​​Hilton Head House Rentals with Pool

Discover true relaxation and luxury with our Hilton Head house rentals with pool. Surrounded by the beautiful shores of Hilton Head Island, our Hilton Head house rentals offer an unparalleled vacation experience. Each house rental is rigorously maintained and equipped with the best modern amenities to ensure your stay is comfortable and stress-free. Our selection of Hilton Head house rentals with pool caters to every need and preference. From cozy beachside cottages to expansive oceanfront estates, we have the perfect home for you. Enjoy the convenience of a private pool where you can swim, sunbathe, and relax in complete privacy. Many of our Hilton Head rentals are also within walking distance to the beach, allowing you to easily explore the pristine shores and indulge in water activities.

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About Hilton Head

Hilton Head Island is renowned for its stunning beaches and vibrant local culture. With over 12 miles of pristine coastline, the island offers numerous beach access points, including popular spots like Coligny Beach Park and Folly Field Beach Park. The beaches are perfect for sunbathing, swimming, and enjoying various water sports. Beyond the beaches, Hilton Head boasts world-class golf courses, scenic bike trails, and a rich culinary scene. The island's charming atmosphere and natural beauty make it a top destination for travelers seeking both relaxation and adventure. Explore the island's unique blend of serene landscapes and exciting activities, and make your next vacation one to remember. 

 Book your dream vacation today with Vacation Homes of Hilton Head and experience the best that Hilton Head has to offer.

Properties Available 40 properties available
12 Collier Beach Rd in Hilton Head is indeed a wonderful oceanfront home, perfect for a vacation getaway. With its convenient location near Shelter Cove Towne Centre, vacationers can easily explore local shops, restaurants, and attractions. The six spacious bedrooms, private beach access, and stunning ocean views from all levels of the home offer a
Hot HOT 31
12 Collier Beach Road
12 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 16 guests
Rating 4.8 (94)
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46 Folly Field is newly renovated house in the sought-after Folly Field area is a perfect blend of comfort and convenience for a Hilton Head vacation. With 4 bedrooms and 3 full bathrooms, it offers ample space for families or groups. The proximity to the open ocean, just a few rows away from Folly Field Beach, allows for easy access to the beautif
Hot HOT 35
46 Folly Field Road
46 Folly Field Road
Folly Field Beach Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (49)
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This remarkable oceanfront estate showcases 7 bedrooms and 7.5 bathrooms, exuding unmatched beauty and luxury. 3 Singleton Beach Place is positioned in the perfect location, granting effortless access to nearby local restaurants, and shopping centers. The focal point of this home is its splendid open kitchen, boasting a double oven and an expansive
Hot HOT 48
3 Singleton Beach Place
3 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 26 guests
Rating 5 (34)
VIEW PROPERTY
19 Sand Dollar, Hilton Head Island. Welcome to this charming second-row ocean home blending traditional coastal Carolina styling with high-end details for a memorable beach vacation! Located directly across from a semi private beach, enjoy plenty of space to relax in the surf, sand, and sun. Designed to make the most of its fabulous location, this
Hot HOT 40
19 Sand Dollar Road
19 Sand Dollar Road
Folly Field Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 16 guests
Rating 4.9 (49)
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3 Surf Watch Way, Hilton Head is a 4,450 square foot home, located just steps from Burke's Beach, boasts an open concept floor plan perfect for entertaining. Enjoy family movie nights in the media room on the 2nd floor, equipped with a large flat-screen TV and recliners. The garage features a putting green, foosball table, air hockey, and arcad
Hot HOT 80
3 Surf Watch Way
3 Surf Watch Way
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 17 guests
Rating 4.9 (230)
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31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its finest. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon entering, guests are greeted by a seamless open floor plan that effortlessly blends the chef's k
Hot HOT 48
31 Singleton Beach Place
31 Singleton Beach Place
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 7 baths / 2 half baths
Guests 20 guests
Rating 4.9 (138)
VIEW PROPERTY
Welcome to 1 Barrier Beach Cove — your perfect Hilton Head getaway. Just a short stroll from the beach, this beautifully designed 6-bedroom, 6.5-bath coastal retreat was made for gathering, celebrating, and truly unwinding together.Start your mornings with coffee on the balcony as the coastal breeze rolls in, spend sun-soaked afternoons by th
Hot HOT 78
1 Barrier Beach Cove
1 Barrier Beach Cove
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 18 guests
Rating 5 (37)
VIEW PROPERTY
2 Collier Beach, Hilton Head Island. Experience luxury living at its finest in this magnificent oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own private bath, ensuring maximum comfort and convenience for all guests. The beautiful kitchen is
Hot HOT 51
2 Collier Beach Road
2 Collier Beach Road
Singleton Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 14 guests
Rating 4.8 (95)
VIEW PROPERTY
1 Shore Crest Lane, Hilton Head Island is a beautiful home built in 2022 and offers 5 bedrooms & 5 bathrooms, a large pool and a relaxing outdoor entertainment space. This lovely beach house is just a quick 3-5 minute walk to the Burkes Beach, is right next to Chaplin Park (tennis, basketball, playground, and beautiful athletic fields). Do not
Hot HOT 39
1 Shore Crest Lane
1 Shore Crest Lane
Burkes Beach
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 4.9 (21)
VIEW PROPERTY
5 Henry Lane, Hilton Head Island is a home nestled in Singleton Beach, this stunning 4-bedroom, 4.5-bathroom home offers a perfect getaway. With a spacious patio area featuring a secondary fridge, ample seating, pool, private gas grill, and TV, it's ideal for hosting family gatherings on warm summer evenings. Plus, its proximity to the beach, s
Hot HOT 23
5 Henry Lane
5 Henry Lane
Singleton Beach Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 12 guests
Rating 4.8 (80)
VIEW PROPERTY
4 Collier Beach Road, Hilton Head Island, is an oceanfront house with 6 bedrooms and 6.5 bathrooms, comfortably accommodating up to 18 guests. Its spacious layout is perfect for large groups, with two living areas for added convenience. The open concept kitchen offers top-of-the-line Wolf and Sub-Zero appliances. Enjoy the private pool and unbeatab
Hot HOT 32
4 Collier Beach Road
4 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
Rating 4.9 (78)
VIEW PROPERTY
6 Terra Bella Trace, Hilton Head Island is nestled between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's paradise. This outstanding property features 6 bedrooms and 8 bathrooms. The chef's kitchen boasts top-of-the-line Wolf and Sub-Zero appliances and an oversized island with wrap-around seating. The open-co
Hot HOT 77
6 Terra Bella Trace
6 Terra Bella Trace
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 4.9 (133)
VIEW PROPERTY

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