Vacation rentals with a pool in Hilton Head Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hilton Head Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hilton Head Island rentals with a pool
House rentals with a pool
Home in Hilton Head Island
4.96 out of 5 average rating, 125 reviewsPeaceful Harbour Town Treehouse with Marsh Views
Home in Hilton Head Island
4.86 out of 5 average rating, 104 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
Home in Hilton Head Island
4.85 out of 5 average rating, 206 reviewsCoastal Town Gallery House - live like a local!
Home in Hilton Head Island
4.97 out of 5 average rating, 107 reviewsLovely 3BR in Palmetto Dunes w/ new pool & spa
Home in Hilton Head Island
4.93 out of 5 average rating, 174 reviewsSpa/Fully Screened Heated Pool/Elevator/Fenced-51
Home in Hilton Head Island
4.92 out of 5 average rating, 109 reviewsLuxe & Fun Family Gem ~ Walk to Beach ~ Pool ~ BBQ
Home in Hilton Head Island
4.87 out of 5 average rating, 104 reviewsBlue Sky Villa: Beach/pets/golf/tennis/pickleball
Home in Bluffton
4.86 out of 5 average rating, 176 reviewsBluffton/Hilton Head Island/Savannah Vacation Home
Condo rentals with a pool
Condo in Hilton Head Island
4.95 out of 5 average rating, 205 reviewsCozy Renovated Unit Great Location
Condo in Hilton Head Island
4.88 out of 5 average rating, 163 reviewsHilton Head Hidden Gem
Condo in Hilton Head Island
4.88 out of 5 average rating, 182 reviewsCozy Hilton Head Island Condo
Condo in Hilton Head Island
4.85 out of 5 average rating, 235 reviewsCharming Sea Pines Villa with View on Hilton Head
Condo in Hilton Head Island
4.98 out of 5 average rating, 184 reviewsLost Tiki Lounge TOP Floor Oceanfront 322 Breakers
Condo in Hilton Head Island
4.96 out of 5 average rating, 117 reviewsBeach&Tennis, Stylish, Modern, Folly Field Beach!
Condo in Tybee Island
4.93 out of 5 average rating, 526 reviewsAdorable Beachfront Condo
Condo in Hilton Head Island
4.88 out of 5 average rating, 197 reviewsHHI. Mid Island. Easy Beach Access. 3 Pools.
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
4.8K properties
Rentals with dedicated workspaces
2.4K properties have a dedicated workspace
Pet-friendly rentals
670 properties allow pets
Family-friendly rentals
3.9K properties are a good fit for families
Total number of reviews
102K reviews
Nightly prices starting at
$10 before taxes and fees
Destinations to explore
- Savannah Vacation rentals
- Kiawah Island Vacation rentals
- Tybee Island Vacation rentals
- Jekyll Island Vacation rentals
- Folly Beach Vacation rentals
- St. Simons Island Vacation rentals
- Mount Pleasant Vacation rentals
- Atlanta Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Charleston Vacation rentals
- Myrtle Beach Vacation rentals
- Rentals with pools United States
- Wheelchair accessible rentals Hilton Head Island
- Rentals with a sauna Hilton Head Island
- Condo rentals Hilton Head Island
- Rentals with a patio Hilton Head Island
- Beach house rentals Hilton Head Island
- Kid-friendly rentals Hilton Head Island
- Monthly Rentals Hilton Head Island
- Hotel rentals Hilton Head Island
- Villa rentals Hilton Head Island
- Rentals with a kayak Hilton Head Island
- Serviced apartment rentals Hilton Head Island
- Rentals with a fire pit Hilton Head Island
- Fitness-friendly rentals Hilton Head Island
- Luxury rentals Hilton Head Island
- House rentals Hilton Head Island
- Rentals with a hot tub Hilton Head Island
- Rentals with a home theater Hilton Head Island
- Rentals with an accessible height bed Hilton Head Island
- Rentals with an accessible height toilet Hilton Head Island
- Rentals with lake access Hilton Head Island
- Cottage rentals Hilton Head Island
- Rentals with an EV charger Hilton Head Island
- Beachfront rentals Hilton Head Island
- Rentals with a washer and dryer Hilton Head Island
- Rentals with a fireplace Hilton Head Island
- Townhouse rentals Hilton Head Island
- Family-friendly rentals Hilton Head Island
- Rentals with outdoor seating Hilton Head Island
- Beach condo rentals Hilton Head Island
- Waterfront rentals Hilton Head Island
- Apartment rentals Hilton Head Island
- Pet-friendly rentals Hilton Head Island
- Rentals with beach access Hilton Head Island
- Rentals with breakfast Hilton Head Island
- Rentals with pools Charleston
- Rentals with pools Savannah
- Rentals with pools South Carolina
- Rentals with pools Kiawah Island
- Rentals with pools Beaufort County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes