
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

6 BR, Sleeps 26, Beach Time

98 Sandcastle Ct

Governor’s Quarters: Stately Sea Pines Stay on HHI

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

Resort-Style Pool, Cute House 88 Steps to Sand

Walk to beach - 2BD/2BA retreat
Condo rentals with a pool

Cozy in Coligny

Ocean front condo with amazing ocean view!

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6

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

Coastal Chic & Tranquil Beach on Hilton Head!

Beach Front Resort - Ocean View King Bed

Easy Walk to the Beach ~ Sleeps 6! TWO bathrooms

Oceanfront Breathtaking Views
Other vacation rentals with a pool

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

Romantic Oceanview - Couples Luxe Beach Getaway!

Hilton Head Island VILLA: STEPS 2 Beach & Coligny!

Beachfront Escape w Balcony+Pool

Luxury Waterfront Tree House | Harbour Town | Pool

Marriott Sunset Pointe - 2BD

Quiet Life by the Beach

Sunny Treetop Getaway w/ tennis and pickleball
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
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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
- Dolphin Head Golf Club
- Secession Golf Club
- Tybee Beach point
- Wormsloe Historic Site
- Congaree Golf Club
- Bull Point Beach
- Driftwood Beach
- Seabrook Island Beach
- Long Cove Club
- Hunting Island Beach
- The Beach Club
- Bonaventure Cemetery
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