Hilton Head Vacation Rentals with Private Pools

Experience the ultimate Hilton Head getaway with a vacation rental that features a private pool. At Hilton Head Properties, we offer a selection of stunning homes and villas where you can relax, unwind, and enjoy the perfect blend of comfort and convenience


Properties Available 16 properties available
6BR / 6.5BASpacious family home in prime locationLarge rooms with comfortable accommodationsPrivate pool perfect to relax and unwindClose proximity to the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)This stunning new 2020 beach home is perfect for families looking for a memorable vacation. With six spacious bedrooms and to
Home - 5 Eastwind, Palmetto Dunes
Palmetto Dunes
Bedrooms 6 bedrooms
Bathrooms 6 baths , 1 Half
Guests 16 guests
7 BDS, 6.5 BTHSWelcoming home perfect for a family getawaySpacious family room perfect to relax and unwindChef's kitchen with top-of-the-line appliancesWalk to the beach in minutesXplorie offer valid for stays from 3 - 21 nights.Escape to the North Forest Beach area of Hilton Head Island and experience the ultimate beach vacation in this magnif
Home - 3 Kingfisher, Forest Beach
Homes
Bedrooms 7 bedrooms
Bathrooms 6 baths , 1 Half
Guests 14 guests
7 beds/7.5 bathsSpacious family home on Singleton BeachSweeping views of the Lowcountry's salt marsh, tidal creeks, beach, and Atlantic OceanMultiple entertainment areas with TVs and DVD playersXplorie (Valid for stays from 3 to 21 nights)Welcome to your dream vacation home at Singleton Beach! This 7-bedroom, 7 ½-bathroom home is located
Home - 10 Singleton Shore Manor, Singleton Beach
Homes
Bedrooms 7 bedrooms
Bathrooms 7 baths , 1 Half
Guests 18 guests
4 BEDS/ 3.5 BATHSDog friendly home located in Sea PinesSpacious living room, dining room, and kitchenLarge outdoor pool and screened-in porchShort walk to the beachXplorie (Valid for stays from 3 - 21 nights)Looking for a prime location for your next vacation? Look no further than 16 Duck Hawk, located in the heart of Sea Pines on Hilton Head Islan
Home - 16 Duck Hawk, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths , 1 Half
Guests 10 guests
4BR/4BABeautiful family home in prime locationSpacious and inviting living spaceGame room perfect for family funXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Experience the ultimate beach vacation at this 4-bedroom getaway with an open layout and stunning golf course views. Just a few minutes bike or walk via bike pathways to the
Home - 3 Starboard Tack, Palmetto Dunes
Homes
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
5 BD, 5BTHs****** UNDER CONSTRUCTION - Estimated Completion Date 12/25**********Newly Renovated Family Home in Sea PinesPrivate Pool & Spa (Heat Option w/ additional fee)Spacious living area w/ comfortable furnishingXplorie - 2 Adult Bikes (Valid for 3-21 night staysWelcome to 9 Fern Court, the perfect vacation home for those seeking a serene a
Home - 9 Fern Court, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 5 baths , 2 Half
Guests 15 guests
5 BDS, 3.5 BTHSNEW HOME CONSTRUCTION NEXT DOORBreathtaking ocean views and easy beach accessample space for relaxation and entertainmentWell-equipped kitchen with luxurious amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 19 Dune Lane, the perfect oceanfront vacation home for those seeking the ultimate island exp
Home - 19 Dune Lane, Forest Beach
Homes
Bedrooms 5 bedrooms
Bathrooms 3 baths , 1 Half
Guests 13 guests
4 BEDS / 4.5 BATHSTastefully decorated family home in Sea PinesSpacious living area with open layoutExpansive patio with private pool and spaXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation retreat nestled in prestigious Sea Pines. This exquisite vacation home offers the perfect blend of elegance,
Home - 9 Willow Oak Rd, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths , 1 Half
Guests 12 guests
4BD, 4BTH,Large home perfect for a family getawayPrivate Pool & SpaWalking distance to the beachXplorie - 2 Adult Bikes (Valid 3 - 21 stays)Brand New in Fall 2024! Your Beachside Oasis in Folly FieldWelcome to your dream getaway—a stunning, purpose-designed 4-bedroom beachside home in the heart of Hilton Head Island's beloved Folly Fi
Home - 8 Moonshell, Folly Field
Homes
Bedrooms 4 bedrooms
Bathrooms 4 baths , 1 Half
Guests 14 guests
5 BEDS /4 BTHS Family home nestled in the heart of Sea PinesCozy living rooms and a family room for gatheringSpacious kitchen perfect for preparing meals and entertainingClose to golf courses, beaches, and shopping.Xplorie 2 Free Adult Bikes (Valid for 3 - 21 night stays)Welcome to your ultimate vacation home at 25 Willow Oak Road West, nestle
Home - 25 Willow Oak Rd West, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
4 BEDS | 4 BATHSNewly constructed family home in Palmetto DunesSpacious great room with vaulted ceilingsUpstairs rec room with double-sized bunk bedsClose to bike paths, nature trails, and dining/shopping optionsXplorie: 2 Adult Bikes (Valid for stays from 3 to 21 nights) Welcome to your dream vacation home at 16 Cartgate in Palmetto Dunes, Hi
Home - 16 Cartgate Dr, Palmetto Dunes
Homes
Bedrooms 4 bedrooms
Bathrooms 4 baths , 1 Half
Guests 14 guests
7 Beds / 5.5 BathsGourmet kitchen with European appliancesStunning backyard with a huge private pool, covered spa, outdoor kitchen, and fireplaceSeparate guest house with bunk beds and half-bathClose proximity to Forest Beach's beautiful shores and amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Looking for a vacation
Home - 16 Mallard, Forest Beach
Homes
Bedrooms 7 bedrooms
Bathrooms 5 baths , 1 Half
Guests 22 guests

Tell us what you're looking for and someone will contact you with available options.

I agree