House holiday 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.

Family · Location · Pool

Beach House, Elevator, Sleeps 12

Stroll just a few steps from Fish Haul Beach to discover our haven of relaxation.This newly built beach house boasts 3 bedrooms and 2.5 baths complete with complimentary linens and bath towel sets.Enjoy a fully equipped kitchen, ample dining space,and 2 expansive balconies to soak in the coastal ambiance.Enhance your beach stay with included amenities such as boogie boards,backpack beach chairs and wagons.We've anticipated every need and are dedicated to ensuring your stay exceeds expectations!

Value · Family · Quiet

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. STR Permit# 073978

Value · Family · Cleanliness

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 Dunes House is 5-10 min by bike or 15 min walk. Beach towels/umbrella/chairs not provided. Pool/spa heat unavailable after 6/1/26

Family · Location · Cleanliness

Palmetto Dunes House: Private Pool, PDBeach, Golf

Magnolia & Maple is your upgraded resort destination. Sat to Sat rentals. Home includes a desk with hi-speed internet, surround sound in the living room and updated décor. This 3 BR, 2 BA home sits on a quite street and offers the opportunity to relax by the private heated pool, walk/bike the 3/4 of a mile to PD's famous beaches, or get some exercise with tennis, golf, or pickleball. Close to Shelter Cove shopping and dining. HHI is a pedestrian and bike friendly area with plenty to do.

Location · Value · Condition

Stately Governors Quarters-Pet Friendly, Fenced In

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!

Family · Location · Decor

Palmetto Dunes Beach House

Completely Renovated, designer decorated home with private pool/built in spa. One level EASY walk to the beach (15 mins) ...or call the Dunes Buggy, free of charge, to pick you up and bring you back! Open floor plan with large bedrooms (King, Queen, 3 Doubles). Plenty of space inside and out to relax. Situated on a body of water overlooking the the 9th hole of Robert Trent Jones Golf Course. pool/spa -extra fee Bring the whole family to this great place with lots of room for fun.

Location · Family · Hot tub

Walk to Beach-Amazing New Home-Hot Tub-Heated Pool

Maximum 16 guests. Welcome to Sea Mist Manor-A quick walk to one of islands best beaches.. Our family has created an amazing ocean getaway. Featuring upscale furnishings & decor from local shops. Creature comforts include-high end hot tub-infra red sauna-arcade-fun kids room-golf themed room.. We welcome you with open arms to Sea Mist Manor-A Seaside Extravaganza! As seasoned hosts, achieving 8+yrs of Airbnb Super Host status, rest assured you're in good hands. Town Permit #053482

Family · Value · Nearby

Luxury Home All New, Dogs OK, Near beach, NEW POOL

It's time to relax & enjoy this newly renovated home on one of the more desirable streets in Sea Pines. NOW with a NEW POOL. Dog Friendly. (W/ APPROVAL & $200 Pet fee) 4 min bike - 7 min walk to one of the most premier SECLUDED beaches on the east coast. (Read reviews) This unique home offers the seclusion, privacy with plenty of space for your family to spread out and make memories. This house is in highly desired south end/ south beach area of Sea Pine. We are CLOSE TO THE BEACH.

Location · Value · Indoor spaces

Nan's Slice of Paradise

It's called Nan's Slice of Paradise for a reason! Our home has everything you need for a perfect vacation stay. It's a ten minute walk to an uncrowded beach, three minutes to bike paths that cover the island, and minutes from convenient shopping and great restaurants. Enjoy the screened porch or the deck complete with an outside shower. I also provide beach chairs, beach wagon, umbrella and cooler. Please bring your own beach towels. I'm sorry but pets are not allowed.

Location · Value · Parking

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis

Welcome to Wren's Nest, a luxurious Sea Pines retreat. Just steps to private beach access, this stylish 4BR home blends coastal elegance with family-friendly comfort. Enjoy a secluded backyard oasis with a waterfall pool, large screened-in porch, and space to unwind. Walk or bike to South Beach, shops, restaurants, and miles of scenic Hilton Head trails. Bring the entire family, leave with memories of a lifetime. Beach chairs, wagon, and umbrellas included. Pets welcome.

Family · Value · Checkout

Coastal Fairways

Welcome to Coastal Fairways with private beach access on Hilton Head Island, a 2BR/2BA condo in Shipyard with beautiful golf course views from the unit. Enjoy a bright living space, full kitchen, in-unit laundry, and a dedicated workstation. The community pool is steps away with a covered hot tub and playground. Bike paths, golf, and paved beach access with restrooms and outdoor showers via Shipyard Beach Club are all conveniently located just minutes away.

Location · Family · Hospitality