Cottage holiday rentals in Hilton Head

A "WOW" factor-Palmetto Dunes Retreat in Turnberry

Come for a relaxing time in Palmetto Dunes Resort at Turnberry Village- centrally located on Hilton Head overlooking the 9th & 10th hole of the Robert Trent golf course. This villa has it all- 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 with 3 miles of sun-kissed beaches, world-class golf, restaurants, shopping and 11 miles of lagoons to enjoy. {STR Permit#073278}

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.

The Hidden Pearl Cottage, Tybee Island, Georgia

Location, location, location! The Hidden Pearl is a restored 1910 cottage; said to have been part of the old Ft Screven army base on the north side of the island. The "Pearl" is a small (756sf) cottage now located in the (commercial district) heart of Tybee's South (main) beach. Cottage is "beach vibe" decor & cozy. Enjoy two separate spacious deck areas with privacy fencing, charcoal grill, and outdoor hot/cold shower. Park and walk ... 0.3mi to beach & pier, shops, dining & sweet treats.

Private Dock | FREE Golf Cart | Kayaks | Bikes

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

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.

The Cucumber Cabana: Sleeps 2 adults + extra lofts

Welcome to the whimsical wonderland of the Cucumber Cabana; paradise tucked away in the enchanting woods under a canopy on Daufuskie Island! This cozy abode is big on charm and quirky delights. Featuring a main floor Queen bedroom and 2 additional lofts. With nature as your neighbor and a sprinkle of whimsy in every nook, the Cucumber Cabana promises a getaway that's as refreshing and quirky leaving you as cool as a cucumber! Book in conjunction with The Sol Shack next door to sleep 6!

Burkes Beach House - 2nd Row to Beach #023021

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.

Beach City @ Freedom Park

Welcome to Beach City @ Freedom Park This gorgeous new build comes fully stocked with everything you could possibly need for your best beach vacay ever! 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 or amount of amenities: grills, bikes are self service unless purchased butler service, clutter, paper products, washcloths

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!

Whimsical, 1940s Cottage 4 blocks to the Ocean!

Kick back and relax in this calm, stylish space. Peaceful setting and super quiet neighborhood. Enjoy my amazing slice of heaven! Private garden with umbrella, and seating, covered front porch with butterfly garden. 4 blocks to the beach ( sunrise) & 4 blocks to the back river for incredible sunsets and 8 blocks to the downtown district and peir. This is a house split in half, so locked doors between you but noise consideration is appreciated!

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.

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!