A park with trees, benches, and a pathway.

Saint Helena Island Vacation Rentals

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Our top choices for Saint Helena Island vacation rentals

1. St Helena Island Condo w/ Pool & Beach Access!

St Helena Island Condo w/ Pool & Beach Access!
4.0 star property
Harbor Island
The price is CA $158
CA $558 total
includes taxes & fees
Oct 12 - Oct 13
St Helena Island Condo w/ Pool & Beach Access!

2. Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (202 reviews)
"Great resort, great room "
United States
Crista
The price is CA $526
CA $578 total
includes taxes & fees
Nov 3 - Nov 4
Marriott's SurfWatch

3. Chasing Waves Heated Pool 3 Min Beach

Chasing Waves Heated Pool 3 Min Beach
2.5 star property
Edisto Beach
The price is CA $536
CA $1,072 total
includes taxes & fees
Oct 19 - Oct 20
Chasing Waves Heated Pool 3 Min Beach

4. Steps to Beach-hilton Head Condo-pet Friendly

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
The price is CA $195
CA $621 total
includes taxes & fees
Oct 13 - Oct 14
Steps to Beach-hilton Head Condo-pet Friendly

5. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

6. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is CA $358
CA $394 total
includes taxes & fees
Nov 4 - Nov 5
Marriott's Heritage Club

7. Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is CA $1,969
CA $2,362 total
includes taxes & fees
Nov 4 - Nov 5
Montage Palmetto Bluff Residences

8. Fire Pit + Yard: Charming Port Royal Home!

Fire Pit + Yard: Charming Port Royal Home!
3.0 star property
Port Royal
10.0 out of 10, Exceptional, (9 reviews)
"A great place to stay. The property was well laid out and the reservation and check in process was hassle free."
United States
Rob
The price is CA $214
CA $475 total
includes taxes & fees
Oct 13 - Oct 14
Fire Pit + Yard: Charming Port Royal Home!

9. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (252 reviews)
"Family orientated hotel with great pools, walk on beach access, wonderful BBQ options for self catering. Rooms are large and family orientated. Fab stay! "
Australia
Pauline
The price is CA $490
CA $539 total
includes taxes & fees
Nov 3 - Nov 4
Marriott's Barony Beach Club

10. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (157 reviews)
"It was a very nice vacation club. They had activities planned throughout the day that you could attend if you’d like. My kids really enjoyed themselves."
United States
Gary T
The price is CA $306
CA $337 total
includes taxes & fees
Nov 3 - Nov 4
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

11. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (178 reviews)
"On the ocean. Family friendly."
United States
Richard
The price is CA $432
CA $475 total
includes taxes & fees
Oct 20 - Oct 21
Marriott's Grande Ocean

12. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is CA $358
CA $393 total
includes taxes & fees
Nov 3 - Nov 4
Marriott's Harbour Club

13. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
The price is CA $348
CA $383 total
includes taxes & fees
Nov 4 - Nov 5
Marriott's Monarch at Sea Pines

14. Hilton Head Condo: Beach Supplies, Walk to Shore!

Hilton Head Condo: Beach Supplies, Walk to Shore!
3.0 star property
Mid Island
8.4 out of 10, Very good, (5 reviews)
"It was all comfortable, close to the beach, and had everything you needed! No surprises and everything was very clean!"
United States
Elizabeth
The price is CA $123
CA $451 total
includes taxes & fees
Oct 9 - Oct 10
Hilton Head Condo: Beach Supplies, Walk to Shore!

15. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Communication with owner is excellent and villa is located in great location "
United States
minoshka
The price is CA $162
CA $520 total
includes taxes & fees
Oct 26 - Oct 27
Palmetto Dunes Golf Getaway: Pool + Beach Access!

16. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
8.0 out of 10, Very good, (3 reviews)
"The security guard was friendly. The condo was clean. I am not sure if all of these were from the host or left behind but there was a coffee maker, spice rack (which I’ve never seen in a condo before), dishwasher, plenty of pots and pans, not a lot of utensils for cooking, a hair dryer, small tin of coffee creamer, pool towel (clean), extra blankets (clean), a single trash bag for the kitchen, paper towels, kitchen towel, chairs and beach things on the deck. It was on the beach just have to walk...
United States
Manuel
The price is CA $151
CA $550 total
includes taxes & fees
Oct 21 - Oct 22
Beachfront Condo w/ Pool Access in Hilton Head!

17. Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
8.8 out of 10, Excellent, (6 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
The price is CA $188
CA $495 total
includes taxes & fees
Oct 11 - Oct 12
Oceanfront Hilton Head Island Condo w/ Pool!

18. Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
4.0 star property
South End
The price is CA $242
CA $602 total
includes taxes & fees
Oct 12 - Oct 13
Serene Hilton Head Island Condo w/ Community Pool!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Saint Helena Island Hotel Reviews

Find out more about Saint Helena Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Saint Helena Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Saint Helena Island?

Yes, we offer vacation rentals close to top sights in Saint Helena Island, or you can select a secluded option if you want a relaxing place to stay. Saint Helena Island is known for its cathedral and architecture. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best vacation rentals in Saint Helena Island?

Quiet beach cottage with unique local attractions nearby: Visitors like this Saint Helena Island vacation home rental. It is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Saint Helena Island?

Choose from 29 Expedia vacation rentals in Saint Helena Island for a memorable vacation.

What can I see and do in Saint Helena Island?

Enjoy the outdoors at Horse Island and Cherry Hill Knoll Island, or simply take in cultural attractions like Penn Center and York W. Bailey Museum. Other places in town to visit include Fort Fremont and Red Piano Too Gallery.

What are vacation rentals like in Saint Helena Island?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Saint Helena Island. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family trip.