Harbor Island Vacation Rentals

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Vacation Rentals in Harbor Island

Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!

Harbor Island
9.6 out of 10, Exceptional, (210)
"Ideally located "
United States
Gayle W.
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!

Oceanview, Pet Friendly in Pelican Point

Beachwalk
9.6 out of 10, Exceptional, (13)
"Great location and we loved the space. We had plenty of room and thoroughly enjoyed our stay."
United States
Beth H.
Oceanview, Pet Friendly in Pelican Point

Marriott's Barony Beach Club

3.5 star property
Mid Island
9.6 out of 10, Exceptional, (240)
"The staff was so kind. The property and room was clean. "
United States
Sarah
$179 nightly
The price is $197
Dec 19 - Dec 20
Total with taxes and fees
Marriott's Barony Beach Club

Island Links Resort by Palmera

3.0 star property
Mid Island
9.4 out of 10, Exceptional, (326)
"Nice resort and enjoyed our stay"
United States
Lisa
Island Links Resort by Palmera

37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

Mid Island
9.8 out of 10, Exceptional, (175)
"Perfect amount if space and amenities! Beautiful hardwood floors and lots of beach equipment. Private pool!!!"
United States
maggi c.
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

Mid Island
9.2 out of 10, Wonderful, (230)
"We had a nice stay, it was nice to be so close to the water! "
United States
April C.
Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

The Gulls Nest Beach House

Edisto Beach
8.8 out of 10, Excellent, (124)
"Had a great time. The house was good. Great location "
United States
Patsy M.
The Gulls Nest Beach House

Hilton Head Island Beach & Tennis Resort by Hilton Head Retreats

3.5 star property
Mid Island
8.2 out of 10, Very Good, (35)
"Liked everything "
United States
mike
Hilton Head Island Beach & Tennis Resort by Hilton Head Retreats

Dog-Friendly, Oceanside House w/Private Washer/Dryer, Free WiFi, Patio

Edisto Beach
9.4 out of 10, Exceptional, (45)
"Great location and everything you need."
United States
Julie U.
Dog-Friendly, Oceanside House w/Private Washer/Dryer, Free WiFi, Patio

Unbelievable Hilton Head Home on the Beach

Mid Island
9.6 out of 10, Exceptional, (34)
"Beautiful home -very comfortable - great location as it's an easy short walk to a lovely beach. "
United States
Shantal R.
Unbelievable Hilton Head Home on the Beach

Gorgeous View and just steps to the Beach!

Mid Island
9.6 out of 10, Exceptional, (217)
"Reasonably priced right off beach. Great hosts"
United States
David M.
Gorgeous View and just steps to the Beach!

Royal Dunes Resort

3.5 star property
Mid Island
9.2 out of 10, Wonderful, (177)
"Room was perfect People were very courteous "
Canada
Ricky
Royal Dunes Resort

Stunning Oceanfront Hideaway with Private Pool, Deck, and Yard - Dogs Welcome

Mid Island
9.4 out of 10, Exceptional, (84)
"beautiful property in a fantastic location. we'll return "
United States
gary b.
Stunning Oceanfront Hideaway with Private Pool, Deck, and Yard - Dogs Welcome

Steps from the ocean

Mid Island
9.2 out of 10, Wonderful, (93)
"It was a great location and place to stay. "
United States
chrystal y.
$264 nightly
The price is $290
Jan 5 - Jan 6, 2026
Total with taxes and fees
Steps from the ocean

Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18

Mid Island
Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18

🌴Waterfront Relaxing Retreat Wonderful Views & Amenities!

Mid Island
9.6 out of 10, Exceptional, (211)
"great location, well utilized space, enjoyed our stay. "
United States
thomas l.
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities!

5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

Mid Island
9.6 out of 10, Exceptional, (213)
"Had a great time and a great stay. We always go to Hilton Head on what would have been my mothers birthday, We had the pleasure of staying here and had a great time."
United States
Aimee S.
$219 nightly
The price is $241
Dec 7 - Dec 8
Total with taxes and fees
5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

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

Saint Helena Island
8.4 out of 10, Very Good, (38)
"The property was close to the beach and two different pools, along with a restaurant, bar, shops and fitness building. Great location and priced well!"
United States
Mariel P.
$289 nightly
The price is $318
Jan 5 - Jan 6, 2026
Total with taxes and fees
Oceanside, steps to the Beach, pets considered, cards avail, Beach Club Complex

Private Pool, Peaceful Location, Walk to Beach Home!

Mid Island
10.0 out of 10, Exceptional, (117)
"We had a great week, the pool was great, easy walk to beach! "
United States
Kimberly W.
Private Pool, Peaceful Location, Walk to Beach Home!

Oceanfront Showplace - Island Manor

Edisto Beach
10.0 out of 10, Exceptional, (164)
"This is a wonderful home for family and friends to enjoy an unforgettable beach vacation!"
United States
Diane C.
Oceanfront Showplace - Island Manor
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

Everything you need to know about Harbor Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Harbor Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Harbor Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Harbor Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Harbor Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Harbor Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $197 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Harbor Island rentals

At Expedia, we put the best Harbor Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Harbor Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Harbor Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Harbor Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Dog-Friendly, Oceanside House w/Private Washer/Dryer, Free WiFi, Patio: Visitors like this Harbor Island vacation home rental. It is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 3 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 89 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 Sea Wolf Charters, or get out into nature at a spot like Fripp Island Beach. In the larger area, you’ll find Penn Center and Coosaw Island.

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.