Hilton Head Vacation Rentals & Beach Rentals with Swimming Pool - 101 Rentals Available.
101 Vacation rentals
Filters applied: Swimming pool
Oceanfront on HHI's Best Beach New 5 Bedroom Home HEATED POOL INCLUDED
Hilton Head House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 14 14
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$802.00
from $802.00 / night
2306 Ocean View Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, etc
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 7 minutes
$114.00
from $114.00 / night
Gated community condo 200/300 steps to beach
Hilton Head Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
Responds fast! Avg. 1 hour 16 minutes
$344.00
from $344.00 / night
1304 Ocean View Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, etc
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 26 minutes
$114.00
from $114.00 / night
Sunny, Updated Oceanfront Villa Steps to Beach & Pool/Beach Gear Incl! Golf Near
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
$294.00
from $294.00 / night
Spacious 3BR/3BA Home with Private Pool in Palmett
Hilton Head House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 1 mi
- Swimming pool
- Child friendly
$344.00
from $344.00 / night
Sea Pines Steps to Beach Book Online Bikes, Tennis, Pets, heated pool
Hilton Head House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$501.00
from $501.00 / night
Resort Condo - Beach, 3 Pools, Tennis, Restaurants, Fitness, Hot Tub, Sauna!!
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 26 minutes
$102.00
from $102.00 / night
Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis!
Hilton Head Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 37 minutes
$132.00
from $132.00 / night
3406 Resort Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, Fitness
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 7 minutes
$102.00
from $102.00 / night
Coligny Villas Forest Beach Condo
Hilton Head Condo
- 2 bedrooms 2
- 3 bathrooms
- sleeps 5 5
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 22 minutes
$172.00
from $172.00 / night
17 Dune - "The Cottage" - Oceanfront 7 Bedroom, North Forest Beach
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$2,001.00
from $2,001.00 / night
53 Springwood Villas - 2 bedroom Coligny Townhouse
Hilton Head House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
2nd Floor Townhouse, Short Walk to Beach, FREE Gym & Tennis
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
182 Beachwalk - Shipyard Condo, 7 minutes to the beach
Hilton Head House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
22 Springwood Villa
Hilton Head Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$185.00
from $185.00 / night
21 Heron - Oceanfront Home, Private Boardwalk
Hilton Head House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$650.00
from $650.00 / night
Renovated Villa, Lagoon & Golf Course Views, Onsite Pool/Tennis
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$75.00
from $75.00 / night
43 Dune Lane - 7 Bedroom, 2nd Row Home
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,001.00
from $1,001.00 / night
18 Gannet - 3rd Row Home with Easy Beach Access
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 9 9
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$401.00
from $401.00 / night
688 Queens Grant, Short Walk to the Beach
Hilton Head House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
Short Stroll to Beach and Coligny, Private Pool and Game Room
Hilton Head House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$275.00
from $275.00 / night
Steps to the Beach, Private Pool
Hilton Head House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$275.00
from $275.00 / night
South Forest Beach Villa, Short Walk to Beach
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$175.00
from $175.00 / night
74 Springwood Villa - 2 Bedroom Coligny Condo
Hilton Head House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$175.00
from $175.00 / night
14 Heron Street - 6 Bedroom Home Close to Beach
Hilton Head House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 19 19
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$600.00
from $600.00 / night
13 Sandpiper Street - Pet Friendly
Hilton Head House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$501.00
from $501.00 / night
123 Forest Beach Villas - 3 Bedroom Condo
Hilton Head Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$175.00
from $175.00 / night
520 Queens Grant - 2 Bedroom Dog Friendly PD Condo
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$165.00
from $165.00 / night
1 Ocean Gate - Modern Stand Alone Villa, Short Walk to Stunning Beach
Hilton Head Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$126.00
from $126.00 / night
219 Cordillo - Private Pool, Minutes from beach
Hilton Head House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$390.00
from $390.00 / night
Short Walk to the Beach, Private Pool/Spa, Near Coligny Plaza
Hilton Head House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$251.00
from $251.00 / night
220 Forest Beach Villas
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
23 Dune - Mimi's Place - Private Beach Access, Large Pool, Giant Pool Deck
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 19 19
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$2,001.00
from $2,001.00 / night
6 Sailmaster Commons - 2 Bedroom Shipyard Condo
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
35 Dune Lane - Southern Comfort
Hilton Head House
- 7 bedrooms 7
- 8 bathrooms
- sleeps 22 22
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$3,501.00
from $3,501.00 / night
17 Heron Street - 200 Feet to the Beach!
Hilton Head House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$401.00
from $401.00 / night
3410 Carolina Place - 2 Bedroom Sea Pines Townhouse with a Loft
Hilton Head Villa
- 2 bedrooms 2
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
23 Egret - 2nd Row Home W/ Ocean Views, 5 Minute Walk to Coligny Plaza
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 20 20
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,001.00
from $1,001.00 / night
2386 Lighthouse Tennis
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
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