Getaway Vacation Package

Book a minimum three-night stay between August 16, 2025 and February 20, 2026 to receive complimentary meals, discounts, bicycles, preferred golf rates and more. For more details, Click here

Promo code: GETAWAY



Properties Available 380 properties available
Surround yourself with the lush natural beauty and sophisticated coastal style that have made Hilton Head Island famous in this marvelously updated four-bedroom home just steps away from the beach.At the heart of this home’s many attractions is the magnificent great room, which caps panoramic views of the verdant landscaping with ceilings that soar
Hot HOT 42

9 Sandhill Crane

Area: Oceanside

Property Type: House

Proximity to Beach: Walk to Beach

Bedrooms 4 Bed Bathrooms 4 Bath Guests 8 Sleeps

Open and airy, this second-story villa offers a premium-level experience thanks to refreshing updates, exquisite golf views and a location just a short bike ride away from the all fun and excitement of Harbour Town.Stepping in, you are surrounded by natural light thanks to soaring ceilings leading up to skylights, as well as a bank of tall windows
Hot HOT 22

2344 Racquet Club

Area: Harbour Town Perimeter

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 1 Bed Bathrooms 1 Bath Bathrooms 1 Half Bath Guests 2 Sleeps

Graceful furnishings and a stunning golf course view make this first-floor Plantation Club villa an excellent choice for your Sea Pines’ vacation.The main living spaces enjoy blissful natural light from an open floor plan and wide sliders that draw you out to an outdoor patio featuring al fresco dining and mesmerizing views of the 9th fairway at At
Hot HOT 30

461 Plantation Club Villas

Area: Plantation Club

Property Type: Villa

Proximity to Beach: Walk to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

An exquisite sense of luxury, breathtaking open airiness and a location just steps away from the most exciting attractions in Sea Pines make this stately Southern home perfect for your next upscale getaway.The elevated entryway welcomes you to a towering open living space, where two stories of windows bathe the space in lush natural light. Below, t
Hot HOT 36

5 Belted Kingfisher

Area: South Beach

Property Type: House

Proximity to Beach: Walk to Beach

Bedrooms 6 Bed Bathrooms 6 Bath Bathrooms 1 Half Bath Guests 16 Sleeps

Surrounding a lushly private courtyard ringed with fences and dappled by the shade of an old-growth live oak, this magnificent pet friendly Fairway One villa puts you in the heart of Sea Pines, with Plantation Golf Club just steps away. The wide rear patio offers the best golf views, a screened-in paradise offering al fresco dining for six and pano
Hot HOT 31

6960 Fairway One

Area: Plantation Club

Property Type: Villa

Proximity to Beach: Walk to Beach

Bedrooms 3 Bed Bathrooms 3 Bath Guests 6 Sleeps Pet Friendly Dog Friendly

Enjoy all the convenience of this PET FRIENDLY villa in the heart of Harbour Town with exquisite privacy and updated sophistication in this ground-floor one-bedroom villa.The open living space is marked by a refined sense of style through coastal chic accents and a subdued color scheme, running throughout a living room and dining room. In the livin
Hot HOT 30

870 Ketch Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 1 Bed Bathrooms 1 Bath Guests 4 Sleeps Pet Friendly Dog Friendly

An breezy floor plan and dazzling artistic flourishes create a wonderfully, open and airy feeling in this delightful top-floor villa boasting amazing golf course views and twisting live oaks.The property has been recently refreshed with a captivating robin’s egg blue paint scheme that runs throughout the open living space and beyond. An elegant din
Hot HOT 27

2350 Racquet Club

Area: Harbour Town Perimeter

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Bathrooms 1 Half Bath Guests 4 Sleeps

Enjoy elevated views of the 9th hole at Atlantic Dunes by Davis Love III, blissful comfort and inspired updates in this second-story villa in the heart of Sea Pines. Tile flooring guides you from the entry and into the open living space, passing by formal dining for six and the open kitchen with stone counters, flat cooktop stove and concealed wash
Hot HOT 27

522 Plantation Club Villas

Area: Plantation Club

Property Type: Villa

Proximity to Beach: Walk to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 4 Sleeps

Some vacation homes offer a respite from your journey. Some are a journey unto themselves. Such is the case at 26 Old Military Road, situated on a quiet street and enjoying magnificent golf views, an inspired sense of airiness, and delightful surprises around every corner. Wide pine flooring beckons your inward, drawing your eye immediately to the
Hot HOT 63

26 Old Military Road

Area: Plantation

Property Type: House

Proximity to Beach: Ride to Beach

Bedrooms 5 Bed Bathrooms 4 Bath Bathrooms 1 Half Bath Guests 12 Sleeps

Located just a short walk from the shopping, dining and excitement of Harbour Town, this sun-kissed two-bedroom villa pairs convenience with breathtaking tranquility and inspired Lowcountry décor. The main living space exults in natural light, with a set of sliders at one end illuminating a space informed by a sublime sense of coastal splendor. You
Hot HOT 59

869 Ketch Court

Area: Harbour Town Basin

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Guests 6 Sleeps

Three towering stories of comfort and elegance await you in this charming vacation villa located just a short bike ride away from the shopping, dining and excitement of Harbour Town.The open floor plan of the main living spaces orients itself toward two walls of sliders that open to lush greenery, filling the villa with exquisite natural light. To
Hot HOT 22

2204 Heritage Villas

Area: Harbour Town Perimeter

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 4 Bed Bathrooms 3 Bath Bathrooms 1 Half Bath Guests 8 Sleeps

Through its gated courtyard with arched entrance, this open and airy villa greets you with immediate marsh views of Stoney Creek. The living area invites light with vaulted ceilings and a two-level wall of windows; plus the room offers a TV, DVD player, ceiling fan and sleeper sofa.Also enjoying the splendid marshside vista, the dining room seats s
Hot HOT 20

282 Stoney Creek Villa

Area: Harbour Town Perimeter

Property Type: Villa

Proximity to Beach: Ride to Beach

Bedrooms 2 Bed Bathrooms 2 Bath Bathrooms 1 Half Bath Guests 4 Sleeps

Tell us what you're looking for and someone will contact you with available options.

I agree