Saint Helena Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Saint Helena Island vacation rentals

Indoor pool, 2 outdoor pools, cabanas (surcharge), sun loungers

Condo resort in Mid Island

Marriott's SurfWatch
3.5 star property
9.6 out of 10, Exceptional, (195 reviews)
"Very clean room and resort "
United States
Larisa
The price is NT$14,386
NT$15,825 total
includes taxes & fees
Mar 19 - Mar 20
Marriott's SurfWatch
Exterior

Condo in Fripp Island

Bright Ocean View Condo Steps From Dining, Golf, Pool, & Beach
3.5 star property
10.0 out of 10, Exceptional, (2 reviews)
"Amazing location and views. Very nice. Definitely recommend!"
United States
Christopher
The price is NT$9,261
NT$21,500 total
includes taxes & fees
Mar 30 - Mar 31
Bright Ocean View Condo Steps From Dining, Golf, Pool, & Beach
View from property

Condo resort in Sea Pines

Marriott's Harbour Club
3.5 star property
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 NT$11,076
NT$12,184 total
includes taxes & fees
Mar 27 - Mar 28
Marriott's Harbour Club
View from property

Vacation Home in Palmetto Bluff

Montage Palmetto Bluff Residences
5.0 star property
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 NT$53,626
NT$62,850 total
includes taxes & fees
Apr 12 - Apr 13
Montage Palmetto Bluff Residences
Snack bar

Vacation Home in Mid Island

Disney's Hilton Head Island Resort
3.5 star property
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
Floor plan

Cottage in Mid Island

Family-friendly 2BR Home w/ Sofa Bed Hilton Head
2.0 star property
The price is NT$7,017
NT$13,422 total
includes taxes & fees
Mar 29 - Mar 30
Family-friendly 2BR Home w/ Sofa Bed Hilton Head
Apartment (1 Bedroom) | Interior

Apartment in South End

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
The price is NT$5,479
NT$13,464 total
includes taxes & fees
Apr 15 - Apr 16
Oceanfront Breakers 137 Condo w/ Sunrise Views!
Exterior

Vacation Home in Fripp Island

619 Porpoise Circle
3.5 star property
The price is NT$15,659
NT$31,554 total
includes taxes & fees
Mar 19 - Mar 20
619 Porpoise Circle
Bicycling

Condo resort in Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
The price is NT$15,988
NT$17,587 total
includes taxes & fees
Mar 19 - Mar 20
Marriott's Monarch at Sea Pines
Property amenity

Condo resort in Sea Pines

Marriott's Heritage Club
3.5 star property
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 NT$12,400
NT$13,640 total
includes taxes & fees
Mar 31 - Apr 1
Marriott's Heritage Club
Apartment (3 Bedrooms) | Interior

Apartment in South End

Updated Hilton Head Condo: Balcony, Walk to Beach
3.0 star property
The price is NT$3,894
NT$13,841 total
includes taxes & fees
Apr 16 - Apr 17
Updated Hilton Head Condo: Balcony, Walk to Beach
House, Multiple Beds, Balcony, Ocean View | Living area

Vacation Home in Fripp Island

805 Marlin Dr
4.0 star property
The price is NT$25,546
NT$47,699 total
includes taxes & fees
Mar 22 - Mar 23
805 Marlin Dr
Terrace/patio

Condo resort in Mid Island

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
9.2 out of 10, Wonderful, (150 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NT$9,161
NT$10,077 total
includes taxes & fees
Apr 11 - Apr 12
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Apartment (2 Bedrooms) | Interior

Apartment in Mid Island

'wright by the Beach': Hilton Head Condo w/ Perks
3.0 star property
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 NT$4,710
NT$11,541 total
includes taxes & fees
Mar 31 - Apr 1
'wright by the Beach': Hilton Head Condo w/ Perks
Exterior

Vacation Home in Fripp Island

Spacious 4 Bed, 3 Bath Home in Prime Location w/ Breathtaking Marsh Views
4.0 star property
The price is NT$21,171
NT$39,752 total
includes taxes & fees
Mar 25 - Mar 26
Spacious 4 Bed, 3 Bath Home in Prime Location w/ Breathtaking Marsh Views
Indoor pool, 5 outdoor pools, pool umbrellas, sun loungers

Condo resort in South End

Marriott's Grande Ocean
3.5 star property
9.4 out of 10, Exceptional, (171 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is NT$17,430
NT$19,173 total
includes taxes & fees
Mar 19 - Mar 20
Marriott's Grande Ocean
Pool

Vacation Home in Fripp Island

Huge Three-story Home w/ Gourmet Kitchen, Wifi, & Incredible Views
3.5 star property
The price is NT$24,514
NT$46,884 total
includes taxes & fees
Mar 20 - Mar 21
Huge Three-story Home w/ Gourmet Kitchen, Wifi, & Incredible Views
Indoor pool, 3 outdoor pools, cabanas (surcharge), pool umbrellas

Condo resort in Mid Island

Marriott's Barony Beach Club
3.5 star property
9.4 out of 10, Exceptional, (248 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is NT$15,604
NT$17,164 total
includes taxes & fees
Mar 31 - Apr 1
Marriott's Barony Beach Club
Exterior

Vacation Home in Fripp Island

141 Capt. John Fripp Villa First-floor Unit Located in the Heart of Fripp Island
3.5 star property
The price is NT$17,896
NT$33,977 total
includes taxes & fees
Mar 19 - Mar 20
141 Capt. John Fripp Villa First-floor Unit Located in the Heart of Fripp Island
Exterior

Apartment in Fripp Island

522 Sunsuite
3.0 star property
The price is NT$5,369
NT$10,856 total
includes taxes & fees
Mar 19 - Mar 20
522 Sunsuite
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Saint Helena Island Hotel Reviews

Courtyard by Marriott Hilton Head Island

Courtyard by Marriott Hilton Head Island

10/10 Excellent
"Need daily not two day service. Everything else great!"
Mary C 2-night trip
Posted 2 hours ago
Courtyard by Marriott Hilton Head Island

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:

  • View our selection of featured holiday rentals in Saint Helena Island
  • Use the map to find apartments and other holiday homes in the Saint Helena Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Saint Helena Island while they last

Look no further and take a look at our great range of rental properties in Saint Helena Island!

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 31 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.