Ladys Island holiday lettings

We found 3,797 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Ladys Island

Showing deals for:8 Jan - 15 Jan

Private kitchen
What a beautiful way to celebrate a special day!
A glass of wine anyone?
Private kitchen
Exceptional
(143 reviews)

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

Hilton Head Island

7% off
£1,481
for 7 nights, 1 apartment
£212 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
The open-concept living area flows effortlessly into the kitchen and dining space, creating a perfect gathering spot for everyone.
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
£5,121
for 7 nights, 1 home
£732 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
Comfortable Living Room
Fully Equipped Kitchen
Exceptional
(109 reviews)

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

Hilton Head Island

7% off
£1,285
for 7 nights, 1 villa
£184 per night
includes taxes & fees
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
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
£893
for 7 nights, 1 apartment
£128 per night
includes taxes & fees
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
Private kitchen
Room
Exterior
Terrace/patio
Exceptional
(14 reviews)

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

Port Royal

7% off
£1,173
for 7 nights, 1 home
£168 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!
View from front door. The kitchen is to the right.
Exceptional
(49 reviews)

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

Hilton Head Island

7% off
£1,289
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
aerial view of beach club....yours to enjoy as our guests!
Room
Sweet!
downstairs twin bedroom with shared deck
Exceptional
(195 reviews)

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

Harbor Island

8% off
£3,648
for 7 nights, 1 home
£521 per night
includes taxes & fees
Ocean & Marsh Views! 5BR 5BA, free Golf Cart, See Our Reviews!
Pool - 30 seconds from our Villa
Back Deck with lagoon view
Kitchen
Front Entry
Exceptional
(39 reviews)

Beach, Tennis & Golf Escape - Free Tennis

Hilton Head Island

8% off
£1,482
for 7 nights, 1 villa
£212 per night
includes taxes & fees
Beach, Tennis & Golf Escape - Free Tennis
Coconutz Sports Bar, on site
Our private oceanfront pool
Jamaica Joez beach bar is located right next to the oceanfront pool
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
£978
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.
upscale appliances including  6 burner Wolf range.
Wonderful
(55 reviews)

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

Hilton Head Island

7% off
£4,539
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
Kiddie Pool on a quiet Evening
Looking from Entry through the Villa
King Comfort
Living area
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!
Pool
Outdoor dining
Interior
Bar (on property)
Exceptional
(157 reviews)

AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!

Hilton Head Island

7% off
£911
for 7 nights, 1 apartment
£130 per night
includes taxes & fees
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
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
£890
for 7 nights, 1 apartment
£127 per night
includes taxes & fees
2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9
Queen sleeper with memory foam mattress
View from Our Balcony
(Zoom applied)
Largest Pool on Hilton Head Island on-site
Kitchen Area
Exceptional
(118 reviews)

Oceanview Condo - overlooking pool and 100 yards to beach

Hilton Head Island

11% off
£739
for 7 nights, 1 apartment
£106 per night
includes taxes & fees
Oceanview Condo - overlooking pool and 100 yards to beach
Dining
Private kitchen
Room
Interior
Exceptional
(16 reviews)

Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive

Beaufort

12% off
£2,012
for 7 nights, 1 cottage
£287 per night
includes taxes & fees
Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive
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
Kitchen and Living area with end unit side window....Light and Bright
Samsung TV / Hargray Platinum Cable Channels and Secure WIFI
Exceptional
(135 reviews)

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

Hilton Head Island

7% off
£1,176
for 7 nights, 1 apartment
£168 per night
includes taxes & fees
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Upper porch
View of House From Beach
Pool
Fully Equipped Kitchen
Exceptional
(118 reviews)

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

Harbor Island

19% off
£2,379
for 7 nights, 1 home
£340 per night
includes taxes & fees
⛱🏝🏖 OCEAN VIEW Just steps to beach/pools Golf cart-fenced yard-pet friendly
Nice pool area to relax and rid your stress.
Sea Cloisters beachfront property
kitchen opens up to the living room
Open floorpan
Exceptional
(79 reviews)

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

Hilton Head Island

7% off
£1,680
for 7 nights, 1 apartment
£240 per night
includes taxes & fees
Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool
Kitchen bar
A view of the Marsh and Hunting Island from the deck
Local island flowers
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
£1,018
for 7 nights, 1 villa
£145 per night
includes taxes & fees
Large Deck with Awesome Ocean & Marsh View! Free WiFi! Free Hunting Island pass!
queen bed with attached bathroom
Property grounds
Property grounds
Private kitchen
Exceptional
(33 reviews)

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

Hilton Head Island

7% off
£664
for 7 nights, 1 apartment
£95 per night
includes taxes & fees
Relaxing 2BR/2Ba Condo in HHI, minutes from the beach
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
Sleeper sofa in main room - with flat screen TV. Breakfast bar with granite top.
Exceptional
(106 reviews)

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

Hilton Head Island

8% off
£888
for 7 nights, 1 apartment
£127 per night
includes taxes & fees
GREAT VALUE Hilton Head Resrt 2BR 2BA: GULF MARSH OCEAN VIEW. BEST BEACH
Shelter Cove Tuesday Night Fireworks
Palmetto Dunes Golf Courses
Exterior
Outdoor dining
Exceptional
(192 reviews)

Beach Lover's Retreat End Unit Villa House w Pet-Private Beach

Hilton Head Island

7% off
£955
for 7 nights, 1 villa
£136 per night
includes taxes & fees
Beach Lover's Retreat End Unit Villa House w Pet-Private Beach
Interior
Interior
Removed wall to kitchen and added large exotic stone eat at bar area.
Main pool includes a wall of waterfall and lap swimming.
Exceptional
(152 reviews)

INCREDIBLY UPGRADED-COMPLETELY RENOVATED-TOP OF THE LINE LUXURY BEACH RENTAL!

Hilton Head Island

7% off
£882
for 7 nights, 1 apartment
£126 per night
includes taxes & fees
INCREDIBLY UPGRADED-COMPLETELY RENOVATED-TOP OF THE LINE LUXURY BEACH RENTAL!
Interior
Pool
Interior
Living area
Exceptional
(129 reviews)

Beach Front with Ocean View

Hilton Head Island

7% off
£772
for 7 nights, 1 apartment
£110 per night
includes taxes & fees
Beach Front with Ocean View
  • 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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