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
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

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$12,138
NT$13,352 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$9,746
NT$22,095 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$10,516
NT$11,568 total
includes taxes & fees
Mar 19 - Mar 20
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$51,709
NT$60,754 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$7,012
NT$13,412 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$6,019
NT$14,053 total
includes taxes & fees
Apr 3 - Apr 4
Oceanfront Breakers 137 Condo w/ Sunrise Views!
Exterior

Vacation Home in Fripp Island

619 Porpoise Circle
3.5 star property
The price is NT$15,648
NT$31,531 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$15,870
NT$17,457 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$12,391
NT$13,630 total
includes taxes & fees
Apr 11 - Apr 12
Marriott's Heritage Club
Apartment (3 Bedrooms) | Interior

Apartment in South End

Updated Hilton Head Condo: Balcony, Walk to Beach
3.0 star property
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$25,528
NT$47,664 total
includes taxes & fees
Mar 16 - Mar 17
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$9,189
NT$10,108 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$4,963
NT$11,814 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$21,094
NT$39,607 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)
"Great hotel"
United States
WOOJIN
The price is NT$17,301
NT$19,032 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
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$14,856
NT$16,342 total
includes taxes & fees
Mar 15 - Mar 16
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$17,883
NT$33,952 total
includes taxes & fees
Mar 16 - Mar 17
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$5,329
NT$10,775 total
includes taxes & fees
Mar 26 - Mar 27
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

Best Western Plus Bluffton / Hilton Head Hotel

Best Western Plus Bluffton / Hilton Head Hotel

10/10 Excellent
"Did not use the pool but based on the rest of the hotel I would think it would be up to my standards "
bong 1-night trip
Posted 8 hours ago
Best Western Plus Bluffton / Hilton Head Hotel

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.