
Holiday 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.
Holiday 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

6 BR, Sleeps 26, Beach Time

Palmetto Dunes Home on 1st Tee Fazio Golf Course

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Private pool/spa : pool heat available : Kg master

Modern Beach Escape | Private Pool~Steps to Beach

Cozy beach house w/Private Heated Pool near park

54 Folly Field Rd - Amazing Beach Home with Pool

Enjoy time with family and friends
Apartment rentals with a pool

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny

5 Star Location! Pool, Walk to Shops/Dining

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

Beach condo in gated resort w/ tons of amenities!

Oceanfront Breathtaking Views

Beachside Hilton Head Villa Fully Renovated

“Sea Clarity” Custom Remodel, Pool, Steps to Beach

1st Floor, 1 BR Condo - Steps to Beach and Pool!
Other holiday rentals with a pool

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

Romantic Oceanview - Couples Luxe Beach Getaway!

Oceanfront Villa with pool

Gorgeous Hilton Head Beach Condo

Dream Paradise Oceanfront Beach/Pool Steps Away

Pet friendly condo with amazing Broad Creek views

$77/nt-Oct 16-20 ~KING Bed~Sleeps 7~CLEAN~Big Pool

Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway
Quick stats about holiday rentals with a pool in Hilton Head Island
Total rentals
5.7K properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
138K reviews
Family-friendly rentals
4.6K properties are a good fit for families
Pet-friendly rentals
880 properties allow pets
Rentals with dedicated workspaces
3K properties have a dedicated workspace
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- Apartment rentals Hilton Head Island
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- 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
- Harbour Town Golf Links
- Palmetto Dunes Oceanfront Resort
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Bradley Beach
- Mid Beach
- Harbor Island Beach
- Tybee Beach point
- Dolphin Head Golf Club
- Secession Golf Club
- Wormsloe Historic Site
- Congaree Golf Club
- Bull Point Beach
- Driftwood Beach
- Long Cove Club
- Seabrook Island Beach
- Bonaventure Cemetery
- Hunting Island Beach
- The Beach Club
- Things to do Hilton Head Island
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