Saint Helena Island holiday rentals

We found 1,990 holiday rentals — enter your dates for availability
Discover a selection of 29 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:8 Jan - 15 Jan

Private kitchen
Living area
Room
Living area
Exceptional
(17 reviews)

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

Fripp Island

7% off
S$6,953
for 7 nights, 1 home
S$993 per night
includes taxes & fees
Beautiful Ocean front home with stunning views. Golf cart included!
open floor plan that looks out to the Atlantic Ocean
Ocean front, spacious home on Marlin Drive.
Room
Dining area that looks out to the ocean
Exceptional
(86 reviews)

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

Fripp Island

7% off
S$6,596
for 7 nights, 1 home
S$942 per night
includes taxes & fees
Flexible booking! Oceanfront, 5 bedrooms w/ 4 ensuite, spacious, & beach items.
Seating at kitchen bar
Seating in Kitchen area
Great Room
Screen porch off kitchen
Exceptional
(9 reviews)

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

Fripp Island

5% off
S$4,773
for 7 nights, 1 home
S$682 per night
includes taxes & fees
The Seashelle is a New Four Bedroom, Four ½ Bath home with a Pool.
Terrace/patio
Exterior
Living area
Private kitchen
Exceptional
(36 reviews)

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

Edisto Island

7% off
S$4,471
for 7 nights, 1 home
S$639 per night
includes taxes & fees
Private Edisto Beach Retreat – Steps from the Beach – 4BR/3BA
Exterior
Private kitchen
Exterior
Dining
Exceptional
(18 reviews)

Lowcountry Luxury and Charm on Edisto Beach

Edisto Island

7% off
S$4,523
for 7 nights, 1 home
S$646 per night
includes taxes & fees
Lowcountry Luxury and Charm on Edisto Beach
Pool, hot tub, a little paradise
well appointed kitchen with seating at the bar/island
Imagine your family/friends having a meal here.  What a special time!
Cocktail pool.  HEATED!
Exceptional
(21 reviews)

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

Fripp Island

7% off
S$10,668
for 7 nights, 1 home
S$1,524 per night
includes taxes & fees
Cocktail pool, hot tub, game room, sleeps 31, short walk to Beach, cards avail!
Seating area in screen porch
Heated Pool Cabana Club Pool
Seating in great room
View of the great room and open area from the dining area.
Exceptional
(54 reviews)

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

Fripp Island

5% off
S$3,430
for 7 nights, 1 home
S$490 per night
includes taxes & fees
Enjoy our new 16x25 screened in porch on Ocean Point Golf course
Master Bedroom From Dressing Area
Back Porch 2
Dining 2
Living Room From Voyer
Wonderful
(25 reviews)

Spacious Villa! Ocean & Marsh Right Out Your Door! Gorgeous Sunrises & Sunsets!

Harbor Island

7% off
S$3,699
for 7 nights, 1 home
S$528 per night
includes taxes & fees
Spacious Villa! Ocean & Marsh Right Out Your Door! Gorgeous Sunrises & Sunsets!
Foyer
A picture worth a thousand words :-)
Beautiful beachfront property streetside
Beautiful beachfront property beachside
Exceptional
(135 reviews)

Thinking of FALL-ING FOR EDISTO? - It's the best time of year! Inquire Today!

Edisto Island

13% off
S$5,075
for 7 nights, 1 home
S$725 per night
includes taxes & fees
Thinking of FALL-ING FOR EDISTO? - It's the best time of year! Inquire Today!
Living area
Room
Exterior
Private kitchen
Exceptional
(14 reviews)

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

Port Royal

7% off
S$2,015
for 7 nights, 1 home
S$288 per night
includes taxes & fees
Clean 2 BR - 5 minutes to PI + Beach - Coffee, Blackstone, and Pergola - NEW!
downstairs twin bedroom with shared deck
Room
Sweet!
aerial view of beach club....yours to enjoy as our guests!
Exceptional
(195 reviews)

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

Harbor Island

8% off
S$6,172
for 7 nights, 1 home
S$882 per night
includes taxes & fees
Ocean & Marsh Views! 5BR 5BA, free Golf Cart, See Our Reviews!
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$2,844
for 7 nights, 1 apartment
S$406 per night
includes taxes & fees
Breathtaking Ocean Sunrise Views. Relax at 3 pools with a BBQ. No Crowds!
Property grounds
Golf
Room
Terrace/patio
Exceptional
(34 reviews)

Birdie`s Bungalow on Fripp/Cards Avail/Golf Cart

Fripp Island

5% off
S$2,085
for 7 nights, 1 home
S$298 per night
includes taxes & fees
Birdie`s Bungalow on Fripp/Cards Avail/Golf Cart
seating area in fire pit area
Golf
View of open area of kitchen & great room
Exterior
Exceptional
(73 reviews)

Fabulous 4 Bedroom 3 bath home on Fripp Island,SC

Fripp Island

5% off
S$4,773
for 7 nights, 1 home
S$682 per night
includes taxes & fees
Fabulous 4 Bedroom 3 bath home on Fripp Island,SC
Living area
Private kitchen
Dining
Exterior
Exceptional
(28 reviews)

Edisto Turtle View on 17th Fairway of Golf Course, near Charleston and Beaufort

Edisto Island

6% off
S$1,752
for 7 nights, 1 apartment
S$250 per night
includes taxes & fees
Edisto Turtle View on 17th Fairway of Golf Course, near Charleston and Beaufort
Welcome
This is where we spend most of our time.
Bright and open throughout
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
S$2,870
for 7 nights, 1 home
S$410 per night
includes taxes & fees
Totally Renovated Waterfront Cottage, Snowbird's Paradise, Boater's Dream
Exterior
Living area
Private kitchen
Interior
Exceptional
(12 reviews)

Secluded Shoreline Retreat

Saint Helena Island

8% off
S$4,895
for 7 nights, 1 home
S$699 per night
includes taxes & fees
Secluded Shoreline Retreat
Interior
Private kitchen
Dining
Terrace/patio
Exceptional
(16 reviews)

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

Beaufort

12% off
S$3,416
for 7 nights, 1 cottage
S$488 per night
includes taxes & fees
Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive
Living area
Room
Property grounds
Living area
Exceptional
(16 reviews)

Charming Beach House by Deer Lake Pool & Pond

Fripp Island

7% off
S$3,238
for 7 nights, 1 home
S$463 per night
includes taxes & fees
Charming Beach House by Deer Lake Pool & Pond
Pool
View of House From Beach
Upper porch
Living area
Exceptional
(118 reviews)

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

Harbor Island

19% off
S$4,070
for 7 nights, 1 home
S$581 per night
includes taxes & fees
⛱🏝🏖 OCEAN VIEW Just steps to beach/pools Golf cart-fenced yard-pet friendly
Living room with leather furniture and cathedral ceiling overlooking the water!!
Bird watching from the back deck with bird books at the home.
Brand new pool with fountains overlooking the waterway one block from villa!!!!
Open floor plan with kitchen and dining room 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$4,890
for 7 nights, 1 home
S$699 per night
includes taxes & fees
Dataw Island Villa on Ocean Waterway with Dock, Kayak, Bikes, WIFI, 4 TVs, Grill
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
S$1,740
for 7 nights, 1 villa
S$249 per night
includes taxes & fees
Large Deck with Awesome Ocean & Marsh View! Free WiFi! Free Hunting Island pass!
Living area
Exterior
The perfect evening!
Hall & stairs
Exceptional
(200 reviews)

Bonito Bungalow-Golf Cart Included-Best Location-Close to BEACH & MARINA🏝☀️🌊

Fripp Island

11% off
S$2,407
for 7 nights, 1 home
S$344 per night
includes taxes & fees
Bonito Bungalow-Golf Cart Included-Best Location-Close to BEACH & MARINA🏝☀️🌊
Private kitchen
Exterior
Marina
Beach
Exceptional
(19 reviews)

Steps to the Sand: Edisto Bungalow, Sleeps 8, Dog-Friendly, Boat & Angler Ready

Edisto Island

11% off
S$3,399
for 7 nights, 1 home
S$486 per night
includes taxes & fees
Steps to the Sand: Edisto Bungalow, Sleeps 8, Dog-Friendly, Boat & Angler Ready
  • 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

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:

  • Port Royal Golf Club (14.8 mi / 23.8 km)
  • Country Club of Hilton Head (15.2 mi / 24.4 km)
  • The Golf Courses of Palmetto Dunes (18.2 mi / 29.3 km)
  • Palmetto Dunes Club (18.6 mi / 30 km)
  • Hilton Head National Golf Club (19.4 mi / 31.2 km)
  • Shipyard Golf Course (20.1 mi / 32.3 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)
  • Spanish Moss Trail (8.2 mi / 13.2 km)
  • Folly Field Beach (13.9 mi / 22.3 km)
  • Folly Field Beach Park (15.6 mi / 25.1 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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