Hilton Head Vacation Rentals with Private Pools

Enjoy a pool reserved for your group with our Hilton Head vacation rentals with private pools. Compare homes for family vacations, couples’ getaways and trips with friends, with space to unwind between beach visits and island adventures.

Explore locations in Sea Pines, Palmetto Dunes, Shipyard, North Forest Beach and South Forest Beach. These community pages include other rental types, so check each property’s amenities to confirm a private pool.

Find the Right Pool Home for Your Stay

  • Compare bedrooms and sleeping arrangements for your group.
  • Review pool photos, outdoor seating and available amenities.
  • Confirm pool-heating options and additional charges.
  • Check the property’s location and route to the beach.

Browse the private-pool rentals below and enter your travel dates to check availability. Pool features, heating options and beach distances vary by home.

Hilton Head vacation rental with a private pool


Properties Available 42 properties available
Welcome to 89 Baynard Cove, a private Sea Pines home set beneath Spanish moss-draped live oaks just a short bike ride to the beach and steps from Harbour Town Golf Links.Tucked into a quiet, shaded residential setting, this home offers both privacy and easy access to Sea Pines’ most iconic destinations.INSIDE THE HOMEBright, open living spaces conn
89 Baynard Cove
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (67)
Outdoor Paradise Near Harbour Town - Kids and adults will enjoy splashing in the new private pool. The pool area includes an 8-person spa, in pool lounge chairs, pool side covered cabana with 65” TV, large patio with tables, chairs, and bar stools all surrounded by a fence. The pool and/or spa can be heated for an additional charge. Enjoy your morn
11 St. Andrews Place
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 14 guests
Rating 4.9 (50)
Ascend the grand staircase of this stately third row from the ocean, where mature oaks draped in silver Spanish moss frame a sanctuary of coastal refinement. Just a 1 minute stroll from the rhythmic pull of the Atlantic, this residence serves as a private bastion of luxury for those who appreciate the finer nuances of island living. Every architect
6 Kingfisher Street
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half baths
Guests 16 guests
Imagine waking up to the soft rhythm of palms swaying in the Lowcountry breeze, where refined coastal living meets effortless relaxation on Hilton Head Island. This elegant hideaway is perfectly positioned between the sunlit beach and the manicured fairways of the George Fazio Golf Course within Palmetto Dunes Resort. From the moment you arrive, th
1 Sutherland Court
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 13 guests
Rating 5 (8)
Nestled among moss-draped oaks and the serene greens of Sea Pines, 77 Governors Road invites you into a world where coastal charm and southern grace meet. This beautifully positioned four-bedroom, three-bath retreat captures the very essence of Hilton Head Island living - a peaceful sanctuary for families and friends who crave both comfort and conn
77 Governors Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (17)
Escape to this stunning 6th-row ocean home, beautifully decorated and providing the perfect setting for a memorable beach getaway. Located in the sought-after North Forest Beach neighborhood of Hilton Head Island, this southern comfort beach house boasts 4 bedrooms, 3 baths, spacious living areas with cathedral ceilings, and a beautiful pool (measu
24 Mallard Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (5)
Enjoy a memorable vacation in a luxurious private home with ocean views, a private pool and spa, breathtaking ocean views, and room for everyone! 6 Wanderer Lane offers all this and so much more! The owners have just renovated this already amazing 2,646 sq. ft. house to include more amenities for their guests, including the addition of a game room
6 Wanderer Lane
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 5 (26)
Arrive at this sandy-toned villa where mossy oaks and manicured hedges frame a grand stone entrance. As you step inside, a cascading shell chandelier casts a soft glow over polished wood doors and lofty ceilings. The entryway opens immediately into a formal dining room where vibrant hues dance across a designer rug under soaring heights. This brigh
14 Promontory Court
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 10 guests
Nestled beneath the shade of majestic live oaks and surrounded by lush Lowcountry greenery, 22 Surf Scoter welcomes you with timeless Southern charm and coastal sophistication! The classic exterior, with its inviting brick walkway and serene gray facade accented by white shutters, instantly sets the tone for a peaceful island retreat. This Hilton H
22 Surf Scoter
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (7)
Can you see yourself stargazing from the multi-tiered deck of this spectacular Palmetto Dunes retreat? This Hilton Head Island home has a 180 degree view of the golf course and lagoon. With wonderful views, a 5-minute walk to the beach, 4 spacious bedrooms and great indoor/outdoor living spaces, this is ideal for the entire family and all your frie
14 Port Tack
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 12 guests
Rating 4.9 (122)
Welcome to 22 Oyster Landing, a classic Lowcountry home set on a quiet street in Sea Pines Resort with breathtaking views of the marsh and Calibogue Sound. Nestled on more than an acre beneath moss-draped oak trees, this property immediately captures your attention with its privacy, scale, and natural beauty. The sweeping vistas create a true sense
22 Oyster Landing
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (11)
Welcome to 3 Willow Oak Road, a beautifully renovated coastal retreat tucked within the prestigious Sea Pines community on Hilton Head Island, South Carolina. Surrounded by sweeping golf course views and the natural beauty of the Lowcountry, this stunning ground-level home offers the perfect blend of luxury, comfort, and island charm. From the mome
3 Willow Oak Road
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 8 guests

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Choosing a Hilton Head Rental with a Private Pool

A private pool gives your group its own place to swim and relax, but the details matter when choosing a home. Compare the pool area, outdoor seating, sleeping arrangements and beach location alongside your travel dates and budget.

If you plan to use the pool during cooler weather, confirm whether heating is available before booking. Ask about any additional charges, advance notice requirements and weather-related limitations. If a home also has a spa, check whether pool and spa heating are handled separately.

Explore More Hilton Head Rental Collections

These collections include properties with different amenities. Confirm private-pool availability on each listing.

Hilton Head Private Pool Rental FAQs

Is the pool shared with other guests?

This collection features rentals with private pools rather than shared community pools. Review the individual listing for photos and details of the pool area. A private pool does not necessarily mean the outdoor space is screened from neighboring homes.

Can the pool be heated, and does it cost extra?

Some properties offer optional pool heating, but it is not included with every rental. Availability, charges and advance notice requirements vary by home. Review the listing or contact host2coast before booking to confirm the arrangements for your travel dates.

Can I use the pool during cooler months?

Pool use during cooler months depends on the weather and the property’s heating equipment and operating policies. Do not assume that a heated pool will reach a particular temperature in all conditions. Ask our team what to expect at the home you are considering.

How close are private-pool rentals to the beach?

Beach distance varies by property. Check the listing’s map and location details for the actual beach-access route, rather than relying only on the distance to the shoreline. Contact our team if walking distance or a particular access route is important to your group.

How can I find an oceanfront rental with a private pool?

Browse our oceanfront rental collection and check each property for a private pool. Some oceanfront rentals have shared pools instead. Confirm both the waterfront location and pool type before booking, or contact our team for help finding available homes with both features.

What should families check about the pool area?

Before booking, ask about pool depth, entry steps, fencing, gates and access from the house. Photos may not show every feature, so confirm any details important to your family directly with our team. Children need active adult supervision around the pool.

Are grills, outdoor dining areas and spas included?

Outdoor amenities vary by home. Review the property’s amenity list and photos to confirm seating, dining areas, grills or a spa. If a spa is available, ask whether its heating is included or requires an additional charge.

How can I get help choosing a private-pool rental?

Contact host2coast with your travel dates, group size and preferred location. Let us know whether pool heating, beach proximity or specific outdoor features are priorities so we can help you compare suitable properties.