Saint Helena Island holiday rentals

We found 2,045 holiday rentals — enter your dates for availability
Discover a selection of 31 homes and other holiday rentals in Saint Helena Island that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include a garden and pool. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Saint Helena Island

Showing deals for:4 Dec - 11 Dec

Living area
Living area
Room
Living area
Exceptional
(16 reviews)

Beautiful Ocean front home with stunning views. Golf cart included!

Fripp Island

12% off
S$6,962
for 7 nights, 1 home
S$995 per night
includes taxes & fees
Beautiful Ocean front home with stunning views. Golf cart included!
Outdoor dining
Interior
Interior
Welcome to our amazing happy place by the sea!
Exceptional
(80 reviews)

1 Fiddlers Cove. Pet friendly and golf cart included.

Fripp Island

8% off
S$2,945
for 7 nights, 1 cottage
S$421 per night
includes taxes & fees
1 Fiddlers Cove. Pet friendly and golf cart included.
Cocktail pool.  HEATED!
well appointed kitchen with seating at the bar/island
Pool, hot tub, a little paradise
Beautiful new living room with comfortable furniture and great lighting.
Exceptional
(19 reviews)

Cocktail pool, hot tub, game room, sleeps 31, short walk to Beach, cards avail!

Fripp Island

7% off
S$11,242
for 7 nights, 1 home
S$1,606 per night
includes taxes & fees
Cocktail pool, hot tub, game room, sleeps 31, short walk to Beach, cards avail!
Spacious home and spacious porches too
Ocean front, spacious home on Marlin Drive.
Dining area that looks out to the ocean
open floor plan that looks out to the Atlantic Ocean
Exceptional
(84 reviews)

Flexible booking! Oceanfront, 5 bedrooms w/ 4 ensuite, spacious, & beach items.

Fripp Island

7% off
S$6,810
for 7 nights, 1 home
S$973 per night
includes taxes & fees
Flexible booking! Oceanfront, 5 bedrooms w/ 4 ensuite, spacious, & beach items.
poolside bar
Seating in Kitchen area
Seating at kitchen bar
Great Room
Exceptional
(9 reviews)

The Seashelle is a New Four Bedroom, Four ½ Bath home with a Pool.

Fripp Island

5% off
S$4,645
for 7 nights, 1 home
S$664 per night
includes taxes & fees
The Seashelle is a New Four Bedroom, Four ½ Bath home with a Pool.
TV in living/dining area.
View of the home and observation deck
Chair, dresser and new fan in the loft.
Views from the observation and private sunning deck.
Exceptional
(196 reviews)

Private Retreat - Coastal Beaufort Sea Islands, So. Carolina

Saint Helena Island

7% off
S$2,764
for 7 nights, 1 home
S$395 per night
includes taxes & fees
Private Retreat - Coastal Beaufort Sea Islands, So. Carolina
Back of house facing marsh and ocean
Carolina Room View of Marsh and Atlantic Ocean
Carolina Room View of Marsh and Atlantic Ocean
Pool
Exceptional
(65 reviews)

Gorgeous Marsh Views!

Harbor Island

8% off
S$3,393
for 7 nights, 1 home
S$485 per night
includes taxes & fees
Gorgeous Marsh Views!
Living area
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
S$3,719
for 7 nights, 1 home
S$531 per night
includes taxes & fees
⛱🏝🏖 OCEAN VIEW Just steps to beach/pools Golf cart-fenced yard-pet friendly
Whole house opens up to enjoy the breeze coming up the river.
This is where we spend most of our time.
Welcome
Open kitchen overlooking the porch and river.  Seating for 7 inside.
Exceptional
(125 reviews)

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

Port Royal

12% off
S$2,773
for 7 nights, 1 home
S$396 per night
includes taxes & fees
Totally Renovated Waterfront Cottage, Snowbird's Paradise, Boater's Dream
Great room with dining and kitchen
Fully stocked kitchen
Dining and kitchen
Front of house
Plenty room for parking and garage under house
Exceptional
(63 reviews)

4BR Retreat - 2 Master Suites - Golf Cart Included - Rent October weeks .

Fripp Island

8% off
S$3,083
for 7 nights, 1 home
S$440 per night
includes taxes & fees
4BR Retreat - 2 Master Suites - Golf Cart Included - Rent October weeks .
Marina
608 North Street
Master bedroom
Upstairs hallway with views of the backyard and the rooftops of other homes.
Exceptional
(180 reviews)

Historic Home in the Heart of Downtown Beaufort's 'Old Point'

Beaufort

8% off
S$4,627
for 7 nights, 1 home
S$661 per night
includes taxes & fees
Historic Home in the Heart of Downtown Beaufort's 'Old Point'
Seating area in screen porch
Heated Pool Cabana Club Pool
King Room
View of the great room and open area from the dining area.
Exceptional
(53 reviews)

Enjoy our new 16x25 screened in porch on Ocean Point Golf course

Fripp Island

5% off
S$3,326
for 7 nights, 1 home
S$475 per night
includes taxes & fees
Enjoy our new 16x25 screened in porch on Ocean Point Golf course
Open floor plan with kitchen and dining room overlooking the water.
Bird watching from the back deck with bird books at the home.
Back of the villa overlooking the waterway.
Living room with leather furniture and cathedral ceiling overlooking the water!!
Exceptional
(82 reviews)

Dataw Island Villa on Ocean Waterway with Dock, Kayak, Bikes, WIFI, 4 TVs, Grill

Saint Helena Island

16% off
S$4,727
for 7 nights, 1 home
S$675 per night
includes taxes & fees
Dataw Island Villa on Ocean Waterway with Dock, Kayak, Bikes, WIFI, 4 TVs, Grill
Property grounds
Room
Exterior
Living area
Wonderful
(15 reviews)

Charming Beach House by Deer Lake Pool & Pond

Fripp Island

7% off
S$3,062
for 7 nights, 1 home
S$437 per night
includes taxes & fees
Charming Beach House by Deer Lake Pool & Pond
Dining
Property grounds
Interior
Interior
Exceptional
(36 reviews)

Private Low Country Waterfront Oasis with dock only 10 min to Beaufort

Saint Helena Island

8% off
S$2,111
for 7 nights, 1 home
S$302 per night
includes taxes & fees
Private Low Country Waterfront Oasis with dock only 10 min to Beaufort
Dining
Property grounds
Living area
Exterior
Exceptional
(14 reviews)

Cara May Cottage

Beaufort

8% off
S$1,789
for 7 nights, 1 cottage
S$256 per night
includes taxes & fees
Cara May Cottage
Living area
Exterior
Terrace/patio
Private kitchen
Exceptional
(35 reviews)

Private Edisto Beach Retreat – Steps from the Beach – 4BR/3BA

Edisto Island

8% off
S$4,329
for 7 nights, 1 home
S$618 per night
includes taxes & fees
Private Edisto Beach Retreat – Steps from the Beach – 4BR/3BA
Foyer
A picture worth a thousand words :-)
Beautiful beachfront property streetside
Beautiful beachfront property beachside
Exceptional
(133 reviews)

Sand, Sun & Edislow Fun! It Doesn't Get Much Better Than THIS! Inquire Today!

Edisto Island

13% off
S$4,947
for 7 nights, 1 home
S$707 per night
includes taxes & fees
Sand, Sun & Edislow Fun! It Doesn't Get Much Better Than THIS! Inquire Today!
Exterior detail
Exterior
Living area
Room
Exceptional
(31 reviews)

The Wren Guesthouse

Beaufort

8% off
S$1,607
for 7 nights, 1 cottage
S$230 per night
includes taxes & fees
The Wren Guesthouse
Exterior
Pool
Living area
Outdoor dining
Exceptional
(252 reviews)

Cute Ocean Front Condo. Brand new deck to enjoy the ocean view.

Harbor Island

8% off
S$1,404
for 7 nights, 1 apartment
S$201 per night
includes taxes & fees
Cute Ocean Front Condo. Brand new deck to enjoy the ocean view.
Dining
Living area
Private kitchen
Interior
Exceptional
(73 reviews)

Parris Island Marine Corps Graduation PCS Orders Travel Nurses Beaufort Home

Beaufort

7% off
S$1,433
for 7 nights, 1 home
S$205 per night
includes taxes & fees
Parris Island Marine Corps Graduation PCS Orders Travel Nurses Beaufort Home
Room
Interior
Interior
Exterior
Exceptional
(16 reviews)

918 Marsh Dunes New on Fripp Island, neighborhood with private pool, golf cart

Fripp Island

7% off
S$3,246
for 7 nights, 1 home
S$464 per night
includes taxes & fees
918 Marsh Dunes New on Fripp Island, neighborhood with private pool, golf cart
Private kitchen
Living area
Private kitchen
Exterior
Exceptional
(12 reviews)

Secluded Shoreline Retreat

Saint Helena Island

8% off
S$4,461
for 7 nights, 1 home
S$637 per night
includes taxes & fees
Secluded Shoreline Retreat
Property grounds
Property grounds
Private kitchen
Pool
Exceptional
(11 reviews)

Breathtaking Ocean Sunrise Views. Relax at 3 pools with a BBQ. No Crowds!

Harbor Island

8% off
S$2,755
for 7 nights, 1 apartment
S$394 per night
includes taxes & fees
Breathtaking Ocean Sunrise Views. Relax at 3 pools with a BBQ. No Crowds!
  • Peace of mind

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  • 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

The historical area of Saint Helena Island awaits your stay

Take a holiday to Saint Helena Island and enjoy the area's cathedral, history and architecture. Travellers appreciate the island views in this trendy city. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Saint Helena Island

Are you looking for attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Saint Helena Island a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Ocean Point Golf Course (7.8 mi / 12.5 km)
  • Port Royal Golf Club (14.8 mi / 23.8 km)
  • The Golf Courses of Palmetto Dunes (18.2 mi / 29.3 km)
  • Robert Trent Jones Oceanfront Course (18.3 mi / 29.5 km)
  • Palmetto Dunes Club (18.6 mi / 30 km)
  • Hilton Head National Golf Club (19.4 mi / 31.2 km)

Exploring the natural features in Saint Helena Island

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Saint Helena Island is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Henry C. Chambers Waterfront Park (7.3 mi / 11.7 km)
  • Fripp Island Beach (7.4 mi / 12 km)
  • The Sands (7.8 mi / 12.6 km)
  • Folly Field Beach (13.9 mi / 22.3 km)
  • Folly Field Beach Park (15.6 mi / 25.1 km)
  • Burkes Beach (16.5 mi / 26.5 km)

How to get to and around Saint Helena Island

The nearest airport is in Hilton Head Island, SC (HHH), located 14.5 mi (23.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Savannah - Hilton Head International Airport (SAV), which is 42.3 mi (68.1 km) away.

Frequently asked questions

What is the best area to stay in Saint Helena Island when booking a holiday rental?
Among the most desired areas to get a Saint Helena Island holiday home is Dataw Island. When you lock in your Vrbo holiday rental, you can look forward to having the whole place to yourself. So you won't have to share it with anybody except for your group.
What is the most popular type of holiday rental accommodation in Saint Helena Island?
Houses are the most popular kind of holiday rental in Saint Helena Island, according to our data. Even if you've got a different idea about what you'd like, Vrbo has holiday homes in loads of shapes and sizes. Look through our options to find your ideal match.
How much does it cost to rent a holiday rental in Saint Helena Island?
Length of stay, property type and season are some factors that can affect the price of a holiday home. Simply add your dates of travel to find the ultimate escape. From cosy chalets to expansive luxury villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Saint Helena Island?
When you travel and the style and size of the property will help determine the cost of your beachside holiday rental. Click on your Saint Helena Island travel dates to view your available options on Vrbo. Did someone just say "hot tub"? Use our filters to select the features and amenities you want in your rental.
What are popular rental amenities in Saint Helena Island?
When it comes to rental amenities that guests prefer in Saint Helena Island, an ocean view, an electric car charging station and a fireplace rank the highest. With Vrbo holiday rentals, you'll enjoy choices to suit your style and taste, whether you're going on a holiday with your partner, your friends or even pets.
What are the top attractions for families in Saint Helena Island?
Keeping the kiddos entertained during your Saint Helena Island holiday is a breeze with these awesome family-friendly attractions:
  • The Sands
  • Penn Centre
  • York W. Bailey Museum
Can I find two-bedroom holiday rentals in Saint Helena Island?
Gather your family and enjoy total privacy and comfort in one of the 74 two-bedroom holiday rentals Saint Helena Island has to offer.
Are there holiday rentals with WiFi in Saint Helena Island?
Choose from 94 holiday rentals with WiFi in Saint Helena Island. If you want to disconnect from the world during your trip, but still need to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Saint Helena Island?
The minimum age permitted can vary across properties on Vrbo, so be sure to check the rules of the holiday home in Saint Helena Island you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Saint Helena Island for?
The length of time you can rent a holiday rental in Saint Helena Island is up to the property. Just enter your selected dates to look at a list of options offering extended stays. With loads of creature comforts like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get the perfect place to call your home away from home in Saint Helena Island.

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