House holiday rentals in Hilton Head Island

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

Experience The Hilton House, a 6BR, 4BA beach house on Hilton Head Island, just 6 min from pristine beaches. Sleeps up to 25 guests and is perfect for large groups or family getaways. Enjoy a heated saltwater pool, propane fire pit, movie theater room, all floor elevator, commercial arcade, fast Wi-Fi & fully stocked kitchen .Pets welcome with a fee. Located near top attractions, restaurants, and golf courses. Ideal for reunions, retreats, and beach vacations. Book now for an unforgettable stay!

“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!

Resort-Style Pool, Cute House 88 Steps to Sand

Experience the best of island life in a resort-style setting. Recently renovated, this classic home offers comfortable living by a MAGNIFICENT beach for a memorable family-friends getaway. 1st floor features a screened in porch; open living-dining area; a well-stocked kitchen; three bedrooms (3rd bedroom with separate hallway) and two bathrooms. The new private pool space is where you can expect additional relaxation around pool, cabana with dining area, KitchenAid grill and outdoor seating.

Lovely 3BR in Palmetto Dunes w/ new pool & spa

Lovely 3 BR home on #2 tee of the Fazio golf course in Palmetto Dunes Resort. Near tennis/pickleball center, general store, & restaurants. Newer pool and spa. Quartz countertops. Two King BRs, 3rd BR with 2 Queens. Flat screen TVs, cable, ROKU in all BRs. Doorbell cam at front door porch with recording capability for host/guest safety. Beach access @ Omni resort and the Dunes House is a 5-10 min ride by bike and a 15 min walk. Beach towels/umbrellas/chairs not provided. Pool/spa not heated.

5 Bedroom-Beach Access-Pool-Sleeps 14!

Make our brand new custom built home, Sur La Mer at Burkes Beach, your vacation destination! This stunning 3,200 square foot home was completed in 2023. Our 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people. Our home features a heated private pool and a short walk to the beach. We are centrally located across the street from beach access, a short drive to local restaurants, bars, grocery store and Hilton Head Airport (HHH).

100 Fairway Lane: Sea Pines

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane for mapping) Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7.

Heated Pool/Fenced Yard, Golf Cart rental-51

Home sleeps up to 22 guests (17 Beds) depending on sleeping arrangements and is in a Gated Community, Short walk to the Beach . Home has 5 Bedrooms plus bonus room with Bunk Beds, 4 Baths.. Open concept.. There is a deck of the living room with table and chairs also to enjoy. The heated screened pool and BBQ are for your enjoyment. Rear yard is fenced. 6 person golf cart available for rental at discounted rates. Dill Dinkers indoor pickleball close by.

Oceanview Luxury 5 BR/8BA Home on N. Forest Beach

Breathtaking ocean views welcome you to this Coastal Living inspired home. Dine on the top floor deck while you watch the dolphins or enjoy the outdoor TV, indoor/outdoor fireplace, or just relax on the sectional seating. We have everything needed for multi-generational families: heated* pool with waterfall spa, gourmet kitchen, all BRs with en suite baths, handicapped-accessible with elevator, soaring ceilings, wide hallways, smooth floors, and much more.

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.