Saint Helena Island Vacation Rentals

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Our top choices for Saint Helena Island vacation rentals

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (199 reviews)
"Great resort, great room "
United States
Crista
The price is CA $1,226
CA $1,348 total
includes taxes & fees
May 27 - May 28
Marriott's SurfWatch

Beach Access: Ocean-view Condo w/ Screened Balcony

Beach Access: Ocean-view Condo w/ Screened Balcony
3.0 star property
Beachwalk
The price is CA $88
CA $482 total
includes taxes & fees
May 24 - May 25
Beach Access: Ocean-view Condo w/ Screened Balcony

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1 review)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
The price is CA $2,342
CA $2,770 total
includes taxes & fees
Jun 21 - Jun 22
Montage Palmetto Bluff Residences

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is CA $632
CA $696 total
includes taxes & fees
Jun 3 - Jun 4
Marriott's Harbour Club

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (250 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 $1,220
CA $1,342 total
includes taxes & fees
May 30 - May 31
Marriott's Barony Beach Club

Swim & Relax: St Helena Island Gem w/ Deck!

Swim & Relax: St Helena Island Gem w/ Deck!
4.0 star property
Harbor Island
The price is CA $116
CA $512 total
includes taxes & fees
Jun 11 - Jun 12
Swim & Relax: St Helena Island Gem w/ Deck!

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67 reviews)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
The price is CA $409
CA $450 total
includes taxes & fees
May 25 - May 26
Marriott's Heritage Club

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (174 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is CA $1,246
CA $1,371 total
includes taxes & fees
May 27 - May 28
Marriott's Grande Ocean

Pool Access & Views at Saint Helena Island Condo!

Pool Access & Views at Saint Helena Island Condo!
4.0 star property
Harbor Island
The price is CA $161
CA $645 total
includes taxes & fees
May 29 - May 30
Pool Access & Views at Saint Helena Island Condo!

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, (151 reviews)
"Very nice place to stay "
United States
Alejandro
The price is CA $561
CA $617 total
includes taxes & fees
May 26 - May 27
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

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 $1,053
CA $1,158 total
includes taxes & fees
May 28 - May 29
Marriott's Monarch at Sea Pines

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 $211
CA $598 total
includes taxes & fees
May 29 - May 30
Serene Hilton Head Island Condo w/ Community Pool!

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
The price is CA $236
CA $579 total
includes taxes & fees
Jun 9 - Jun 10
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Sunny Edisto Island Duplex - Half Mile to Beach!

Sunny Edisto Island Duplex - Half Mile to Beach!
3.0 star property
Edisto Beach
10.0 out of 10, Exceptional, (1 review)
"We so enjoyed our stay. The home had everything we needed. John was very responsive in answering any pre checking question. Would recommend to others"
United States
Veronica
The price is CA $387
CA $816 total
includes taxes & fees
Jun 17 - Jun 18
Sunny Edisto Island Duplex - Half Mile to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
3.0 star property
Edgefield
10.0 out of 10, Exceptional, (1 review)
"It was like home away frim home. "
United States
Willie
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Oceanfront Condo! Breakers 210 w/ Sunrise Views

Oceanfront Condo! Breakers 210 w/ Sunrise Views
3.5 star property
South End
Oceanfront Condo! Breakers 210 w/ Sunrise Views

Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
The price is CA $101
CA $467 total
includes taxes & fees
May 31 - Jun 1
Walk to Bars & Shops: Resort Condo in Hilton Head!

Hilton Head Vacation Rental: Private Beach Access!

Hilton Head Vacation Rental: Private Beach Access!
3.0 star property
Mid Island
The price is CA $269
CA $669 total
includes taxes & fees
Jun 3 - Jun 4
Hilton Head Vacation Rental: Private Beach Access!

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 CA $270
CA $709 total
includes taxes & fees
Jun 8 - Jun 9
Oceanfront St Helena Island Condo w/ Beach Access!

'wright by the Beach': Hilton Head Condo w/ Perks

'wright by the Beach': Hilton Head Condo w/ Perks
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. We loved the ocean theme at the apartment. Very clean rooms. Kids enjoyed swimming in the indoor pool, parents enjoyed hot tub and sauna especially on rainy days. They have indoor and outdoor pools. We liked walking on the boardwalk to the beach. We highly recommend this place and would love to return there again. "
United States
Victor
The price is CA $175
CA $512 total
includes taxes & fees
Jun 4 - Jun 5
'wright by the Beach': Hilton Head Condo w/ Perks
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.

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?

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch: You might want to consider this vacation home rental near Saint Helena Island, which offers a balcony, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Saint Helena Island?

Choose from 30 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 Cherry Hill Knoll Island and Horse 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.