House holiday rentals in Hilton Head Island

Curlew Cottage only 80 steps to sand! A hidden gem

Welcome to Curlew Cottage! This beautifully renovated 50's beach house is a rare find. It is nestled 4 houses from the beach in a canopy of trees with a large screened porch for outdoor living. The cottage is 2 blocks north of Coligny Plaza, with many dining options, live music and hundreds of shops. It is 80 steps to the pristine sands of the Atlantic Ocean through a beach access shared by only 10 homes, so close to everything but away from the crowds! One dog is allowed on a case by case basis

Ask @ New Listing Discounts~Sea Pines~Pool~Yard

Located in the prestigious Sea Pines Resort, Sweet Carolina Retreat has the amenities needed for that perfect beach vacation. This home has the rare combination of a spacious outdoor oasis along with a large fenced back yard with grass for 2 or 4 legged guests. Relax in the large sports pool or hot tub, and gather with your guests around the fire pit or outdoor bar. All of this is walking distance to the beach and an easy bike ride to Harbour Town (lighthouse) and South Beach Marina (Salty Dog).

Lovely 3BR in Palmetto Dunes w/ new pool & spa

Lovely 3 BR home on #2 tee of the Fazio golf course in Palmetto Dunes Resort. Near tennis/pickleball center, general store, & restaurants. Newer pool and spa. Quartz countertops. Two King BRs, 3rd BR with 2 Queens. Flat screen TVs, cable, ROKU in all BRs. Doorbell cam at front door porch with recording capability for host/guest safety. Beach access @ Omni resort and the Dunes House is a 5-10 min ride by bike and a 15 min walk. Beach towels/umbrellas/chairs not provided. Pool/spa heat extra fee.

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.

Charming Lagoon home with pool - walk to beach!

This beautiful, recently renovated, Palmetto Dunes home is just a short walk to the Beach, Pickleball & Tennis Center and across the street from Fazio Golf Course. Large living & dining area with views of lagoon, wrap around deck for dining or relaxing, and a private pool with lounge chairs offer one of the best spots in HHI. Location, Location! This 5 Bedroom, 5 Bath home is perfect for family gatherings, pickleball, tennis & golf groups or a getaway while working or learning remotely.

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Step into the spacious and fun 6BR 4Bath family oasis nestled in a tranquil neighborhood just a few steps away from pristine sandy beaches, restaurants, and exciting attractions. Explore the island from this prime location or lounge the day away next to the luxury swimming pool. ✔ 6 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Heated Pool, Fire Pit, BBQ) ✔ Deck ✔ Games (Beer Pong, Cornhole) Arcade ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Beach Accessories ✔ Parking See more below!

Steps to the Beach - Perfect All-Season Getaway

Relax and restore your soul on spectacular Hilton Head Island in this stylish, upscale 2-bedroom, 2 1/2 bath condo for adults and parents with older children, only steps from the waves. This top floor corner unit has balcony views of a sparkling pool situated in a lush courtyard (closed for swimming Oct 1 - Apr 1). It features designer details for matchless luxury & comfort. A short stroll (5 mins.) to one of the country's best beaches, nothing beats this calm, stylish space.

The Caddyshack - Perfect Location!

Welcome to The Caddyshack! Centrally located in Shipyard, this fully renovated 2 bedroom 2.5 bath villa overlooks the tee box on the 3rd hole of the Brigatine golf course. Watch the day's last golfers go by while the sun's final rays set from the back porch. Enjoy the many miles of walking/biking trails, the nearby Shipyard Beach Club, Coligny Plaza shops & restaurants, golf and more. The Caddyshack has been recently renovated and is ready for you. Join us soon!

Oceanview Luxury 5 BR/8BA Home on N. Forest Beach

Breathtaking ocean views welcome you to this Coastal Living inspired home. Dine on the top floor deck while you watch the dolphins or enjoy the outdoor TV, indoor/outdoor fireplace, or just relax on the sectional seating. We have everything needed for multi-generational families: heated* pool with waterfall spa, gourmet kitchen, all BRs with en suite baths, handicapped-accessible with elevator, soaring ceilings, wide hallways, smooth floors, and much more.