Harbor Island vacation rentals

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Top-rated vacation rentals in Harbor Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Hilton Head Island

4.91 out of 5 average rating, 212 reviews

Gorgeous views-Close to beach, Resort Amenities!

Hear the sounds of the ocean from this 2 BD, 2BA Oceanside condo in Hilton Head Resort! Private beach access from this Building 1 villa-closest building to the beach & steps to the pool! Spectacular views of lagoon, tidal marsh leading to ocean & palmetto dunes golf course from your private terrace. Best of all, a short walk to the beach via our private boardwalk. Located mid island with great amenities-Indoor heated pool, hot tub & tennis. Close to supermarket, Shelter Cove shops & restaurants.

Guest favorite

Condo in Hilton Head Island

4.94 out of 5 average rating, 189 reviews

Super Low Rates - VERY CLEAN -KING Bed -Sleeps 5 -

Fully Furnished, Renovated Non-Smoking Villa sleeps 5 w/ King bed in Master, 2 Single beds in Guest Room & Rollaway Bed. Built-in Bar, Fully-equipped Kitchen with all small appliances. Beach Chairs, beach toys, games, cards. Flat Screen HDTV with hundreds of cable channels, DVD, Free Wi-Fi. Overhead Lighting & Ceiling fans in bdrms, extra blankets & pillows. Restaurants, Tennis, 2 Pools. Sip cold drinks on the wide sandy beach and watch Amazing Sunrises & Sunsets. Relax, You're in Paradise.

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 239 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your private balcony. Private beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!

Guest favorite

Condo in Hilton Head Island

4.77 out of 5 average rating, 167 reviews

Oceanview, just steps to beach! The heart of HHI

One bedroom ocean view villa in the heart of Hilton Head Island and Coligny Plaza. Steps to private beach access and just a short walk to the Tiki Hut. The villa is very clean and well cared for. Small kitchenette which includes oven, microwave and fridge. Bunks in hallway, recommended for young children. Weight limit on ladder: 75lbs. Queen size bed in bedroom with an entrance door to the bathroom and a Queen sleeper sofa in living room. Great view of the ocean from the balcony, afternoon sun

Guest favorite

Condo in Hilton Head Island

4.9 out of 5 average rating, 163 reviews

Beachfront property with ocean/sunrise view!

Ocean sunrises from your private balcony! Steps to the beach! Newly renovated 1 Bed/1 Bath villa in a gated ocean community. New flooring throughout with new central air/heat. Nicely appointed, fully equipped and immaculate. Perfect for up to 4 guests. Boardwalk to beach. Outdoor pool/showers. 2 beach cruiser bicycles included. Easy walk to Coligny Plaza for many restaurants, shops, grocery, etc. Great golf courses, tennis, biking/hiking trails, boating/fishing, parks in area.

Superhost

Home in Hilton Head Island

4.9 out of 5 average rating, 128 reviews

Long & Short Stay- Heated Pool ~ Walk to Beach~BBQ

Step into the spacious and fun 6BR 4Bath family oasis nestled in a tranquil neighborhood just a few steps away from pristine sandy beaches, restaurants, and exciting attractions. Explore the island from this prime location or lounge the day away next to the luxury swimming pool. ✔ 6 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Heated Pool, Fire Pit, BBQ) ✔ Deck ✔ Games (Beer Pong, Cornhole) Arcade ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Beach Accessories ✔ Parking See more below!

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 110 reviews

Oceanfront Breathtaking Views

Gorgeous Ocean front views await your perfect vacation at this beautifully decorated beach condo in Palmetto Dunes. Five star rated condo features lush landscaping, palm trees, and tropical flowers will entice your senses. Amenities nearby, swimming pools, barbecue grill, hot tub, white sandy beaches, bike cruisers, kayak, pickle ball, golf, fishing and tennis await you. Your condo features a spacious 1 bedroom, 2 bathrooms , kitchen, dining, living room, and balcony for your comfort .

Guest favorite

Condo in Hilton Head Island

4.99 out of 5 average rating, 345 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

Superhost

Condo in Hilton Head Island

4.81 out of 5 average rating, 158 reviews

Our Little Beach House In Hilton Head Island

Beautifully redone 2 bed 2 bath fully equipped kitchen first floor condo with balcony. 2 pools with spa and 2 tennis courts in a gated community short walk to the beach. Beach chairs & boogie boards included.washer/dryer dishwasher 2 smart tvs& wifi. Short ride to restaurant's ,shopping ,golf,and water sports. Miles of bike trails ! you can ride on the beach. 20 miles to Savannah for day trips... Great for girls,couples or golf week trips! Pack your bags and just enjoy!

Guest favorite

Condo in Hilton Head Island

4.95 out of 5 average rating, 121 reviews

Stylish, Renovated Coastal Haven on Hilton Head!

Beautifully decorated condo on one of the most tranquil, serene, and natural beaches on on the island! Be prepared to take in amazing sunsets and sunrises. Open floor plan overlooking the pool. All appliances, fixtures, and furnishings are brand new and everything upgraded!! Master bathroom is absolutely gorgeous! Striking navy blue tile paired with white tiles and matte black fixtures. This villa offers modern and sophisticated charm in a casual coastal setting!

Guest favorite

Condo in Hilton Head Island

4.93 out of 5 average rating, 121 reviews

Secluded 1st Floor Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States!

Guest favorite

Rental unit in Hilton Head Island

4.92 out of 5 average rating, 142 reviews

Relaxing Hilton Head Beach Getaway.

Great Vacation spot. Five minute walk to the Beach. Large 2 Bedroom and two new bathrooms & floors. Largest ocean front pool on the Island. 10 lit tennis courts with 12 pickle ball courts and a pro shop. Bar/Grill on the beach. Sports Bar/Restaurant & Pizza shop. On site Bike rental. Playground, grill stations, full gym. Laundry facilities. Convention Ctr. Chair and umbrella rentals, lifeguard on beach. Bike trails parallel roads on Island. Gated secure resort.