Beach house holiday rentals in Hilton Head Island

A blue exterior of a house is framed by tall palm trees and lush greenery. A wooden deck with seating is visible, offering a welcoming outdoor space. The surrounding landscape features well-maintained shrubs, contributing to a calm and natural ambiance.

5 out of 5 average rating, 73 reviews

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.

4.78 out of 5 average rating, 18 reviews

The exterior of the Water Oak Cottage is shown, highlighting its charming white siding, inviting porch, and surrounding greenery. Tall trees provide shade, while the ocean is visible in the background, creating a serene coastal setting.

Home in Daufuskie Island

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.

5 out of 5 average rating, 10 reviews

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.

Guest favourite

A welcoming living area showcases a comfortable gray sofa adorned with decorative pillows. A light wood coffee table is positioned in front, while a casual chair and a dining table with high stools are visible. Soft, natural light floods the space, enhancing the inviting ambiance.

4.9 out of 5 average rating, 49 reviews

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!

5 out of 5 average rating, 90 reviews

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

Guest favourite

A spacious brick patio is surrounded by lush greenery, featuring a large dining table with white wooden chairs, ideal for outdoor meals. A grill can be seen in the background, under a covered balcony that offers additional seating options.

Home in Sea Pines

5 out of 5 average rating, 5 reviews

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 ...

A comfortable living area is furnished with a plush gray sofa and a wooden coffee table. A large TV is mounted on the wall, while natural light filters through the windows, illuminating the space. A dining table set with a colorful table runner enhances the inviting ambiance.

4.92 out of 5 average rating, 38 reviews

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 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.

4.83 out of 5 average rating, 6 reviews

Home in Shipyard

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

5 out of 5 average rating, 3 reviews

Home in Sea Pines

Luxury Sea Pines Stay: Pool, Porch & Beach

Experience the ultimate Hilton Head Island getaway at 42 N Sea Pines Drive. This luxurious 4-bedroom, 4-bathroom home features a private pool, BBQ area, and stunning golf course views. Perfect for families, it offers a spacious living room, full kitchen, and beach towels. Enjoy nearby activities like fishing, golfing, and wildlife viewing, all while relaxing in your private oasis.

Guest favourite

A spacious outdoor pool area features lounge chairs arranged around a large swimming pool, with several guests enjoying the water. Two hot tubs are visible nearby, surrounded by palm trees and blue umbrellas. The ocean can be seen beyond the pool, creating a serene backdrop.

4.93 out of 5 average rating, 30 reviews

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!