Saint Helena Island Vacation Rentals

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Our top choices for Saint Helena Island vacation rentals

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (244 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is CA $258
CA $284 total
includes taxes & fees
Feb 10 - Feb 11
Marriott's Barony Beach Club

Ocean Palms Villas at Port Royal Resort

Ocean Palms Villas at Port Royal Resort
3.5 star property
Mid Island
8.6 out of 10, Excellent, (98 reviews)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
Ocean Palms Villas at Port Royal Resort

Bright Ocean View Condo Steps From Dining, Golf, Pool, & Beach

Bright Ocean View Condo Steps From Dining, Golf, Pool, & Beach
3.5 star property
Fripp Island
10.0 out of 10, Exceptional, (2 reviews)
"Amazing location and views. Very nice. Definitely recommend!"
United States
Christopher
The price is CA $334
CA $842 total
includes taxes & fees
Mar 1 - Mar 2
Bright Ocean View Condo Steps From Dining, Golf, Pool, & Beach

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.2 out of 10, Wonderful, (61 reviews)
"The staff was extremely inviting, professional, and kind. Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner. I’d definitely recommend this property for a quiet and peaceful getaway."
United States
ANGELEE
The price is CA $343
CA $378 total
includes taxes & fees
Feb 20 - Feb 21
Marriott's Harbour Club

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (128 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort

Hilton Head 3BR Retreat Pool, Dining & Shops

Hilton Head 3BR Retreat Pool, Dining & Shops
2.0 star property
Mid Island
The price is CA $146
CA $432 total
includes taxes & fees
Feb 11 - Feb 12
Hilton Head 3BR Retreat Pool, Dining & Shops

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 $1,883
CA $2,237 total
includes taxes & fees
Mar 11 - Mar 12
Montage Palmetto Bluff Residences

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (166 reviews)
"Great hotel"
United States
WOOJIN
The price is CA $361
CA $397 total
includes taxes & fees
Feb 10 - Feb 11
Marriott's Grande Ocean

522 Sunsuite

522 Sunsuite
3.0 star property
Fripp Island
The price is CA $191
CA $416 total
includes taxes & fees
Feb 11 - Feb 12
522 Sunsuite

Renovated 2BR Hilton Head Home Walk to Shops

Renovated 2BR Hilton Head Home Walk to Shops
2.0 star property
Mid Island
The price is CA $219
CA $485 total
includes taxes & fees
Feb 12 - Feb 13
Renovated 2BR Hilton Head Home Walk to Shops

Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (131 reviews)
"The pool and the Hot Tub were closed we were charged $9 to access the property and $25 dollars a day to park and the check in wasn’t at the address provided so we lost at least one hour of time But the condo was nice "
United States
Mitchell
The price is CA $320
CA $352 total
includes taxes & fees
Feb 10 - Feb 11
Marriott's Monarch at Sea Pines

529 Sunsuite

529 Sunsuite
2.0 star property
Fripp Island
The price is CA $191
CA $491 total
includes taxes & fees
Feb 11 - Feb 12
529 Sunsuite

Hilton Head 2BR Townhouse Walk to Shops & Dining

Hilton Head 2BR Townhouse Walk to Shops & Dining
2.0 star property
Mid Island
The price is CA $226
CA $492 total
includes taxes & fees
Feb 12 - Feb 13
Hilton Head 2BR Townhouse Walk to Shops & Dining

Studio Near Pools, Beach and Golf, With Complimentary Resort Pass

Studio Near Pools, Beach and Golf, With Complimentary Resort Pass
3.0 star property
Fripp Island
The price is CA $221
CA $499 total
includes taxes & fees
Feb 11 - Feb 12
Studio Near Pools, Beach and Golf, With Complimentary Resort Pass

Family 2BR Retreat Near Beach + Pool Hilton Head

Family 2BR Retreat Near Beach + Pool Hilton Head
2.0 star property
Mid Island
The price is CA $222
CA $488 total
includes taxes & fees
Feb 12 - Feb 13
Family 2BR Retreat Near Beach + Pool Hilton Head

504 Sunsuite

504 Sunsuite
3.0 star property
Fripp Island
The price is CA $212
CA $502 total
includes taxes & fees
Feb 11 - Feb 12
504 Sunsuite

Cozy 2BR Hilton Head Townhome w/ Pool Access

Cozy 2BR Hilton Head Townhome w/ Pool Access
2.0 star property
Mid Island
2.0 out of 10, (1 review)
"The place smelled really bad like cigarettes. Go into the bathroom and it smelled like sewage. Rugs were filthy black dirt on our feet. Queen size bed right in the living room behind the tv."
United States
Ava
The price is CA $208
CA $473 total
includes taxes & fees
Feb 10 - Feb 11
Cozy 2BR Hilton Head Townhome w/ Pool Access

Newly Renovated Sunsuite! Centrally Located With Resort Access!

Newly Renovated Sunsuite! Centrally Located With Resort Access!
3.0 star property
Fripp Island
The price is CA $225
CA $504 total
includes taxes & fees
Feb 11 - Feb 12
Newly Renovated Sunsuite! Centrally Located With Resort Access!

5 Springtide Villa With Resort Passes

5 Springtide Villa With Resort Passes
4.0 star property
Fripp Island
The price is CA $239
CA $672 total
includes taxes & fees
Feb 11 - Feb 12
5 Springtide Villa With Resort Passes

194 Beach Club

194 Beach Club
4.0 star property
Fripp Island
The price is CA $286
CA $707 total
includes taxes & fees
Feb 11 - Feb 12
194 Beach Club
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?

RESTFUL RETREAT!: Visitors like this Saint Helena Island vacation home rental. It is located near the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 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.