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 ￥30,946
￥34,041 total
includes taxes & fees
Nov 29 - Nov 30
Marriott's SurfWatch
A modern living room with a large TV, a dining area with a white table and blue chairs, and a 'BEACH HOUSE' sign on the wall.

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 ￥23,134
￥68,241 total
includes taxes & fees
Nov 10 - Nov 11
Steps to Beach-hilton Head Condo-pet Friendly
A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.

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 ￥18,702
￥20,572 total
includes taxes & fees
Dec 3 - Dec 4
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 ￥237,624
￥283,297 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 ￥29,638
￥32,602 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 ￥13,789
￥15,169 total
includes taxes & fees
Nov 30 - Dec 1
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
A hotel room with a balcony, a dining area, and a seating area with a view of the ocean.

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 ￥23,052
￥25,357 total
includes taxes & fees
Dec 2 - Dec 3
Marriott's Monarch at Sea Pines
A balcony with a table and chairs, overlooking a landscaped garden and distant hills.

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 ￥14,052
￥47,326 total
includes taxes & fees
Nov 10 - Nov 11
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 ￥40,104
￥44,115 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 ￥17,210
￥18,930 total
includes taxes & fees
Dec 2 - Dec 3
Marriott's Harbour Club
A desert landscape with palm trees and shrubs.

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 ￥30,589
￥65,637 total
includes taxes & fees
Nov 11 - Nov 12
Oceanfront Breakers 137 Condo w/ Sunrise Views!
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.

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.