A park with trees, benches, and a pathway.

Saint Helena Island Holiday Rentals

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Our top choices for Saint Helena Island holiday 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 NZ$695
includes taxes & fees
12 Oct - 13 Oct
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 NZ$721
includes taxes & fees
1 Nov - 2 Nov
Marriott's SurfWatch

3. Chasing Waves Heated Pool 3 Min Beach

Chasing Waves Heated Pool 3 Min Beach
2.5 star property
Edisto Beach
Chasing Waves Heated Pool 3 Min Beach

4. 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

5. 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 NZ$807
includes taxes & fees
4 Oct - 5 Oct
Steps to Beach-hilton Head Condo-pet Friendly

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 NZ$613
includes taxes & fees
1 Nov - 2 Nov
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 NZ$2,876
includes taxes & fees
1 Nov - 2 Nov
Montage Palmetto Bluff Residences

8. Oceanfront St Helena Island Condo w/ Beach Access!

Oceanfront St Helena Island Condo w/ Beach Access!
4.0 star property
Harbor Island
10.0 out of 10, Exceptional, (1 review)
"Condo is clean and had everything we needed. Very comfortable and easy access to beach! Relaxing!"
United States
Darrell
The price is NZ$771
includes taxes & fees
4 Oct - 5 Oct
Oceanfront St Helena Island Condo w/ Beach Access!

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 NZ$672
includes taxes & fees
1 Nov - 2 Nov
Marriott's Barony Beach Club

10. 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 NZ$607
includes taxes & fees
12 Oct - 13 Oct
Marriott's Harbour Club

11. St Helena Island Condo w/ Beach Views & Porch!

St Helena Island Condo w/ Beach Views & Porch!
4.0 star property
Harbor Island
The price is NZ$785
includes taxes & fees
3 Oct - 4 Oct
St Helena Island Condo w/ Beach Views & Porch!

12. 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 NZ$578
includes taxes & fees
20 Oct - 21 Oct
Marriott's Grande Ocean

13. 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 NZ$420
includes taxes & fees
1 Nov - 2 Nov
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

14. 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 NZ$736
includes taxes & fees
21 Oct - 22 Oct
Marriott's Monarch at Sea Pines

15. 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)
"I’m thrilled with the location of this condo. It’s just a quick walk to the beach, and there are also easy-to-access walking, running, and biking trails. There are plenty of local restaurants, food trucks, grocery stores, and attractions nearby. The only downside is that I didn’t receive the email from Evolve with the check-in/out instructions, as it was delivered to my spam folder. The unit was a bit dusty, probably because it was the off-season when I visited, but a quick trip to the local...
United States
Derval
The price is NZ$562
includes taxes & fees
9 Oct - 10 Oct
Hilton Head Condo: Beach Supplies, Walk to Shore!

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 NZ$685
includes taxes & fees
21 Oct - 22 Oct
Beachfront Condo w/ Pool Access in Hilton Head!

17. 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 NZ$648
includes taxes & fees
25 Oct - 26 Oct
Palmetto Dunes Golf Getaway: Pool + Beach Access!

18. 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 NZ$616
includes taxes & fees
11 Oct - 12 Oct
Oceanfront Hilton Head Island Condo w/ Pool!

19. Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
4.0 star property
South End
The price is NZ$747
includes taxes & fees
4 Oct - 5 Oct
Oceanfront Breakers 137 Condo w/ Sunrise Views!

20. 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 NZ$750
includes taxes & fees
13 Oct - 14 Oct
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Saint Helena Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Saint Helena Island. 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 Saint Helena Island. 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 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 holiday 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 Saint Helena Island short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in Saint Helena Island?

Yes, there are holiday rentals close to the most popular sights in Saint Helena Island, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Saint Helena Island has to offer?

Quiet beach cottage with unique local attractions nearby: This highly rated holiday home rental in Saint Helena Island is located near the beach, and has a patio, a BBQ 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 holiday with amenities such as a selection of books.

How many holiday rentals are there in Saint Helena Island?

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

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 holiday rentals like in Saint Helena Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Saint Helena Island. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.