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Smoking Allowed Holiday Rentals in Hilton Head

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    RM 604 Average
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    Travellers to Hilton Head are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    17 Matching Rentals in Hilton HeadView all 657 rentals
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    Resort Home w/ Special Monthly & Seasonal Rates!1 / 26
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Closest 2BR to the Beach/Pool! - Hilton Head Condo1 / 34
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hilton Head Resort Condo 1 Mile to Shelter Cove!1 / 11
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Villamare Villa w/ Pool Access & Beautiful Views!1 / 35
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • DVD Player
    • Private Indoor Pool
    • Waterfront
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2019
    Nice condo. HVAC does not cool bedrooms at night as well. Beds have plastic on mattresses so very hot. Villamare needs second sidewalk to beach. One not enough in crowded week...
    Reviewed 26 April 2019
    Our family of four had a wonderful time at this beautiful villa! This villa had a king master bedroom with a nice sized bathroom/soaking tub and full sized washer dryer. The...
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    About this property
    Say goodbye to the hectic nature of everyday life and stay at this 2-bedroom, 2-bathroom vacation rental villa in Palmetto Dunes - one of the most desired resorts on Hilton Head Island! The property offers the comforts of home along with peek-a-boo views of the ocean from the balconies, while the...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    • Balcony
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan a relaxing Hilton Head Island escape and stay at this 2-bedroom, 2-bathroom vacation rental condo! Situated in Fiddler's Cove, this unit for 6 offers access to a heated pool, hot tub, tennis courts, a playground, fitness center, indoor racquetball courts, and more. Walk to the beach a half...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Terrace
    • Grill
    • Wi-Fi
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stress-free getaway awaits at this elegant vacation rental condo in Hilton Head Island! The 2-bedroom, 2-bathroom home features modern beach-themed amenities, 3 community pools and a relaxing view from the private balcony! This South Carolina unit is perfect for a small family or group of friends...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Terrace
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Snowbird Special: $1,250 monthly rate for 4 consecutive weeks Saturday to Saturday December through January* Plan your next escape to Hilton Head Island for a stay at this 1-bed, 1-bath vacation rental that comfortably accommodates 6 guests. Enjoy the amenities this resort has to offer, including...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make the most of your Southern escape while staying at this quiet 2-bedroom, 2.5-bath vacation rental situated just steps from Coligny Plaza Shopping Center and Coligny Beach Park. Boasting 1,000 square feet for 6 guests, you'll enjoy all the comforts of home including an updated kitchen and prime...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your next getaway to Hilton Head Island and stay at this 2-bedroom, 1-bath vacation rental villa. Bring your family for a fun-filled beach vacation that is sure to leave you with amazing memories. Only a short walk from the ocean, Coligny Beach Park, and restaurants, the property boasts great...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2-bedroom, 2-bathroom vacation rental villa in Hilton Head Island is South Carolina Lowcountry living at its finest! The villa is ideal for up to 4 guests looking to stay in a central location at the Shipyard Plantation. The newly renovated villa features pristine amenities and is conveniently...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let this wonderful Hilton Head Island vacation rental condo serve as your home-away-from-home during your stay in sunny South Carolina! Boasting panoramic ocean views, access to the community resort amenities, and all the necessary comforts of home, this is the perfect place for total relaxation....
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Patio
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and rejuvenate at this 2-bedroom, 2-bath Hilton Head vacation rental condo that's walking distance from shops, restaurants, and the beach! Located just steps from the community pool, you’ll enjoy endless fun in the sun. Open the sliding glass doors in the living room and relish in the fresh...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the majestic beauty of Hilton Head Island in this 2-bedroom, 2-bathroom vacation rental condo with accommodations for 6 and over 1,000 square feet of well-appointed living space. Walk along 12 miles of pristine beaches, tee off at one of the 24 world-class golf courses and explore the...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a 5-minute walk from the shore and within walking distance to shops and restaurants, this 2-bedroom, 2.5-bath Hilton Head Island vacation rental condo is the perfect beach getaway. Located in Courtside Villas at South Forest Beach, this condo grants access to 2 on-site swimming pools (open...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 7
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this beautiful Hilton Head Island 2-bedroom, 1-bathroom vacation rental condo for your next beach retreat! Enjoy access to Sands Village's community amenities, including a large pool and charcoal grills. Featuring accommodations for up to 6, this unit is within walking distance to many...
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    Location Information
    29572, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your next Palmetto State escape begins at this vacation rental condo in Hilton Head Island! This recently remodeled villa offers 2 bedrooms and 2 full bathrooms - unique for units in this quiet complex. Friends and family can take a 5-minute walk to the beach for some fun in the sun or head across...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** 10% discount for all return guests - Call Evolve! ** Take a much-needed break from daily life and head to the beach when you book this delightful 4-bedroom, 2-bathroom vacation rental house in Hilton Head. This quiet property is on a wooded lot, walking distance to the beach, and features...
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    Location Information
    29928, Hilton Head, Coastal South Carolina
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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