
Resort holiday 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.

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.

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 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 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

1 Large BDR Studio Near the Beach
The Village at Palmetto Dunes is a beautiful natural setting just a quick walk from Hilton Head Island's famous beaches. Guests can relax at the Dunes House Beach Club. The Village community amenities include a heated pool, hot tub, playground, waterside picnic tables, and BBQ grills.

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.

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

Marriotts Monarch - 2 Bedroom

Charming two bedroom at Bluewater Resort

1 Large BDR Studio Near the Beach

Studio w/ Loft in Palmetto Dunes, Close to Beach

Marriott's Barony Beach - Stunning Two Bedroom!

Marriott SurfWatch Two Bedroom Villa. Book Now!

Island Villa Retreat | Walk to Coligny Plaza Fun

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

Marriotts Monarch - 2 Bedroom

Hilton Head • Harborfront Family Stay

Charming two bedroom at Bluewater Resort

1 Large BDR Studio Near the Beach

Marriott's Barony Beach - Stunning Two Bedroom!

Family friendly resort, minutes from beach!

Marriott SurfWatch Two Bedroom Villa. Book Now!

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

Hilton Head • Harborfront Family Stay

Ocean Oak Resort - 2 Bedroom Plus - Partial Ocean

2 Br Marriott Harbour Club

Relaxing & Spacious Beach Villa

Marriotts Harbour - 2 Bedroom

2 Star Marriott Grande Ocean

Marriott's Grande Ocean 2BR Villa Courtyard View

Two Family-Sized 3BR w/ Kitchen, Balcony and Pool
Quick stats about resort rentals in Hilton Head Island

Total holiday rentals
Explore 60 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at $152 SGD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

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

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 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!
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Enmarket Arena
- Wormsloe Historic Site
- Bonaventure Cemetery
- Edisto Beach State Park
- Shelter Cove Towne Centre
- Harbour Town Lighthouse
- Seabrook Island Beach
- Hunting Island State Park
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Tybee Island Light Station
- Cathedral of Saint John the Baptist
- Coastal Discovery Museum
- Chippewa Square
- Burkes Beach
- Tybee Island Marine Science Center
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