Sleeps up to 6
Ideal vacation properties for couples, families & small groups!
Discover the perfect getaway with our vacation rentals on Hilton Head Island that comfortably sleep up to 6 guests. Ideal for couples, families or small groups, these rentals offer spacious living areas, fully-equipped kitchens, and cozy bedrooms. Enjoy easy access to Hilton Head's premier beaches, world-class golf courses, and vibrant local attractions. Our rental properties provide modern amenities, including high-speed Wi-Fi, flat-screen TVs, and private outdoor spaces.
Book your Hilton Head Island vacation rental today for an unforgettable stay in this beautiful coastal paradise, where comfort and convenience meet. Experience the ultimate blend of relaxation and adventure with us!
37 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
253 Captain\'s Quarters, where amazing sunrises greet you in this contemporary one-bedroom villa. Coming this fall the kitchen will be renovated with new cabinets, counter tops and fixtures.
The villa is designed to offer a perfect blend of modern ameniti
253 Captains Quarters
Villa -
$115.00 - $358.00 / per night
1
bedroom
1
bath
4
guests
4.9
(10)
Welcome to 2334 Racquet Club! This renovated villa has 2 bedrooms and 2.5 baths and is located close to Harbour Town.
This cozy villa has two spacious bedrooms and large closets. When you first walk in, the kitchen is open to the dining area and living room. The living room offers plenty of seating to relax after a day out in the sun. Heading upst
2334 Racquet Club
Villa -
$135.00 - $1,411.00 / per night
2
bedrooms
2
baths
1
half bath
5
guests
5
(11)
Enjoy the amazing ocean views from this lovely 2-bedroom, 2-bathroom renovated Windsor II villa. The dining table offers seating for 6, and the adjacent breakfast bar offers bar stool seating for 3.
Enjoy the spacious living room with a brand new sleeper sofa, additional seating, and a wall-mounted flat-panel smart TV and DVD player.
The master b
2216 Windsor II
Villa -
$169.00 - $493.00 / per night
2
bedrooms
2
baths
6
guests
5
(7)
Take in the ocean views at this wonderful 1-bedroom villa. The open kitchen and living area are well-appointed to accommodate all your needs. The kitchen has been recently renovated. The dining table seats 2. The living room has a queen sleeper sofa. The primary bedroom has a queen-sized bed, and the bathroom has a walk-in shower.
This villa off
212 Breakers
Villa -
$115.00 - $326.00 / per night
2
bedrooms
1
bath
4
guests
5
(9)
This beautifully renovated 3-bedroom, 2.5-bath home has an open floor plan. The living room has ample room to relax and watch TV on the large flat screen; the dining area seats six people; and the kitchen has stainless steel appliances, granite counters, and everything you need. Attached to the great room, the Carolina room with a ping pong table i
26 Forest Drive
House -
$249.00 - $685.00 / per night
3
bedrooms
2
baths
1
half bath
6
guests
5
(13)
401 Windsor Place is a beautifully appointed villa in Palmetto Dunes with ocean views! Start your vacation memories today!
As you walk through the front door to be greeted with the ocean view, the light shines across the open-plan layout. An attractive living room provides a queen-sized sleeper sofa for additional guests and two swivel chairs. Amp
401 Windsor Place
Villa -
$166.00 - $486.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(18)
Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown
A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a whimsically tiled patio with a postcard-perfect view of Harbour Town, perfect for relaxing and enjoying the salt air.
Those harbor views also
953 Cutter Court
Villa -
$101.00 - $899.00 / per night
3
bedrooms
2
baths
6
guests
5
(4)
Welcome to 3322 Lake Forest. This beautiful villa is perfect for relaxing and unwinding. The spacious great room features vaulted ceilings and unbelievable nature and water views.
Walk into this beautifully decorated villa and be greeted by lagoon views. The kitchen was recently updated with granite countertops, white cabinets, and a stone backsp
3322 Lake Forest
Villa -
$135.00 - $309.00 / per night
2
bedrooms
2
baths
5
guests
4.7
(11)
This stunningly decorated 2-bedroom villa is just steps away from Harbourtown. The open-concept living space offers breathtaking views of the Calibogue Sound. Walking in on the first level, you are met with a spacious living room with comfy couches. Open to the living room is the dining area, which has an adjacent bar cart and seats six comfortably
729 Schooner Court
Villa -
$154.00 - $847.00 / per night
2
bedrooms
2
baths
1
half bath
4
guests
4.8
(14)
2538 Gleneagle Green is a pet-friendly Harbour Town villa with stunning views of Harbour Town Golf Course and is located just a short 5-minute walk to the shops and dining at Sea Pines Center, as well as the famed Harbour Town Marina!
The open-concept floor plan features a spacious living area with a flat-screen TV and pullout sofa bed. Guests can
2538 Gleneagle Green
Villa -
$127.00 - $1,199.00 / per night
3
bedrooms
3
baths
6
guests
5
(3)
6 Indigo Lane is a renovated cozy beach home in a friendly neighborhood in the desirable Lawton Woods section of Sea Pines. A short walk or bike ride to the beach, Sea Pines Forest Preserve, and Lawton Stables. High-speed internet is available to accommodate remote working and video streaming, truly making this your home away from home!
This char
6 Indigo Lane
House -
$135.00 - $309.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(21)
Welcome to 4303 Island Club! This two-bedroom, two-bath ocean view condo features expansive ocean views from the patio, a variety of shared pools, and nearby beach access for the perfect island vacation.
Walk into your oasis and find the kitchen, dining room, and living room with an open layout leading to your private balcony patio. Right from the
4303 Island Club
Villa -
$135.00 - $426.00 / per night
2
bedrooms
2
baths
6
guests
5
(17)
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