Holiday rentals in Hilton Head Island

Beachfront Dream, Luxury Condo

Your perfect oceanfront vacation! This beautifully designed condo offers breathtaking ocean views, direct access to the sandy shore, and all the comforts of home. Wake up to the sound of waves and enjoy your morning coffee on the private balcony overlooking the water. This beautiful home features: 5 full bathrooms, 8 total beds amongst 3 Bed Rooms and 2 additional sleeping rooms one with a Murphy queen size bed and the other with pull out full size bed. Book your stay today! Permit#: 076342

Steps to Beach, Pool, 5BR, Great Location

Make this brand new (2023) custom built home, Sur La Mer at Burkes Beach, your vacation destination! This 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people and features a heated private pool* and a short walk to the beach. Sur Le Mer is located just steps from beach access and right next to Chaplin Community Park (basketball, playground, tennis, baseball diamond and open field). It's also short drive to local restaurants, bars, grocery store

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!

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

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.

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!

Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!

Oceanfront building with a side view of the ocean from the balcony. Park your car and walk to everything. This beautiful 2 bed/2 bath beach condo is perfect for your family vacation or romantic getaway. No streets to cross to get to the beach! Location, location, location. Gated entry, private, and just a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants). I also provide beach chairs, umbrella, and beach cart for your convenience during your stay! #072058

Oceanfront, 3rd floor, King Bed

Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!

Luxury Pool Home in Sea Pines | Sleeps 15

Experience Lowcountry charm in this Sea Pines retreat designed for relaxation and connection. Unwind by your private saltwater pool, surrounded by peaceful natural beauty, or gather in spacious living areas made for shared meals and evenings together. Spend your days biking scenic trails, exploring Harbour Town, or enjoying world-class golf and tennis nearby. With a perfect blend of comfort and location, this home is made for memorable Hilton Head getaways.

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.

SeaPines - Private Beach Path, Private Pool, Bikes

This beautiful 3-4 bedroom home features its own private pool and a quiet little path to a semi-private section of Hilton Head's famous white sand beach. Enjoy the beautiful outside deck space when relaxing or entertaining. The open floor plan, fully equipped kitchen and tasteful updates make this property ideal for family vacations or travelling with friends. All new hardwood floors make this an ideal pet friendly retreat.

Canopy House | Walk to Harbour Town | Marshfront

Canopy House is an artfully curated retreat in Sea Pines, nestled among live oaks and Spanish moss, where walls of floor-to-ceiling windows frame sweeping views of the tranquil salt marsh along the serpentine Heddy Gutter Creek. Walk or bike to Harbour Town for dining, live music, and shops, or spend the day at the beach. Return to a peaceful oasis where nature and design inspire meaningful moments together.