
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

Governor’s Quarters: Stately Sea Pines Stay on HHI

Resort-Style Pool, Cute House 88 Steps to Sand

Water Views Treehouse walkable to Harbour Town

Coastal Bliss

Modern Beach Escape | Private Pool~Steps to Beach

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

Lagoon & Tidal Marsh Views w/Screened-In Porch

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Condo rentals with a pool

Beach condo with pool and stunning nature views

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6

Easy Breezy at Hilton Head Beach & Tennis

5 Star Location! Pool, Walk to Shops/Dining

Ocean View 1-bdrm. Steps to the Beach and Pool.

Water & Beach Front Beauty Updated Modern Interior

1 Minute walk to the beach *Amazing ocean view*

Best sunrise on HHI!
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.5K properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
120K reviews
Family-friendly rentals
4.4K properties are a good fit for families
Pet-friendly rentals
830 properties allow pets
Rentals with dedicated workspaces
2.8K properties have a dedicated workspace
Destinations to explore
- Savannah Vacation rentals
- Atlanta Vacation rentals
- Gatlinburg Vacation rentals
- Central Florida Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Charleston Vacation rentals
- Western North Carolina Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Pet-friendly rentals Hilton Head Island
- Beach house rentals Hilton Head Island
- Fitness-friendly rentals Hilton Head Island
- Rentals with lake access Hilton Head Island
- House rentals Hilton Head Island
- Rentals with a kayak Hilton Head Island
- Kid-friendly rentals Hilton Head Island
- Beach condo rentals Hilton Head Island
- Townhouse rentals Hilton Head Island
- Family-friendly rentals Hilton Head Island
- Mansion rentals Hilton Head Island
- Rentals with breakfast Hilton Head Island
- Beachfront rentals Hilton Head Island
- Rentals with a washer and dryer Hilton Head Island
- Luxury rentals Hilton Head Island
- Rentals with a hot tub Hilton Head Island
- Rentals with a firepit Hilton Head Island
- Hotel rentals Hilton Head Island
- Apartment rentals Hilton Head Island
- Rentals with an EV charger Hilton Head Island
- Condo rentals Hilton Head Island
- Cottage rentals Hilton Head Island
- Villa rentals Hilton Head Island
- Waterfront rentals Hilton Head Island
- Rentals with outdoor seating Hilton Head Island
- Rentals with a home theater Hilton Head Island
- Rentals with a sauna Hilton Head Island
- Rentals with a fireplace Hilton Head Island
- Rentals with a patio Hilton Head Island
- Rentals with beach access Hilton Head Island
- Rentals with an accessible height toilet Hilton Head Island
- Rentals with pools Beaufort County
- Rentals with pools South Carolina
- Rentals with pools 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
- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Palmetto Dunes Oceanfront Resort
- Harbour Town Golf Links
- Shipyard Beach Access
- Mid Beach
- The Westin Savannah Harbor Golf Resort & Spa
- Hilton Head Island Beach
- Dolphin Head Golf Club
- St. Catherines Beach
- Tybee Beach Pier and Pavilion
- Wormsloe Historic Site
- Harbor Island Beach
- Edingsville Beach
- Congaree Golf Club
- Tybee Beach point
- Secession Golf Club
- Bull Point Beach
- Bonaventure Cemetery
- Bloody Point Beach
- Hunting Island Beach
- Seabrook Island Beach
- Things to do Hilton Head Island
- Sightseeing Hilton Head Island
- Tours Hilton Head Island
- Things to do Beaufort County
- Sightseeing Beaufort County
- Tours Beaufort County
- Nature and outdoors Beaufort County
- Things to do South Carolina
- Sports activities South Carolina
- Tours South Carolina
- Sightseeing South Carolina
- Nature and outdoors South Carolina
- Entertainment South Carolina
- Art and culture South Carolina
- Food and drink South Carolina
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States