House holiday rentals in Hilton Head Island

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

Sleep 20, Walk to Beach, Free Heated Pool, Elev

Enjoy a Carefree Casual Getaway experience in this Beautifully appointed Hilton Head Island home away from home! Mid Island where you can walk/bike and take the trolly to the best beaches, restaurants and shopping on the island. Sleeps 20 - Spacious Beach House has 6 Comfortable bedrooms w/ TV's. Master bedroom has a romantic electric fireplace! FREE Heated Saltwater Pool with propane grill and dining/ comfortable seating. Fully stocked kitchen. Linens/towels/soap and shampoo all provided!

Resort-Style Pool, Cute House 88 Steps to Sand

Experience the best of island life in a resort-style setting. Recently renovated, this classic home offers comfortable living by a MAGNIFICENT beach for a memorable family-friends getaway. 1st floor features a screened in porch; open living-dining area; a well-stocked kitchen; three bedrooms (3rd bedroom with separate hallway) and two bathrooms. The new private pool space is where you can expect additional relaxation around pool, cabana with dining area, KitchenAid grill and outdoor seating.

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Offered by owner /manager. Master bath w/ walk in shower, spacious bright open concept LR, DR, kitchen, w/ private cozy courtyard. Designer inspired coastal chic for the beachy atmosphere. Sit and relax in the courtyard, lounge in the sun while having an afternoon drink and BBQ. Watch golfers at the driving range or Trent golf course just a short walk from the villa. Go for a swim in 1 of 5 community pools. Under 10 minute walk to Palmetto Dunes beach or call seasonal dune buggy for a ride.

Old Town Bluffton Cottage + FREE Golf Cart!

Beautiful & newly renovated Cottage in the heart of Old Town Bluffton shopping & dining district. Located directly across the street is the Heyward house, and with all the restaurant, parks, & Church of the Cross within a block or 2 from the front door, our home is literally steps away from it all. The beautiful new Wright Family Park which is right on the water with shore access & Fishing just a 4 minute walk away. Our home is a hidden gem in Bluffton & we are happy to share it with you!

Newly Renovated Condo HiltonHead

Welcome to No Egrets—a stylish 2BR/2BA island escape just a short walk or bike ride to the beach and Coligny’s shops, restaurants, and nightlife. Enjoy two pools, tennis and pickleball courts, and a beautifully renovated space designed for comfort, style, and carefree coastal living. With scenic bike paths and a free trolley, exploring Hilton Head is easy—and relaxing here is even easier. Whether it’s a beach day, sunset cocktails, or a cozy night in, every moment feels like vacation.

Palmetto Dunes Home on 1st Tee Fazio Golf Course

Beautiful home located in Palmetto Dunes Resort. Deck with pool overlooking the first tee of Fazio Golf course with fantastic views of the sunset. Carolina room makes a great 5th bedroom. Private Cul-De-Sac street. Short walk to the beach, general store and tennis center. Enjoy all the amenities of the resort including its beaches, three golf courses, fishing, kayaking, tennis, pickleball, bike trails, restaurants and Dunes Buggy shuttle. Perfect for family beach trips or golf getaways.

Walk to beach - 2BD/2BA retreat

Relaxing getaway for family and friends. Brigantine Quarters, located in Shipyard Plantation is one of the most picturesque properties on Hilton Head. With golf, shopping, dining, biking, and the beautiful beach nearby, BQ is your ideal vacation resort destination. 7 min walk to beach Pickleball/Tennis courts Grilling stations 2 outdoor pools 24 hr security guard Call Palmetto Bikes to reserve bikes in advance and your bikes will be in front of your condo when you arrive.