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
Elegant Oceanfront Penthouse Villa at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8 | Stunning Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to our elegant penthouse villa located in Hilton Head Island's renowned Sea Cloisters. This tastefully decorat
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 ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to Sea Cloisters 509, a magnificent oceanfront penthouse villa located on the top floor (5th floor) o
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 Coastal Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to our lovely 1st floor villa in the exclusive gated complex of Sea Cloisters. Our villa boasts stairs leading directly to the b
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Oceanfront First Floor Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8 | OceanfrontATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to 113 Sea Cloisters—an oceanfront villa where comfort, convenience, and coastal beauty come together seamlessly.Perch
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.
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to your dream beach getaway at 304 Sea Cloisters! Perched on the 3rd floor with sweeping views of the Atlantic, this fully
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Exquisite Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bedroom, two-bathroom condominium is the id
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.
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 5 | Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area, this oceanfront villa offer
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Coastal-Themed Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to your dream vacation home in Hilton Head Island! Located in the beautiful Sea Cloisters building, this two-bedroom, tw
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Stylishly Furnished Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2026 until March 19, 2026 (Dates Subject to Change)Welcome to Villa 309, a recently renovated and updated vacation home in Hilton Head Island that exceeds expecta
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Spacious Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to your spacious vacation home in Hilton Head Island, situated right on the oceanfront! This villa offers a prime location jus
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 ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to your tastefully decorated vacation home in Hilton Head Island. This two-bedroom, two-bathroom villa is t
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Coastal-Style Oceanfront Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8 | OceanfrontATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Welcome to your own piece of paradise at Sea Cloisters! This three-bedroom villa has been designed with your comfort and convenien
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
