Hilton Head Island Vacation Rentals
Find your perfect home base on Hilton Head Island. Whether you need a pet-friendly home with a fenced yard, an oceanfront condo steps from the sand, or a sprawling villa on the golf course, Carolina Coast Vacations has the key. We manage over 75 hand-selected properties across the island’s top communities—including Sea Pines, Palmetto Dunes, and Forest Beach. When you browse our full inventory below, you are seeing real-time availability and the guaranteed best rates.
Why Book Your Hilton Head Rental Directly with Us?
- Best Price Guarantee: Save hundreds by avoiding third-party traveler fees.
- Local Experts: We know exactly which rentals have the best sunset views or the shortest walk to the beach.
- 24/7 Support: If the A/C goes out, you'll be connected to our local team, not placed in a support queue.
PRIVATE POOL VACATION RENTALS
Browse our selection of Hilton Head vacation rentals with a private pool.
Browse Listings
78 properties available
Welcome to Your Hilton Head Island Escape – A Perfect Coastal Retreat in Sea Pines Resort! Discover the ideal location for relaxation and recreation at our beautifully remodeled 3-bedroom, near-beach villa in the exclusive Sea Pines Resort. This spacious and thoughtfully designed home offers all the comforts of an upscale getaway, paired with the e
Welcome to 162 The Greens ~ Your Shipyard Retreat!Spacious 1BR Townhome Perfectly Located Near the Beach and Tennis CourtsEscape to this beautifully appointed 1-bedroom, 1.5-bath villa located in the prestigious Shipyard Community. Offering comfort, convenience, and easy access to Hilton Head’s best attractions, this two-story townhome is an ideal
Perfect Location! Stunning 2-Bedroom Villa in Shipyard CommunityWelcome to your dream vacation retreat! This spacious and airy 2-bedroom, 2-bath villa is nestled in the prestigious Shipyard Community, offering the closest villa complex to the beach in Shipyard. Experience the best of Hilton Head Island from this prime location, where relaxation and
Welcome to 13 Continental Club ~ Your Coligny Beach Getaway!Spacious 3-Bedroom Villa Across from the Beach!Relax and unwind in this updated, open-concept villa just steps from the pool and directly across the street from some of Hilton Head’s most beautiful beaches. With its prime location, ample amenities, and stylish comforts, this 3-bedroom, 3-b
Welcome to 1204 Spa on Port Royal Sound!Fabulous Oceanfront Villa- Views of Port Royal SoundEntirely remodeled, tastefully decorated, and some of the best beach views that you can get at The Spa on Port Royal Sound!This 2nd floor 1 bedroom/1bath is perfect for 2 people, but it can comfortably sleep a family of 4. Stainless Steel appliances, quartz
Welcome to 20 Willow Oak Road!Luxury Golf Course Retreat with Private Pool & Spa in Sea Pines ResortDiscover the perfect blend of tranquility and recreation in this newly remodeled 4-bedroom, 3-bath home, nestled in the heart of Sea Pines Resort. Boasting 2,396 sq. ft. of upscale living space, a brand-new private pool and hot tub, and breathtaking
Fantastic Ocean Views: Your Perfect Oceanfront Getaway! Welcome to our 1-Bedroom Oceanfront Villa in the heart of Coligny! Nestled in the coveted Breakers Oceanfront Villas, this top-floor center unit offers breathtaking views and unbeatable access to everything Hilton Head Island has to offer.Villa Highlights:Unmatched Ocean Views: Savor the sunri
Wake up to the soothing sound of waves and breathtaking ocean views from your private balcony at 117 Seaside Villa. Thoughtfully redesigned with modern elegance, this newly renovated 1-bedroom, 1-bathroom condo offers an upscale retreat just steps from the beach and resort-style amenities.Exceptional Features:Coastal Views & Ocean Breezes – Enjoy g
Welcome to Your Golfer’s Paradise in Palmetto Dunes!Spacious 3-Bedroom, 3-Bath Villa with Golf Course Views and Resort AmenitiesExperience the perfect blend of relaxation and recreation in this beautifully updated 2-story villa located in the prestigious Palmetto Dunes Resort. Overlooking the Fazio Golf Course and just a short walk to Hilton Head’s
Welcome to #132 Shorewood Ocean Villa!**Elevator Will Be Down Mid January- Mid February 2026***Oceanfront Paradise with Spectacular Views & Convenient AmenitiesExperience the ultimate coastal getaway in this stunning 2-bedroom, 2-bath villa located in the gated, oceanfront community of Shorewood. Perfectly positioned on the 1st floor, this villa of
Welcome to 6 Sea Hawk Lane – Your Hilton Head Island Beach Escape! Located in the private Sea Hawk Lane community, just steps from the beach, this charming 3-bedroom, 3-bathroom home is the perfect retreat for families or groups looking to enjoy Hilton Head’s beauty and tranquility. With private beach access, ample amenities, and a prime location n
Welcome to 145 Colonnade Club ~ Your Shipyard Getaway!Spacious 2-Bedroom Villa with Resort Amenities & Beach AccessRelax and unwind in this beautiful 2-bedroom, 2-bath villa located in the prestigious Colonnade Club of the world-class Shipyard Community. With its spacious layout, thoughtful amenities, and prime location, this 1,175 sq. ft. single-s
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