Escape to Sea Cloisters, a hidden gem in Hilton Head’s Folly Field Beach. With direct oceanfront access, a private pool complex, and a gated community, this peaceful retreat is perfect for families, multi-generational vacations, and travelers looking for the ultimate beachside getaway.
Book Your Sea Cloisters Vacation Rental Below!
Unparalleled Oceanfront Access
Step outside and stroll across the private boardwalk over the dunes, leading directly to Hilton Head’s pristine shoreline. Wake up to breathtaking Atlantic Ocean views, enjoy morning beach walks, and unwind with the sound of crashing waves just steps from your door.
Resort-Style Amenities for Ultimate Relaxation
At Sea Cloisters, guests enjoy more than just a great location. Our rentals offer:
Gated, private oceanfront pool with a sundeck and lounge chairs
Spacious villas with private balconies or patios to take in coastal views
Secure private parking for a worry-free stay
Lush, beautifully landscaped grounds enhancing the island’s natural beauty
Perfect for Multi-Generational Gatherings
Planning a family reunion? Sea Cloisters makes it easy for each family to have their own space while staying close together. Spacious accommodations, ocean views, and shared resort amenities create the perfect setting for quality time and lasting memories.
Convenient Mid-Island Location
Nestled in the heart of Hilton Head, Sea Cloisters offers easy access to the island’s best attractions:
Minutes from dining and shopping at Shelter Cove Towne Centre
Nearby golf courses and tennis facilities for sports enthusiasts
Scenic bike trails connecting you to parks, marinas, and island landmarks
Why Choose Sea Cloisters?
With stunning oceanfront views, resort-style amenities, and a prime location, Sea Cloisters offers an unforgettable Hilton Head Island vacation experience. Whether you’re looking for relaxation, adventure, or quality time with loved ones, you’ll find it all at Sea Cloisters.
Start planning your Hilton Head getaway—book your Sea Cloisters vacation rental today!
***Please note that this community does not allow pets***
27 properties available
Exquisite Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean ViewsWelcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bedroom, two-bathroom condominium is the ideal destination for your next family vacation. Step inside and be greeted by fresh, coastal decorations that create a relaxin
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to our beautifully remodeled villa, located just steps away from the sand on Hilton Head Island. This tastefully designed home provides convenient access to the beach, gated pool, and all the amenities you need to feel right at home. The coastal ambiance of the
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Luxurious Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6Indulge in the ultimate tropical getaway at this professionally decorated vacation home in Hilton Head Island. Located on the elevated first floor, this condo offers a luxurious and inviting atmosphere.As you step inside, you'll be captivated by the light and spacious
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Newly Remodeled Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to your dream vacation home at Sea Cloisters on Hilton Head Island! This newly-remodeled first floor villa offers convenient and easy access to the beach, pool, and all of the wonderful amenities that Sea Cloisters has to offer. With its tastefu
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Beach-Themed Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your perfect beach getaway in Hilton Head Island! This tastefully decorated oceanfront villa offers stunning views of the ocean and provides a delightful ambiance. With two bedrooms and two bathrooms, this villa is the ideal vacatio
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Spacious Oceanfront Villa with Loft at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8Welcome to your spacious and beautifully decorated vacation home in Hilton Head Island. This villa offers a truly remarkable experience with breathtaking views of the Atlantic Ocean. With its airy and open layout, this villa provides a comfortable and inviting at
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Exceptional Oceanfront Penthouse Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8Welcome to the luxurious vacation home of Villa 501 at Sea Cloisters in Hilton Head Island. This stunning penthouse villa offers a truly remarkable oceanfront experience with breathtaking views from every room. With its three bedrooms and two baths, this spaci
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Oceanfront Paradise Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsEscape to your own oceanfront paradise in this stunning vacation home located in Hilton Head Island. With its breathtaking views and convenient amenities, this two-bedroom, two-bathroom villa is the perfect destination for your beach getaway.As you enter the
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Coastal-Themed Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean ViewsWelcome to your dream vacation home in Hilton Head Island! Located in the beautiful Sea Cloisters building, this two-bedroom, two-bathroom oceanfront villa is designed with a coastal theme that exudes relaxation and comfort.As you enter the villa, you&#
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Tastefully Decorated Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your tastefully decorated vacation home in Hilton Head Island. This two-bedroom, two-bathroom villa is the perfect destination for your beach retreat. With its well-equipped kitchen, spacious living and dining areas, and st
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Top Floor Oceanfront Penthouse with Loft at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 10 | Panoramic Ocean ViewsWelcome to Sea Cloisters 509, a magnificent oceanfront penthouse villa located on the top floor (5th floor) of the building. This three-bedroom, three-bathroom villa offers unparalleled ocean views from the vaulted living room,
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Coastal Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Panoramic Ocean ViewsIndulge in the ultimate tropical getaway at this professionally decorated vacation home in Hilton Head Island. Located on the fourth floor, this condo offers a luxurious and inviting atmosphere.As you step inside, you'll be captivate
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
