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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
$356 nightly
The price is $391
Oct 12 - Oct 13
Total with taxes and fees
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
$369 nightly
The price is $406
Nov 1 - Nov 2
Total with taxes and fees
Marriott's SurfWatch

3. Chasing Waves Heated Pool 3 Min Beach

Chasing Waves Heated Pool 3 Min Beach
2.5 star property
Edisto Beach
$671 nightly
The price is $752
Oct 19 - Oct 20
Total with taxes and fees
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
$166 nightly
The price is $183
Oct 21 - Oct 22
Total with taxes and fees
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
$396 nightly
The price is $436
Oct 13 - Oct 14
Total with taxes and fees
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
$251 nightly
The price is $276
Nov 3 - Nov 4
Total with taxes and fees
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
$1,507 nightly
The price is $1,658
Nov 4 - Nov 5
Total with taxes and fees
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
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
$344 nightly
The price is $378
Nov 1 - Nov 2
Total with taxes and fees
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
$251 nightly
The price is $276
Nov 3 - Nov 4
Total with taxes and fees
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
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
$303 nightly
The price is $333
Oct 20 - Oct 21
Total with taxes and fees
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
$215 nightly
The price is $237
Nov 1 - Nov 2
Total with taxes and fees
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
$318 nightly
The price is $350
Nov 5 - Nov 6
Total with taxes and fees
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)
"It was all comfortable, close to the beach, and had everything you needed! No surprises and everything was very clean!"
United States
Elizabeth
$288 nightly
The price is $317
Oct 9 - Oct 10
Total with taxes and fees
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
$351 nightly
The price is $386
Oct 9 - Oct 10
Total with taxes and fees
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
$332 nightly
The price is $365
Oct 25 - Oct 26
Total with taxes and fees
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
$316 nightly
The price is $347
Oct 11 - Oct 12
Total with taxes and fees
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
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
$384 nightly
The price is $422
Oct 11 - Oct 12
Total with taxes and fees
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

Everything you need to know about Saint Helena Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Saint Helena Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Saint Helena Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Saint Helena Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Saint Helena Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Saint Helena Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $237 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Saint Helena Island rentals

At Expedia, we put the best Saint Helena Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Saint Helena Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Saint Helena Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Saint Helena Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.