Vacation Rentals


Properties Available 284 properties available
Infused with an upscale coastal vibe and enjoying a location in the heart of Harbour Town, this PET FRIENDLY two-story villa is ideal for your next getaway in Sea Pines.The main living space incorporates full family and dining spaces. Ringed by four woven grass chairs and flanked by a granite sidebar, the glass-top dining table brings the whole gro

825 Ketch Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 1 Bath Bathrooms 1 Half Bath Guests 6 Sleeps Pet Friendly Dog Friendly

Enjoy stunning golf views in this PET FRIENDLY unit. This wonderful end unit embodies the tranquility and beauty of a Sea Pines vacation. The unique placement of this villa allows for your own private parking spot as you arrive at your Hilton Head Island getaway. Inside, updated flooring fixtures and colors evoke sophisticated Southern hospitality

2230 Heritage Villas

Area: Harbour Town Perimeter

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Bathrooms 1 Half Bath Guests 6 Sleeps Pet Friendly Dog Friendly

A refined sense of coastal sophistication informs this elegantly appointed two-bedroom gem in one of the most desirable locations in Sea Pines.Situated just steps from the all-new Harbour Town Clubhouse, this ground floor villa dazzles immediately upon entry, with an open living space stretching before you toward wide windows. Stone tile flooring r

904 Cutter Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

Enjoy elegant coastal living in this beautifully furnished first-floor villa featuring a private courtyard. This 2-bedroom, 2-bathroom retreat offers a king bed in the primary suite and two twin beds in the guest room. Ideally located just steps from Harbour Town Golf Links, Sea Pines Racquet Club, the Yacht Basin, dining, shopping, water activitie

868 Ketch Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 4 Sleeps

Nestled among the lush Tuscan comforts surrounding Harbour Town Yacht Basin, this elevated vacation getaway exudes coastal style and flair. Entry brings you right into the beautifully open living space, where a galley style kitchen with updated appliances and finishes stretches off to one side. Heading past the formal dining for six beneath a beaut

1045 Caravel Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 3 Bed Bathrooms 3 Bath Guests 8 Sleeps

An unbelievable location and a beautifully realized series of updates come together in this marvelous second-story villa.Magnificent travertine flooring guides you into an open living space dominated on one side by tall floor-to-ceiling sliding glass doors. They bathe the comfortable conversation area in natural light, making the coastal inspired b

878 Ketch Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 1 Bed Bathrooms 1 Bath Guests 4 Sleeps

Construction nearby 9/12/26-4/30/27.Through the exclusive gates of Turtle Lane, you’ll enter a key-access elevator to reach this uniquely exquisite third floor villa. Try to remember to exhale as you enter this home, as both the luxurious furnishings and the dramatic bird’s eye ocean view, seen immediately through the front door, steal your breath

303 Turtle Lane

Area: Plantation

Property Type: Villa

Proximity to Beach: On The Beach

Bedrooms 3 Bed Bathrooms 3 Bath Guests 10 Sleeps

Elevated views and a sense of space inform this wonderful vacation getaway located just a short bike ride from the beach and the shopping, dining and excitement of Harbour Town.The open living space stretches from the chef’s kitchen out to a living room space, marked by sleeper sofa and loveseat in comfortable microsuede. The front a flat-screen T

534 Plantation Club Villas

Area: Plantation

Property Type: Villa

Proximity to Beach: Walk to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

Construction nearby 9/12/26-4/30/27.Beautifully updated to reflect a coastal sophistication in keeping with its sweeping elevated beach views, this majestic beachside villa offers the ultimate in vacation serenity and style.Hand-scraped hardwood floors beckon you into the open living space, where a spacious sectional sofa and armchair front a decor
Hot HOT 56

201 Turtle Lane

Area: Plantation

Property Type: Villa

Proximity to Beach: On The Beach

Bedrooms 4 Bed Bathrooms 4 Bath Guests 12 Sleeps

Wide open spaces, luxurious touches and a jaw-dropping view of South Beach and the ocean beyond define a vacation villa built for creating lasting memories. Dolphins can be seen jumping out of the water from all decks.Located on the first floor of the exquisite Beachside Tennis complex, this beach style villa packs architectural interest and luxury

1850 Beachside Tennis

Area: South Beach

Property Type: Villa

Proximity to Beach: On The Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

Enjoy your next vacation in this newly renovated and updated vacation villa. The villa has a new kitchen, three new baths, new LED lighting, LVP flooring throughout and new fans and smart TVs in all rooms. The kitchen has great views out to the open living room, the lagoon, and golf course. Looks and feels like a brand new unit! This is an end unit

97 Fairway Lane

Area: Plantation

Property Type: Villa

Proximity to Beach: Walk to Beach

Bedrooms 3 Bed Bathrooms 3 Bath Guests 6 Sleeps

Casual coastal flair and delightful airiness define this vacation getaway just a short bike ride from the beach and the coastal bliss of Harbour Town.Open and inviting, the main living space charms with its Lowcountry-style accent wall of off-white paneling and its subtle Lowcountry colors. The main living room enjoys ultra-plush sofa and loveseat

436 Plantation Club Villas

Area: Plantation

Property Type: Villa

Proximity to Beach: Walk to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

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