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.

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!

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.

Steps to Beach | Sea Pines | Private Courtyard

HOST & HOME presents… 18 East Beach Lagoon! Escape to this breathtaking oceanfront retreat in the prestigious Sea Pines Resort. Just steps from the sand, this home offers a private beach path and unmatched tranquility. Relax in a designer-decorated space surrounded by lush Lowcountry greenery, featuring a large brick patio with teak furniture for al fresco dining. Perfect for up to 8 guests seeking unique style, comfort, and proximity to the ocean. Learn more below ...

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!

Luxury 6BR Beach Retreat | Pool, Views & Priv Dock

Welcome to 87 Singleton, a beautifully renovated luxury beach home on Hilton Head Island, just steps from Singleton Beach. This 6-bedroom, 6-bath retreat features a chef’s kitchen, designer interiors, new furnishings, a private pool, game room, EV charger, and multiple decks with marsh and ocean views. Guests also enjoy a private marsh dock for fishing, crabbing, or relaxing by the water.

Oceanfront condo with elevator and gated entrance!

🏆We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property. 🌊 Ocean Views | Beachfront Complex | Zero-entry pool ⛳️ Save even more when you book 405 Shorewood and receive $300 in complimentary daily activities!

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.