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Hilton Head Island: Vacation Rental By Owner

Search result 1 to 20 Of 2656
  • Property-1 Image 1
    Condo Select Dates for Price
    • 1Bed
    • 1Baths
    • (11) Excellent
    Hilton Head Island, SC

    Escape to the scenic shores of Hilton Head Island at this charming 1-bedroom, 1-bathroom vacation rental condo in the Hilton Head Beach & Tennis Resort. This... ...more

  • Property-2 Image 1
    Townhome $184 / Nightly
    • 2Bed
    • 2Baths
    • (2)
    Hilton Head Island, SC

    Step right off the pristine beaches of Hilton Head Island and into this beautifully remodeled 2-bedroom, 1.5-bath vacation rental! This Hilton Head Beach Club... ...more

  • Property-3 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    • (8)
    Hilton Head Island, SC

    Hilton Head Island is the perfect destination for families, friends, and couples alike! This charming 2-bedroom, 2-bath vacation rental condo comfortably sleeps... ...more

  • Property-4 Image 1
    Condo Select Dates for Price
    • 1Bed
    • 1Baths
    Hilton Head Island, South Carolina

    South Carolina sunshine and beachfront fun await at this 1-bed, 1-bath vacation rental condo on Hilton Head Island. In addition to the unparalleled access to... ...more

  • Property-5 Image 1
    House Select Dates for Price
    • 2Bed
    • 2Baths
    Hilton Head Island, SC

    Life's a little easier down here. When you stay at our South Forest Beach condo, just a short walk from the beach, it's easy to see why. Our spacious two bedroom... ...more

  • Property-6 Image 1
    Villa $293 / Nightly
    • 2Bed
    • 2Baths
    • (51)
    Hilton Head Island, SC

    Our charming, NO SMOKING Villa has been completely remodeled with new luxurious furnishings, stainless steel appliances, flat screen Smart TVs, paint, hardwood... ...more

  • Property-7 Image 1
    Villa $299 / Nightly
    • 2Bed
    • 2Baths
    • (8) Exceptional
    Hilton Head Island, SC

    Our charming, NO SMOKING Villa has been completely remodeled with new luxurious furnishings, stainless steel appliances, flat screen Smart TVs, paint, and pergo... ...more

  • Property-8 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    • (3) Excellent
    Great Villa in South Forest Beach!... Hilton Head Island, SC

    This freshly furnished 1st floor villa is located in the wooded Treetops-Ocean Breeze complex in South Forest Beach. It is just a short 8-10 minute walk to the... ...more

  • Property-9 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    • (5) Excellent
    Hilton Head Island, SC

    Experience the best of Hilton Head when you stay at this thoughtfully designed vacation rental condo! Located at the Hilton Head Resort, this 2-bedroom,... ...more

  • Property-10 Image 1
    Condo Select Dates for Price
    • 1Bed
    • 1Baths
    • (7) Excellent
    Hilton Head Island, SC

    Retreat to this Hilton Head Island vacation rental to spend the day relaxing in the sun along the 12 miles of pristine beach or practicing your swing at a nearby... ...more

  • Property-11 Image 1
    Condo $202 / Nightly
    • 2Bed
    • 2Baths
    • (15)
    Hilton Head Island, SC

    Grab the family and head to South Carolina to stay at this 2-bedroom, 2-bath vacation rental condo on Hilton Head Island! Completely remodeled in 2016, this unit... ...more

  • Property-12 Image 1
    Condo Select Dates for Price
    • 1Bed
    • 1Baths
    • (4) Exceptional
    Hilton Head Island, SC

    Welcome to the Hilton Head Beach and Tennis Resort, where your 1-bedroom, 1-bath vacation rental awaits! Wake up to seaside bliss in Hilton Head Island, starting... ...more

  • Property-13 Image 1
    Condo $168 / Nightly
    • 2Bed
    • 2Baths
    • (9) Very Good
    Hilton Head Island, SC

    As part of the Hilton Head Resort, this recently remodeled 2-bedroom, 2-bath vacation rental condo is your one-stop-shop for a quintessential beach retreat. This... ...more

  • Property-14 Image 1
    Villa $309 / Nightly
    • 3Bed
    • 3Baths
    • (9) Very Good
    Hilton Head Island, SC

    For optimal relaxation and proximity to the ivory-sand shoreline of Hilton Head Beach, retreat to this 3-bedroom, 3-bath coastal villa. This vacation rental... ...more

  • Property-15 Image 1
    Condo $184 / Nightly
    • 2Bed
    • 2Baths
    • (1) Exceptional
    Hilton Head Island, SC

    At this lovely condo in The Spa On Port Royal Sound, you'll discover why Hilton Head Island is regularly voted as the country's best island for vacation! With 2... ...more

  • Property-16 Image 1
    Condo $225 / Nightly
    • 2Bed
    • 1Baths
    • (33) Excellent
    Hilton Head Island, SC

    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... ...more

  • Property-17 Image 1
    Villa $159 / Nightly
    • 1Bed
    • 1Baths
    • (63)
    Oceanview Condo - overlooking pool... Hilton Head Island, SC

    Nestled in the middle of semi-tropical Hilton Head Island lies Hilton Head Beach and Tennis Resort. Our Condominium on the second floor looks over the largest... ...more

  • Property-18 Image 1
    House $524 / Nightly
    • 4Bed
    • 4Baths
    • (8) Wonderful
    Hilton Head Island, SC

    Spend your Hilton Head getaway at MAMASITA'S, a 4-bed, 3.5-bath vacation rental house that sleeps 10! Located in the center of the Sea Pines Resort, this home... ...more

  • Property-19 Image 1
    Townhome Select Dates for Price
    • 3Bed
    • 4Baths
    Hilton Head Island, SC

    Anchor up at this 3-bedroom, 3.5-bath townhome with family and friends! Tucked in Hilton Head Island’s Shipyard Plantation, this spacious vacation rental offers a... ...more

  • Property-20 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    Hilton Head Island, SC

    If you’re in need of breezy walks along the beach, a few peaceful rounds on a sunny golf course, and relaxation by an oceanfront pool, look no further than this... ...more

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Hilton Head Island. Many accommodations in Hilton Head Island provide "Non Smoking Only", there are 51, or there are 48 of Vacation Rentals in Hilton Head Island with a "Pool - Spa", there are also 48 with "Pets Not Allowed", which is another great reason to visit Hilton Head Island.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Hilton Head Island. The most expensive month of the next 12 months is in January, where prices hit an average of $121 a night. In December, prices will hit an average low of $52 per night.