Cottage vacation rentals in Hilton Head Island

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Top-rated cottage rentals in Hilton Head Island

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Guest favorite
Cottage in Palmetto Dunes
4.92 out of 5 average rating, 145 reviews

A "WOW" factor-Palmetto Dunes Retreat in Turnberry

Come to enjoy a relaxing time in Palmetto Dunes Resort at Turnberry Village- located in the heart of Hilton Head overlooking the 9th & 10th hole of the Robert Trent golf course. This villa has it all- newly updated villa, deck with golf course view, secluded location, and fully equipped with modern decor, appliances, and linens to make your stay a memorable and enjoyable vacation. There are 3 miles of sun-kissed beaches, world-class golf, restaurants, shopping and 11 miles of lagoons to enjoy.

Guest favorite
Cottage in Bluffton
4.97 out of 5 average rating, 148 reviews

Old Town Bluffton! Walk to restaurants, Location!

Experience the ultimate retreat in the heart of Old Town Bluffton with our breathtaking carriage home. Wake up to the soothing sights and sounds of the nearby May River, enveloped in the refreshing scent of fresh water. This exquisitely designed one-bedroom sanctuary features a luxurious king-size bed, a full bath, a convenient washer/dryer, and a fully equipped kitchen. Conveniently nestled in the heart of Old Town Bluffton, our carriage home offers unrivaled proximity to an array of attractio

Guest favorite
Cottage in Palmetto Dunes
4.87 out of 5 average rating, 393 reviews

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated stand alone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers a perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a well-equipped kitchen—every detail thoughtfully designed for a seamless, memorable stay.

Guest favorite
Cottage in Sea Pines
4.88 out of 5 average rating, 52 reviews

Hilton Head Beach Getaway, 2 Bedroom beach house

You’ll find peace, tranquility and days of fun when you vacation at 4 Night Heron on Hilton Head Island. This cottage is located within the Sea Pines gated community and is a beautiful, short walk to the beach. A sparkling swimming pool is located steps away and is exclusive for Night Heron guests only to enjoy. Within Sea Pines Plantation you have so many amenities for the entire family to enjoy including restaurants, golf courses, stables and petting zoo and miles of hiking and bike riding.

Superhost
Cottage in Bluffton
4.82 out of 5 average rating, 155 reviews

Old town Bluffton Charm, Best Location Calhoun St.

This charming cottage is in the heart of it all. Close to family-friendly activities and nightlife, located on the main street of Bluffton SC. Park and walk to restaurants, shops, bars and galleries. Located in the heart of Bluffton, 2 blocks to the town dock and the famous Church of the Cross. You’ll love my place because of the light, the comfy beds and coziness. We are pet-friendly, accommodate all types of guests and always professionally cleaned. Telsa charging station available

Guest favorite
Cottage in Hilton Head Island
4.92 out of 5 average rating, 115 reviews

Shipyard! - Private Beach & Golf! Pet Friendly!

This 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the Shipyard beach club. Within the Shipyard gates, enjoy 27 holes of championship golf courses, biking trails, restaurants, bars, spas, and the Sonesta Resort. Dozens of restaurants offering up Hilton Head Island's famous local seafood, craft beer, and "The Bank" are a stones throw away. Shopping and site seeing are a walk or bike-ride away at Coligny Plaza and Celebration Park.

Top guest favorite
Cottage in Hilton Head Island
4.97 out of 5 average rating, 106 reviews

Burkes Beach House - 2nd Row to Beach

Our home is second row at Burkes Beach. Close to Palmetto Dunes Plantation Golf and Tennis , Port Royal Plantation Golf and Tennis. Convenient mid Island location. It is great for couples, solo adventurists, and families (not set up for toddlers and younger). Steps to the beach path and Chaplin Park, which has lit tennis courts, park and picnic areas. Walk or bike on beach to Coco's Beach Bar or Marriott Beach Bar. Open floor plan and under house parking. OWNER IS A LICENSED REALTOR.

Guest favorite
Cottage in Hilton Head Island
4.84 out of 5 average rating, 107 reviews

The Blue Heron @ Coligny Circle

Welcome to the Blue Heron! .This cozy little beach house is big on outdoor space. Wrap around decking is as large as the home itself! It is two Beautiful blocks to a public beach access and six blocks to Coligny Circle. The house is located on an island.100% refunds for Category 2 storms or higher. Otherwise, cancellation policy holds. Host is only responsible to access of property from I-95. Also cannot guarantee condition of amenities: grills, bikes, clutter etc.

Guest favorite
Cottage in Bluffton
4.82 out of 5 average rating, 274 reviews

Bluffton Retreat, Pets Welcome.

Located in a quiet neighborhood, minutes walk from Old Town Bluffton. You can find unique shops, art galleries, and several great restaurants. In short 10 minute drive you will be in Hilton Head Island, where there is so much to do and explore! Savannah, GA is about 30 minutes away. Our home offers keyless entry, a great outdoor kitchen, and a king size bed . All this and more, come spend a special time with your loved ones and pets here in Bluffton!

Guest favorite
Cottage in Daufuskie Island
4.94 out of 5 average rating, 216 reviews

The Oyster Cottage on Daufuskie w/ Golf Cart

A charming historic 3bd/1.5bath cottage that boasts authentic Daufuskie character with all the modern amenities. Located in the Historic district of the island, this cottage is nestled on a large piece of property next door to the Iron Fish Gallery, only a 5 minute walk to the Island Shack. Featured in Southern & Coastal Living, this retreat is perfect for a small group or family to escape and enjoy the serenity and quiet of the island.

Guest favorite
Cottage in Hilton Head Island
4.84 out of 5 average rating, 82 reviews

New Cottage: 4th row & fully fenced back yard!

Enjoy your stay at this newly renovated Duplex (Entire First Floor), located in one of the most quiet and peaceful neighborhoods on HHI. 2 minute walk to the Beach! When your not soaking up the sun on the beach, relax in the open concept home with custom coastal finishes. Every room is equipped with a large smart TV and 1gig internet speeds. Spacious backyard with a privacy fence, grill, and outdoor furniture. Pets welcome!

Guest favorite
Cottage in Bluffton
4.93 out of 5 average rating, 150 reviews

Old Towne Bluffton Cottage

The Chic Bluffton Cottage is a one bedroom, one bath unique home in the heart of Old Town Bluffton. The unique all natural pine cottage has an open living space that offers a full kitchen.. The home has a very natural pine smell with walls and floors completely authentic. The home is walking distance to all shopping and restaurants

Popular amenities for Hilton Head Island cottage rentals

Quick stats about cottage rentals in Hilton Head Island

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$21,035 GYD before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore