Condo vacation rentals in Hilton Head Island

*New* Easy Breezy at Hilton Head Beach & Tennis

Newly renovated in March ‘26 and brand new,from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa - with all of the amenities needed to enjoy a relaxing stay at the Hilton Head Beach & Tennis resort. Our villa is located just steps from the only elevator in the building. Our resort offers the largest pool on the island, several restaurants, a large playground & picnic area, on site bike rental, 24 hour gated security, 8 lighted tennis courts, and 6 pickleball courts.

Few mins walk to beach 1st flr pools hot tub pball

Ready for a beach vacation with a side of golf, pickleball and biking? Welcome to our newly renovated 1st floor villa in Fiddler's Cove. STR Permit# 24587. Our villa is a 6-7 minute walk to Folly Field beach with private beach access. THE best sunrises, just a few minutes away. Surrounded by world class golf courses and fantastic restaurants. Onsite amenities include 2 pools, a hot tub, racquetball, pickleball, tennis and gym. Pools open from March 1 - October 31 and hot tub open year round.

Ocean View 1-bdrm. Steps to the Beach. Sleeps 6.

Enjoy the Ocean views from the balcony of this newly remodeled 1-bedroom condo. Comfortable furnishing throughout. Perfect for a couple or family. The condo sleeps 6 with a queen bed in the private bedroom, sleeper sofa, and galley style bunks in the hallway. The kitchen is fully stocked. Enjoy dining outside as you enjoy the ocean view from the 2nd. floor balcony. The bathroom with tub/shower can be accessed from the bedroom or hallway. Beach chairs, umbrella, and cooler are provided.

BEACH PATH At Hilton Head Beach and Tennis Resort

🏖🏖🏖 Book your Summer trip with us!!!! Experience the ultimate beach getaway at our charming villa located within the gated Hilton Head Beach and Tennis. This oceanfront property boasts the largest oceanfront pool on the island, beach volley ball , tennis courts, pickle ball, bike rentals, a playground, grill/picnic area and three delightful restaurants. Nestled-mid island, our villa is conventiently located two miles from Shelter Cove/Palmetto Dunes. Trolley pickup onsite.

Oceanfront, 3rd floor, King Bed

Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!

Available 6/7! King Bed/pools/3 blocks to beach

Stay just minutes from the beach and Coligny Plaza in this cozy, first-floor condo. Enjoy a renovated bathroom, a full kitchen with washer and dryer, and a Keurig for your morning coffee. The community has both an indoor and outdoor pools - updated in 2025. Our unit is the perfect home base to explore everything Hilton Head Island has to offer. This is the A unit of a lockout condo; the B unit may be occupied during your stay, but both are private and separately accessed.

Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States! Permit #044928

Beautiful Couples Retreat Oceanview w/new bikes&Ch

Beautifully renovated oceanview retreat, perfect for a romantic getaway or small family escape. Enjoy a king bed, queen sleeper sofa, driftwood tile floors, stainless steel appliances, shiplap walls, and barn doors that add charm and privacy. Take in stunning views from your private balcony, relax with included beach chairs, or explore the island on two complimentary bikes. Walk to shops, restaurants, and entertainment—everything you need for a memorable Hilton Head stay.

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.

Heart of Harbour Town - Beach | Pool | Golf | 2BR/

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Heron Hideaway: lovely updated near-beach 2bd/2ba

Beautiful, newly remodeled 2bd/2ba vacation home that's steps from the beach. Unwind on our private patio watching the birds frolic around the fountain in the pond below, relax in one of two pools, or kick it with a frozen beachy cocktail near the sea-grass with the ocean breeze tousling your hair while you watch the waves dance on the sand and the sun warmly kisses your skin. If this sounds great, our villa is the perfect choice for you.