Hilton Head Vacation Rentals & Beach Rentals with Swimming Pool - 105 Rentals Available.
105 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
Responds fast! Avg. 3 hours 38 minutes
$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
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 15 minutes
$297.00
from $297.00 / 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
$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
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 15 minutes
$125.00
from $125.00 / night
Resort Condo - Beach, 3 Pools, Tennis, Restaurants, Fitness, Hot Tub, Sauna!!
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 15 minutes
$274.00
from $274.00 / 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
$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
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 15 minutes
$228.00
from $228.00 / night
Coligny Villas Forest Beach Condo
Hilton Head Condo
- 2 bedrooms 2
- 3 bathrooms
- sleeps 5 5
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 1 hour 18 minutes
$172.00
from $172.00 / 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
$155.00
from $155.00 / night
71 Springwood Villas - 2 Bedroom Springwood Condo near Coligny
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
$165.00
from $165.00 / night
22 Springwood Villa - 3 bedroom/3 bathroom condo island attractions with communi
Hilton Head Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$190.00
from $190.00 / 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
$575.00
from $575.00 / 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
$135.00
from $135.00 / night
43 Dune Lane - Dune Lane Luxury, 100ft from the Sand
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$650.00
from $650.00 / 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
$250.00
from $250.00 / night
688 Queens Grant, Short Walk to the Beach
Hilton Head House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$155.00
from $155.00 / 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
$330.00
from $330.00 / 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
$285.00
from $285.00 / 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
$145.00
from $145.00 / night
74 Springwood Villa - 3 Bedroom condo near Coligny
Hilton Head House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$170.00
from $170.00 / 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
$100.00
from $100.00 / 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
$250.00
from $250.00 / 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
$180.00
from $180.00 / night
1 Ocean Gate - Modern Stand Alone Villa, Brand New Bathrooms
Hilton Head Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$205.00
from $205.00 / 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
$300.00
from $300.00 / 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
$250.00
from $250.00 / night
220 Forest Beach Villas - 2 bedroom, near Coligny Condo across from the beach!
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$165.00
from $165.00 / 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
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$950.00
from $950.00 / 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
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$2,870.00
from $2,870.00 / 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
$420.00
from $420.00 / 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
$695.00
from $695.00 / night
2386 Lighthouse Tennis - 2 Bedroom near Harbour Town and Sea Pines Center
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$155.00
from $155.00 / night
32 Windjammer Court - Harbor Town Golf Views
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$250.00
from $250.00 / night
6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach
Hilton Head House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 19 19
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$400.00
from $400.00 / night
1582 Lagoon Villas- charming 3 bedroom, 3 bathroom with lots of attractions near
Hilton Head Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$165.00
from $165.00 / night
301 Ocean One - 4 Bedroom Oceanfront Condo
Hilton Head Apartment
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$375.00
from $375.00 / night
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