Hilton Head Waterfront Vacation Rentals, Beach Rentals & More - 191 Rentals Available.
191 Vacation rentals
Filters applied: Waterfront

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 5 minutes
$102.00
from $102.00 / 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. 2 hours 47 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 5 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
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 3 minutes
$115.00
from $115.00 / 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
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$500.00
from $500.00 / 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
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 5 minutes
$228.00
from $228.00 / night
Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis!
Hilton Head Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 35 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 5 minutes
$80.00
from $80.00 / 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. 2 hours 45 minutes
$172.00
from $172.00 / 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
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 5 minutes
$240.00
from $240.00 / night
17 Dune - "The Cottage" - Oceanfront 7 Bedroom, North Forest Beach
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$800.00
from $800.00 / night
2 Bedroom Townhouse, Springwood Villas, Short Walk to Beach
Hilton Head House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$135.00
from $135.00 / 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
$130.00
from $130.00 / night
Short Walk to the Beach, Pet Friendly Shipyard Villa
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
Devonshire 201
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$122.00
from $122.00 / night
Singleton Beach 9
Hilton Head House
- 7 bedrooms 7
- 5 bathrooms
- sleeps 20 20
- min stay varies
- Child friendly
- Air conditioning
$767.00
from $767.00 / night
Promontory Court 17
Hilton Head House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 18 18
- min stay varies
- Child friendly
- Air conditioning
$752.00
from $752.00 / night
Remodeled Kitchen, FREE Tennis & Gym, Onsite Pool, Short Walk to Beach
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
21 Heron - Oceanfront Home, Private Boardwalk
Hilton Head House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$650.00
from $650.00 / night
Beckenham 203
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$122.00
from $122.00 / night
Mainsail 102
Hilton Head Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$199.00
from $199.00 / 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
$90.00
from $90.00 / night
Ocean Views, 2nd Row Home, Private Pool and Spa
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$650.00
from $650.00 / night
Beckenham 103
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$134.00
from $134.00 / night
18 Gannet - 3rd Row Home with Easy Beach Access
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$400.00
from $400.00 / 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
$137.00
from $137.00 / 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
$256.00
from $256.00 / 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
$260.00
from $260.00 / night
Shipmaster 1805
Hilton Head Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$198.00
from $198.00 / night
South Forest Beach Villa, Short Walk to Beach
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$200.00
from $200.00 / night
Perfect Family Vacation, Short Walk to the Beach, Springwood Villas
Hilton Head House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$156.00
from $156.00 / night
Haul Away 12
Hilton Head House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$475.00
from $475.00 / night
14 Heron Street - 6 Bedroom Home Close to Beach with Jacuzzi!
Hilton Head House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 19 19
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$600.00
from $600.00 / night
Starboard Thank you 18
Hilton Head House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$260.00
from $260.00 / night
Beckenham 205
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$122.00
from $122.00 / night
13 Sandpiper Street - Pet Friendly
Hilton Head House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$500.00
from $500.00 / night
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