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Harbor Island Vacation Rentals

Vacation Rentals in Harbor Island

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 $164
$347 total
includes taxes & fees
May 27 - May 28
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
Property grounds
Oceanview 4BR/3BA, Pet Friendly in Pelican Point
Oceanview 4BR/3BA, Pet Friendly in Pelican Point
2 outdoor pools, pool umbrellas, sun loungers
Island Links Resort by Palmera
3.0 star property
9.2 out of 10, Wonderful, (228)
"Clean property, kid friendly, quiet... friendly and accommodating staff. Large spacious rooms "
Island Links Resort by Palmera
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Sun loungers, beach towels
Steps from the ocean
9.2 out of 10, Wonderful, (46)
"Shaneka is a wonderful host who is prompt in all communications. The condo is very well located and a minute's walk from the beach. Great restraunts and other points of interest at the island are all a short drive away. All amenities were well thought of and we had a pleasant stay overall. The only hitch we had was the AC, which did not work during our stay. But to the host's credit, maintenence was informed and they came to fix it, albeit unsuccessfully. It happens, but we look forward to...
Steps from the ocean
Outdoor pool
Oceanfront, 50 yards from the beach and even less to the pool. Newly Renovated
9.6 out of 10, Exceptional, (5)
"The unit was clean and decorated nicely, but the mattress on the bed left a lot to be desired and was very small for being listed as a queen. The couch was also very uncomfortable. Additionally, the miniature coffee pot isn’t practical, even for two people, and the pots/pans were giving dollar store quality. The saving factors were the view and proximity to the beach/pool. Having stayed in several other units/properties, I expect more for the cost."
Oceanfront, 50 yards from the beach and even less to the pool. Newly Renovated
Pool | Outdoor pool, a heated pool
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
9.6 out of 10, Exceptional, (91)
"This house is very spacious with lots of rooms. There are 2 bedrooms with full bathrooms and a third half bathroom. The location allows for easy access to very many places to visit including the Spring Lake recreation center where the pool, lazy river and splash pad is located. There are many restaurants near by as well as grocery stores and shopping outlets. The host is very responsive and so very helpful providing information not only about the house but things to do and places to see. The...
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
Pool
Hilton Head Family Condo w/ Community Pool & Bikes
9.0 out of 10, Wonderful, (61)
"Clean good location"
Hilton Head Family Condo w/ Community Pool & Bikes
Restaurant
Marriott's Barony Beach Club
3.5 star property
9.4 out of 10, Exceptional, (226)
" Excellent check in and unit very clean and spacious. "
The price is $619
$687 total
includes taxes & fees
May 19 - May 20
Marriott's Barony Beach Club
Outdoor dining
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
9.6 out of 10, Exceptional, (9)
"As others have said this is a small place, but it gets the job done. The pickleball courts are right across the way and we used them a lot. Unfortunately, the large pool was broken for a couple of days, but once working it was great. The walk to the beach was easy, as well. I would recommend this place."
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
Outdoor pool
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
10.0 out of 10, Exceptional, (66)
"Property was freshly updated and conveniently located on the first floor. All necessary amenities were available including a pretty comfortable power recliner. We would definitely stay here again. Thanks!"
The price is $200
$457 total
includes taxes & fees
Jun 9 - Jun 10
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
Pool
Coastal Condo w/ Balcony & Luxe Resort Amenities!
10.0 out of 10, Exceptional, (30)
"Hilton head, beach resort and tennis club was exactly as described. The property was clean, and perfectly situated for the beach and pool. The pool was the biggest pool I had seen seen anywhere. I highly recommend this."
Coastal Condo w/ Balcony & Luxe Resort Amenities!
Indoor pool, outdoor pool
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
9.6 out of 10, Exceptional, (161)
"We hope to come back and revisit in the near future! Best accommodations we have ever booked on VRBO!!!"
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
Pool
Ocean Villa B240 - 2nd Floor Balcony Views
9.6 out of 10, Exceptional, (24)
"May is a wonderful time for the beach. Enjoyed our condo!"
Ocean Villa B240 - 2nd Floor Balcony Views
Pool
Tranquil first floor condo - Hilton Head Beach & Tennis C107
10.0 out of 10, Exceptional, (9)
"We had a great time. The beach and pool are a short walk, probably 300-400 feet. Convenient to lots of great restaurants. Perfect for just the two of us"
Tranquil first floor condo - Hilton Head Beach & Tennis C107
Beach nearby
Hilton Head Island Beach and Tennis Resort
3.5 star property
8.6 out of 10, Excellent, (12)
"Close to restaurants, beachfront, room had everything you need. Full size refrigerator was great usually you get a tiny refrigerator. Kitchen had stove and microwave. Property has a front gate with full time security. Had a great time and will be back in the near future. "
Hilton Head Island Beach and Tennis Resort
Property grounds
Check Out Our Great Rates! Largest Decking & Pool on the Block!
9.8 out of 10, Exceptional, (146)
"This place was a great vacation. Location, house, amenities all amazing!"
Check Out Our Great Rates! Largest Decking & Pool on the Block!
BBQ/picnic area
Royal Dunes Resort
3.5 star property
9.2 out of 10, Wonderful, (140)
"Absolutely excellent stay! Everything exceeded our expectations. The location was perfect, right on the best part of the beach on the island. The accommodation was wonderful, super clean and spacious. Excellent facilities. Comfy sun loungers. Wonderful helpful staff. So pleased we chose to stay here on Hilton Head Island! "
Royal Dunes Resort
Fridge, microwave, oven, stovetop
Oceanview condo at Port Royal with pools, hot tub, tennis, & beach access
9.2 out of 10, Wonderful, (19)
"The view from our unit was gorgeous. "
Oceanview condo at Port Royal with pools, hot tub, tennis, & beach access
Pool
Resort Condo w/ Patio - Walk to Folly Field Beach!
9.8 out of 10, Exceptional, (37)
"My daughter and I were celebrating her 21st birthday. We had a great time. The condo was exactly as described."
Resort Condo w/ Patio - Walk to Folly Field Beach!
Pool
Hilton Head Condo w/ Pool Access - Walk to Beach!
9.8 out of 10, Exceptional, (73)
"Very clean, check in was easy and quick. The condo met our needs and was very inviting. We had three adults and two teenagers. Easy access to the pool and beach. Great location to restaurants and shopping. Overall excellent stay. Would definitely come back again."
Hilton Head Condo w/ Pool Access - Walk to Beach!
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See all available properties in Harbor 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.

Harbor Island Vacation Rental Travel Info

Other types of properties in Harbor Island you may be interested in

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 $164
$347 total
includes taxes & fees
May 27 - May 28
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
Property grounds
Oceanview 4BR/3BA, Pet Friendly in Pelican Point
Oceanview 4BR/3BA, Pet Friendly in Pelican Point
Meeting facility
The Westin Hilton Head Island Resort & Spa
4.0 star property
8.4 out of 10, Very Good, (1002)
"This hotel was nice and the rooms were clean and the beds were comfortable. the pool was nice for relaxing and not too busy either. Also this hotel is a prefect location on the beach so you can walk out and be right on the beach. If you want a spa treatment like a massage it’s was really nice and relaxing. I will be back to visit Hilton Head again and I will be staying here at the Weston again."
The price is $369
$451 total
includes taxes & fees
May 19 - May 20
The Westin Hilton Head Island Resort & Spa
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.

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 $164 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.

Recent reviews of Harbor Island properties
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