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
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 - $850.00 / per night
2
bedrooms
2
baths
1
half bath
4
guests
4.8
(14)
This spacious 3-bedroom, 2-bathroom top-floor Bluff villa is perfect for a larger family, with an open floorplan and one of the largest living spaces found in any Sea Pines villa. With six beds and room for up to two children on the sleeper sofa, this unit has everything you need for a wonderful Sea Pines vacation. The unit has a large, fully stock
1690 Bluff Villas
Villa -
$97.00 - $399.00 / per night
3
bedrooms
2
baths
8
guests
5
(11)
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)
Lots of natural light shines throughout this 2-bedroom, 2-bathroom villa, just steps away from the Salty Dog.
You’ll love the recently renovated kitchen, which is located just off the foyer. All overlooking the open-concept living and dining room and out to the Calibogue Sound.
The master bedroom consists of a king bed, a walk-in closet, and an
1809 Bluff Villas
Villa -
$135.00 - $355.00 / per night
2
bedrooms
2
baths
4
guests
4.9
(14)
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 - $417.00 / per night
2
bedrooms
2
baths
6
guests
5
(17)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
510 Mainsail is a gorgeous two-bedroom, two-and-a-half-bath, top-floor villa with breathtaking panoramic views of Shelter Cove Harbour. Designer-decorated, this property is perfect for a Hilton Head vacation and comfortably accommodates up to four people. Th
510 Mainsail
Villa -
$164.00 - $493.00 / per night
2
bedrooms
2
baths
1
half bath
6
guests
5
(8)
Welcome to 1584 Lagoon, the Blue Heron Villa! This completely renovated (2024) 2 bedroom, 2 bathroom property is perfectly located within steps of South Beach Marina, a short five minute walk to South Beach, and a three minute walk to tennis, pickleball, The Salty Dog Café, restaurants, and shopping.
The property includes two reserved parking spa
1584 Lagoon Villas
Villa -
$154.00 - $399.00 / per night
2
bedrooms
2
baths
6
guests
5
(6)
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 - $761.00 / per night
2
bedrooms
2
baths
6
guests
5
(7)
You\'re going to love this Barrington Arms villa, completely renovated in 2021. This pristine 3rd floor (end unit) villa is wonderfully furnished and overlooks the landscaped gardens and pool out to the Atlantic Ocean!
The well-appointed kitchen is fully equipped and has been renovated with granite countertops, brand new cabinets, and appliances,
301 Barrington Arms
Villa -
$179.00 - $850.00 / per night
2
bedrooms
2
baths
5
guests
5
(24)
This magnificently remodeled North Shore Place villa features two bedrooms. Walking into an open-concept floor plan.
The master bedroom has a beautiful king bed and private ensuite bath. The ensuite bathroom features a walk-in shower. The guest bedroom has a queen bed. The guest bathroom has a shower and tub combination.
A rooftop pool and hot t
103 North Shore Place
Villa -
$135.00 - $426.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(11)
103 Seacrest is beautifully decorated and fully renovated for your comfort and convenience. Here, you will experience only the best. This charming property features two bedrooms, creating a cozy and inviting atmosphere for your stay. Allow me to paint a picture of what you can expect from this vacation rental:
The primary bedroom offers a peaceful
103 Seacrest
Villa -
$135.00 - $525.00 / per night
2
bedrooms
2
baths
6
guests
5
(6)
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)
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