
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

5 Bedroom-Beach Access-Pool-Sleeps 14!

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Water Views Treehouse walkable to Harbour Town

Classic Hilton Head Beach Cottage

Brand New Sea Pines Remodel - Minutes To Beach!

Cozy beach house w/Private Heated Pool near park

54 Folly Field Rd - Amazing Beach Home with Pool
Condo rentals with a pool

A+ Condo! 2 Min to Beach~ Ocean View~2 Bikes! #109

Luxury Condo King bed Pool &Ocean views hot Tub

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

Oceanside Beach Retreat

HHI. 3 Pools- 1 Indoor. Tennis. Easy Beach Access.

Beachfront + Walk Everywhere | Pool

⭐Direct Oceanfront Villa Steps to Beach w/ Pool⭐

(7) Location!- walk to beach and shops @ Coligny!
Other vacation rentals with a pool

Palmetto Dunes - Captains Walk, Penthouse View

#4203 Renovated/1BR/2BA/Direct Ocean Views/Sofa Bd

180º Ocean Views, Treehouse "Siren's Lookout"

5 Star Location! Pool, Walk to Shops/Dining

Luxury Oceanview|King Bed, Balcony, 2 Pools & Bar!

Oceanfront Villa with pool

Oceanfront View! Luxury Villa w/ Pool, Hilton Head

MyStay at 34 Ocean Club - S. Forest Beach Escape!
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.7K properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
130K reviews
Family-friendly rentals
4.7K properties are a good fit for families
Pet-friendly rentals
860 properties allow pets
Rentals with dedicated workspaces
3K properties have a dedicated workspace
Destinations to explore
- Central Florida Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Western North Carolina Vacation rentals
- Atlanta Vacation rentals
- Myrtle Beach Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Charleston Vacation rentals
- Gatlinburg Vacation rentals
- Charlotte Vacation rentals
- Jacksonville Vacation rentals
- Luxury rentals Hilton Head Island
- Pet-friendly rentals Hilton Head Island
- Resort rentals Hilton Head Island
- Beach house rentals Hilton Head Island
- Rentals with a hot tub Hilton Head Island
- Rentals with beach access Hilton Head Island
- Rentals with a home theater Hilton Head Island
- Mansion rentals Hilton Head Island
- Rentals with a patio Hilton Head Island
- Condo rentals Hilton Head Island
- Beachfront rentals Hilton Head Island
- Rentals with a washer and dryer Hilton Head Island
- Fitness-friendly rentals Hilton Head Island
- Rentals with an EV charger Hilton Head Island
- Townhouse rentals Hilton Head Island
- Rentals with a firepit Hilton Head Island
- Apartment rentals Hilton Head Island
- Beach condo rentals Hilton Head Island
- Waterfront rentals Hilton Head Island
- Rentals with a kayak Hilton Head Island
- Serviced apartment rentals Hilton Head Island
- House rentals Hilton Head Island
- Cottage rentals Hilton Head Island
- Hotel rentals Hilton Head Island
- Rentals with outdoor seating Hilton Head Island
- Rentals with an accessible height toilet Hilton Head Island
- Rentals with lake access Hilton Head Island
- Villa rentals Hilton Head Island
- Family-friendly rentals Hilton Head Island
- Rentals with a sauna Hilton Head Island
- Rentals with a fireplace Hilton Head Island
- Rentals with breakfast Hilton Head Island
- Rentals with pools Beaufort County
- Rentals with pools South Carolina
- Rentals with pools United States
- 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
- Tybee Beach Pier and Pavilion
- The Westin Savannah Harbor Golf Resort & Spa
- Bradley Beach
- Harbor Island Beach
- Mid Beach
- Dolphin Head Golf Club
- Secession Golf Club
- Wormsloe Historic Site
- Congaree Golf Club
- Tybee Beach point
- Bull Point Beach
- Seabrook Island Beach
- Hunting Island Beach
- Long Cove Club
- Bonaventure Cemetery
- Seabrook Beach
- Islanders Beach Park
- Things to do Hilton Head Island
- Sightseeing Hilton Head Island
- Tours Hilton Head Island
- Food and drink Hilton Head Island
- Things to do Beaufort County
- Tours Beaufort County
- Nature and outdoors Beaufort County
- Sightseeing Beaufort County
- Things to do South Carolina
- Nature and outdoors South Carolina
- Food and drink South Carolina
- Sightseeing South Carolina
- Tours South Carolina
- Entertainment South Carolina
- Art and culture South Carolina
- Sports activities South Carolina
- Wellness South Carolina
- Things to do United States
- Sports activities United States
- Sightseeing United States
- Entertainment United States
- Tours United States
- Art and culture United States
- Food and drink United States
- Wellness United States
- Nature and outdoors United States