House holiday rentals in Hilton Head

Bluffton Farm Cottage: Come for the Holidays

(STR21-00116) Located in the Old Town Bluffton Historic District, our charming cottage is a short walk from art galleries, boutiques, gift shops, restaurants, parks, historic houses, and the May River. Hilton Head Island beaches and bike trails, dozens of golf courses, two National Wildlife Refuges, a variety of coastal/ocean opportunities, and many outdoor activities are nearby. Only 35 minutes from Savannah, the cottage is ideal place for couples trips, friends getaways, or family vacations.

Luxury Beach Escape | Private Pool~Steps to Beach

Welcome to your private slice of Hilton Head paradise—completely rebuilt and just steps from the sand. This 4BR, 3.5BA showstopper sits on a corner lot, 30ft from a private beach path. Enjoy the tropical pool area, fire pit, outdoor shower, and a massive balcony overlooking this beachside oasis. Inside: two stylish living areas, Smart TVs in every room, & luxe finishes throughout. Sleeps 11 & dog friendly. Minutes from top-tier golf, dining, & endless island adventures—book your dream stay now!

“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!

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.

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 a 5-10 min ride by bike or 15 min walk. Beach towels/umbrellas/chairs not provided. Pool/spa heat for extra fee.

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!

5 Bedroom Home w/ Private Pool & 6Seater Golf Cart

This professionally decorated 5 bedroom 4 bath single family home has a private heated pool, elevator, and custom 6 seater Alpha Club Car golf cart. This home is located on the north end of Hilton Head Island with a 5 minute walk or 2 minute golf cart ride to the less crowded Folly Field Beach area. 91 Sandcastle is the perfect vacation rental spot on Hilton Head Island because of its proximity to the beach, restaurants, golf courses and everything else this amazing island has to offer.

47 Steps to the Beach - Hot Tub Ocean Views!

For your pleasure, enjoy epic ocean views from the brand new balcony hot tub! Watch the sunrise and ships go by from your private oasis, or take 47 steps and watch them from the beach! BBQ with an ocean view then feast on the high top table with built in fire pit. Your house comes fully equipped to include a beach cart, chairs, umbrella, and towels! Hit the beach and you're a 25 min walk to the pier, or a 2 min walk to view the light house from the sand. Pictures don't do justice!

Cozy beach house w/Private Heated Pool near park

Short walk to Singleton beach or Burkes beach. This oversized 4 bedroom 4 ensuite is the perfect retreat close to everything the Island has to offer. The home features a screened in pool with TV and adjacent ping pong table. The open concept living space is perfect for entertaining with access to a large porch and grill. The property is steps away from Chaplin Park that hosts Tennis, Playground, Soccer, Baseball, Basketball, Trails and Fields for the kids to play. Sleeps 12.

Glenn's Greenish Daufuskie Cottage

STR-007307-2025 Perfect get away on Daufuskie Island, SC with a view of the Inner coastal Waterway. Rent a golf cart, private quiet beaches and get away from it all. This cottage is great for families, workshops, reunions and retreats. Beautiful sunset views. The island is only accessible by ferry or boat. Beautiful views. Marshside Seashell Labyrinth directly across. You must rent a golf cart You for sure want to bring your bug spray of choice. wiki.officialdaufuskie

Great family gathering spot, golf cart included

Home sleeps up to 22 guests (17 Beds) depending on sleeping arrangements and is in a Gated Community, Short walk to the Beach . Home has 5 Bedrooms plus bonus room with Bunk Beds, 4 Baths.. Open concept.. There is a deck of the living room with table and chairs also to enjoy. The heated screened pool and BBQ are for your enjoyment. Rear yard is fenced. 6 person golf cart available with restrictions. Dill Dinkers indoor pickleball close by.

Private pool/spa : pool heat available : Kg master

Private pool and 4 person spa! Enjoy breakfast by the pool with the birds chirping and end your day relaxing in the spa under the stars! ‣1800 ft² , One level ‣Parking for 4 cars ‣Fully equipped kitchen ‣Washer/Dryer ‣2 Living/Seating areas ‣Dining table for 8/Island seats 4 ‣Bunk room with 2 triple bunkbeds ‣King master w/ desk space ‣Smart TVs ‣Pool Heating available for extra fee ➼Folly Field Beach: 0.5 mi/5 min bike/12 min walk