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.
123 properties available
Oceanfront Penthouse Villa with Loft at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8 | Ocean ViewsWelcome to our stunning two-story villa located in the beautiful Hilton Head Island. This spacious vacation home features a unique lofted sleeping space, adding an extra touch of charm and versatility to your stay.As you enter, you'll find two
Stunning Vacation Oasis on North Forest Beach7 Bedrooms | 5.5 Bathrooms | Sleeps 22 | Stunning BackyardLooking for a vacation home with a spectacular outdoor space? Look no further than 16 Mallard St in North Forest Beach! This stunning 7-bedroom, 5.5-bathroom home boasts the best backyard on the island, including a huge private pool and
3-Bedroom St. Andrews Commons Villa in Palmetto Dunes3 Bedroom | 2 Bathrooms | Sleeps 6 | Pet Friendly Located in Palmetto Dunes, 1779 St. Andrews Commons offers a Hilton Head Island stay with access to golf (paid additionally), beaches, and the resort’s bike path network. This three-bedroom villa provides a comfortable option for f
Beachside Condo Near Folly Field Beach3 Bedrooms | 2.5 Bathrooms | Sleeps 8 | Near Beach Access | Hilton Head Island CondoWelcome to 51 Stones Throw, a comfortable three-bedroom condo located in the Folly Field area of Hilton Head Island. Positioned near one of the island’s most popular beach access areas, this condo offers a relaxed coastal
Your Beachside Oasis in Folly Field4 Bedrooms | 4 Bathrooms | Sleeps 14 | Private Pool & SpaWelcome to your dream getaway—a stunning, purpose-designed 4-bedroom beachside home in the heart of Hilton Head Island's beloved Folly Field neighborhood. Just steps from the pristine sands of a serene beach, this home promises a perfect b
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
Cozy Stones Throw Villa Ideal for Family Getaways3 Bedrooms | 2 Bathrooms | 1 Half Bathroom | Sleeps 8Welcome to this wonderful 3-bedroom, 2.5-bathroom villa in Hilton Head Island, offering the perfect setting for an unforgettable beach vacation. Situated just a short stroll away from the Atlantic Ocean and miles of pristine beach, this villa provi
Villa with Panoramic Ocean Views at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to Sea Cloisters Unit 206, a newly renovated vacation villa with stunning panoramic views of the ocean and the beach. The unit has a prime location on the second floor, with breathtaking views of the wide sandy beach and the ocean, and is so clo
Pristine Courtside Villa in Forest Beach2 Bedrooms | 2 Bathrooms | Sleeps 7 | Private PatioEmbark on an unforgettable journey to 118 Courtside Villa, a pristine 2-bedroom, 2-bathroom haven nestled in the heart of Hilton Head's Forest Beach area. This exquisite ground-floor unit, spanning 1200 sq. ft., offers a seamless blend of comfort and
Immaculate Hickory Cove Villa in Palmetto Dunes2 Bedrooms | 3 Bathrooms | Sleeps 7 | Golf ViewsWelcome to Hickory Cove #24, your ultimate vacation home nestled in the prestigious Palmetto Dunes Resort on Hilton Head Island. This beautifully appointed villa offers a multitude of perks to ensure a memorable stay, including 2 beach chairs, 1 umbrella,
Refined Coastal Living in Sea Pines4 Bedrooms | 4 Bathrooms | Sleeps 12 | Backyard Oasis with Private PoolWelcome to a truly exceptional vacation home in Sea Pines—a rare blend of timeless elegance and modern comfort, now part of the Hilton Head Properties R & R rental collection. This single-level residence has been exquisitely reim
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your dream beach getaway at 304 Sea Cloisters! Perched on the 3rd floor with sweeping views of the Atlantic, this fully remodeled 2-bedroom, 2-bath villa offers direct oceanfront bliss and modern coastal luxury—no expense spared. Step onto
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