Saint Helena Island Holiday Rentals

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Holiday Rentals in Saint Helena Island

Property grounds
Luxurious Ocean front, 3 bedroom, elevator, private pool, amenity cards avail.
10.0 out of 10, Exceptional, (42)
"We’ve stayed twice and it was amazing both times!"
Luxurious Ocean front, 3 bedroom, elevator, private pool, amenity cards avail.
Property grounds
Beachfront St Helena Island Condo: Walk to Shore!
10.0 out of 10, Exceptional, (9)
"We had such a lovely time in this condo, listing was incredibly accurate! The beach was wonderful, we really enjoyed our evening walks at low tide, the front gate staff were very friendly and always greeted us with a warm hello !!!"
Beachfront St Helena Island Condo: Walk to Shore!
Pool
Beautiful ocean views from every room. Very close to beach.
10.0 out of 10, Exceptional, (76)
"The location was perfect. House had all the amenities we needed and more - very well stocked kitchen. Nice to have the beach chairs and bikes included. The beach was a very easy walk - perfect with a little one. The community had great ammenties. Felt very safe and friendly. The pass to the state park was a definite plus."
Beautiful ocean views from every room. Very close to beach.
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Sport court
Charming Custom Carriage House on 40 Acres! Only 5 minutes to Beaufort's Bay St.
10.0 out of 10, Exceptional, (216)
"Very quiet, clean, beautiful cozy cottage."
Charming Custom Carriage House on 40 Acres! Only 5 minutes to Beaufort's Bay St.
Pool
Tranquil Harbor Island Retreat - Steps to Pool & Beach
10.0 out of 10, Exceptional, (33)
"Awesome property in a safe and clean resort. House is very nice and has all you could need. Loved everything about the resort and the house. Only complaint the whole trip was the bugs outside. They absolutely loved biting my family and I. lol If I could add or change anything to the property it would be to enclose the back deck with screens everywhere to keep the bugs off while enjoying sitting back there."
Tranquil Harbor Island Retreat - Steps to Pool & Beach
Fridge, microwave, oven, stovetop
Charming 3b/2.5b Waterfront Bluff Villa 2015 on Dataw w/ Beach Pass & Bikes
10.0 out of 10, Exceptional, (14)
"Just as pictured, such a peaceful location. Communication with host was great."
Charming 3b/2.5b Waterfront Bluff Villa 2015 on Dataw w/ Beach Pass & Bikes
Pool
Condo w/ Pool Access - ½ Mi to Harbor Island Beach
10.0 out of 10, Exceptional, (68)
"The property owner did a fantastic job decorating the condo, thought of everything one would need while there, and the communication with her before our trip was wonderful. Condo is spacious and was perfect for my husband and myself. The condo is very clean, which is important to me. The area is so relaxing. The beach was clean and beautiful. We had a great view of the beach from the balcony, which we used every day while we were there. We would definitely go back to the condo!!"
Condo w/ Pool Access - ½ Mi to Harbor Island Beach
Pool
Coastal Home with Screened In Porch and Access to Harbor Island Amenities
10.0 out of 10, Exceptional, (2)
"We lost my mother on July 4, and this vacation was booked prior to that awful day. We almost cancelled but decided to go and take my father, who reluctantly went. It was a great time of relaxing for us in our sadness. The house accommodated us well, and the location was quiet and beautiful."
Coastal Home with Screened In Porch and Access to Harbor Island Amenities
Pool
Romantic Oceanfront Villa for Two
9.8 out of 10, Exceptional, (157)
"The condo was comfortable, clean and had a good variety of kitchenware. The front deck was great but given the hot sun a porch umbrella would have been appreciated. The boardwalk to the beach was well lit and maintained, and as advertised it was only 2 minute walk to the beach. Communication with the rental agent could have been better since instructions on getting into the complex and door code did not arrive until one day in advance. My messages to her went unanswered until then. However,...
Romantic Oceanfront Villa for Two
Pool
Ocean Front & pool view. Hunting Island pass included
9.8 out of 10, Exceptional, (50)
"Beautiful location and everything we needed was provided. Owners very responsive and accommodating. Would highly recommend!"
The price is NZ$632
per night
26 May - 27 May
Ocean Front & pool view. Hunting Island pass included
Outdoor pool
Your Time To Relax
9.8 out of 10, Exceptional, (87)
"Great"
Your Time To Relax
Pool
Oceanfront Resort Condo w/ Beach+Pool Access!
9.8 out of 10, Exceptional, (52)
"I enjoyed staying at this condo. It was so peaceful. The sunrise from the back patio, living room, and bedroom were all amazing. It didn't matter which you chose to vie it from (but I suggestsittingon the patio). An extra bonus you can see the ocean from the patio and was jut a short walk from the condo. The condo was clean and beautifully decorated. Also, being alone, I felt completely safe. My husband and I are planning for our anniversary trip there. Can't wait!"
Oceanfront Resort Condo w/ Beach+Pool Access!
Outdoor pool
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
9.6 out of 10, Exceptional, (163)
"Great place. Beautiful view, very clean"
The price is NZ$558
per night
27 May - 28 May
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
2023 Remodeled Cottage only 5 minutes from the Beach
9.6 out of 10, Exceptional, (93)
"A wonderful property with all the comforts of home!"
2023 Remodeled Cottage only 5 minutes from the Beach
Fridge, microwave, oven, stovetop
Oceanfront, elevator, 5 bedrooms, 4 KING beds, Hot Tub, spacious, super clean
9.6 out of 10, Exceptional, (15)
"We stayed for a week and wished it was longer. The moment you walk up the stairs, see that view of the ocean, and open the doors to the deck, you can’t help but go “ahhhhhh”. The walks on the beach, the deer grazing in the “back yard”, and the sound of the ocean together with a house that just feels warm and welcoming make for a fabulous stay."
Oceanfront, elevator, 5 bedrooms, 4 KING beds, Hot Tub, spacious, super clean
Interior
Sunny Saint Helena Island Condo: Steps to Beach!
9.6 out of 10, Exceptional, (42)
"great location! quick access to beach, I walked out there every morning with my coffee. We had family camping at Hunting island so wanted a place nearby. 5minutes! loved having a park pass included for a day at the state park. One day our family came to hang with us and take a beach break pool hopping. Susan was a great host! answered questions quickly, including letting property know about a broken step leading to beach. It was fixed by the next morning. This was our couldn't believe there were...
Sunny Saint Helena Island Condo: Steps to Beach!
3 bedrooms, Internet
Oceanfront Villa with sunrise views. Watch dolphins from your private balcony!
9.6 out of 10, Exceptional, (22)
"This 2 story condo is right on the ocean! Clean and very comfortable! Comfortable couches, chairs, and beds! The host answered questions quickly. We will be back!"
Oceanfront Villa with sunrise views. Watch dolphins from your private balcony!
Beach nearby, beach towels
Coastal Elegance. Poolside. Just steps from the beach! Cards available.
9.4 out of 10, Exceptional, (82)
"Just spent a night but great overnight place. Well appointed and nicely decorated."
The price is NZ$556
per night
23 May - 24 May
Coastal Elegance. Poolside. Just steps from the beach! Cards available.
Property grounds
Direct Oceanfront, 65 inch Smart TV, Fireplace
9.4 out of 10, Exceptional, (169)
"My family and I had a wonderful time at the condo. The location was perfect - right next to the beach with an easy drive to restaurants and other attractions (e.g. Hunting Island). We have already recommended it to others for their vacations."
Direct Oceanfront, 65 inch Smart TV, Fireplace
Property grounds
Relaxing beachfront condo
9.2 out of 10, Wonderful, (45)
"Nice place."
Relaxing beachfront condo
Don't see what you're looking for?
See all available properties in Saint Helena Island
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.

Other types of properties in Saint Helena Island you may be interested in

Pool
Romantic Oceanfront Villa for Two
9.8 out of 10, Exceptional, (157)
"The condo was comfortable, clean and had a good variety of kitchenware. The front deck was great but given the hot sun a porch umbrella would have been appreciated. The boardwalk to the beach was well lit and maintained, and as advertised it was only 2 minute walk to the beach. Communication with the rental agent could have been better since instructions on getting into the complex and door code did not arrive until one day in advance. My messages to her went unanswered until then. However,...
Romantic Oceanfront Villa for Two
Pool
Ocean Front & pool view. Hunting Island pass included
9.8 out of 10, Exceptional, (50)
"Beautiful location and everything we needed was provided. Owners very responsive and accommodating. Would highly recommend!"
The price is NZ$632
per night
26 May - 27 May
Ocean Front & pool view. Hunting Island pass included
Outdoor pool
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
9.6 out of 10, Exceptional, (163)
"Great place. Beautiful view, very clean"
The price is NZ$558
per night
27 May - 28 May
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Saint Helena Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Saint Helena Island. 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 Saint Helena Island. 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 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 holiday 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 Saint Helena Island short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Saint Helena Island?

Yes, there are holiday rentals close to the most popular sights in Saint Helena Island, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Saint Helena Island has to offer?

FRIPP ISLAND Limo golf cart, Bikes, Ping Pong, FirePit, Cards avail, sleeps 13: This highly rated holiday home rental in Saint Helena Island offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Saint Helena Island are Oceanfront! Quiet & Relaxing on South end of Tarpon, with magnificent sunsets! and Ranch, 6 bedrooms and 5 baths home is beautifully furnished and fully equip. .

How many holiday rentals are there in Saint Helena Island?

Choose from 723 Expedia holiday rentals in Saint Helena Island for a memorable holiday.

What can I see and do in Saint Helena Island?

Cultural attractions to visit include Penn Center and York W. Bailey Museum. Other places in town to visit include Hunting Island Lighthouse and Fort Fremont.

What are holiday rentals like in Saint Helena Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Saint Helena Island. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.

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