
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 60 vacation rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island vacation rentals start at G$25,114 GYD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

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

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 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'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.

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.

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.

Beachy 1BR Condo Steps from Sand, Sun & Pool Vibes
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.

Charming 2-BR Premier Oceanview
No detail is overlooked at this charming and upscale place to stay. Timeshare unit at Ocean Oak Resort in Hilton Head Island SC 29928 for 7 nights, from July 4th to July 11th platinum week. This 2-bedroom Oceanview suite is in the Ocean Oak Resort by Hilton Grand Vacations. A relaxing island stay, steps from the Atlantic Oceans in Hilton Heads. Address: 41 South Forest Beach Drive Hilton Head Island, SC 29928, USA

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.

Hilton Head Holiday | Coligny Beach & Golf Nearby
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.

Harbour - 2 Bedroom Condo
Waterfront Villa + Pool & Marina Access — Hilton Head (Harbour Club) Wake to marsh breezes, sip coffee on the balcony, stroll to the marina for a waterfront lunch, hit the pool or spa, then cook dinner in your full kitchen and relax with sunset views — a laid-back island escape.

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 Premier - Ocean Front
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

2BR Coastal Escape Near Sand, Pool and Family Fun

Island Escape | Relaxing Villa Near Coligny Beach

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

Two 1BR Beach Nook for Pool Dips & Ocean Daydreams

Charming 2-bedroom Oceanview at Ocean Oak Resort

Marriott's Barony Beach - Stunning Two Bedroom!

Spacious 3BR Townhouse with Pools & Porch Views

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

Ocean Oak Resort - 2 Bedroom Plus - Partial Ocean

Ocean Oak Resort - 2 Bedroom Condo

Two Stylish 2BR Condo with Pool and Near Beach

Marriotts Harbour - 2 Bedroom

2 Br Marriott Surfwatch

Marriotts Monarch - 2 Bedroom
Resort rentals with a gym

Hilton Head • Harborfront Family Stay

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

Relaxing & Spacious Beach Villa

2Br Marriott Monarch at Sea Pines

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

Marriott's Grande Ocean 2BR Villa Courtyard View

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

Peaceful 3BR w/ Full Kitchen, Pool, Bikes & Trails
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- Resort rentals Beaufort County
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Edisto Beach State Park
- Bonaventure Cemetery
- Harbour Town Lighthouse
- Wormsloe Historic Site
- Hunting Island State Park
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Shelter Cove Towne Centre
- Jepson Center for the Arts
- Kiawah Beachwalker Park
- Cathedral of Saint John the Baptist
- Seabrook Island Beach
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
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