Saint Helena Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Saint Helena Island vacation rentals

A covered outdoor area with a pool, lounge chairs, and a sofa.

1. 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 NT$6,889
NT$7,578 total
includes taxes & fees
Dec 1 - Dec 2
Marriott's SurfWatch
A wooden boardwalk leading to a building surrounded by dense greenery.

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

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Great stay overall. The place was clean, comfortable, and quiet, and everything worked like it should. Good location and easy to get in and out. Would happily stay here again."
United States
Robert
The price is NT$4,766
NT$14,133 total
includes taxes & fees
Nov 8 - Nov 9
Steps to Beach-hilton Head Condo-pet Friendly
A waterfront restaurant with outdoor seating and a view of the water.

3. 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
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

4. 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 NT$4,203
NT$4,623 total
includes taxes & fees
Dec 2 - Dec 3
Marriott's Heritage Club
A historic building with a covered porch and a brick pathway.

5. 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 NT$49,370
NT$58,859 total
includes taxes & fees
Nov 15 - Nov 16
Montage Palmetto Bluff Residences
An indoor swimming pool with clear glass ceilings, multiple lounge chairs, and a view of the outdoors.

6. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (254 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is NT$6,134
NT$6,748 total
includes taxes & fees
Nov 30 - Dec 1
Marriott's Barony Beach Club
A covered outdoor seating area with a view of the sunset over a body of water.

7. 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, (159 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 NT$2,854
NT$3,139 total
includes taxes & fees
Nov 30 - Dec 1
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
A wooden boardwalk leading to a beach with a bicycle parked on it.

8. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (133 reviews)
"After a booking mixup on what Expedia had listed & what the property details were.. we were happily surprised that the staff & GM made an exception for our reservation. Everyone was very helpful, room was great, clean, great outdoor spaces & easy beach access."
United States
Cory
The price is NT$4,691
NT$5,160 total
includes taxes & fees
Dec 6 - Dec 7
Marriott's Monarch at Sea Pines
A sandy beach with tall grasses in the foreground and a clear blue sky.

9. 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 NT$2,920
NT$9,833 total
includes taxes & fees
Nov 9 - Nov 10
Oceanfront Hilton Head Island Condo w/ Pool!
An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

10. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (179 reviews)
"The property and room was very good. Marriott Service polite and friendly."
United States
Robert Alan
The price is NT$8,339
NT$9,173 total
includes taxes & fees
Nov 29 - Nov 30
Marriott's Grande Ocean
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

11. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 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 NT$4,101
NT$4,511 total
includes taxes & fees
Dec 2 - Dec 3
Marriott's Harbour Club
A sandy beach with a wooden structure, blue umbrellas, and a clear sky.

12. Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
4.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
"Felt like home. Very comfortable. Great views. Short walk to beach. Everything we needed was supplied. Large shopping center right across the street with grocery store, and restaurants and shops of all kinds."
United States
Ron
The price is NT$6,331
NT$13,585 total
includes taxes & fees
Nov 11 - Nov 12
Oceanfront Breakers 137 Condo w/ Sunrise Views!
A living room with a flat-screen TV, a fireplace, a sofa, and a dining area with a table and chairs.

13. 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 NT$4,297
NT$12,452 total
includes taxes & fees
Nov 18 - Nov 19
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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Find vacation rentals that suit your style

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Top Saint Helena Island Hotel Reviews

A modern kitchen with a built-in island, a flat-screen TV, and a coffee station.
Best Western Sea Island Inn

Best Western Sea Island Inn

Best Western Sea Island Inn
Historic District

10/10 Excellent

Alittle older hotel but Hands down cleanest and best kept hotel I’ve stayed at. I am super picky about that so that says a lot! They put 3 sets of sheets on the beds and you can feel it’s clean and comfy! Lovely breakfast area and great staff!!
United States
Brooke
Reviewed June 22, 2021
Best Western Sea Island Inn

Find out more about Saint Helena Island

Search for holiday rentals in Saint Helena Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Saint Helena Island using one of the methods below:

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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.

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.