
Holiday rentals with a pool in Hilton Head
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hilton Head
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 rentals with a pool
House rentals with a pool

Relaxing Pool Paradise - Private Oasis Sleeps 14

Luxurious Sea Pines home with saltwater pool

Savannah Pool Home, Game Rm, Sleeps 8, Pet Frndly

A Port in the Storm - Shangri La Isle of Armstrong

Savannah Sanctuary home+ year-round mini-pool

Private pool/spa : pool heat available : Kg master

Villa Palms - 4 BR Beautiful Home w/ Private Pool

Townhouse with Southern charm
Apartment rentals with a pool

Luxury Condo King bed Pool &Ocean views Jetted Tub

Beach Ocean Front -Heated Pool

Condo on Beachfront Resort

Relaxing 2Br/2ba condo on HHI, minutes from beach

Upgraded peaceful villa ! 7 min walk to the beach

POOLSIDE PERFECTION "THE RIGHT PLACE"

Pool side condo just steps from beach boardwalk!

Oceanside Resort. Heated Indoor Pool, Hot tub.
Destinations to explore
- Savannah Holiday rentals
- Atlanta Holiday rentals
- Gatlinburg Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Charleston Holiday rentals
- Western North Carolina Holiday rentals
- Myrtle Beach Holiday rentals
- Charlotte Holiday rentals
- Rentals with outdoor seating Hilton Head
- Beach apartment rentals Hilton Head
- Rentals with a firepit Hilton Head
- Flat rentals Hilton Head
- Rentals with a washing machine and dryer Hilton Head
- Rentals with an EV charger Hilton Head
- Waterfront rentals Hilton Head
- Apartment rentals Hilton Head
- Family-friendly rentals Hilton Head
- Rentals with a patio Hilton Head
- Rentals with beach access Hilton Head
- Fitness-friendly rentals Hilton Head
- Rentals with a hot tub Hilton Head
- Villa rentals Hilton Head
- Beachfront rentals Hilton Head
- Rentals with pools 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
- Palmetto Dunes Oceanfront Resort
- St. Catherines Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- Mid Beach
- Shipyard Beach Access
- Angel Oak Tree
- Harbor Island Beach
- Hilton Head Island Beach
- Secession Golf Club
- The Westin Savannah Harbor Golf Resort & Spa
- Dolphin Head Golf Club
- Edingsville Beach
- Wassaw Island, North Beach
- Tybee Beach Pier and Pavilion
- Private Beach Access Port Royal
- Wormsloe Historic Site
- Bonaventure Cemetery
- Long Cove Club
- Congaree Golf Club
- Islanders Beach Park