
Resort vacation rentals in Hilton Head Island
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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.

Marriott Monarch Condo Sea Pines April 5-12 only
Marriott Monarch at Sea Pines on Hilton Head Island framed by six oceanfront acres and gated within the renowned Sea Pines Plantation community. Many family and children amenities including a heated outdoor lap pool, children's splash pad, whirlpool spa and direct beach access. Energize at the fitness center, rent a bicycle or delight in exclusive access to the tennis courts at neighboring Sea Pines Beach Club. Complimentary WiFi, parking and an outdoor grill and firepit.

Hilton Ocean Oak Charming 2 Bedroom
We are able to offer reservations in weekly increments with arrivals and departures on Saturdays only. Paying homage to the sweeping landscape of grand live oaks that dot Hilton Head Island, Ocean Oak Resort by Hilton Grand Vacations Club is a new oceanfront property offering the best of low country luxury located within minutes of the exceptional golf and tennis, nature excursions, boating and beach activities, and wealth of restaurants this barrier island is known for.

Heritage Club, Hilton Head, SC 2-Bedroom
Ask about OUR Fall Special... Hilton Head Island is part of the Lowcountry region in the U.S. state of South Carolina. It's known for Atlantic Ocean beaches and golf courses. The Harbour Town Lighthouse and Museum marks the southwest tip. The Coastal Discovery Museum features heritage buildings, trees, and themed gardens. Between the island and mainland, the Pinckney Island National Wildlife Refuge salt marsh hosts deer, alligators, and birds.

Marriott's Grande Ocean 2BR Villa Courtyard 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 Marriott Monarch at Sea Pines 4/13-4/20
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

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.

2 Star Marriott Grande Ocean
Discover the beauty and relaxation of Hilton Head Island at the Marriott Grande Ocean. Situated on the island’s stunning coastline, this oceanfront resort offers the perfect blend of luxury, comfort, and adventure, making it an ideal destination for families or couples.

Marriott's 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.

Barony Beach - 2 Bedroom
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.

Harbour Point At Shelter Cove - 2 Bedroom Condo
Waterfront Villas with Pool & Marina Access — Hilton Head (Harbour Point) Wake to serene marsh and marina views, enjoy coffee on your balcony, stroll to the waterfront, lounge by the pool, or explore nearby shops and golf courses before sunset.
Popular amenities for Hilton Head Island resort rentals
Family-friendly resort rentals

Barony Beach - 2 Bedroom

Marriott's Monarch - 2 Bedroom

Charming two bedroom at Bluewater Resort

Surfwatch - 2 Bedroom

Marriott's Barony Beach - Stunning Two Bedroom!

Harbour - 2 Bedroom Condo

Marriott SurfWatch Two Bedroom Villa. Book Now!

Marriott's Grande Ocean 2BR Villa Courtyard View
Resort rentals with a pool

Harbour Point At Shelter Cove - 2 Bedroom Condo

Barony Beach - 2 Bedroom

Marriott's Monarch - 2 Bedroom

Charming two bedroom at Bluewater Resort

Surfwatch - 2 Bedroom

Marriott's Barony Beach - Stunning Two Bedroom!

Harbour - 2 Bedroom Condo

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

Harbour Point At Shelter Cove - 2 Bedroom Condo

Ocean Oak Resort - 2 Bedroom Plus - Partial Ocean

2 Br Marriott Harbour Club

Relaxing & Spacious Beach Villa

Surfwatch - 2 Bedroom

Sunset Pointe At Shelter Cove - 2 Bedroom

2Br MVC Barony Beach Club

Ocean Oak Resort - 2 Bedroom Condo
Quick stats about resort rentals in Hilton Head Island

Total vacation rentals
Explore 70 vacation rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island vacation rentals start at G$18,819 GYD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

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

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 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

4.8 Average rating
Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!
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- Coligny Beach Park
- Savannah Historic District
- River Street
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Coastal Discovery Museum
- Enmarket Arena
- Edisto Beach State Park
- Skidaway Island State Park
- Chippewa Square
- Pirates Of Hilton Head
- Kiawah Beachwalker Park
- Savannah College of Art and Design
- Tybee Island Light Station
- Oatland Island Wildlife Center
- Old Fort Jackson
- Daffin Park
- Sheldon Church Ruins
- Tybee Island Marine Science Center
- Cathedral of Saint John the Baptist
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