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
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
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Home - 5 Eastwind, Palmetto Dunes
Palmetto Dunes
6
bedrooms
6
baths , 1 Half
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
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Home - 3 Kingfisher, Forest Beach
Homes
7
bedrooms
6
baths , 1 Half
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Home - 10 Singleton Shore Manor, Singleton Beach
Homes
7
bedrooms
7
baths , 1 Half
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
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Home - 16 Duck Hawk, Sea Pines
Homes
4
bedrooms
3
baths , 1 Half
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
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Home - 3 Starboard Tack, Palmetto Dunes
Homes
4
bedrooms
4
baths
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
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Home - 9 Fern Court, Sea Pines
Homes
5
bedrooms
5
baths , 2 Half
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
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Home - 19 Dune Lane, Forest Beach
Homes
5
bedrooms
3
baths , 1 Half
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
4
bedrooms
4
baths , 1 Half
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
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Home - 8 Moonshell, Folly Field
Homes
4
bedrooms
4
baths , 1 Half
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
5
bedrooms
4
baths
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
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Home - 16 Cartgate Dr, Palmetto Dunes
Homes
4
bedrooms
4
baths , 1 Half
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
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Home - 16 Mallard, Forest Beach
Homes
7
bedrooms
5
baths , 1 Half
22
guests
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