Beach house holiday rentals in Hilton Head Island

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.

Water Oak 2BDR Luxury OF Stand-Alone w/ Golf Cart

Welcome to Water Oak Cottage, a stunning oceanfront retreat. - A 4-passenger golf cart is included for any reservation created on or after 12/31/25 - Luxuriously decorated with coastal artwork - Open floor plan with comfortable seating and a large flatscreen TV - Fully equipped kitchen and screened-in porch with ocean views - Master bedroom with king-size bed and ensuite bath - Second bedroom with two queen beds and ensuite bath - This property allows only electric golf carts.

Dove's Nest - New Pool&Spa! Steps to beach&dining

Welcome to Dove’s Nest—just a 3-minute stroll to the beach and the vibrant shops and restaurants of Coligny Plaza. Thoughtfully renovated with fresh, modern coastal décor, this bright and airy home blends comfort with elevated design. Two separate living areas provide space to spread out, with one easily converting into a 5th private bedroom when needed. Ideal for multiple families or groups, this single-level home offers flexibility, relaxation, and effortless island living. Pets welcome.

Sea Pines Escape 2BR Bungalow Walk to Beach & Pool

Tucked inside Sea Pines, this charming two-bedroom bungalow is a short private walk to the beach and pool, and minutes from Harbour Town, South Beach Marina, and Lawton Stables. Enjoy two screened-in porches overlooking a peaceful lagoon, perfect for morning coffee or evening cocktails. Full of coastal charm and ideal for a relaxing Hilton Head getaway. Guests staying in the home are required to purchase their own Sea Pines pass at the gate upon arrival: $10/day or $20/week, cash or card.

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 as you sip coffee 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!

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

Luxury Beach House - Group/Family/Dog Friendly

Only five homes (no streets!) separate you from oceans' edge! Coastal elegance inspired this 6 bedroom/4 bath beach home. Gorgeous, 2700+ square foot, open floor plan, flooded with natural light. Recently renovated & perfectly laid out. Private pool and spacious backyard. Walking path is 300 feet to the Atlantic directly from property. Bike/walking paths lead to over 60 shops and restaurants. A beautiful memory-making space. Can you hear that? It’s the ocean calling…..

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.

Luxury Oceanfront Home with Pool. Private Setting.

11 Cassina is direct oceanfront featuring 5 bedrooms and 5 bathrooms plus an expansive loft sleeping/living area that can sleep up to 6 adults or 8 children with stunning views of the Atlantic Ocean plus a large private pool that can be heated during your visit. Enjoy the privacy, spaciousness and beauty of our large ocean-facing yard as you relax on one of three balconies or stroll toward the beach. Account#/STR Permit #: 070456

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!

Coastal Luxe Retreat - Heated Pool - Games - Games

This 5-bedroom home is jam-packed with amenities & has EVERYTHING you need for an amazing vacation in Hilton Head Island, SC! • Heated Private Pool with spa • Outdoor Patio/Dining • BBQ Grill • Outdoor TV • Arcade Games, Poker, Shuffleboard, Ping Pong, Connect 4 & Foosball! • Card Games • Fully Stocked Kitchen • Family & Dog Friendly • Washer & Dryer • Ample Parking • Beach Essentials

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.