Compare Hilton Head Island Cottage Rentals

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Featured Hilton Head Island Cottages

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hilton Head Island Beach Accommodation

    Hilton Beachfront Resort & Spa Hilton Head Island

    Hilton Beachfront Resort & Spa Hilton Head Island

    1 Hotel Circle, Hilton Head Island, SC
    $278 nightly
    The price is $306 total per night from Aug 3 to Aug 4
    $306 total
    Aug 3 - Aug 4
    Total includes taxes and fees
    8.4/10 Very Good! (1,321 reviews)
    Omni Hilton Head Oceanfront Resort

    Omni Hilton Head Oceanfront Resort

    23 Ocean Lane, Hilton Head Island, SC
    $407 nightly
    The price is $443 total per night from Aug 11 to Aug 12
    $443 total
    Aug 11 - Aug 12
    Total includes taxes and fees
    8.8/10 Excellent! (1,004 reviews)
    Hilton Head Island Beach & Tennis Resort

    Hilton Head Island Beach & Tennis Resort

    40 Folly Field Rd, Hilton Head Island, SC
    7.6/10 Good! (1,002 reviews)
    The Westin Hilton Head Island Resort & Spa

    The Westin Hilton Head Island Resort & Spa

    2 Grasslawn Ave, Hilton Head Island, SC
    $293 nightly
    The price is $322 total per night from Jul 13 to Jul 14
    $322 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    8.4/10 Very Good! (1,001 reviews)
    Sonesta Resort Hilton Head Island

    Sonesta Resort Hilton Head Island

    130 Shipyard Drive, Hilton Head Island, SC
    $332 nightly
    The price is $365 total per night from Aug 12 to Aug 13
    $365 total
    Aug 12 - Aug 13
    Total includes taxes and fees
    8.4/10 Very Good! (1,003 reviews)
    Beach House Resort Hilton Head

    Beach House Resort Hilton Head

    1 South Forest Beach Drive, Hilton Head Island, SC
    $285 nightly
    The price is $313 total per night from Aug 10 to Aug 11
    $313 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    8.8/10 Excellent! (690 reviews)
    LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

    LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

    Hilton Head Island
    9.8/10 Exceptional! (292 reviews)

Hotel Options in Hilton Head Island

    Sonesta Resort Hilton Head Island

    Sonesta Resort Hilton Head Island

    130 Shipyard Drive, Hilton Head Island, SC
    $332 nightly
    The price is $365 total per night from Aug 12 to Aug 13
    $365 total
    Aug 12 - Aug 13
    Total includes taxes and fees
    8.4/10 Very Good! (1,003 reviews)
    Hilton Beachfront Resort & Spa Hilton Head Island

    Hilton Beachfront Resort & Spa Hilton Head Island

    1 Hotel Circle, Hilton Head Island, SC
    $278 nightly
    The price is $306 total per night from Aug 3 to Aug 4
    $306 total
    Aug 3 - Aug 4
    Total includes taxes and fees
    8.4/10 Very Good! (1,321 reviews)
    Beach House Resort Hilton Head

    Beach House Resort Hilton Head

    1 South Forest Beach Drive, Hilton Head Island, SC
    $285 nightly
    The price is $313 total per night from Aug 10 to Aug 11
    $313 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    8.8/10 Excellent! (690 reviews)

Cottages

Book a cottage in Hilton Head Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Hilton Head Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Hilton Head Island better.

Cottage apartments in Hilton Head Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Hilton Head Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Hilton Head Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Hilton Head Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Hilton Head Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Hilton Head Island Cottages essential information

Accommodation
139 Cottages
Lowest Price
$306
Highest Price
$443
Popular accommodation
Updated Wilson Village 4 Bedroom Cottage Amenity access available, Huge Beautiful Golf Cottage!! Sleeps 8!!, Patio & Gas Grill: Charming Bluffton Escape!, 2 Mi to Beach: Hilton Head Home w/ Furnished Deck, Corley Cottage 327 - GOLF CART AND BIKES INCLUDED!, "Nauti-Jayne" coastal cottage in Historic Old Town Bluffton, Furnished Patio: Hilton Head Island Resort Cottage, 1 Mi to Old Town Bluffton: Home w/ Screened Porch, 5 Mi to Beach: Spacious Home on Hilton Head Island