New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.


Properties Available 13 properties available
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends’ getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days will be filled with island fun in the oceanfront pool with a spa and a hot tub. A few feet
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

43 South Beach Lagoon Icone Collection Icon
House -
$1,099.00 - $4,000.00 / per night
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 5 (2)
Welcome to 1584 Lagoon, the Blue Heron Villa! This completely renovated (2024) 2 bedroom, 2 bathroom property is perfectly located within steps of South Beach Marina, a short five minute walk to South Beach, and a three minute walk to tennis, pickleball, The Salty Dog Café, restaurants, and shopping. The property includes two reserved parking spa
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

1584 Lagoon Villas
Villa -
$159.00 - $399.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern charm, offering a retreat that marries sophistication with the tranquility of golf course v
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

169 North Sea Pines Drive Icone Collection Icon
House -
$499.00 - $1,857.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (1)
This beautiful 2-bedroom, 2-bath villa has amazing views of the ocean. The large balcony has a table, chairs, and sun loungers to soak up the view. The balcony can be accessed through the living room sliding doors and one of the bedrooms. The first bedroom has a king bed and an en suite bathroom featuring a walk-in shower and tub. Located off of t
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

5303 Hampton Place
Villa -
$185.00 - $454.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (2)
2517 Windsor Place is a beautifully decorated villa with 3 bedrooms and 3 baths! Perfect for a golf getaway, family vacations, and couple retreats! This villa offers bedroom separation from the living and dining areas, allowing peaceful rest for those who retire early in the evening while others have a nightcap or enjoy the views in the living area
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

2517 Windsor II Icone Collection Icon
Villa -
$279.00 - $604.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4 (1)
Located in Palmetto Dunes and only a few minutes walk to the beach, this four bedroom home has all you need for the perfect stay on the island. 3 Cartgate offers four bedrooms and four and a half bathrooms, large spacious rooms, an open kitchen and private pool! As you walk into the home, the first floor features a spacious living room that connec
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

3 Cartgate
House -
$319.00 - $655.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (2)
Enjoy the amazing ocean views from this lovely 2-bedroom, 2-bathroom renovated Windsor II villa. The dining table offers seating for 6, and the adjacent breakfast bar offers bar stool seating for 3. Enjoy the spacious living room with a brand new sleeper sofa, additional seating, and a wall-mounted flat-panel smart TV and DVD player. The master b
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

2216 Windsor II
Villa -
$175.00 - $414.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Welcome to 40 Hickory Cove. Located in Palmetto Dunes, it is just steps away from the community pool and a short walk to the beach. The villa features two bedrooms and three bathrooms, providing ample space. Upon entering, you find yourself in a bright and open living room, characterized by large windows that allow ample natural light to fill the
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

40 Hickory Cove
Villa - Pet Friendly
$104.00 - $329.00 / per night
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (2)
Nestled in the charming Burke\'s Beach on Hilton Head Island, this remarkable 6-bedroom, 5 1/2-bathroom home is a coastal paradise that offers a luxurious and comfortable lifestyle. As you step inside, you\'ll be greeted by a spacious and well-designed interior that seamlessly blends modern amenities with beachside elegance. The open-concept livi
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

1 Sandy Beach Trail Icone Collection Icon
House
$429.00 - $1,153.00 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 15 guests
Indulge in the epitome of coastal living at this meticulously maintained 1-bedroom, 1.5-bath renovated villa in the prestigious Barrington Villas. Every aspect of this retreat has been thoughtfully curated to offer a blend of elegance and comfort, promising a vacation experience that exceeds expectations. As you step inside, you\'re greeted by bea
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

517 Barrington Court
Villa -
$95.00 - $260.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Bathrooms 1 half bath
Guests 4 guests
Rating 5 (1)
Enjoy endless coastline views from this corner villa on the fifth-floor face of the Windsor Court South building in Palmetto Dunes. Take in breathtaking panoramic views from the screened porch or one of the many balconies that can be found off the living room, dining room, main bedroom, and the second guest bedroom! Entering this lovely villa the
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

3507 Windsor Court South Icone Collection Icon
Villa -
$247.00 - $712.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (3)
504 Barrington Arms is a lovely three-bedroom, three-bathroom direct oceanfront condo on the fifth floor. Enjoy panoramic ocean views and updated furnishings and décor throughout. The dining area is adjacent to both the living room and the well-equipped kitchen. The primary bedroom is off the dining area to the right. It has a king bed and privat
Specials Tag Special
New on the Collection

Be one of the first to stay in one of these hand selected vacation properties on Hilton Head Island!

Experience luxury at its finest in our newest vacation rentals on Hilton Head Island, nestled along the Atlantic Ocean. These properties offer a perfect blend of comfort and sophistication. Inside, you'll find expansive living spaces with designer furnishings and modern amenities. Gourmet kitchens and spacious bedrooms ensure an indulgent stay. Hilton Head Island boasts 12 miles of beaches, over 30 golf courses, and tennis and pickleball courts. Our accommodations provide the ideal base for your holiday. 

We have no hidden fees!  Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.

504 Barrington Arms
Villa
$275.00 - $407.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests

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