House vacation rentals in Hilton Head Island

Sea Pines house ~ Golf Sim / Putting Green / Games

Town of Hilton Head Island STR Permit Number: 064406 Centrally located in Hilton Head Island just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & seating, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 kings and 4 doubles), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of HHI.

“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!

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.

Updated! Sea Pines Lagoon View Oasis

Escape to our family-friendly home in the heart of Sea Pines on Hilton Head Island. Our home features new flooring, windows, and furnishings, a large master retreat with a dedicated workspace, and a fully equipped kitchen. Enjoy al fresco dining with in-table firepit and gorgeous views of the expansive lagoon. Centrally situated in Sea Pines, close to Harbour Town and the Beach Club. We'll help book hassle-free bike rentals, exciting water activities, and access to world-class golf courses.

1 Min Walk to Beach | Private Pool Retreat

HOST & HOME presents… 6 Osprey Lane! Nestled in the heart of North Forest Beach, this charming 3rd-row from the beach house offers a private pool, fenced yard, and is perfectly set up for family fun. Located just a 1-minute stroll from the shore, this is the perfect spot to unwind and enjoy carefree days at the beach. With complimentary beach gear provided, all that’s left is to pack your essentials—and don’t forget to bring your furry companion along for the adventure! Learn more below ...

6 BR, Sleeps 26, Beach Time

Just a short walk down Folly Field to the beach & locally managed by the Owner. This brand new beach house has 6 bedrooms and 4 full bathrooms. Linens, Bath Towel sets & Pool Towels included. An Amazing bunk room/play room with 6 full size bunk beds, high end furnishings, fully equipped kitchen, dining for the entire crew, 2 huge balconies with lovely lagoon views, large outdoor living area with television and shaded pool. We have thought of everything & we are at your service! PN: 040312

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

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 (open for swimming March 15 - October 15). 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.

Blue Sky Villa: Beach/pets/golf/tennis/pickleball

Offered by owner /manager. This bright, airy, family and pet friendly Queens Grant villa, is perfectly located towards the entrance of Hilton Head Island's Palmetto Dunes. Nested just off of one of 3 Hilton Head's world class golf courses "Robert Trent golf course". Take a dip in one of 5 complex's pools only steps away from the large entertaining deck, equipped with a barbecue grill and plenty outdoor seating to just sit back and relax. Just a short walk to the resorts beach!

Hilton Head Island Beach Cottage/House

Our house is located on the southern end of Hilton Head Island in the North Forest Beach neighborhood. The house is an easy 5 minute walk to Hilton Head's beautiful beach. Heron St offers its own private beach walk. It’s also a 10 minute walk to Coligny Plaza, offering local shopping, restaurants, and a grocery store. The house features a delightful outdoor shower, 2 bicycles and a shed loaded with 2 beach chairs, boogie boards, a frisbee and a surf fishing pole and tackle.

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!

27 Heated Pool, Elevator & Epic Kids Retreat

Welcome to 27 Sandcastle Court, a luxury Hilton Head Island vacation rental located just three blocks from the beach in the gated community of Sandcastles by the Sea. Featuring a heated private pool with waterfall, elevator, gourmet kitchen, massive kids bedroom/playroom, and oversized porches, this home is designed for unforgettable family vacations, group getaways, and multi-generational stays.