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

Total holiday rentals
Explore 80 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at £97 per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Hilton Head Island holiday rentals include wifi 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.

Family friendly resort, minutes from beach!
Stay in a spacious apartment nearby the beach, with all the comforts of home. 3 bedroom, 3 bathroom apartment with full kitchen, living room, dining area. Wifi, washer & dryer. Gym/fitness center on site. Family friendly resort, plenty of on-site and nearby activities, minutes from the beach. Kayaking, golf, biking, on-site pools, hot tubs, lazy river. Resort activities. Fun, relaxing getaway for all ages. Nearby activities, restaurants & nightlife.

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.

2BR Home with Poolside Lounge and Beach Nearby
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.

2 Br Marriott Surfwatch
Escape to Coastal Paradise at Marriott's SurfWatch - Your Hilton Head Dream Vacation! Discover the ultimate beachfront getaway at our luxurious villa in Marriott's SurfWatch on stunning Hilton Head Island! This idyllic resort offers the perfect blend of relaxation and recreation, with direct access to the white sands and sparkling waters of the Atlantic Ocean,

Island Escape | Relaxing Villa Near Coligny Beach
Escape to our spacious villa, where comfort meets coastal charm. Designed for families or couples, we unwind on a private balcony, swim in 3 pools, or play tennis. Steps from Coligny Beach and vibrant Coligny Plaza, our retreat offers the perfect mix of relaxation, island adventure, and low country flair.

2Br MVC Barony Beach Club
Welcome to Marriott Barony Beach Club, an idyllic oceanfront resort on Hilton Head Island, perfect for a relaxing beach getaway. With direct access to miles of pristine sandy beaches, this beautifully designed resort combines the charm of coastal living with top-tier amenities.

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 resort rentals in Hilton Head Island
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

Charming two bedroom at Bluewater Resort

Two 1BR Beach Nook for Pool Dips & Ocean Daydreams

Marriott's Barony Beach - Stunning Two Bedroom!

Spacious 3BR Townhouse with Pools & Porch Views

Hilton Head Holiday | Coligny Beach & Golf Nearby
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!

Family friendly resort, minutes from beach!

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

Marriott SurfWatch Two Bedroom Villa. Book Now!
Resort rentals with a gym

Hilton Head • Harborfront Family Stay

2Br Marriott Monarch at Sea Pines

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

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
- Wormsloe Historic Site
- Shelter Cove Towne Centre
- Hunting Island State Park
- Skidaway Island State Park
- Jepson Center for the Arts
- Kiawah Beachwalker Park
- 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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