Apartment holiday rentals in Hilton Head

Oceanfront Condo w/ Balcony | Sea Side Villas HHI

Wake up to breathtaking ocean views at this Sea Side Villas condo in Hilton Head. Enjoy direct beach access, a private balcony overlooking the waves, and resort amenities including a pool, sun deck, and gated parking. This coastal retreat blends comfort and style with a fully equipped kitchen, fast Wi-Fi, and a cozy living area. Walk to Coligny Plaza for dining, coffee, and live music. Perfect for couples or small families seeking a relaxing oceanfront getaway in the heart of Hilton Head Island.

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.

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 renovated 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."

# 3208-Pura Vida Condo - 2BR - Beach Access

You'll find everything you need for the perfect beach getaway. Whip up anything from quick snacks to full-course dinners in the well-equipped, full kitchen and then dine shoulder-to-shoulder at the breakfast bar or gathered around the nearby table for four - perfect for rainy day board games. After meals, relax in your living area and stream all your favorite TV channels using your own accounts. Close out your days on your private balcony watching the sunset with a cool beverage in-hand.

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.

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.

Oceanfront Villa with King size bed!

Unobstructed Oceanfront condo with a King size bed! You will not be disappointed! Park your car and walk or ride your bike everywhere! Walkable to over 60 shops and restaurants, access to bike trails and the beach! Walk to Pool Bar Jim's on the left or the Tiki Hut on the right! We have an elevator so no need to carry bags up the stairs! Pool is heated Nov - March and there is a separate kiddie pool! #ocenfrontrental #beachfrontcondo #beachvacation #coligny #HiltonHeadVacation

#3109 Windsor Court S 1 BR 2 BA Direct Oceanfront

3109 Windsor Court South at 57 Ocean Lane is a beautifully maintained 1 bedroom Hilton Head Oceanfront Condo Rental located within the exclusive Palmetto Dunes Resort community. Surrounded by lush landscaping, tranquil bike/walking paths, and direct access to the beach, this villa is perfect for families, couples or solo travelers looking to relax and recharge. Whether you’re enjoying your morning coffee, lounging by the seaside pool, or watching the sun rise over the Atlantic.

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.*

Relaxing Hilton Head Beach Getaway. 2 B/2 B

Great Vacation spot. Seven minute walk to the Beach. Large 2 Bedroom and two newer bathrooms & floors. Largest ocean front pool on the Island. 10 lit tennis courts with 12 pickle ball courts and a pro shop. Bar/Grill on the beach. Sports Bar/Restaurant & Pizza shop. On site Bike rental. Playground, grill stations, full gym. Laundry facilities. Convention Ctr. Chair and umbrella rentals, lifeguard on beach. Bike trails parallel roads on Island. Gated secure resort.

2BR, 2 Min to Beach, Pool, Tennis, King Bed

Welcome to Barefoot Retreat at The Spa at Port Royal, a beautifully designed 2BR/2BA condo on Hilton Head’s north side. Just a 2-minute walk to a serene, uncrowded beach, this second-floor retreat is perfect for tranquil beach days, wildlife spotting, and pure relaxation. Whether it’s a family vacation, romantic escape, or remote work retreat, Barefoot Retreat blends modern comforts with coastal charm for a truly unforgettable stay.