All Properties
Below you will find all of our luxury Hilton Head Rentals. Enjoy the best of Hilton Head Island from one of its premier vacation rental properties.
59 properties available
Welcome to Beachside Tennis 1844, a stunning oceanfront penthouse villa on the pristine shores of South Beach. This luxurious two-bedroom, two-bathroom villa is your perfect escape for an unforgettable coastal retreat, accommodating up to six guests in comfort and style. Located in the exclusive Beachside Tennis community, this property offers an i
1502 Island Club offers luxury vacationing with world-class amenities! This top floor, meticulously outfitted 2BR/2BA condo offers breathtaking ocean views!The open-concept floor plan features a comfortable living area with a Smart TV and access to a balcony overlooking the Atlantic Ocean and Island Club grounds. Enjoy your morning coffee or evenin
5 Beach Villa offers guests an unparalled island vacation with gorgeous ocean views, a private backyard with easy beach access and a spacious multi-level floor plan. The first level of this townhome features two spacious guest bedrooms, a laundry area and a dedicated work space. Both guest bedrooms feature two queen beds, Smart TVs, private bathroo
Enjoy being steps away from the beach and centrally located in Forest Beach while staying at 5 Egret! This gorgeous 6 bedroom home has recently undergone renovations and upgrades, including new furnishings, as well as interior and exterior painting.The main living areas of the home are located on the first floor with an open living area, dining are
458 Captains Walk is a beautifully updated and decorated 2 bedroom, 2 bathroom first floor condo located in Captains Walk Hilton Head, with partial ocean views! Travertine floors lead from the foyer and into the kitchen which is fully equipped with stainless steel appliances and granite countertops. 3 wicker stools sit at the breakfast bar which is
This inviting four-bedroom, three-bath split-level is the perfect home base for your next family getaway. Just steps from beach access and featuring a newly refinished pool and spa, this property offers the ideal blend of relaxation, comfort, and convenience. Designed with families and groups in mind, it’s perfectly suited for sharing your vacation
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
7525 Yacht Club is new to the vacation rental market for spring 2025! This 2nd level, newly renovated flat, offers guests luxury vacationing with all the comforts of home and unparalleled harbor views. The property has an open-concept floor plan with oversized windows offering views of the pool and water beyond from almost every area of the propert
Villamare 3223 is a 2nd floor, 2 bedroom, 2 bath Hilton Head South Carolina villa rental in the luxurious Villamare complex at Palmetto Dunes Resort. Enjoy the finest in oceanfront living and outstanding resort amenities from the comfort of this warm and welcoming Villamare villa. This Palmetto Dunes villa boasts an open concept floor plan and floo
134 Shorewood offers luxury and comfort for your next Hilton Head vacation. This beautifully outfitted 3 bedroom, 3 bathroom flat offers views of the ocean, pool and lush landscaping from the large private balcony spanning both the living area and main bedroom.The property offers an open-concept floor plan with plush furniture in the living area, a
Welcome to Port Tack 67, your premier vacation home in the heart of Palmetto Dunes on beautiful Hilton Head Island. This stunning four-bedroom, three-and-a-half-bathroom residence offers the perfect blend of comfort, style, and island living for families and groups seeking an unforgettable coastal escape. Spread across two welcoming floors, this th
Epic Beach House is stunning 4-bedroom pet-friendly Palmetto Dunes vacation home is located just a short walk from the beach in one of Hilton Head’s favorite vacation destinations. The Epic Beach House features all the comforts you could ask of a premier Hilton Head vacation rental. Beautifully decorated and superbly equipped, you’ll enjoy endless
Tell us what you're looking for and someone will contact you with available options.