Sea Cloisters Vacation Rentals

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!


Properties Available 28 properties available
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeContemporary style villaWell-equipped kitchen with modern appliancesDirect beach access via private walkwayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters Unit 206, a newly renovated vacation villa with stunning panoramic views
Villa - Sea Cloisters 206, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeStylishly furnished villaSpacious interior exudes elegance and sophisticationExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Villa 309, a recently renovated and updated vacation home in Hilton Head Is
Villa - Sea Cloisters 309, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeDirect oceanfront second floor villa with sunrise viewsMaster bedroom with king bed and private bathroomOcean views from dining room, living room, and master bedroomXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our absolutely cute and comfo
Villa - Sea Cloisters 205, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSecond-floor location with breathtaking beach and ocean viewsSpacious living room with flat-screen TV, VCR, and DVD playerExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our stunning oceanfront villa, loca
Villa - Sea Cloisters 202, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to change1st floor villa with convenient beach and pool accessMaster suite with king-size bed and ocean viewsHigh-speed wireless internetXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nightsWelcome to our lovely 1st floor villa in the exclusive gated complex of Sea Cl
Villa - Sea Cloisters 112, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeLocated in the picturesque Folly Field areaSpacious and inviting interiorPrivate deck with ocean viewsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area,
Villa - Sea Cloisters 312, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFifth floor penthouse villa with panoramic ocean viewsLiving room offer serene ocean views, enhancing the overall vacation experienceDirect beach access and oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our stunning two-story
Villa - Sea Cloisters 511, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFully furnished for a hassle-free stayPrivate deck overlooking the oceanProvides a relaxing and peaceful getawayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect vacation home in Hilton Head Island! This stunning villa offers
Villa - Sea Cloisters 410, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeBreathtaking ocean views from the villa.Fully equipped kitchen with brand new appliancesDirect access to miles of pristine beaches.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to your own oceanfront paradise in this stunning vacation home loca
Villa - Sea Cloisters 411, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTotal Interior Remodel Scheduled for Oct 2024 - April 2025, Be the first to rent in 2025!First-floor location for easy accessHigh-speed wireless internetSteps away from the pool and private beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to
Villa - Sea Cloisters 113, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changePanoramic ocean views from the living room, primary bedroom, and balconyOffers ample space for family getawaysConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters 509, a magnifi
Villa - Sea Cloisters 509, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeProfessionally decorated with a luxurious and inviting atmosphereRemodeled kitchen with bar seatingPanoramic ocean views from the living room and balconyXplorie - 2 Free Adult Bikes (Valid for stays in 3 - 21 days) Indulge in the ultimate tropical getaway at this p
Villa - Sea Cloisters 104, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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