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
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 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
HOT
140
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 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/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
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
4 BEDS, 3 BATHSFamily friendly home perfect for kids and dogsPlenty of room for relaxation and entertainmentGame room perfect for family fun and game nightsShort walk to the beach and close to amenitiesXplorie - 2 Free Adult Bikes (Valid for stays between 3 - 21 nights)Walk up the street just 2 short blocks (3 minutes) to expansive North Forest Bea
Home - 2 Mallard, Forest Beach
Homes
4
bedrooms
3
baths
10
guests
5 BEDS / 4 BATHSOceanfront home in Sea Pines w/ breathtaking viewsSpacious and stylish accommodationsSpacious outdoor area with private pool, spa, and outdoor kitchenXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 33 Ruddy Turnstone, an exceptional oceanfront vacation home located in the prestigious Sea Pines resort of H
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 - 33 Ruddy Turnstone, Sea Pines
Homes
5
bedrooms
4
baths , 2 Half
14
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
HOT
109
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
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
7 BDS / 6.5 BTHSSpacious home perfect for a family getawayLarge private pool with diving boardSpacious game room Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Looking 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 spaci
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 - 25 Starboard Tack, Palmetto Dunes
Homes
7
bedrooms
6
baths , 1 Half
18
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
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
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