Hilton Head Oceanfront Rentals with Pool

Discover the ultimate vacation experience with our Hilton Head oceanfront rentals, each featuring luxurious pools and breathtaking ocean views. Located along the pristine shores of Hilton Head Island, our Hilton Head oceanfront rentals provide a serene escape from the everyday chaos of life. Enjoy your morning coffee by the pool or spend your days on vacation basking in the sun on the beach. 

 Our Hilton Head oceanfront rentals with pools cater to all your needs, ensuring a comfortable and memorable stay. Each of our luxurious rentals are equipped with modern amenities, spacious living areas, and private pools that invite you to unwind and enjoy the beautiful surroundings. With easy access to the beach, you can spend your days swimming in the Atlantic, building sandcastles, or simply soaking up the sun. In the evenings, return to your rental to relax by the pool, dine al fresco, or take a leisurely stroll along the shoreline.


About Hilton Head

Hilton Head Island is a paradise for beach lovers, known for its wide, sandy beaches and gentle waves. Popular beach access points include Coligny Beach Park, Driessen Beach Park, and Folly Field Beach Park, all offering amenities such as restrooms, showers, and picnic areas. Beyond the beach, Hilton Head boasts a vibrant community with excellent dining, shopping, and entertainment options. Explore the island’s numerous bike trails, visit the iconic Harbour Town Lighthouse, or enjoy a round of golf at one of the many world-class courses. With its natural beauty and endless activities, Hilton Head Island promises an unforgettable vacation. 

Book with Vacation Homes of Hilton Head today and start planning your unforgettable Hilton Head Island vacation!


Properties Available 20 properties available
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 ki
Hot HOT 108
31 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 20 guests
Rating 4.9 (42)
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 78
6 Terra Bella Trace
House
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 4.9 (40)
9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring views! Ideal for multiple families, this stunning seven-bedroom, five-and-a-half-bathroom home spans three stories with an elevator. Professionally decorated, it boasts breathtaking panoramic views from most rooms. Four oceanfront bedrooms feature private balco
Hot HOT 84
9 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 5 baths
Guests 20 guests
Rating 4.7 (10)
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 38
12 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.7 (30)
4 Collier Beach Road, Hilton Head Island, is an oceanfront house boasting 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. Enjoy the private pool and unbeatable oceanfront views from the back deck. With a private boardwalk leading d
Hot HOT 20
4 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (28)
21 Horvath, Hilton Head Island. This stunning oceanfront home offers 5000 square feet of luxury living space, featuring 6 bedrooms and 6 bathrooms. The open-concept living area and chef’s kitchen provide the perfect space for gatherings, while the oversized oceanfront pool deck and propane grill are ideal for outdoor entertaining. Enjoy direc
Hot HOT 83
21 Horvath's Peninsula
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 4.7 (49)
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 71
3 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 26 guests
Rating 5 (8)
Prepare to have your dreams come true at 7 Singleton Beach Place! This breathtaking oceanfront property has undergone a complete renovation, ensuring that every aspect of your stay is nothing short of extraordinary. With direct, private beach access just steps away from your door, you'll have the pristine sands and sparkling waters of Hilton He
Hot HOT 47
7 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.8 (8)
27 Singleton Beach, Hilton Head Island is a  direct oceanfront home that accommodates up to 18 guests and boasts an open-concept floor plan with breathtaking 360-degree views of the ocean and marsh. Enjoy a chef’s kitchen, 4 luxurious master suites with deep soaking tubs and oversized walk-in showers, dedicated work desks, and additional
Hot HOT 50
27 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Rating 4.8 (50)
10 Collier Beach, Hilton Head Island is an escape to paradise in this stunning 6-bedroom, 7-bathroom oceanfront home, offering breathtaking ocean views and the ultimate in privacy. Relax by the private pool, enjoy direct access to the beach, and indulge in the luxury of a chef's kitchen. Entertain friends and family in the game room, or let tee
Hot HOT 61
10 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 4.9 (31)
This luxurious 7-bedroom, 7.5-bathroom oceanfront home is truly a paradise for families or groups seeking an unforgettable retreat. Boasting stunning views of the ocean, its open concept floor plan seamlessly blends indoor and outdoor living, creating an inviting atmosphere for relaxation and entertainment. Each room is adorned with top-of-the-line
Hot HOT 75
21 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.8 (70)
29 Singleton Beach, Hilton Head Island is a modern home ideal for large groups, families with kids, or couples seeking a retreat! Its open-concept floor plan includes a sleek gourmet kitchen flowing into the dining room, perfect for meal preparation and socializing. After a day of adventures, unwind in the master suite with its oversized ensuite ba
Hot HOT 35
29 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.7 (52)

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