
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

Governor’s Quarters: Stately Sea Pines Stay on HHI

6 BR, Sleeps 26, Beach Time

98 Sandcastle Ct

Palmetto Dunes Home on 1st Tee Fazio Golf Course

Lovely 3BR in Palmetto Dunes w/ new pool & spa

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Private pool/spa : pool heat available : Kg master

Modern Beach Escape | Private Pool~Steps to Beach
Apartment rentals with a pool

Ocean front condo with amazing ocean view!

BIKE ‘n BED Hilton Head- Perfect Couple's Getaway

(5) Location! Walk to Coligny Beach Shops Dining!

Ocean View! Remodeled! Steps to beach/Pool/Bar

Coastal Comfort! Condo in beachfront resort.

1st flr, Pools, Tennis, Pickleball & Beach Access

Beach Front Villa Oak Tree Lined Views to Water

Gorgeous OCEAN View, Resort Amenities & Beach!
Other holiday rentals with a pool

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

Romantic Oceanview - Couples Luxe Beach Getaway!

Oceanfront Villa with pool

The Sanctuary - A Beachfront, Ocean View Retreat

Luxury Waterfront Tree House | Harbour Town | Pool

Marriott Sunset Pointe - 2BD

Beach & Birdie Kid Friendly Close to Beach & Golf

Sea Pines Resort , 5 Minute Walk to the Beach!
Quick stats about holiday rentals with a pool in Hilton Head Island
Total rentals
5.7K properties
Nightly prices starting at
£7 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
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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
- Palmetto Dunes Oceanfront Resort
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Mid Beach
- Bradley Beach
- Harbor Island Beach
- Dolphin Head Golf Club
- Tybee Beach point
- Secession Golf Club
- Wormsloe Historic Site
- Congaree Golf Club
- Driftwood Beach
- Bull Point Beach
- Long Cove Club
- Seabrook Island Beach
- Hunting Island Beach
- The Beach Club
- Bonaventure Cemetery
- Things to do Hilton Head Island
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