Holiday rentals in Hilton Head Island

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Top-rated holiday rentals in Hilton Head Island

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Guest favourite

Apartment in Hilton Head Island

4.89 out of 5 average rating, 176 reviews

Hilton Head Hidden Gem

Comfy 3rd floor walk up retreat. Peaceful decor. Screened balcony. Furnished kitchen. Free use of WIFI, beach chairs/umbrella, gym, basketball & tennis courts, charcoal grills/picnic tables; pools. Steps from your door: explore our sandy beach, watch fish jump & dolphins swim; observe nature on a private pier. See the sunrise on the water. Grocery/restaurants w/in 1-5 miles. Make a meal or a reservation! Short drive to all island locales. Great island bike paths. (No pets or smoking.)

Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 231 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 favourite

Apartment in Hilton Head Island

4.98 out of 5 average rating, 262 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

Guest favourite

Apartment in Hilton Head Island

4.9 out of 5 average rating, 106 reviews

Beachfront Balcony | Walk Everywhere | Pool

🌴 Enjoy your morning coffee taking in the ocean breeze under two beautiful palm trees. ❤️🏖️ Stay in the heart of Hilton Head Island with direct beach access. Your feet will be in the sand in less than a minute! Just steps away from all of the shops and great restaurants in Coligny Plaza. ⚡ High-speed internet and work-from-home ready with great lighting and zoom backgrounds. 🧹 Our condo is expertly cleaned after each guest, and equipped with everything you need to enjoy a wonderful stay.

Guest favourite

Apartment in Hilton Head Island

4.98 out of 5 average rating, 244 reviews

Coastal King Beach Flat Convenient to Everything!

Incredible location right on the beach! Walking distance to Coligny Plaza where there are a multitude of restaurants, cafe's, cute shops, bike rental places everything you need. Quite complex with pool and sundeck. High speed internet WIFI, smart tvs, Roku & Cable. All of the comforts of home including fully stocked kitchen, comfortable King bed, great for remote working, updated. Many extra amenities including beach chairs, umbrellas, water/soft drinks, Coffee K-cups, cooler, & essentials.

Guest favourite

Apartment in Hilton Head Island

4.98 out of 5 average rating, 146 reviews

"Beach Time" - a cozy HHI Condo, steps from beach

9/22-23 10/19-20 24-27 available. Low fees! Ninja tent & Solbello sunshade. HHI Beach & Tennis is a beachfront resort with many vacation amenities. Our condo is on first floor of OV B, close to the pool and beach activities but far away enough from noise of pool and restaurant. Our condo is 2-3 minutes from the beach. We provide a clean, safe, comfortable and affordable space for our guests. Our condo is cleaned, sanitized and ozonized. We have an air system, air purifier and dehumidifier.

Guest favourite

Rental unit in Hilton Head Island

5 out of 5 average rating, 298 reviews

Hilton Head Seaside Vacation Rental

Stay in a unique, quiet beachfront neighborhood for your vacation on HHI. Enjoy a 5 minute/2 block WALK TO THE BEACH, 2 FREE bikes, Roku with NETFLIX, and a mid-island location for easy access to local attractions. Step inside to a bright, super clean, well stocked place with all of the comforts of home. Outside, you are surrounded by Live Oaks and natural landscaping. The apt. features LR/kitchen combo, 1 bedroom w/ a queen bed, full bath, W/D in walk-in closet, and a deck w/ seating.

Guest favourite

Guest suite in Hilton Head Island

4.93 out of 5 average rating, 306 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite (256 sq ft) with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, bars, shops and weekly fireworks during summer. Supermarkets and more restaurants in 10 minutes walking. Free shuttle to attractions in 2 miles radius from April till September, beach 1.4 miles away, biking, fishing and water sports.

Guest favourite

Guest house in Hilton Head Island

4.89 out of 5 average rating, 123 reviews

Alli B's air B and B-great country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

Guest favourite

Apartment in Hilton Head Island

4.83 out of 5 average rating, 153 reviews

1st Floor Condo, Just Steps away from the Beach!

Fully updated villa located in Fiddlers Cove. This first floor, 2 bedroom/2 bath condo is just a short walk away to Folly Field beach. The fully furnished villa is just steps away to full access of 2 pools, hot tub, tennis courts, pickle ball and playgrounds. The HH bike trail is only a few feet away granting access to all the Island has to offer. The condo also includes a private back deck. Amenities include TV, WiFi, beach chairs, towels, outdoor grill and much more.

Guest favourite

Apartment in Hilton Head Island

4.9 out of 5 average rating, 137 reviews

Coastal Comfort! Condo in beachfront resort.

Beautiful fully renovated condo located in the Hilton Head Beach and Tennis resort. Kitchen has full size appliance, which makes staying in easy! King size bed and sleeper sofa in living room to comfortably sleep 4 people. Beach access from the resort. Its about a 2 minute walk through the parking lot. Resort has largest pool on island, gym, 3 restaurants, and tennis courts. Quick drive to multiple golf courses and other local favorites.

Guest favourite

Apartment in Hilton Head Island

4.99 out of 5 average rating, 135 reviews

Salty Tides ~ 2 BR/2 Bath ~ Short Walk to Beach!

Nestled in the Folly Field Beach community, Fiddler's Cove Beach & Racquet Club is only 300 yards to the beach. Our 2 bedroom / 2 bathroom condo is located in the 2nd villa on the 3rd floor (no elevator). The master bedroom has a King bed and the guest room has 2 Twin beds. The villa is conveniently located for easy access to the beaches, pool, tennis, pickleball and clubhouse.