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Harbor Island Holiday Rentals

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Holiday Rentals in Harbor Island

Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
9.6 out of 10, Exceptional, (164)
"Clean, quiet room. Really great beach that is not crowded and pet friendly. Responsive owners. Really enjoyed our stay"
The price is NZ$725
includes taxes & fees
19 Jun - 20 Jun
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
Oceanview 4BR/3BA, Pet Friendly in Pelican Point
Oceanview 4BR/3BA, Pet Friendly in Pelican Point
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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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."
The price is NZ$817
includes taxes & fees
21 Jun - 22 Jun
Oceanfront, 50 yards from the beach and even less to the pool. Newly Renovated
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
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
9.6 out of 10, Exceptional, (11)
"Condo was lovely, very close to nice tennis courts. Beach was gorgeous. Bike/walking trails are awesome. Pools and hot tub also nice. We really enjoyed local comedy/magic show."
The price is NZ$886
includes taxes & fees
1 Jun - 2 Jun
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
10.0 out of 10, Exceptional, (68)
"Condo is close to pool, beach and restaurant. Very clean and inviting!"
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
Steps from the ocean
9.2 out of 10, Wonderful, (49)
"Condo was clean and very close to the pool and beach (5 min walk with a 2 year old). There were chairs, a wagon, umbrella, and towels available. This was awesome since we were unable to bring our own. Owner was responsive and was able to answer any questions we had. Internet disconnected once and the owner was able to troubleshoot quickly in order to get us back up and running in a few minutes. We will absolutely stay here again when we go back to HHI!"
Steps from the ocean
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
9.6 out of 10, Exceptional, (162)
"One of prettiest beaches I've ever seen at this property. Condo was perfect location. Wonderful trip. Would definitely stay here again. 10/10"
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
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
Coastal Condo w/ Balcony & Luxe Resort Amenities!
10.0 out of 10, Exceptional, (31)
"Cozy villa that had everything we needed. Close to beach. We had the best time!!"
Coastal Condo w/ Balcony & Luxe Resort Amenities!
Ocean Villa B240 - 2nd Floor Balcony Views
9.6 out of 10, Exceptional, (25)
"Was nice "
Ocean Villa B240 - 2nd Floor Balcony Views
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!
10% OFF JULY 20-27; OUR ONLY OPEN SUMMER WEEK! Grab it before its gone!
9.8 out of 10, Exceptional, (147)
"Great place to stay. Very clean and great deck and pool area. Very close walk to the beach."
10% OFF JULY 20-27; OUR ONLY OPEN SUMMER WEEK! Grab it before its gone!
Hilton Head Island Beach and Tennis Resort
3.5 star property
8.4 out of 10, Very good, (13)
"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
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
Royal Dunes Resort
3.5 star property
9.2 out of 10, Wonderful, (141)
"Room for the 5 of us easily and with all we needed and price was good"
Royal Dunes Resort
Ocean Villa C246 - Views from Deck
10.0 out of 10, Exceptional, (15)
"We had a great time visiting H2 for the first time over Memorial Day weekend. This location had everything we needed so much so that we only went offsite once! Great space and very clean. We would stay here again."
Ocean Villa C246 - Views from Deck
Ocean Villa C112 - Brand New Renovation
10.0 out of 10, Exceptional, (22)
"This was an amazing place to stay. The condo unit was squeaky clean and the overall resort property was well put-together. This unit isn’t a far walk at all from the pool and the beach, maybe 3-5 minutes at most. We really enjoyed having a full, renovated kitchen to cook meals in - the appliances were far nicer than you’ll find in many rentals. The staff at Oceanside Properties were so friendly and accommodating when we communicated via email and text. We will certainly be back!"
Ocean Villa C112 - Brand New Renovation
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.

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

Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
9.6 out of 10, Exceptional, (164)
"Clean, quiet room. Really great beach that is not crowded and pet friendly. Responsive owners. Really enjoyed our stay"
The price is NZ$725
includes taxes & fees
19 Jun - 20 Jun
Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
Oceanview 4BR/3BA, Pet Friendly in Pelican Point
Oceanview 4BR/3BA, Pet Friendly in Pelican Point
The Westin Hilton Head Island Resort & Spa
4.0 star property
8.4 out of 10, Very good, (1003)
"Top notch. 10/10 would definitely recommend "
The price is NZ$484
includes taxes & fees
5 Jun - 6 Jun
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.

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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