From beachfront villas with breathtaking views to luxurious homes designed for unforgettable gatherings, our 2024 vacationers loved these stays. These top vacation rentals represent the best of what coastal South Carolina has to offer. Explore the unique features that made them guest favorites and secure your stay before it’s too late!
Our Most Popular Listings of 2024
Whether you’re planning a family getaway, a couples’ retreat or a group vacation, these standout properties are ready to wow you. But hurry - they are already booking up for 2025!
59 Surfsong, Kiawah Island
6 Bedrooms | 7.5 Bathrooms | 14 Guests
Completed in May 2021, 59 Surfsong is a luxurious oceanfront, ocean-view home nestled among majestic live oaks in Kiawah Island's exclusive Vanderhorst neighborhood within the Kiawah Island Golf Resort. Just steps from the beach—accessible via a semi-private boardwalk—this estate offers unparalleled access to ten miles of pristine sandy shoreline. This spacious, three-story property features ample space for up to 14 guests, a living space with an outdoor kitchen and an entertainment room featuring a pool table!
Key Amenities:
- Private pool with expansive deck space
- Gourmet kitchen with high-end appliances
- Multiple outdoor seating areas, including a covered porch
- Proximity to Kiawah Island’s pristine beach
- Access to five public golf courses – Ocean Course, Turtle Point, Osprey Point, Cougar Point, Oak Point
Want to learn more? View this listing.
126 Flyway Drive, Kiawah Island
7 Bedrooms | 6 Bathrooms | 14 Guests
Settled on the pristine Kiawah Island coastline, 126 Flyway Drive is an ocean-front, pet-friendly dream home away from home. At more than 5,000 square feet, this beautifully crafted living space features a private saltwater pool and spa nearby an outdoor lounging area for the ultimate relaxation. Its wraparound porch is perfect for starting your day with the sunrise or basking in the sea breeze and late afternoon glow. With pine flooring reclaimed from a historic Charleston building dating back to the 1800s and other antique features, 126 Flyway Drive is Lowcountry history come to life!
Key Amenities:
- Private pool (heating available)
- Direct beach access via private boardwalk
- Pet-friendly (1 small dog under 25 lbs; approval and fee required)
- Spacious living areas with ocean views
- Primary penthouse suite
Want to learn more? View this listing.
4205 Mariners Watch, Kiawah Island
3 Bedrooms | 3 Bathrooms | 7 Guests
Experience unparalleled luxury and breathtaking views at this newly renovated three-bedroom villa on Kiawah Island. Located in the heart of the Kiawah Island Golf Resort, this second-floor Mariners Watch condo offers unbeatable oceanfront vistas along with modern amenities. With a fully-equipped kitchen and unforgettable views, every meal and moment promises to be a new cherished memory.
Key Amenities:
- Direct beach access
- Fully equipped kitchen with modern appliances
- Private balcony, plus screened porch with dining space
- Proximity to Night Heron Park and local dining
- Monthly winter rental options
Want to learn more? View this listing.
2807 Palm Blvd., Isle of Palms
7 Bedrooms | 7.5 Bathrooms | 20 Guests
Welcome to "The Pearl," a luxurious, pet-friendly Isle of Palms retreat just steps from the ocean. This expansive Charleston-style home was recently updated in 2024 and boasts a new private pool, hot tub, outdoor kitchen and TV and even a 7-hole putting green, making it perfect for large gatherings seeking both relaxation and entertainment. This must-stay getaway was even featured on Bravo’s “Top Chef!” The Isle of Palms property is located just 20 minutes from historic Downtown Charleston and across the street from the Isle of Palms Recreation Center and playground, making it perfect for a romantic getaway or family vacation.
Key Amenities:
- Private pool and hot tub (with room for 8-10)
- Outdoor kitchen with grill
- Rooftop deck with ocean views
- 7-hole putting green
- Indoor elevator
Want to learn more? View this listing.
3 39th Avenue, Isle of Palms
6 Bedrooms | 6.5 Bathrooms | 14 Guests
This beautiful new luxury home offers a peaceful setting with modern furnishings and custom details, such as a hand-crafted oyster fireplace. The open-concept living room, kitchen and dining areas are full of natural light, ideal for both entertaining and relaxing. The outdoor spaces of 3 39th Avenue are the main attraction, featuring a private pool and hot tub, AstroTurf yard, a new outdoor kitchen and more.
Key Amenities:
- Private pool (heating available)
- Street-legal golf cart (available for rent)
- Elevator access (optional fee)
- Outdoor kitchen with grill
- Proximity to the beach and local attractions
Want to learn more? View this listing.
416B Shipwatch, Isle of Palms
3 Bedrooms | 3 Bathrooms | 8 Guests
Experience your dream beachfront Carolina vacation in this three-bedroom, three-bathroom luxury penthouse. Nestled within the gated resort community of Wild Dunes, this condo underwent a complete floor-to-ceiling renovation in 2022 and now emanates coastal elegance throughout. With stunning views of the Atlantic Ocean, this impressive property at the Shipwatch Vilas Neighborhood is sure to provide an unforgettable vacation experience. Did we mention it is located just across the street from the golf course?
Key Amenities:
- Beachfront pool and children's pool
- Private balconies with ocean and golf course views
- Access to Wild Dunes Resort amenities
- Proximity to golf courses and beach
- Monthly winter rental options
Want to learn more? View this listing.
Your 2025 Beach Vacation Starts Here
Experience the luxury and charm of a Lowcountry getaway. Sweetgrass Properties’ local experts help connect you with properties that meet your every need in Kiawah Island, Wild Dunes, Seabrook Island and Isle of Palms. Explore our listings and contact us to learn more about booking your Charleston coast vacation.