Resort holiday rentals in Hilton Head Island

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.

2Br MVC SurfWatch

Welcome to Marriott SurfWatch – Your Oceanfront Sanctuary in Hilton Head! Experience the perfect coastal getaway at Marriott SurfWatch, where breathtaking ocean views, luxurious accommodations, and unmatched resort amenities come together to create the ultimate retreat. Nestled along the stunning shores of Hilton Head Island, this resort is the ideal destination for those seeking relaxation, adventure, or quality time with family and friends.

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

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.

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

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 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.

Hilton Head • Harborfront Family Stay

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.