Hilton Head 4+ bedroom Vacation Rentals, Beach Rentals & More - 55 Rentals Available.
55 Vacation rentals
Filters applied: 4+ Bedrooms
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
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
$350.00
from $350.00 / night
117 Dune Lane - Spectacular Oceanfront Beach Home with Large Pool
Hilton Head House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$951.00
from $951.00 / 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
93 Dune - Oceanfront Home w/ Private Ocean Access
Hilton Head House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$476.00
from $476.00 / 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
$900.00
from $900.00 / 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
$700.00
from $700.00 / 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
$330.00
from $330.00 / night
20 Gannet St - 2nd Row with Ocean Views, Massive Pool & Backyard
Hilton Head House
- 7 bedrooms 7
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$695.00
from $695.00 / 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
$1,400.00
from $1,400.00 / 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
$650.00
from $650.00 / night
49 Dune Lane - VOTED 1 of the 12 homes that live up to the hype in 2019 on VRBO!
Hilton Head House
- 8 bedrooms 8
- 9 bathrooms
- sleeps 26 26
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,950.00
from $1,950.00 / 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
$3,500.00
from $3,500.00 / night
10 Sea Oak - Casa Beleza
Hilton Head House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,000.00
from $1,000.00 / 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
$400.00
from $400.00 / 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
$295.00
from $295.00 / night
47 Dune Lane - My Sunshine, Oceanfront 5 Bedroom, North Forest Beach
Hilton Head House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
- Air conditioning
$700.00
from $700.00 / 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
$496.00
from $496.00 / night
21 Dune Lane- Sea Mist Beach
Hilton Head House
- 7 bedrooms 7
- 4 bathrooms
- sleeps 16 16
- min stay varies
- Ask about children
- Air conditioning
$376.00
from $376.00 / 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
$50.00
from $50.00 / night
13 Flamingo St - 6 Bedroom Hilton Head Home!
Hilton Head House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$525.00
from $525.00 / night
109 Dune Lane - Oceanfront Paradise
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$900.00
from $900.00 / night
22 Full Sweep - 5 Bikes and $100 toward golf with Rental Fall 2022
Hilton Head House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$300.00
from $300.00 / night
45 S Sea Pines Dr.- Mom-Mom & Pop-Pops Place
Hilton Head House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 13 13
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$355.00
from $355.00 / night
89 Singleton Beach - Villa La Spiaggia
Hilton Head Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$250.00
from $250.00 / night
28 Dune Lane - Seaside Haven
Hilton Head House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$575.00
from $575.00 / night
2 Roadrunner, 6 Bedrooms, Private Pool, Spa, Ocean View, Deck overlooking Sonest
Hilton Head House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 17 17
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$350.00
from $350.00 / night
63 Dune Lane- Jaali - Windows to the Sea - BRAND NEW CONSTRUCTION - July 2021
Hilton Head House
- 7 bedrooms 7
- 8 bathrooms
- sleeps 30 30
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$500.00
from $500.00 / night
Southern Charm and Elegance - 20 Egret
Hilton Head House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$525.00
from $525.00 / night
23 Wildwood
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$300.00
from $300.00 / night
65 Baynard Cove Rd
Hilton Head House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$335.00
from $335.00 / night
17 Firethorn - One of a Kind, HGTV "Wow-Worthy Home", Private Pool with Fire Fea
Hilton Head House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$600.00
from $600.00 / night
19 Egret Street-Beautiful Home, Steps from the Beach!
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$500.00
from $500.00 / night
14 Egret - Easy Sea, North Forest Beach and Near Coligny
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$255.00
from $255.00 / night
10 Jacana Street
Hilton Head House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$100.00
from $100.00 / night
4 Firethorn Way - 6 Bedroom South Forest Beach
Hilton Head House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$350.00
from $350.00 / night
4 Lark Street - 4th Row North Forest Beach
Hilton Head House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$450.00
from $450.00 / night
16 Hickory Lane
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$335.00
from $335.00 / night
1 Baynard Park - Perfect Destination for Harbor Town Golf Outing
Hilton Head House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$445.00
from $445.00 / night
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