Apartment holiday rentals in Hilton Head Island

Suite Life 417 Forest Beach Pool/Tennis/Pickleball

Location! Location! Location! In the heart of Coligny Beach, Celebration Park in the backyard and a short drive to Sea Pines Harbour Town or Shelter Cove Marina. Coming to the Island to golf, play tennis or pickleball, enjoy water sports and fishing, comb 11 miles of the Atlantic shores, shop and dine until you drop? Forest Beach Villas offers a large community pool, tennis/pickle ball courts and natural lagoons. Enjoy top floor views of the crystal blue pool, moss filled oaks & Carolina Pines.

Sunset on the May / Historic Old Town Bluffton

Spacious studio apartment sits above a detached garage with your own private entrance located in the heart of Old Town Bluffton. A short stroll to nearby restaurants, boutiques and unbelievable sunsets on May River. New king size bed, appliances and large sectional couch. Full kitchen with plenty of space to relax and store your things. Nice size bathroom, full shower and an abundance of amenities like private fire pit, outdoor grill and patio table for your enjoyment. HH Beaches minutes away!

Fully Renovated 2 Bedroom Villa - Walk to Beach

Make yourself at home in this comfortable 2 story, ground floor Condo. Easy walk to the beach. Open concept living, dining and fully equipped kitchen and 1/2 bath on main floor. Chose either the comfy King or Queen bedroom with walk-in shower or bathtub of your choice. Private courtyard with Grill and outside seating. All this, in a setting of azaleas, palms and 20 steps to pool with stores and restaurants just 2 blocks away. Please note there is only 1 parking space available for your stay.

Guest House on Lawrence Street

UPDATED LUXURY, FASTIDIOUS CLEANLINESS in historic OldTown Bluffton’s coziest carriage house. OldTown’s vibe is just plain fun. Stoll 2 blocks to super restaurants, night life, art galleries, boutiques, antebellum homes & lush waterfront parks on the idyllic May River. New in 2018 w/ quartz counters, private bedroom w/ plush king-size bed, upscale bath w/ soaking tub, bright living/dining room, full kitchen & romantic rocking-chair porch up in moss-draped oaks. Read our Reviews—guests love it!

Stunning Ocean View | King Bed | Beach/Pool Resort

Wake up to ocean views from your private balcony at Hilton Head's #1-rated island resort — with beach access, the largest beachfront pool on HHI, and a king bed waiting for you. This 1BR condo offers a king bed, private balcony, fully equipped kitchen, Wi-Fi, and a sleeper sofa. Watch the sunrise, explore local restaurants, and relax in comfort. Perfect for couples and families or even solo travelers seeking a stylish and peaceful seaside escape. Your perfect beach getaway starts here.

Bluffton Villa in the heart of the Promenade

Beautiful villa in the heart of the Promenade in the Historic District of Bluffton. Steps away are a wine bar, coffee shop, French bakery, 5 star and casual dining, & fabulous boutique shopping. Newly built in 2017, we offer our guests a fully equipped kitchen with an electric convection oven, microwave, dishwasher, ice maker in refrigerator. The bathroom offers a large walk in shower with a rain shower head, and the bedroom has a King size bed. You are a 15 minute ride to Hilton Head.

Hilton Head Seaside Vacation Rental

Stay in a unique, quiet beachfront neighborhood for your vacation on HHI. Enjoy a 5 minute/2 block WALK TO THE BEACH, 2 FREE bikes, Roku with NETFLIX, and a mid-island location for easy access to local attractions. Step inside to a bright, super clean, well stocked place with all of the comforts of home. Outside, you are surrounded by Live Oaks and natural landscaping. The apt. features LR/kitchen combo, 1 bedroom w/ a queen bed, full bath, W/D in walk-in closet, and a deck w/ seating.

Sea Pines Villa: Pool, Tennis & Golf

This renovated 1-bedroom villa in Sea Pines offers comfort and convenience just steps from shops, dining, and bike rentals. Enjoy a plush king bed, memory foam sleep sofa, sleek walk-in shower, Smart TVs, a private deck, and a fully equipped kitchen with washer/dryer. Relax by the sparkling pool, play free tennis on-site, or bike to Harbour Town and the Beach Club. With the seasonal trolley nearby, every island adventure is at your fingertips. One small dog (under 25 lbs)- $230 pet fee.

Walk to Beach from Courtside Villas

Our spacious two bedroom, 2 ½ bath villa overlooks a large swimming pool, and comfortably accommodates six people. It is fully equipped and tastefully furnished to be a home-away-from-home.  The kitchen has an electric range and oven, a microwave, refrigerator, dishwasher, disposal, washer and dryer.  There is seating for six at the dining room table.  The living room entertainment center has a Smart TV connected to cable and WiFi. Please note--Courtside has a strict No Pets policy.

Jim's Stunning Direct Ocean Front 2BR Villa

This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

Enjoy Rooftop Pool plus SeaCrest Oceanfront Pool

Your going to LOVE 405 North Shore Place and the wonderful new renovations that occurred in May 2020, including new flooring, quartz countertops, stainless-steel appliances, new dining and pendant lighting, fresh paint, new furnishings (including all new king bedroom furniture), coastal art/decorations, and all-new air conditioning! North Shore guests also enjoy a rooftop pool/hot tub and one of the two oceanfront pools located at Seacrest. And be sure to visit PoolBarJims!

Priceless Ocean View, King Bed, Heated Pool

Enjoy the best beach on Hilton Head Island during your stay in our newly renovated condominium in Ocean Dunes with a year round heated pool. You can relax in the comfortable surroundings our condo offers. Begin your day with a breathtaking view of the sunrise from the balcony or enjoy your meals on the balcony relaxing with your favorite beverage while you enjoy the beach view. *Please note: A printed parking pass is required for your stay. Be sure to print it in advance.*