Holiday houses in Hilton Head Island

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

Ocean Front Condo w/ Private Water Front Balcony

Never let the ocean views out of sight or from the comfort of your sun lit living room or your private waterfront balcony with a coffee watching an amazing sunrise or a cocktail watching the day melt away at this beautifully redecorated Sea Side Villa condo. Coligny Plaza is just up the block. This beachfront location, is steps from white-sand beaches and the on-site outdoor pool. Thoughtful interior upgrades include all new furniture, a new bedroom mattress and box spring and new smart TVs.

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve! 💕

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

5 Star Location-Harbourtown-Walkable Area

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Sea Pines house ~ Golf Sim / Putting Green / Games

Centrally located in HHI just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & lounging areas, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 king beds and 4 double beds), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of Hilton Head Island.

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.

Private Pool + Golf Views | Relaxing HHI Retreat

Designer-renovated 3BR coastal home in Palmetto Dunes with private heated pool and stunning golf course views. Just a 9-minute walk to the beach, this spacious retreat sleeps 8 and features a gourmet kitchen, screened porch, and outdoor dining. Enjoy resort perks including golf, tennis, biking, and lagoon activities. Beach gear included. Perfect for families, golf trips, and relaxing Hilton Head getaways near Shelter Cove, dining, and more.

Private Pool/Spa | Golf | Exq. Coffee | Seascape

Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool and spa can be heated for an additional fee.

Roxy’s Hideaway | Harbour Town RBC Heritage Oasis

Roxy’s Hideaway — brand new Sea Pines Treehouse, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including pro athletes. Experience unmatched service and bespoke amenities—now including an EV charger. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.