Holiday rentals in Hilton Head Island

Oceanfront Condo w/ Balcony | Sea Side Villas HHI

Wake up to breathtaking ocean views at this Sea Side Villas condo in Hilton Head. Enjoy direct beach access, a private balcony overlooking the waves, and resort amenities including a pool, sun deck, and gated parking. This coastal retreat blends comfort and style with a fully equipped kitchen, fast Wi-Fi, and a cozy living area. Walk to Coligny Plaza for dining, coffee, and live music. Perfect for couples or small families seeking a relaxing oceanfront getaway in the heart of Hilton Head Island.

The Lookout - A Modern Beach Retreat (Oceanfront)

Welcome to The Lookout! The moment you step into this villa you will be greeted by an open floor plan, a fully stocked kitchen, & every amenity that you'll need for your stay. Take a seat on one of the high top adirondack chairs & enjoy your favorite beverage while overlooking the most popular beaches on the island. Truly - every square inch of this unit has been meticulously utilized to give you an unforgettable vacation. We look forward to hosting you at Seaside Villa's premier luxury villa!

Luxury Oceanview King Villa + Steps to Sand

Ultimate Romantic Luxury for Couples. Recently renovated and perched on the top floor, our King Villa is the architectural “Sweet Spot” of the building. Situated at the unique Y-jut, it offers a Wider, more Expansive Oceanview panorama than any other Oceanview Villa! Being at the 'point' allows you to see further down the coast with total privacy and no neighbors above you. This is the ultimate coastal escape, combining high-end boutique finishes with the quiet serenity of the highest floor.

Oceanfront KING BED 65"TV Beach Bar Pickleball GYM

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves 1 min to Beach Boardwalk! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis & Gym HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Beach Bar/Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop

Prime Waterview! Hilton Head Shelter Cove Marina

Permit 073816 Enjoy easy access to everything Hilton Head has to offer from this centrally located Condo in the heart of Shelter Cove Marina. Not only will you have breathtaking views of the sunset and the marina right from your balcony, but you also have many amenities right at your doorstep! Shelter Cove is one of the main attractions on Hilton Head Island with many shops, restaurants, weekly entertainment and water sports. You also have access to the private Palmetto Dunes Beach community.

Renters favorite!

This beautiful villa is a 1 bedroom, 2-bathroom villa that can accommodate up to 2 people and has beach access! This villa boasts a gorgeous kitchen with stainless steel appliances, and beautiful countertops and cabinetry. Walk out of the kitchen to the dining area. The master bedroom features a king size bed and a large sliding glass door for patio access! What a wonderful way to wake up!! The Master bed has a private bathroom with a walk-in shower, separate tub, and twin vanity.

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Seaside Villas Escape full condo 1 bedroom + bunks

Seaside Escape offers a completely renovated one bedroom that is right on the beach! Enjoy everything Hilton Head has to offer with this one of a kind escape. Located right near cologny plaza you will be perfectly located for all activities on and off the beach. Seaside escape offers one bedroom with a queen bed, two bunk beds for kids, and a pull out couch. the newly renovated layout maximizes the space to ensure the most comfortable stay at Seaside Villas.

Beauty at the Beach! Oceanview King bed free bikes

Wake up to breathtaking ocean views in this beautifully renovated villa, perfect for a romantic getaway. Located in Seaside, a gated oceanfront complex, you're just steps from the beach and a short stroll to restaurants, shops, and live entertainment. Unwind in a luxurious King bed, relax in the stylish living area with a new Queen sleeper, and enjoy a spa-like walk-in shower. Beach chairs and bikes included for the ultimate island retreat! 🌊❤️☀️

Harbour Town Lighthouse & Sunset Views | Sea Pines

Enjoy direct Harbour Town lighthouse, yacht basin, and Calibogue Sound views from our beautifully updated Sea Pines condo. Located in Ketch Court, this cozy coastal retreat puts you steps from Harbour Town dining, shopping, sunsets, bike paths, golf, and the marina. Perfect for couples, golfers, or a small family looking for one of Hilton Head’s most iconic locations. Come relax and unwind and take in all that Harbour Town has to offer!

44 Heritage, Sea Pines: Retreat on 11th Tee of HT

Set alongside the 11th tee box of the famous Harbour Town Links, this exclusive villa on Hilton Head Island is the perfect home base for your next golf vacation or family getaway. When you’re not out on the golf course, take a refreshing dip in the South Beach community pool or head down to the sandy beach. In the evening, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved. STR Permit Number: 076320

Waterfront Tree House | HT Pool | Private Office

One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.