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

Harbor Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Harbor Island vacation rentals

1. 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, (6 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 CA $202
CA $445 total
includes taxes & fees
Nov 15 - Nov 16
Oceanfront Corner Condo , 3 Pools , Pickleball , Tennis, Harbor Island Paradise

2. 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 CA $191
CA $960 total
includes taxes & fees
Nov 15 - Nov 16
Harbor Island Beach Home Dog Friendly Resort Pools Golf Cart Included

3. 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, (93 reviews)
"2nd time staying and really enjoyed the clean condo and convenient access to beach and pool."
United States
Ashleigh M.
The price is CA $219
CA $580 total
includes taxes & fees
Nov 23 - Nov 24
St Helena Island Condo - 1/2 Mi to Beach

4. Harbor Island #D112

Harbor Island #D112
Saint Helena Island
10.0 out of 10, Exceptional, (7 reviews)
"Everything was great, thank you "
United States
Nicolae A.
The price is CA $331
CA $598 total
includes taxes & fees
Nov 10 - Nov 11
Harbor Island #D112

5. Charming 3-bedroom house in peaceful gated beach community of Harbor Island

Charming 3-bedroom house in peaceful gated beach community of Harbor Island
St Helena Island
The price is CA $530
CA $1,012 total
includes taxes & fees
Nov 10 - Nov 11
Charming 3-bedroom house in peaceful gated beach community of Harbor Island

6. Cute Cottage Next to Hunting Island.

Cute Cottage Next to Hunting Island.
Saint Helena Island
9.6 out of 10, Exceptional, (19 reviews)
"This place was amazing and we will definitely be back."
United States
Todd B.
The price is CA $174
CA $343 total
includes taxes & fees
Nov 11 - Nov 12
Cute Cottage Next to Hunting Island.

7. Frippin Fun Vacation - Fripp Island

Frippin Fun Vacation - Fripp Island
Saint Helena Island
8.8 out of 10, Excellent, (50 reviews)
"Perfect one bedroom condo and in a great location.."
United States
Wendie C.
The price is CA $140
CA $387 total
includes taxes & fees
Nov 16 - Nov 17
Frippin Fun Vacation - Fripp Island

8. Oceanside, steps to the Beach, pets considered, cards avail, Beach Club Complex

Oceanside, steps to the Beach, pets considered, cards avail, Beach Club Complex
Saint Helena Island
8.4 out of 10, Very good, (40 reviews)
"Greta location, right by the beach."
United States
javier m.
The price is CA $127
CA $427 total
includes taxes & fees
Nov 10 - Nov 11
Oceanside, steps to the Beach, pets considered, cards avail, Beach Club Complex

9. 522 Sunsuite

522 Sunsuite
Fripp Island
8.4 out of 10, Very good, (9 reviews)
"It was nice for our 2 day stay!"
United States
Greta E.
The price is CA $161
CA $566 total
includes taxes & fees
Dec 1 - Dec 2
522 Sunsuite

10. The Offbeat Oasis by the Marsh- State Park Pass Included🏖

The Offbeat Oasis by the Marsh- State Park Pass Included🏖
Saint Helena Island
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful setting, everything you need inside, not a private location, another small "cabin" behind it sharing the yard area and very close. A second cabin within sight of this one, all three using the same driveway. "
United States
Ann N.
The price is CA $219
CA $455 total
includes taxes & fees
Nov 10 - Nov 11
The Offbeat Oasis by the Marsh- State Park Pass Included🏖

11. Coastline Cottage with Breathtaking Ocean Views On Fripp Island Wi-Fi, Golf Cart

Coastline Cottage with Breathtaking Ocean Views On Fripp Island Wi-Fi, Golf Cart
Saint Helena Island
10.0 out of 10, Exceptional, (41 reviews)
"Such a great place for a get away! Communication with the host was easy and we plan to stay again! "
United States
Samantha E.
The price is CA $247
CA $608 total
includes taxes & fees
Dec 1 - Dec 2
Coastline Cottage with Breathtaking Ocean Views On Fripp Island Wi-Fi, Golf Cart

12. 515 Sunsuite

515 Sunsuite
Fripp Island
8.8 out of 10, Excellent, (5 reviews)
"Wonderful stay! There was a bit of a snag at check-in but staff worked quickly to resolve everything : )"
United States
Terra S.
The price is CA $178
CA $589 total
includes taxes & fees
Dec 1 - Dec 2
515 Sunsuite

13. Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!

Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!
Fripp Island
9.8 out of 10, Exceptional, (118 reviews)
"Perfect spot for a quiet getaway. We loved our stay!"
United States
Jennifer M.
The price is CA $196
CA $601 total
includes taxes & fees
Nov 10 - Nov 11
Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!

14. Coastal Elegance. Poolside. Just steps from the beach! Cards available.

Coastal Elegance. Poolside. Just steps from the beach! Cards available.
Fripp Island
9.2 out of 10, Wonderful, (123 reviews)
"Great place"
United States
John C.
The price is CA $183
CA $542 total
includes taxes & fees
Nov 11 - Nov 12
Coastal Elegance. Poolside. Just steps from the beach! Cards available.

15. 507 Sunsuite

507 Sunsuite
Fripp Island
9.4 out of 10, Exceptional, (6 reviews)
"Excellent on every area…CleanBeach easy accessPool easy access Wonderful stay!Will definitely return"
United States
Anonymous traveller
The price is CA $170
CA $578 total
includes taxes & fees
Nov 12 - Nov 13
507 Sunsuite

16. "A" Secluded Quiet Oasis Treehouse w/ Beach Pass

"A" Secluded Quiet Oasis Treehouse w/ Beach Pass
Saint Helena Island
10.0 out of 10, Exceptional, (17 reviews)
"Such a fun getaway and certainly a hidden gem! My husband and i thoroughly enjoyed our time. The views, the seclusion, the thoughtfulness of everything. We loved the outdoor shower and the bath with a view. We had such a memorable time here and will be back for more adventures here. Thanks so much Donelle!"
United States
Lindsey
The price is CA $184
CA $398 total
includes taxes & fees
Nov 10 - Nov 11
"A" Secluded Quiet Oasis Treehouse w/ Beach Pass

17. Tees and Tides

Tees and Tides
Fripp Island
9.0 out of 10, Wonderful, (2 reviews)
"Great location, view, and unit"
United States
Lionel
The price is CA $263
CA $610 total
includes taxes & fees
Dec 1 - Dec 2
Tees and Tides

18. Perfect Vacation on Fripp

Perfect Vacation on Fripp
Fripp Island
9.8 out of 10, Exceptional, (6 reviews)
"We had a wonderful time on our trip. Nataliya was very responsive and pleasant to speak with. House was great and as described. Would definitely stay again. "
United States
Jason R.
The price is CA $246
CA $679 total
includes taxes & fees
Nov 23 - Nov 24
Perfect Vacation on Fripp

19. Cozy Edisto Condo-Close to the Beach!

Cozy Edisto Condo-Close to the Beach!
Edisto Beach
9.0 out of 10, Wonderful, (125 reviews)
"We thoroughly enjoyed our stay. The condo was very nice and clean and it was the perfect getaway for my wife and I."
United States
Luke S.
The price is CA $127
CA $250 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Edisto Condo-Close to the Beach!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Harbor Island Hotel Reviews

Find out more about Harbor 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 Harbor 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Harbor Island?

Yes, we offer vacation rentals near well known points of interest in Harbor Island, or you can select a more secluded option if you're looking for relaxation. 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's the top vacation rental that Harbor Island has to offer?

Largest Pool & Deck on the block! The perfect retreat!: You might want to consider this vacation home rental near Harbor Island, which is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 Harbor Island?

With 87 Expedia vacation rentals, you're sure 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 larger area, you’ll find Marine Corps Recruit Depot Parris Island and Hunting Island Lighthouse.

What are vacation rentals like in Harbor Island?

Vacation rentals are private accommodations you can book for a short or long stay in Harbor Island. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.