen
Room
Terrace/patio
Exterior
Exceptional
(15 reviews)

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

Port Royal

7% off
£1,192
for 7 nights, 1 home
£170 per night
includes taxes & fees
Clean 2 BR - 5 minutes to PI + Beach - Coffee, Blackstone, and Pergola - NEW!
aerial view of beach club....yours to enjoy as our guests!
Room
Sweet!
dinner is served!
Exceptional
(195 reviews)

Ocean & Marsh Views! 5BR 5BA, free Golf Cart, See Our Reviews!

Harbor Island

8% off
£3,643
for 7 nights, 1 home
£520 per night
includes taxes & fees
Ocean & Marsh Views! 5BR 5BA, free Golf Cart, See Our Reviews!
Front Entry
Back Deck with lagoon view
Kitchen
Pool - 30 seconds from our Villa
Exceptional
(39 reviews)

Beach, Tennis & Golf Escape - Free Tennis

Hilton Head Island

8% off
£1,480
for 7 nights, 1 villa
£211 per night
includes taxes & fees
Beach, Tennis & Golf Escape - Free Tennis
Jamaica Joez beach bar is located right next to the oceanfront pool
Our private oceanfront pool
Ottoman hold extra bedding and pillows for sofa bed functioning  as coffee table
Hilton Head Island Beach & Tennis .  Our Villa is located in center "Y" building
Exceptional
(47 reviews)

BEAUTIFUL REMODELED VILLA, STEPS TO THE OCEAN - STR Permit #073298

Hilton Head Island

7% off
£977
for 7 nights, 1 villa
£140 per night
includes taxes & fees
BEAUTIFUL REMODELED VILLA, STEPS TO THE OCEAN - STR Permit #073298
Pool
Living area
Designer touches throughout this luxury home.
3 story, 6 BR / 6 BA Luxury Custom Home
Wonderful
(55 reviews)

Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI

Hilton Head Island

7% off
£4,533
for 7 nights, 1 home
£648 per night
includes taxes & fees
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Dining
Looking from Entry through the Villa
Living area
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
£1,149
for 7 nights, 1 villa
£164 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Private kitchen
Living area
Living area
Living area
Exceptional
(54 reviews)

2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9

Hilton Head Island

7% off
£889
for 7 nights, 1 apartment
£127 per night
includes taxes & fees
2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9
Kitchen Area
View from Our Balcony
(Zoom applied)
Entrance/Front Hall
Largest Pool on Hilton Head Island on-site
Exceptional
(118 reviews)

Oceanview Condo - overlooking pool and 100 yards to beach

Hilton Head Island

11% off
£732
for 7 nights, 1 apartment
£105 per night
includes taxes & fees
Oceanview Condo - overlooking pool and 100 yards to beach
Welcome
This is where we spend most of our time.
Whole house opens up to enjoy the breeze coming up the river.
Open kitchen overlooking the porch and river.  Seating for 7 inside.
Exceptional
(128 reviews)

Totally Renovated Waterfront Cottage, Snowbird's Paradise, Boater's Dream

Port Royal

12% off
£1,698
for 7 nights, 1 home
£243 per night
includes taxes & fees
Totally Renovated Waterfront Cottage, Snowbird's Paradise, Boater's Dream
FRONT ROW Ocean Villa....close to Pool, Beach Bar and Boardwalk to the Beach
Our Pool also has a shaded awning area if your getting too much sun
Balcony View - Spring - Beach Bar, Pool and Ocean
Kitchen and Living area with end unit side window....Light and Bright
Exceptional
(135 reviews)

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

Hilton Head Island

7% off
£1,175
for 7 nights, 1 apartment
£168 per night
includes taxes & fees
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Nice pool area to relax and rid your stress.
Sea Cloisters beachfront property
kitchen opens up to the living room
Property grounds
Exceptional
(79 reviews)

Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool

Hilton Head Island

8% off
£1,761
for 7 nights, 1 apartment
£252 per night
includes taxes & fees
Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool
Pool
View of House From Beach
Fully Equipped Kitchen
Upper porch
Exceptional
(118 reviews)

⛱🏝🏖 OCEAN VIEW Just steps to beach/pools Golf cart-fenced yard-pet friendly

Harbor Island

19% off
£2,376
for 7 nights, 1 home
£339 per night
includes taxes & fees
⛱🏝🏖 OCEAN VIEW Just steps to beach/pools Golf cart-fenced yard-pet friendly
Property grounds
Property grounds
Dining
queen bed with attached bathroom
Exceptional
(33 reviews)

Relaxing 2BR/2Ba Condo in HHI, minutes from the beach

Hilton Head Island

7% off
£680
for 7 nights, 1 apartment
£97 per night
includes taxes & fees
Relaxing 2BR/2Ba Condo in HHI, minutes from the beach
Pool at the Beach and Racquet Club - 1 of 3 available on the Island
A view of the Marsh and Hunting Island from the deck
Kitchen bar
Full size bathroom in bedroom
Exceptional
(165 reviews)

Large Deck with Awesome Ocean & Marsh View! Free WiFi! Free Hunting Island pass!

Harbor Island

7% off
£1,017
for 7 nights, 1 villa
£145 per night
includes taxes & fees
Large Deck with Awesome Ocean & Marsh View! Free WiFi! Free Hunting Island pass!
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.
Living area
Private kitchen
Exceptional
(106 reviews)

GREAT VALUE Hilton Head Resrt 2BR 2BA: GULF MARSH OCEAN VIEW. BEST BEACH

Hilton Head Island

8% off
£887
for 7 nights, 1 apartment
£127 per night
includes taxes & fees
GREAT VALUE Hilton Head Resrt 2BR 2BA: GULF MARSH OCEAN VIEW. BEST BEACH
Interior
Pool
Living area
Interior
Exceptional
(129 reviews)

Beach Front with Ocean View

Hilton Head Island

7% off
£771
for 7 nights, 1 apartment
£110 per night
includes taxes & fees
Beach Front with Ocean View
Interior
Living area
Exterior
Private kitchen
Exceptional
(33 reviews)

Peaceful Beaufort Single Story Ranch w/ pond view - 3BR/2BA/8 beds. Sleeps Many!

Beaufort

6% off
£1,394
for 7 nights, 1 home
£199 per night
includes taxes & fees
Peaceful Beaufort Single Story Ranch w/ pond view - 3BR/2BA/8 beds. Sleeps Many!
Private kitchen
Living area
Exterior
Interior
Exceptional
(6 reviews)

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

Beaufort

8% off
£953
for 7 nights, 1 home
£136 per night
includes taxes & fees
Charming 3 Bedroom Home Beaufort SC Close to Downtown and Parris Island Sleeps 8
  • 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, 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:

  • Country Club of Hilton Head (15.6 mi / 25.1 km)
  • 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)

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)
  • 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)
  • Folly Field Beach Park (17.5 mi / 28.1 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.

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