
Resort vacation rentals in Hilton Head Island
Find and book unique resort rentals on Airbnb
Quick stats about resort rentals in Hilton Head Island

Total vacation rentals
Explore 80 vacation rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island vacation rentals start at G$27,193 GYD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Hilton Head Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hilton Head Island rentals

4.9 Average rating
Hilton Head Island stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated resort rentals in Hilton Head Island
Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

Marriott SurfWatch Two Bedroom Villa. Book Now!
Reservations are available in weekly (7 night) increments with arrivals and departures on Thursdays, Fridays, Saturdays, and Sundays only. Welcome to Marriott's SurfWatch on the charming island of Hilton Head, South Carolina. Here you’re surrounded by ocean views, delicate sea-green marsh grasses, rolling sand dunes, and refreshing sea breezes. This 31-acre resort puts you in touch with nature, and the limitless leisure activities that make Hilton Head Island a popular destination.

Marriott's Grand Ocean
FIND TRANQUILITY AT OUR BEACHFRONT HILTON HEAD RESORT Perfectly located on the oceanfront in Hilton Head Island, SC, Marriott's Grande Ocean is a premium vacation ownership resort. Embark on a family vacation or trip with friends at our resort brimming with modern amenities. Enjoy access to three outdoor pools, an indoor pool, a fitness center, whirlpool spas, bocce ball, shuffleboard, a putting green, nature trails, a seasonal kid's camp, on-site dining, and of course, the beach.

Relaxing & Spacious Beach Villa
Marriott Grande Ocean is the flagship resort by Marriott on Hilton Head. Each villa is 2BR and 2 full bathrooms. Make the most of your family vacation in our stylish oceanfront villas. Take in our boasting living rooms, dining areas & fully equipped kitchen. Take in the ocean breeze & views of from a furnished balcony in select villas. Refresh in our accommodations offering two bathrooms & an oversized soaking tub in the master bedroom. Fun awaits thanks to our swimming pools.

Charming two bedroom at Bluewater Resort
We are able to offer reservations in weekly increments with arrivals and departures on Saturdays only, The interiors of this unit will make you feel like you're in Key West instead of being located on Hilton Head's beautiful Intracoastal Waterway. You will be amazed at the stunning 'Low Country' sunsets. The helpful staff (seasonal) at the Activity Center can help you plan golf as well as the many other things offered on Hilton Head Island.

Marriott's Grande Ocean 2BR Villa Ocean View
Experience coastal luxury at Marriott's Grande Ocean, perfectly positioned on Hilton Head Island's pristine beachfront. This premier resort offers direct access to miles of sandy beaches and Atlantic waters. Features multiple pools, hot tubs, and seasonal activities. Minutes from world-class golf courses, tennis courts, and cycling paths. Perfect location for exploring the island's natural beauty, upscale dining, and shopping at Coligny Plaza.

One-Bedroom Gem Near Beach, Dining & Poolside Fun
Stay steps from the pristine Atlantic shoreline and immerse yourself in the vibrant atmosphere of Hilton Head Island. Perfect for families and couples, enjoy nearby Coligny Beach Park for sun-soaked days and unique shops at Coligny Plaza. Unwind at Compass Rose Park or explore scenic trails at Sea Pines Forest Preserve. Just 9 miles from Hilton Head Airport, it’s your gateway to relaxation, adventure, and lasting memories.

Marriott's Barony Beach - Stunning Two Bedroom!
Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only. Marriott's Barony Beach Club is perfectly located on the beautiful oceanfront of Hilton Head Island, South Carolina. This resort features an incomparable beachfront location in the Port Royal Plantation neighborhood of Hilton Head Island, elegant villas and an array of stellar amenities.

2Br Marriott Monarch at Sea Pines
Oceanfront Luxury at Marriott’s Monarch at Sea Pines RBC Heritage Week 4/13-4/20 Experience the ultimate Hilton Head Island getaway at Marriott’s Monarch at Sea Pines, a premier beachfront resort nestled within the prestigious Sea Pines Plantation. Set on six lush oceanfront acres, this tranquil retreat offers spacious 2-bedroom, 2-bath villas—each 1,200 sq. ft.—designed for comfort and convenience

2 Br Marriott Harbour Club
Located in a prime area with stunning views of the harbor, this property offers a serene and exclusive atmosphere, perfect for those seeking a tranquil escape or a sophisticated retreat. The spacious and elegantly appointed villas provide the ultimate in convenience, featuring full kitchens, private balconies, and home-like amenities, allowing guests to feel both pampered and at ease.

Marriotts Monarch - 2 Bedroom
Spacious Family Villa w/ Pool & Resort Perks — Orlando, FL 🌴 Start with coffee on your balcony, enjoy a lazy morning swim or resort pool time, cook a home‑style lunch in your kitchen, relax in comfort and plan your Orlando adventure — easy, cozy, flexible stay.

Ocean Oak Resort - 2 Bedroom Condo
Seaside Family Suites with Ocean Views & Pool – Hilton Head Island Wake to moss-draped live oaks and salt air, enjoy breakfast in your bright condo, lounge by the zero-entry pool, stroll to the beach, then unwind on your balcony under southern skies.

Hilton Head Island Beach Stay • Pool + Beach • 2Br
Oceanfront Paradise – Pools, Beach Access & Tropical Views - Hilton Head Island Wake to Caribbean breezes, enjoy breakfast on your balcony, stroll to the beach, relax by the pool, explore local dining, then watch a stunning sunset over the ocean.
Popular amenities for Hilton Head Island resort rentals
Family-friendly resort rentals

2 Spacious 2BR Near the Ocean w/ Hot Tub & Pool

Ocean Oak Resort - 2 Bedroom Plus - Partial Ocean

2BR Coastal Escape Near Sand, Pool and Family Fun

Two 1BR Beach Nook for Pool Dips & Ocean Daydreams

Screened-In 3BR Haven w/ Water Views & Bikes

Spacious 3BR Townhouse with Pools & Porch Views

2Br MVC Barony Beach Club

Fresh-Air 2BR w/ Pool, Porch & Relaxing Vibes
Resort rentals with a pool

Marriotts Monarch - 2 Bedroom

Hilton Head • Harborfront Family Stay

Marriotts Grande Ocean- 2 Bedroom

Charming two bedroom at Bluewater Resort

Marriott's Barony Beach - Stunning Two Bedroom!

Marriott SurfWatch Two Bedroom Villa. Book Now!

Marriott's Grande Ocean 2BR Villa Courtyard View

Ocean Oak Resort - 2 Bedroom Condo
Resort rentals with a gym

Hilton Head • Harborfront Family Stay

Nature-Laced 2BR w/ Bikes, Pool & Lagoon Calm

2 Star Marriott Grande Ocean

Marriott's Grande Ocean 2BR Villa Courtyard View

Two Family-Sized 3BR w/ Kitchen, Balcony and Pool

Calm & Comfy 3BR w/ Pool & Nature All Around

Peaceful 3BR w/ Full Kitchen, Pool, Bikes & Trails

2 Fun-Loving 1BR Spot w/ Full Kitchen & Pool Views
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- Harbour Town Golf Links
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Harbour Town Lighthouse
- Bonaventure Cemetery
- Edisto Beach State Park
- Oatland Island Wildlife Center
- Shelter Cove Towne Centre
- Hunting Island State Park
- Wormsloe Historic Site
- Kiawah Beachwalker Park
- Skidaway Island State Park
- Jepson Center for the Arts
- Cathedral of Saint John the Baptist
- Fort Pulaski National Monument
- Seabrook Island Beach
- Savannah College of Art and Design
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
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