Vacation Rentals
48 properties available
Welcome to Planters Wood 48, a fully renovated 4-bedroom, 4-bathroom luxury home nestled in the highly sought-after Sea Pines community on Hilton Head Island. Designed to comfortably sleep eight guests, this property offers unparalleled convenience, being just minutes away from Harbour Town and the beach. Inside, you'll discover a bright, airy, and
Get ready for a luxury vacation on Hilton Head Island at Forest Drive 19. This new home located in the Sea Pines community features four bedrooms, four and a half bathrooms, multiple decks and outdoor space, pool/playground/ tennis court access, all wrapped up in coastal luxury. Plus, Forest Drive 19 is pet-friendly for up to two dogs (fee applied)
Welcome to 5 Rice Lane! This beautifully renovated 4-bedroom, 3-bathroom, dog-friendly Sea Pines home is also handicap accessible, offering guests ample space and comfort both inside and out.The home is furnished with coastal colors and décor with tile and vinyl plank throughout the main living spaces. To the right of the front door, you’ll find th
Welcome to 13 Beachside Drive, where comfort meets convenience on Hilton Head Island! This Sea Pines Hilton Head home is located just steps from the Atlantic Ocean and South Beach Marina, with access to a community pool.This elevated home has an open floor plan that’s perfect for vacationing with family or friends. The equipped kitchen includes sta
Welcome to 437 Plantation Club, a premier vacation rental villa with sweeping views of Atlantic Dunes golf! This property is new to Sunset's vacation rental program for December 2025! Enjoy your morning cup of coffee or mimosa while watching the sunrise on the beautiful private balcony overlooking hole number nine. This pristine 2 bedroom, 2 bathro
This Sea Pines Hilton Head villa is a beautifully updated 2 bedroom, 2 bathroom vacation rental with stunning views of the Atlantic Dunes Golf Course. Guests are just yards away from the Plantation Golf Club and less than a 5 minute walk to the beach!This elevated single-story Sea Pines Hilton Head villa boasts an open floor plan with amazing views
Nestled among the trees in Sea Pines Plantation, 45 Lawton offers the perfect Hilton Head Island vacation home for those seeking rest and relaxation. This beautifully updated, 4 bedroom, 3 bathroom Sea Pines home is decorated with coastal tones and wood flooring spans the common areas. The living area has been outfitted with comfortable leather sea
Welcome to 1 Cedar Waxwing, a quintessential, luxurious Hilton Head vacation home. This 5-bedroom, 5.5-bathroom, 4th row home is located on a corner lot in Sea Pines, offering guests premier accommodations with ample space and privacy. The elevated main level features an open-concept floor plan. The living area is comfortably furnished with a couch
82 North Sea Pines, also known as "Sea Retreat" is a beautifully updated, single level home, located just a short walk to the beach! This 3 bedroom, 2 bathroom spacious vacation spot is dog-friendly and offers quintessential golf course views. As you walk through the front door, you're greeted with lots of natural light and an open-concept floor pl
153 Club Course is the ideal home for your next Hilton Head vacation. This beautifully updated 3 bedroom, 2 bathroom SeaPines Hilton Head home features LVP flooring throughout the home, and all the furniture was chosen with comfort and relaxation in mind. The open concept floor plan and large living area provides plenty of space to spread out wit
40 Red Oak is a spacious, meticulously appointed 4-bedroom, 3.5-bathroom home, ideally located near Harbour Town and the famed 12th and 13th holes of the Harbour Town Golf Course. Completely renovated in 2024, this home has all the comforts you’d expect from a premier Hilton Head vacation rental. The main level of the home has an open-concept livin
Between boasting an incredible location within Sea Pines and having a beautiful remodel, Lighthouse Tennis 2413 is the perfect landing spot for your next Hilton Head vacation. Featuring 2 bedrooms, 2 bathrooms, and ample room to spread out, this villa is not to be missed.Upon entering the villa, you're immediately welcomed with coastal decor and co
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