Last-Minute Vacation to Hilton Head Island
Sometimes the best vacations are the ones you don’t overthink. Hilton Head Island is perfect for spontaneous getaways, offering a wide selection of Hilton Head vacation rentals—from luxurious homes with private pools to oceanfront rentals in Forest Beach, Palmetto Dunes, and Sea Pines.
Enjoy the convenience of a last-minute escape without sacrificing comfort or experience. Many of our rentals feature stunning ocean views, access to a community pool, or close proximity to championship golf courses. Families, couples, and solo travelers will find spaces designed to relax, recharge, and enjoy the best of island life.
At Hilton Head Properties R&R, our dedicated property management team delivers top-tier customer service, helping guests make the most of every Hilton Head Island vacation. From oceanfront resorts to private homes, we make it easy to slip into island time—no stress required.
121 properties available
Stunning Fazio Villa in Palmetto Dunes2 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Scenic Lagoon ViewsEscape to the beautiful Palmetto Dunes Resort and stay in this stunning 2BR/2 BA vacation home. With a walking score that s off the charts, you ll be just minutes away from everything including the beach, golf courses, tennis courts, general store, outf
Tastefully Decorated Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2027 (Dates Subject to Change)Welcome to your tastefully decorated vacation home in Hilton Head Island. This two-bedroom, two-bathroom vill
Stunning Waterfront Abbington Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8Welcome to our stunning waterfront villa in Palmetto Dunes, Hilton Head! This spacious villa is the perfect vacation home, with incredible water views and beach access. With the famous Palmetto Dunes' 11-mile river-lagoon off your back deck and the private b
Pet-Friendly Queens Grant Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 4 | Pet FriendlyWelcome to your perfect vacation destination at 597 Queens Grant, a 2-bedroom villa located in Palmetto Dunes. With its convenient location, this villa offers easy access to everything that Palmetto Dunes has to offer, including a 7-minute walk to the
Cozy Forest Beach Villa near Coligny2 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Complex PoolWelcome to our lovely villa, just steps away from the beautiful ocean and the island s 50 miles of public bicycle paths and nature trails. This vacation home is perfect for outdoor enthusiasts who love exploring nature preserves, beaches, and indulging in water
Coastal Elegance with Iconic Harbour Town Golf Views3 Bedrooms | 3 Bathrooms | Sleeps 8 | Community PoolThis exceptional coastal retreat is truly special, offering an open, airy floor plan filled with natural light and panoramic views of Harbour Town's famed golf holes - the #6 and #7 fairways, along with inviting floor plan designed for relaxe
Garden View Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden ViewsWelcome to 1679 St. Andrews Commons, a comfortable two-bedroom villa located within Palmetto Dunes on Hilton Head Island. Surrounded by mature landscaping and peaceful garden views, this villa offers a relaxing retreat for families, couples, and small groups lookin
Renovated Bluff Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 6 | Perfect For an Island GetawayA coastal haven nestled within the vibrant heart of Sea Pines Resort, specifically in the sought-after South Beach area, 1670 Bluff Villa offers an idyllic retreat for those seeking a blend of relaxation and adventure. This meticulously renovat
Stunning Lagoon-View Home in Palmetto Dunes7 Bedrooms | 6.5 Bathrooms | Sleeps 18 | Private Pool | Golf SimulatorLooking for a vacation home that offers something for everyone in the family? Look no further than 25 Starboard Tack in Palmetto Dunes.This stunning home boasts spacious living areas and multiple bedroom wings, perfect for families or mu
Magnificent Luxury Retreat on North Forest Beach7 Bedrooms | 6.5 Bathrooms | Sleeps 14 | Beach GetawayEscape to the North Forest Beach area of Hilton Head Island and experience the ultimate beach vacation in this magnificent 7 bedroom, 6.5 bath home just 50 yards from the Atlantic Ocean. This custom-built retreat boasts 4500 square feet of lux
A Sea Pines Legacy Home for Longer Island Escapes5 Bedrooms | 5 Bathrooms | Sleeps 10 | Peaceful Backyard OasisLocated in the heart of Sea Pines on Hilton Head Island, The Hamilton is a beautifully furnished 5-bedroom, 5.5-bath legacy home available for extended monthly stays from November through April.With over 5,400 square feet of refined living
Charming Turnberry Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Two - StoryWelcome to our beautiful vacation home in Hilton Head Island! This spacious two-story villa offers comfort, style, and all the amenities you need for a perfect getaway.The villa features two suites with king beds, providing luxurious sleeping arrangement
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