A coastal landscape with grassy dunes, a sandy beach, and a calm sea.

Harbor Island Holiday Rentals

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Our top choices for Harbor Island holiday rentals

1. Swim & Relax: St Helena Island Gem w/ Deck!

Swim & Relax: St Helena Island Gem w/ Deck!
St. Helena Island
9.8 out of 10, Exceptional, (52 reviews)
"Wonderful location close to walkway to the beach. Clean and neat. Excellent experience. My husband and I will be back soon!"
United States
Jaye J.
The price is NZ$590
includes taxes & fees
26 Aug - 27 Aug
Swim & Relax: St Helena Island Gem w/ Deck!

2. St Helena Island Condo - 1/2 Mi to Beach

St Helena Island Condo - 1/2 Mi to Beach
Beachwalk
10.0 out of 10, Exceptional, (87 reviews)
"As advertised. Very clean, great view of the ocean and easy access to the beach. Part of a gated community but was easy to get in and out of. The community is very beautiful. Advertised as pet friendly and it was - the owners even had dog bowls and a blanket to put on the couch for the dog. Would stay here again in a heart beat!"
United States
Dale B.
The price is NZ$612
includes taxes & fees
22 Aug - 23 Aug
St Helena Island Condo - 1/2 Mi to Beach

3. Swim & Relax: St Helena Island Gem w/ Deck!

Swim & Relax: St Helena Island Gem w/ Deck!
4.0 star property
Harbor Island
The price is NZ$594
includes taxes & fees
26 Aug - 27 Aug
Swim & Relax: St Helena Island Gem w/ Deck!

4. Poolside Fun & Ocean Strolls: Harbor Island Haven!

Poolside Fun & Ocean Strolls: Harbor Island Haven!
Beachwalk
10.0 out of 10, Exceptional, (5 reviews)
"accurate description and great stay"
United States
David B.
The price is NZ$734
includes taxes & fees
2 Sept - 3 Sept
Poolside Fun & Ocean Strolls: Harbor Island Haven!

5. Ocean-View Island Condo w/ Pool: Pets Welcome!

Ocean-View Island Condo w/ Pool: Pets Welcome!
St. Helena Island
9.2 out of 10, Wonderful, (64 reviews)
"Great location with nice amenities. Older building/bathroom but very much still worth the price. Great for dogs. Would stay again "
United States
Brandi S.
The price is NZ$549
includes taxes & fees
31 Aug - 1 Sept
Ocean-View Island Condo w/ Pool: Pets Welcome!

6. Beach Access: Ocean-View Condo w/ Screened Balcony

Beach Access: Ocean-View Condo w/ Screened Balcony
Beachwalk
9.6 out of 10, Exceptional, (10 reviews)
"Had a great time and the rental was exactly as described and shown in pictures. Would definitely stay here again."
United States
Judith D.
The price is NZ$640
includes taxes & fees
3 Sept - 4 Sept
Beach Access: Ocean-View Condo w/ Screened Balcony

7. Oceanfront Corner Condo , 3 Pools , Pickleball , Tennis, Harbor Island Paradise

Oceanfront Corner Condo , 3 Pools , Pickleball , Tennis, Harbor Island Paradise
Saint Helena Island
10.0 out of 10, Exceptional, (4 reviews)
"Family friendly, clean, mutilpoe pools that aren’t crowded- we saw a just hatched baby loggerhard turtle make its way out to sea! Great spot."
United States
Mandy F.
The price is NZ$491
includes taxes & fees
31 Aug - 1 Sept
Oceanfront Corner Condo , 3 Pools , Pickleball , Tennis, Harbor Island Paradise

8. Harbor Island Beach Retreat - Steps to Ocean!

Harbor Island Beach Retreat - Steps to Ocean!
Saint Helena Island
9.8 out of 10, Exceptional, (56 reviews)
"The host was very accomodating. The condo was lovely. The access to the beach and surrounding sights was great"
United States
Michelle R.
The price is NZ$812
includes taxes & fees
11 Sept - 12 Sept
Harbor Island Beach Retreat - Steps to Ocean!

9. St Helena Island Condo w/ Beach Views & Porch!

St Helena Island Condo w/ Beach Views & Porch!
St Helena Island
8.4 out of 10, Very good, (12 reviews)
"We had an amazing weekend. We will definitely be back. "
United States
Debra B.
The price is NZ$758
includes taxes & fees
20 Aug - 21 Aug
St Helena Island Condo w/ Beach Views & Porch!

10. Oceanfront St Helena Island Condo w/ Beach Access!

Oceanfront St Helena Island Condo w/ Beach Access!
Saint Helena Island
9.8 out of 10, Exceptional, (82 reviews)
"Loved the view and the balconies and just a cozy place to stay"
United States
Gage M.
The price is NZ$877
includes taxes & fees
23 Aug - 24 Aug
Oceanfront St Helena Island Condo w/ Beach Access!

11. Harbor Island #D112

Harbor Island #D112
Saint Helena Island
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful view and a well updated, super comfortable apartment. Everything worked great. The park pass is a great bonus!"
United States
William J.
The price is NZ$707
includes taxes & fees
30 Aug - 31 Aug
Harbor Island #D112

12. Harbor Island Beach Home Dog Friendly Resort Pools Golf Cart Included

Harbor Island Beach Home Dog Friendly Resort Pools Golf Cart Included
Saint Helena
10.0 out of 10, Exceptional, (1 review)
"Harbor Island is the perfect beach destination that positions you to take day trips to Savannah and Charleston. This home is beautiful and well-appointed with everything you need for a comfortable stay. We absolutely loved the screened in back porch and access to pool, beach, tennis courts, pass to Hunting Island and golf cart. The beds were very comfortable and there were plenty of towels etc. Communication with the management team was great and it was easy to check in/out. We will...
United States
Kristin M.
The price is NZ$1,117
includes taxes & fees
20 Aug - 21 Aug
Harbor Island Beach Home Dog Friendly Resort Pools Golf Cart Included

13. Steps to Pool & Beach: St. Helena Island Escape!

Steps to Pool & Beach: St. Helena Island Escape!
4.0 star property
Harbor Island
Steps to Pool & Beach: St. Helena Island Escape!

14. St Helena Island Condo - 1/2 Mi to Beach

St Helena Island Condo - 1/2 Mi to Beach
4.0 star property
Harbor Island
10.0 out of 10, Exceptional, (2 reviews)
"The Condo and property was beautiful. The beach was not what we were expecting, not great for swimming but still nice to walk on. The local restaurants were awesome. Shopping at Hilton Head was great as well. "
United States
Susan
The price is NZ$615
includes taxes & fees
22 Aug - 23 Aug
St Helena Island Condo - 1/2 Mi to Beach

15. Ocean-view Island Condo w/ Pool: Pets Welcome!

Ocean-view Island Condo w/ Pool: Pets Welcome!
3.5 star property
Harbor Island
9.0 out of 10, Wonderful, (2 reviews)
"The stay was really great. The bugs around the marsh and all the dead jelly fish were not so great. No complaints about the property other than unclear instructions on where to put trash. "
United States
Ashley
The price is NZ$550
includes taxes & fees
31 Aug - 1 Sept
Ocean-view Island Condo w/ Pool: Pets Welcome!

16. Beach Access: Ocean-view Condo w/ Screened Balcony

Beach Access: Ocean-view Condo w/ Screened Balcony
3.0 star property
Beachwalk
The price is NZ$630
includes taxes & fees
3 Sept - 4 Sept
Beach Access: Ocean-view Condo w/ Screened Balcony

17. Poolside Fun & Ocean Strolls: Harbor Island Haven!

Poolside Fun & Ocean Strolls: Harbor Island Haven!
3.0 star property
Beachwalk
The price is NZ$731
includes taxes & fees
2 Sept - 3 Sept
Poolside Fun & Ocean Strolls: Harbor Island Haven!

18. St Helena Island Condo w/ Beach Views & Porch!

St Helena Island Condo w/ Beach Views & Porch!
4.0 star property
Harbor Island
The price is NZ$750
includes taxes & fees
20 Aug - 21 Aug
St Helena Island Condo w/ Beach Views & Porch!

19. Harbor Island Beach Retreat - Steps to Ocean!

Harbor Island Beach Retreat - Steps to Ocean!
4.0 star property
Harbor Island
The price is NZ$811
includes taxes & fees
11 Sept - 12 Sept
Harbor Island Beach Retreat - Steps to Ocean!

20. Oceanfront St Helena Island Condo w/ Beach Access!

Oceanfront St Helena Island Condo w/ Beach Access!
4.0 star property
Harbor Island
10.0 out of 10, Exceptional, (1 review)
"Condo is clean and had everything we needed. Very comfortable and easy access to beach! Relaxing!"
United States
Darrell
The price is NZ$875
includes taxes & fees
23 Aug - 24 Aug
Oceanfront St Helena Island Condo w/ Beach Access!
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 Harbor Island Hotel Reviews

Find out more about Harbor Island

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 Harbor 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 Harbor 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 Harbor Island. Seeing all the best attractions is bound to make you fall in love with Harbor 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 Harbor Island short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in Harbor Island?

Yes, there are holiday rentals close to the most popular sights in Harbor Island, or you can select a more secluded option if you're looking for a relaxing stay. Harbor Island is known for its parks and waterfront. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Harbor Island has to offer?

The Sandy Pineapple! Direct Edisto Beach oceanfront with 4 bedrooms and 2 baths: This holiday home rental outside of Harbor Island is located on the beach, and has a patio, a BBQ and air conditioning 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 that you can cook with friends or family.

How many holiday rentals are there in Harbor Island?

With 87 Expedia holiday rentals, you're guaranteed to find just the right place for your Harbor Island stay.

What can I see and do in Harbor Island?

Explore the area and family-friendly sights such as Edisto Island Serpentarium, or get out into nature at a spot like Fripp Island Beach. In the wider area, you’ll find Marine Corps Recruit Depot Parris Island and Hunting Island Lighthouse.

What are holiday rentals like in Harbor Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Harbor Island. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.