Beach house holiday rentals in Hilton Head Island

205 Barrington, Oceanfront, Free Golf, Pool

This fully renovated 3-bedroom condo in Palmetto Dunes Resort is a dream vacation destination. With a complete overhaul including raised and smoothed ceilings, new flooring, fresh paint, updated bathrooms and kitchen, as well as new furniture, guests can expect a modern and comfortable living space. Located in the heart of Palmetto Dunes Resort, guests have easy access to amenities such as the general store for convenient food and drink options and treats like ice cream and a candy wall. Moreove

Family · Location · Indoor spaces

A Wave From It All, Rest, Relax & Recharge!

"A Wave From It All" is located 2nd Row on North Forest Beach and a perfect spot to create memories that will last a lifetime. The views from the roof top deck of the beach are amazing and access to Sea Crest’s resort pools are only a 3-5 minute walk, along with Coligny Plaza & it's shops, bars, restaurants, & entertainment...once you park there is no need to drive again unless you want to explore this beautiful island and all it has to offer...for example-cruises, water sports, nature trails.

Location · Family · View

Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub

Step into paradise at this luxurious 6BR, 5BA beach house just 30 steps from Hilton Head’s quietest and most beautiful beach! Modern meets coastal charm in this beautifully renovated home, featuring a resort-style backyard with a pool, hot tub, and pergola with an outdoor TV. Sleeps 16 & dog friendly! Perfect for large families or groups. Enjoy unbeatable beach access and stylish comfort in the charming Folly Field neighborhood just minutes from world-class dining, golf, and island adventures.

Value · Family · Amenities

Serene Views, Best Beach & Tennis Villa

The beach is calling and you must come! Bring the whole family and enjoy this spacious villa! Spacious with 2 bedrooms/2 baths. Sleeps 8 guests, total of 4 cozy queen sized beds. Fully equipped kitchen, & a dining area. Located within the Beach & Tennis resort. Enjoy the beautiful view of the lagoon from your balcony in the morning or after a day at the private beach and oceanfront pool. The condo is located on the second floor and is a short 3 minute walk to the beach! STR permit #075666

Family · Location · Kitchen

Folly Field Home w Pool & Theater | Sleeps 16+

Welcome to your Hilton Head getaway, where comfort and fun come together for the perfect group stay. This pet-friendly home sleeps up to 12 guests and features a private heated pool with an expansive patio overlooking a peaceful lagoon. Relax on multiple balconies, enjoy movie nights with the projector, or unwind in the kid-friendly bunk room. With bright living spaces and easy indoor-outdoor flow, this home is designed for relaxing days, shared meals, and lasting vacation memories.

Family · Outdoor spaces · Pool

Location Matters! Walk to Beach & Everything Else!

✔︎ 4 Minute Walk To The Beach ✔︎ 5 Minute Walk To Dining & Shopping ✔︎ 1 King Bed + 2 Double Beds ✔︎ 2 Full Bathrooms ✔︎ Free Fast WIFI + 3 Roku TVs ✔︎ First Floor w/ No Stairs ✔︎ Fully Stocked Kitchen ✔︎ Beautiful Inground Pool ✔︎ Free Parking ✔︎ Very Close to Celebration Park ✔︎ Brand New Mattresses ✔︎ Outdoor Dining ✔︎ 4 Beach Chairs and Beach Cart Included 📍Centrally Located to Everything!

Location · Family · Access

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 · Accuracy

Beautiful Hilton Head Condo across from the beach!

LOCATION-LOCATION-LOCATION! This spacious 1600 sq ft villa was completely remodeled and has the capacity to sleep 8! Located across the street from the beach via private access path. You are an easy walk (.5 mile) away from Coligny Plaza, Hilton Head's hottest entertainment area. Coligny has over 50 shops & restaurants including live music. Enjoy two on-site pools and our naturally landscaped walking paths! Sorry, no pets allowed.

Family · Location · Access

Villamare Oceanfront | Luxury 2026 Renovation

Oceanfront, beautifully renovated Villamare condo with stunning ocean and pool views from the private balcony. This spacious 4th-floor retreat features a full kitchen, comfortable living area, and two bedrooms with Smart TVs and charging stations. Enjoy direct beach access plus resort amenities including two oceanfront pools with hot tubs, a fitness center, and the only indoor pool at an oceanfront resort on Hilton Head.

Family · Location · Pool

Periwinkle Point | Private Pool - Walk to Beach

Welcome to Periwinkle Point, your private getaway on Hilton Head Island, just a short walk from Folly Field Beach. Perfect for families and groups, this spacious 6-bedroom, 5.5-bathroom home sleeps up to 13 guests. Enjoy beach days, relax by the private pool, or spend evenings in the covered outdoor game area. With room to gather and unwind, Periwinkle Point is made for unforgettable island vacations.

Family · Location · Cleanliness

Private Pool | Walk to Beach | 3BR Retreat

Discover your perfect Hilton Head Island retreat at 22 Surf Scoter, a stunning 3-bedroom, 3-bathroom home with a private pool. Enjoy oceanfront living with easy access to boating, fishing, and golf. Relax on the patio, grill out, or unwind in the fully equipped kitchen. Perfect for families, this cozy haven offers a Smart TV, free Wi-Fi, and beach towels. Book now for an unforgettable island escape!

Location · Walkability · Comfort

NEW TO RENT! Coastal Retreat, Walk to Beach

Welcome to your perfect island escape at 30 Wagon Road in Sea Pines. Come and relax in this classic, 3,000 sq ft Lowcountry home on a large, ½ acre wooded property. Just a short walk to the beach (10th row ocean), this coastal retreat is nestled in a quiet, tree lined neighborhood and offers the ideal blend of relaxation, beach access, and family friendly comfort.

Family · Location · Bathroom