Vacation Condo Rentals By Owner In Hilton Head Island, SC

This large and spacious villa features a bright and open floor plan with ocean views from every room. With over 1,000 heated square feet, you will find a large living and dining area, living room, master suite, and second full bath. Wonderful view of the Atlantic Ocean from your private balcony, oceanfront pool, and spa are some of the amenities of Windsor place. This 1 bedroom, 2 bath single second floor villa has ample room for four guests with one King bedroom, walk in closet, and a queen-size sofa bed and two FULL bathrooms. There is convenient under building parking, with close elevator access and luggage carts. brbrParadise is how some describe Windsor Place. It’s a beautiful oceanfront setting with lovely live oaks, lagoons, and walking paths. Additional amenities include a large oceanfront pool, kiddie pool, spa, bathrooms and a spacious sun deck. Also enjoy the enclosed gazebo with a common grill. Head to the best beach on Hilton Head island on the private boardwalk that has showers to rinse off for your convenience. brbrWindsor Place 202 features new tile flooring in the Living Room, Kitchen & Dining Area. There is a large Master Suite with walk in closet, Jacuzzi tub and separate shower. The large and open kitchen is fully equipped. There is a laundry closet with stackable washer / dryer, a breakfast bar, dining area that seats four, large southeast facing balcony that gets sun all day, 2 Flat Screen TV and DVD in each room w/ sound bar , stereo system in the living area, and Wireless Internet access. The 2nd full bath off the main living area contains a sink, and a separate shower. brbrWindsor Place #202 STR # 031484 is just a short distance from the new OMNI Resort (formerly The Hilton) and within walking distance of the Arthur Hills Golf Course. A bike path that runs behind the villas provides easy access to all the world-class amenities in Palmetto Dunes. Windsor Place 202 has all the comforts of home--with a spectacular ocean view and all the amenities to make any vacation one to remember!brbrbrbrbrIN ADDITION, Guests can call the Palmetto Dunes Buggy service for free transportation anywhere in Palmetto Dunes or Shelter Cove. (8am – 9pm daily, operating April through September). brbrWindsor Place 202 Villa Features br- Ocean views from every roombr- Tile flooring in foyers, kitchen, dining, living rooms and breakfast areasbr- Granite Countertops in the Kitchen and Breakfast Barbr- Granite Countertops and cabinet in the second full bathroombr- New Bedroom Furnishings br- Full mirrors over vanities and custom mirrors in Dining Areabr- High-efficiency heat pump, central air and heating systembr- High grade insulation throughoutbr- Double-glazed insulated windows and glass doorsbr- Spacious balcony with large roof overhangbr- Solid wood oak panel cabinetrybr- Top of the line appliancesbr- Large spa tub with separate cultured marble showers in masterbr- Spacious walk-in closet in master bedroombr- 9” ceiling heights in living areasbr- Custom traditional moldingsbr- Panel doorsbr- Custom ceramic tile flooring in bathroomsbr- Underground parking with elevator & Luggage CartsbrbrWindsor Place 202 is available for those who are truly looking for the best of Hilton Head

Oceanview Windsor -Steps to the Beach , 5 min to spa! Paradise

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$615.74

Sea Cloisters 303br2 BEDS, 2 BATHSbrTastefully decorated villa with a coastal themebrOpen floor plan for a spacious feelbrWide sandy beaches and gentle surfbrXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)brbrWelcome to your dream vacation home in Hilton Head Island! Located in the beautiful Sea Cloisters building, this two-bedroom, two-bathroom oceanfront villa is designed with a coastal theme that exudes relaxation and comfort.brbrAs you enter the villa, you'll immediately notice the tasteful and inviting decor. The fully equipped kitchen boasts upgraded appliances and seamlessly opens up to the dining room and living room, creating a spacious and convenient area for gathering and entertaining. Whether you're preparing a delicious meal or enjoying a cozy night in, this well-appointed kitchen is sure to meet all your needs. The villa features two bedrooms, each thoughtfully designed to provide maximum comfort. The living room and master bedroom both offer king-size beds and open out to a private deck that overlooks the breathtaking ocean views. Imagine waking up to the soothing sound of waves and stepping outside to enjoy your morning coffee while basking in the beauty of the surroundings. Additionally, the guest bedroom features a queen-size bed, ensuring ample space for everyone in your party to rest and rejuvenate. For your convenience, the villa comes equipped with a washer and dryer, allowing you to pack light and freshen up your wardrobe during your stay. Stay connected and entertained with cable TV, and rest assured that every corner of the villa is fully furnished, providing a hassle-free experience. brbrOne of the highlights of Sea Cloisters is its prime oceanfront location. Step outside the building and be greeted by wide sandy beaches, the gentle breaking surf, and the vastness of the ocean. Immerse yourself in the tranquil coastal ambiance and let the stress melt away. As a guest at Sea Cloisters, you'll have exclusive access to the expansive and private oceanfront pool, complete with sundecks and lush semi-tropical landscaping. Whether you want to take a refreshing dip, lounge under the sun, or simply appreciate the privacy and serenity of this location, the pool area will become your favorite spot to unwind.brbrIn summary, this vacation home in Hilton Head Island offers a truly unforgettable experience. From the coastal-themed decor to the fully equipped kitchen, every detail is designed with your comfort and enjoyment in mind. The oceanfront setting provides breathtaking views, while the exclusive access to the pool ensures a relaxing and private stay. Whether you're looking to create lasting memories with your loved ones or seeking a peaceful retreat, this Sea Cloisters villa is the perfect choice for your dream vacation. Here is some additional information that for you to know about the home:brbrSleeping Arrangements:brBedroom 1: 1x King BedbrBedroom 2: 1x Queen BedbrbrComplex Pool & Kids Pool (Not Heated)brElevatorbrBig Comfy Beach Towels for Guest UsebrFirst Morning Starbucks CoffeebrKeyless EntrybrPermit #071474brbrWhen you choose to stay with Hilton Head Properties R & R, you're not just booking a vacation rental; you're investing in peace of mind and a truly relaxing getaway. Here's what you can expect:brbr- Complimentary Rental Equipment & Activities: Take advantage of our complimentary activities, including two free bikes, two beach chairs(Memorial Day - Labor Day), 1 daily round of golf, 1 daily mini-golf round, and 1 daily memorable dolphin tour, adding excitement and value to your stay. Each activity covers the cost for 1 person. (Valid for stays between 3-21 nights).br- Luxurious Touches: Enjoy our big, comfy beach towels and wake up to a fresh brew with our first-morning Starbucks coffee, adding a touch of luxury to your mornings by the sea.br- Prompt Maintenance Support: With a dedicated full-time maintenance team on standby, any unexpected issues can be swiftly addressed, ensuring a hassle-free experience during your vacation.br- Thoughtful Amenities: We provide all properties with essential amenities like bedding, bath towels, and beach towels, so you can pack lighter and enjoy your time without worrying about the small details.br- Starter Supplies: To kickstart your stay, we offer a Starter Supply of toiletries, detergents, and paper products, ensuring you have everything you need for the first few days.brbrChoosing us means choosing a worry-free vacation experience filled with comfort, convenience, and unforgettable moments. We are here to make your dream vacation a reality!

Direct Beachfront 2BR Condo w Ocean Views & Private Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$553.78

Bright Forest Beach Villa by Coligny Beach Parkbrbr3 Bedrooms | 2 Bathrooms | Sleeps 8 | Second Floor VillabrbrWelcome to our amazing vacation home located in the heart of Forest Beach, directly overlooking the stunning new Lowcountry Celebration Park. As soon as you step into our wonderful end unit, you will be amazed by the bright and spacious living area that is perfect for spending quality time with your family and friends.brbrThe master bedroom features a luxurious King bed, ensuring a comfortable and restful night's sleep after a long day of exploring the nearby attractions. The second bedroom comes with two comfortable twin beds, and the third bedroom features a cozy Queen bed, making our vacation home ideal for families and groups of friends. Our vacation home comes with garage covered parking, making it easy and convenient to park your car and unload your luggage. You'll also appreciate the 2 elevators that take you directly to your floor, making it effortless to get in and out of the unit.brbrDuring your stay, you'll have access to a wide range of amenities, including a sparkling swimming pool, tennis courts, scenic trails, garden bridges, and lush vegetation. Whether you're looking to relax and unwind or stay active and enjoy the outdoors, our vacation home has something for everyone. What makes our vacation home truly special is its unbeatable location. You're just minutes away from Forest Beach, Coligny Beach Park, and the many shops, restaurants, and entertainment options of Coligny Plaza. You can easily walk to these attractions, making it easy to explore and discover all that this beautiful area has to offer.brbrIncluded in Your Stay:br• Complex Poolbr• Building Elevatorbr• No Pets Allowedbr• Starter amenities and keyless entrybrbrSleeping Arrangements:br• Bedroom 1: 1x King Bedbr• Bedroom 2: 1x Queen Bedbr• Bedroom 3: 2x Twin BedbrbrWhy Book with Hilton Head Properties R&R brWe go beyond the booking to make your stay seamless and memorable. Every reservation includes local perks like complimentary activities through Xplorie (dolphin tour, golf, mini-golf, beach gear & more), dedicated vacation planners to help curate your trip, and a full-time maintenance team ready to assist anytime you need us.brbrPermit # 026506

Sunny Coastal Villa| Private Decks, Pool, Tennis | Near Dining & Scenic Grounds

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$581.42

Coastal Queens Grant Villa in Palmetto Dunesbrbr3 Bedrooms | 2.5 Bathrooms | Sleeps 9 | Pet FriendlybrbrEscape to the beautiful Hilton Head Island and experience the perfect vacation in this spacious and charming 3-bedroom villa. With big bedrooms, living areas, and a huge deck off the back, this villa provides ample space for your family or group. You will love the space and location, as it is conveniently located near the pool, tennis, golf, outfitters, restaurants, general store, and the beach. brbrThe villa is settled into the LowCountry with peek-a-boo golf and pool views, providing a serene and peaceful atmosphere. It features 1988 square feet of heated and cooled space, with an updated kitchen, cottage-style furnishings, and is just a short walk to the beach.brbrEnjoy the outdoors with a quick walk to the beach and the bicycle path. This villa is the perfect family vacation, golf group outing or weekend getaway. Hilton Head Island provides 50 miles of public bicycle paths and nature trails, allowing you to explore the island's beauty. A local park with baseball, soccer, tennis, basketball, and other activities is just a mile away. Outdoor activities of all kinds are available for any level of fitness, from nature preserves to beaches, water sports, and even zip line adventures. brbrFor those who enjoy shopping, there are outdoor malls, outlet malls, and specialty shops galore. Hilton Head Island is the most family-friendly beach vacation you can have and has been voted one of the top ten family beaches in the country. With 250+ restaurants and 24 golf courses on the island, Hilton Head Island may only be 12 miles long and 5 miles wide, but you can find everything you were hoping for in an island vacation.brbrAfter a day of exploring, relax and unwind on the huge deck off the back of the villa, where you can enjoy the peek-a-boo golf and pool views. This villa is perfect for entertaining or simply enjoying a peaceful evening with family and friends. Book your stay now and experience the beauty of Hilton Head Island from the comfort of this charming and spacious villa.brbrIncluded in Your Stay:br• Pet Friendly (Required Non refundable pet fee of $300 per animal + tax, approved breed, size, and age)br• Complex Pool (Apr 1 - Sept 30)br• Access to the Dunes Buggybr• Access to The Dunes House Beach Accessbr• Access to Disney Beach Club Beach Accessbr• Starter amenities and keyless entrybrbrSleeping Arrangements:br• Bedroom 1: 1x King Bedbr• Bedroom 2: 1x King Bedbr• Bedroom 3: 1x Queen Bed & 1x Twin BedbrbrWhy Book with Hilton Head Properties R&R brWe go beyond the booking to make your stay seamless and memorable. Every reservation includes local perks like complimentary activities through Xplorie (dolphin tour, golf, mini-golf, beach gear & more), dedicated vacation planners to help curate your trip, and a full-time maintenance team ready to assist anytime you need us.brbrPermit # 029030

Family Villa w/ 2 Kings | Pool View, Deck, BBQ, Walk 2 Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$326.54

-5-minute bike ride to the beachbr-Spacious deckbr-Community pool w/ views of lagoon, golf course (Apr 1- Sep 30)br-2 Free Adult Bikes + Other Free Equipment (Valid for stays from 3 - 21 nights)br-Pet Friendly (Required Non refundable pet fee of $300 per animal + tax, approved breed, size, and age)brbrWelcome to the Villa at St Andrews Common 1677. This second floor villa boasts a spacious deck, private beach and pool access, and full size appliances. Just steps from the villa is the private St. Andrews Common pool and clubhouse, surrounded by beautiful trees and lush landscaping. As you swim or recline in the lounge chairs, enjoy peaceful lagoon and golf course views.brbrLiving Spaces:brThis second-floor retreat in the world-renowned Palmetto Dunes of Hilton Head Island features a fully equipped kitchen, a sunken living area with a large flat-screen TV, and a dining table for six plus counter seating for two. brbrAccommodations:brThe master bedroom includes a queen bed, TV, and private bath, while an upstairs bedroom and bath provide additional space. A sleeper sofa in the living room offers extra accommodations.brbrOutdoor:brEnjoy the private deck out back complete with plenty of seating and serene views.brbrArea:brPalmetto Dunes offers an array of amenities:br-3 miles of private beachbr-3 championship golf coursesbr-26 tennis courtsbr-Bike/kayak rentalsbr-General store, marina, shops/restaurantsbr-Beach access at the Disney Resort (5-minute bike ride away, parking available)br-Guests can also enjoy free transit w/ AC via the Palmetto Dunes Buggy within Palmetto Dunes and Shelter Cove for convenient exploration.brbrWhen you book with Hilton Head Properties R & R, your vacation comes with added perks:brbr-Complimentary Activities & Equipment: Xplorie - Enjoy 2 Free Adult Bikes (Valid for stays from 3 - 21 nights), two beach chairs (Memorial Day–Labor Day), and daily activities like golf, mini-golf, and a dolphin tour, with coverage for one person for stays of 3–21 nights.br-Luxurious Touches: Relax with plush beach towels and first-morning Starbucks coffee to start your day in style.br-Prompt Maintenance Support: Our full-time maintenance team ensures a hassle-free stay.br-Thoughtful Amenities: We provide high-quality bedding, bath towels, beach towels, and a starter kit with toiletries, detergents, and paper products to make packing easier.br-Pets: Your furry friends are welcome! Inquire about our non-refundable fee and approved breeds/sizesbrbrChoose us for a worry-free vacation filled with comfort, convenience, and unforgettable memories. Let us help make your dream getaway a reality! Book directly online through our Availability Tab—reserve your dates now before they fill up! Only 50% is due at booking, with the balance due 30 days before check-in. Have questions Call our specialized vacation planners anytime. Let us help make your dream vacation a reality!

Coastal Family Villa w/ Deck, Pool&Beach Access, Free Activity Rentals

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$675.21

-Pool Viewsbr-2 Complex Pools, Spa, Kiddie Poolbr-Grilling Areabr-Palmetto Dunes AmenitiesbrNo Pets Allowedbr-2 Bikes (Valid for 3 - 21 night stays)brATTENTION: The elevator will be inoperable during the time period of Nov. 1, 2026 until March 20, 2027, due to the elevator being replaced by the regimebrbrWelcome to 2413 Windsor II in Palmetto Dunes—your oceanfront retreat! This fourth floor villa has incredible views of the ocean and complex pools, and is an ideal choice for families with small children, couples looking for a serene getaway, or snowbirds escaping the winter chill.brbrLiving Spaces:brThe Family Room features a cozy sectional, two chairs, and an HD TV, offering plenty of space to relax. A full-size laundry room adds convenience, while the open kitchen, dining area for six, and bar seating for three create the perfect space to gather and enjoy ocean views.brbrAccommodations:brThe Master Bedroom offers a king bed with ocean views and balcony access, while the second bedroom has two full beds and a private bath. The spacious main bathroom features a dual vanity, jetted tub, and separate shower for ultimate relaxation.brbrOutdoor:brTake in stunning Atlantic Ocean and resort pool views when you slide open the door to your oceanfront balcony—perfect for sunrise coffees and unwinding after a day of golf, beach adventures, or exploring Hilton Head.brbrArea:brPalmetto Dunes offers an array of amenities:br-3 miles of private beachbr-3 championship golf coursesbr-26 tennis courtsbr-Bike/kayak rentalsbr-General store, marina, shops/restaurantsbr-Beach access at the Disney Resort (5-minute bike ride away, parking available)br-Guests can also enjoy free transit w AC via the Palmetto Dunes Buggy within Palmetto Dunes and Shelter Cove for convenient exploration.brbrWhen you book with Hilton Head Properties R & R, your vacation comes with added perks:br-Complimentary Activities & Equipment: Enjoy two bikes, two beach chairs (Memorial Day–Labor Day), and daily activities like golf, mini-golf, and a dolphin tour, with coverage for one person for stays of 3–21 nights. Pool (Heated March 15 - Nov 30). Access to the Palmetto Dunes Buggy.br-Luxurious Touches: Relax with plush beach towels and first-morning Starbucks coffee to start your day in style. Elevator in building. br-Prompt Maintenance Support: Our full-time maintenance team ensures a hassle-free stay.br-Thoughtful Amenities: We provide high-quality bedding, bath towels, beach towels, and a starter kit with toiletries, detergents, and paper products to make packing easier. Entry is keyless.brChoose us for a worry-free vacation filled with comfort, convenience, and unforgettable memories. Let us help make your dream getaway a reality! Permit # 070252

Oceanfront 2BR Villa | Pool & Ocean Views · Palmetto Dunes Resort

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$364.33

The condo is perfectly located on Hilton Head Islands South beach area. Our two bedroom villa is a first floor unit and has a king in the master, queen in the guest , and a pull out trundle couch with memory foam in living area and will comfortably sleep 6. Our guests have access to the Hiltons poolside bar and grill and starbucks (hilton pool is reserved for Hilton guest only)! There is an oceanfront pool at ocean dunes just steps from our unit which is heated to a perfect 82 degrees year around. The condo comes with 2 parking spaces located in private gated area.

Newley Renovated 2 Bedroom Ocean Front Villa in South Forest Beach!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$335.19

Nestled in the heart of Shelter Cove Harbour & Marina, this one-bedroom villa in Harbourside III is the perfect escape for relaxation and excitement. With a spacious king-size bed in the bedroom and a pull-out sofa in the living room, this villa comfortably accommodates up to four guests. The fully equipped kitchen, dining area with seating for four, and a breakfast bar for two provide everything you need for dining and entertaining. The villa boasts charming views of the Shelter Cove shopping area and pool, all from your living room and deck, where you can soak in the beautiful sights.brbrEnjoy the Mediterranean-inspired setting with year-round waterfront dining, shopping, and entertainment at your doorstep. Experience weekly fireworks shows in the summer without having to fight the traffic and parking. Take advantage of the complimentary Dunes Buggy shuttle, which offers convenient access across the highway to Palmetto Dunes Resort's pristine beaches, world-class golf, tennis facilities, and an 11-mile lagoon perfect for kayaking and paddleboarding. Harbourside III provides gated parking and lock-out access to the retail and marina areas, along with an onsite pool, spa, and barbecue area.brbrFrom March through August, the harbor buzzes with events, like the Music and Taste on the Harbour, live music, family-friendly performances, and the popular Parrot Palooza Fest with Shannon Tanner and his band. Local restaurants serve seasonal fare, and families and visitors alike can enjoy music, dancing, and even fireworks. When summer winds down, Hilton Head transforms into a more tranquil retreat with fall festivals, golf tournaments, and holiday events, including the enchanting Boat Parade of Lights.brbrYour villa includes luxury furnishings, free Wi-Fi, and a washer and dryer for added convenience, all in a prime location just one mile from Hilton Head’s famous beaches with assigned parking, pool access, and safety and security behind privately coded access. Whether it’s an active getaway or a peaceful retreat, this villa offers the ultimate Hilton Head experience in every season.

One bedroom Harbourside Villa in Shelter Cove Harbour - pool and spa

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$210.65

134 Windward Village brbrThis charming, spacious and completely remodeled private villa offers a quiet retreat after a day spent at the beach, on the water or enjoying the many activities that Hilton Head has to offer. brbrThe space features 2 bedrooms with en suite bathrooms located downstairs. Upstairs offers large living space. 1.5 bath and sun room overlooking the saltwater pool and hot tub. brbrBeach access is at your fingertips with a quick bike ride, drive or shuttle to Shipyard's private access to the beach.brbrTo ensure your perfect holiday the villa includes the following:brbrMinimal stairs to front first floor entry brSecure, gated community brDeck brSecure wifi networkbrSmart TV 's brKitchen has baking and cooking pans, tools and appliances to suit any cook Coffee maker, toaster, blenderbrIn-sink garbage disposalbrIroning board and ironbrBeach chairs, umbrella, wagon brHair dryer brSmoke alarm brKeyless entry brWasher and dryerbrbrTake advantage of our 10% weekly discounts and special monthly 30% discount Oct - Feb ideal for those looking for an escape from the cold. brbrPlease note that for your convenience we provide starter packs that include: paper towels, toilet paper, shampoo, soap, and dishwasher detergent, we don't restock these items during your visit.brbrShipyard Plantation includes: private beach access with bathrooms and cabana, championship golf courses, tennis, and Brickyard Pub.brbrShuttle service inside the resort during summer months that include pick up and drop off stops at the beach and Windward Village. Bracelets available for purchase at the office allow unlimited use of the service during your reservation.brbrHundreds of fantastic restaurants ranging from gourmet to family dining and take out. The famous Tiki Hut Bar ( beach bar, live music, and volleyball) is right around the corner. Golf, fishing, zip lining, biking, water sports, mini golf, live entertainment the activities are endless.brbrCelebration Park is around the corner Includes a Band shell, children’s museum, kids water-zone, adventure playground, educational walk along the lagoon and green space for public events.brGated community with 2 entrances and 24-hour gate security.brbrBeautiful bike paths run throughout the island for easy access to restaurants, entertainment, shopping and the beach.brbrCome enjoy your home away from home.

Windward Village in Shipyard - Beautiful remodeled Condo overlook Pool Hot Tub !

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$180.25

Bright, cheerful, and just steps to the beach! This top-floor oceanview villa features upgraded LVP flooring, a stylish shiplap accent wall, queen bed in the bedroom, children’s bunk beds, and a queen sleeper sofa. Enjoy ocean breezes from your private balcony. Located in the heart of South Forest Beach, just a short walk to Coligny Plaza and Celebration Park. Two beach bikes and beach chairs are included to make your stay even more fun!brbrSeaside is a gated oceanfront complex just steps from the beach and within walking distance to Coligny Plaza, the Tiki Hut, and Lowcountry Celebration Park which is right across the street and is a great place for the kiddos as well as adults, lots of great bands and activities throughout the year. Enjoy restaurants, shopping, and entertainment all just a short stroll away, making it the perfect location for a fun and relaxing Hilton Head getaway! ️brbrAs longtime Hilton Head locals, we've been owning and renting condos here since 2002. We own several villas in the complex and personally manage a few others, ensuring top-notch hospitality. Living on the island means we're always nearby if you need anything—or just a great restaurant recommendation!brbrBiking is the most common form of transportation in the area, we provide 2 and rentals are available in walking distance. There is also a free trolley that runs all over the island and picks up across the street about every 20-30 minutes.brbrWe have many great streaming apps included such as HBO, Max basic, ESPN, Disney+, Hulu, Fox One, AMC+, and Peacock.brbrCan only occupy 1 parking spot. There are spots under the building that can hold 2 vehicles, but all parking is 1st come. Only 1 parking permit will be issued, don't block anyone in.brbrHilton Head Permit # 074840

Seas the Day! Beach & Sun, with Bikes & Chairs

Hilton Head Island, South Carolina, United States

1

Bed

1

Bath

Sleeps

$284.75

Stay comfortably in Hilton Head Island at this 2-bedroom condo. The bedrooms feature 1 king bed and 1 queen bed, perfect for a small group of guests. With amenities like a washing machine, AC, WiFi, and heating, your stay will be superb. The 2 full bathrooms, one with a spa style shower. Enjoy your time in this spacious property and feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

2-bedroom condo Experience Sunshine on Hilton Head Island. Walk to the beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$211.26

Hilton Head Resort is the best value on the island and this, two bedroom, two bath unit is one of the nicest at Hilton Head Resort! The kitchen has been upgraded with granite countertops and stainless appliances. All furniture and bedding has a bright and cheerful beach themed décor. We are located in the preferred Building One which surrounds the main pool and is adjacent to our private boardwalk access to the ocean.brbrThere is no smoking inside the villa but smoking is allowed on our comfortable balcony that has a grden view of the resort. The pool has an adjoining grill/convenience store with WiFi internet capabilities, bike rentals and more. The deli food is quite good and spirits, beer and wine is available. Beach toys and boogie boards, etc. are also available.brbrOur gated resort is centrally located and has 24 hour security. Enjoy our amenities which include two outdoor pools and one heated indoor pool with kiddie pool which is located at our great year round recreation center. This facility also includes a fitness center, hot tub and sauna, and an indoor track. Not in the mood for a swim or work out …Not to worry because our resort also has 6 lighted tennis courts. All amenities are available free of charge to all guests. brbrIt is a short leisurely walk over the marsh on our private boardwalk (or you can hop on the resort's beach shuttle)that ends at Coco's On the Beach, a quaint little 'oasis'; and steps beyond that is the nicest beach you will find on Hilton Head Island. Along the way, enjoy the scenic saltwater marsh which is abundant with wildlife, including egrets, herons and crabs. You will never worry about crowds at this beach and it is truly beautiful. brbrGolf is just steps away with The Robert Trent Golf Course (located next to the property). This course is famous for the #10 ocean hole. The view approaching the hole is spectacular and can be viewed from our oceanfront grill, “Cocos”. This private cabana has restrooms, food and drink and is good place to take a break from the sun or wait out a brief rain shower.brbrWhatever you want from your vacation you can find at Hilton Head Resort.brbrbrbrbrKeywords: Condo, Villa, Oceanfront

FIRE SALE 25% OFF May & Jun HH Resort 2B/2B POOL closest to boardwlk FREE SHUTL

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$396.0

NEW UPDATES FOR 2025: Master bathroom vanity area along with separation/privacy enhancement from bedroom area, along with Guest bathroom vanity refresh! brbrThis beautifully redecorated villa in Palmetto Dunes is steps away from the ocean and comes with all the amenities you will need during your stay. There is a keyless entry system for our guests' convenient access. The bedrooms have updated flooring, and the bathroom vanity areas are completely new for 2025. The master suite offers more privacy and separation between the bedroom and vanity areas. There is a writing desk in each bedroom to facilitate remote working. Sleek automated roller shades offer ease of outdoor and ocean viewing from the living room. brbrLocated on the fifth floor of Building 2, this peekaboo ocean view villa features a living room with a queen sleeper sofa and loveseat, a 32' Roku/streaming TV and DVD player, and wireless internet throughout the unit. There is a slider to the shared balcony with the master bedroom. Outside is a counter-height patio set with 2 chairs and a table. brbrThe dining room is off the kitchen and has seating for six. The kitchen has updated stainless steel appliances, cabinetry, and countertops, plus bar seating for two as well as a full-sized LG washer and dryer!brbrThe master bedroom has double french doors off the living room, a king bed, a writing desk, and a 36 TV. There is a private bath and tiled shower. The garden tub has been removed to create more space, and there is a new privacy feature between the bedroom and vanity area. There is a slider to the shared balcony with the living room. The second bedroom has two queens, a 32 TV and DVD player, and a writing desk. The private bath has a tiled tub/shower combo, and there is a slider to a private balcony with a counter-height patio set with 2 chairs and a table. This villa has everything your family needs for a memorable trip to beach and/or a working vacation!brbrThe Villamare complex offers the ultimate in resort vacation accommodations. Centrally located in Palmetto Dunes, Villamare features two stunning oceanfront pools along with expanded hot tubs and deck areas. The Serenity pool is for guests 21 and older. The outdoor pools are heated from Mar. 15 - Apr. 30 and Oct. 15 - Nov. 30. The family hot tub is heated year-round. Our unique indoor fitness center includes a pool, sauna, hot tub, and exercise room with free weights, weight machines, and cardio equipment. All Villamare amenities are access code-controlled for Villamare guests only. Beautifully landscaped grounds surround a lush central pond and fountains. brbrWithin Palmetto Dunes, The Fazio golf course, PD Pickleball and Tennis centers, the Marriott and Omni hotels, eateries, and bike/canoe rentals all are within easy walking distance from Villamare. The Palmetto Dunes Buggy is a free shuttle service that runs Mar. 17 - Sep. 14, 2025 to Shelter Cove, grocery and dining, and other locations within Palmetto Dunes. Just call for a pickup. Please leave motorcycles at home as they are NOT permitted in Palmetto Dunes. Renters and guests must view PD community rules and policies at this link: brbrwww.WelcometoPalmettoDunes.combrbrGUESTS MUST PURCHASE THEIR OWN PALMETTO DUNES GUEST PASS WHICH MUST BE DISPLAYED ON YOUR WINDSHIELD *AT ALL TIMES!* The pass fee is per-car and is set by Palmetto Dunes based on the number of nights: 1-2 nights = $20, 3-7 nights = $35, 8-14 nights = $50, 15-30 nights = $75, 31-180 nights = $100.

Beautifully Redecorated Villamare 2517 - Bathroom Refresh for 2025

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$249.63

Welcome to Seaside Villa 369..Direct oceanfront ..Top floor...Fantastic view..doesn't get better than this...brbr***3 NT. MIN. STAY...JAN. 1-MAY 15 & AUG. 15-DEC. 31***brbr***7 NT. MIN.STAY...MAY 16-.AUG. 14....CHECK IN ON SAT. AND OUT ON SAT***brbr**** SNOW BIRD RATES...DEC., JAN & FEB brbr****OUR CANCELLATION POLICY IS....brBEFORE 90 DAYS PRIOR TO ARRIVAL A FULL REFUND brWITHIN 90 DAYS OF ARRIVAL....NO REFUND***brbr****THE HOST FEE OF $125.00 INCLUDED IN YOUR TOTAL PRICE IS THE COST OF YOUR EXIT CLEANING****brbrWE ALSO OWN SEA SIDE VILLA 370 ( VRBO # 246795 ) .......NOW WE CAN OFFER YOU SIDE BY SIDE DIRECT OCEANFRONT VILLAS...IF 369 IS BOOKED CHECK 370....OR VISIT US WITH FAMILY OR FRIENDS AND RENT BOTH.....brbr..Villa 369 offers you paradise at affordable ratesbr..Stunning, Direct Ocean/Beach Views from your very private balcony and living roombr..Beautifully, yet comfortably decorated interior..well equippedbrbrLocationbr..Top Floor location so no one above you to make noise..br..Easily accessed by stairs and elevatorbr..Mid-building, for magnificent view.brbrSleeps 2-4 br..Private Bedroom features **KING BED**, two nightstands, dresserbr..Queen Sofa Sleeper in Living RoombrbrBathbr..Full bath, tub/shower comb brbrDiningbr..Dining for 4 br..Table for 2 on private balconybrbrKitchenbr..Full kitchen, refrigerator, stove, microwave, dishwasher and granite counter topsbr..Well equipped with small appliances, adorable dishware, everything you could want.brbrLiving Roombr..Recliner for your added comfort br..Queen Sleeper SofabrbrElectronicsbr..50''LED TV in Living Roombr..43'' LED TV DVD in Bedroombr..WIFI High Speed Internet Access (bring your laptop)brbrBalconybr..Very privatebr..All you see is beach..ocean and dunes....No parking lot view at allbr..Well furnished with dining table and 2 chairsbr..Beach chairs and beach umbrella provided for you to usebr..Private parking with gated entry. Under-building parking available.br..Two swimming pools for Seaside Guests.br..Sundeck overlooking Ocean for Seaside Guests Onlybr..Walking distance to Coligny Plaza (dining, entertainment and shopping venues)br..Steps down the beach to famous Tiki Hut!!!!br..World Class Golf Courses plentiful.brbrThis villa has it all. There is nothing more you could want for the perfect vacation. br Check out our calendar, and e-mail us now!!!!brbrCome play with us on Hilton Head Island. We know you will come back again and again!!!!!!brbr**************************************************************************brbrPLEASE CHECK OUR OTHER VILLAS...brbrOUR OTHER DIRECT OCEANFRONT THIRD FLOOR ( TOP )...ONE BEDROOM AND BATH....(SEA SIDE VILLAS # 370....SOUTH FOREST BEACH ) VRBO # 246795...ANOTHER VIEW TO DIE FOR....SIDE BY SIDE....WHAT MORE COULD YOU ASK FOR....IF ONE IS BOOKED...CHECK THE OTHER...OR IF YOU VISIT WITH FAMILY OR FRIENDS....RENT THEM BOTH....brbrKeywords: OCEAN FRONT, DIRECT OCEAN VIEW, TOP FLOOR, AWESOME VIEW FROM YOUR PRIVATE BALCONY

DIRECT OCEANFRONT BOOK YOU SPRING & SUMMER VACATION NOW

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$481.25

Come visit our recently renovated condo with fabulous views over the ocean. We have just finished a renovation with new tile, granite counters, carpet, paint throughout, new appliances, and beautiful new master bath. The unit is very spacious and is flooded with beach views from almost every window. The living room has a large tv mounted on the wall to watch conveniently and cozy electric fireplace for chilly evenings. We have plenty of seating with a sofa, love seat, and recliner. The dining room table has four large chairs and an additional 3 barstools at the spacious kitchen counter. The living room, dining room, and master all are filled with ocean views. There is a large balcony overlooking the ocean with a table to seat four and two chaise loungers. The balcony opens from both the living room and master bedroom. In addition to fabulous ocean views, we also have views of the pool and lovely sunsets. The pool is very large and spacious, with changing rooms, showers, and plenty of seating. There is an outdoor grilling area with picnic tables.. The kitchen is well equipped with pots, pans, utensils, dishes. All appliances are provided including a toaster, microwave, toaster oven, blender and coffee maker. The kitchen counters were recently updated with granite and great lighting and tile floor. There is a washer/dryer in the unit and good closet space. All appliances are new, refrigerator, stove, dishwasher, and washer/dryer. The master bedroom has updated furniture and a very comfortable king size bed. There are great views of the ocean right from bed or you can watch one of the three tvs located in the unit. There is a recently renovated master bath with large shower, beautiful tile, new paint, cabinet, fixtures and lighting. The guest room has one double bed and one new queen bed with new comforters and recently painted walls. The bath has just been renovated and has a tub/shower combination and new tile surround. There is also a tv in this room. We are located mid-island in Sea Cloisters which is Hilton Head Island's best kept secret. Our neighborhood consists of many single family homes so the beach is not nearly as crowded as other beaches on Hilton Head. The traffic is much better coming and going to our complex because we are mid-island but there are plenty of restaurants close by and the bike path comes right to our complex and there are city parks within a couple of blocks. Kids will love Adventure Cove miniature golf which is very close to us. Our unit is on the third floor and an elevator and luggage carts are conveniently provided. We have a code controlled access gate to enter our secure property so parking is always available. There is a local manager available if anything comes up during your stay. This is a quiet part of the island although convenient to everything. Everyone will love the wide, white sandy beaches and beautiful views from our unit. If you are looking for a bright, cheerful unit filled with ocean views, you won't be disappointed!! Reservations not confirmed until paid. Rates will be confirmed at booking. Prime Summer dates have a 7 night minimum stay requirement and rent from Saturday to Saturday. Inquire about monthly rates for January, February, and March. Due to the ongoing Coronavirus, trip insurance is recommended.

Oceanfront Hilton Head with fabulous views ,updated baths, cozy fireplace

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$259.91

Perfectly positioned in the heart of Forest Beach, 95 Forest Gardens offers newly renovated interiors, walkable access to Coligny Beach, and relaxed coastal style throughout. This 2-bedroom, 2-bath villa combines modern finishes with an unbeatable location for the ideal Hilton Head getaway.brbrWHY YOU’LL LOVE THIS VILLA:brbr- Newly renovated interiorbrbr- Quartz countertops + custom cabinetrybrbr- Stainless steel appliancesbrbr- Luxury vinyl plank flooring throughoutbrbr- Private balconybrbr- Smart TVs in living room + both bedroomsbrbr- Walk to Coligny Beach + Plazabrbr- Community pool (April–October)brbr- Sleeps up to 5 guestsbrbrLIVING & OUTDOOR SPACE:brThe open-concept living area features calming coastal tones, comfortable seating, and a Smart TV for relaxed evenings after the beach. Sliding doors lead to a private balcony — perfect for morning coffee or unwinding with an evening drink.brbrKITCHEN & DINING:brThe fully updated kitchen showcases quartz countertops, custom cabinets, stainless steel appliances, and quality cookware, making it easy to prepare anything from quick breakfasts to full dinners at home.brbrSLEEPING ARRANGEMENTS (5 Guests Max):brPrimary Suite – King bed with en-suite bathroom featuring walk-in shower and Smart TVbrGuest Bedroom – Two twin beds with Smart TV and hallway bathroom (shower/tub combo)brLiving Room – Queen sleeper sofabrbrCOMMUNITY FEATURES:brbr- Shared pool open April through Octoberbrbr- Landscaped grounds in a quiet Forest Beach settingbrbrLOCATION:brYou’re within walking or biking distance to:brbr- Coligny Beach Parkbrbr- Coligny Plaza shops and restaurantsbrbr- Lowcountry Celebration Parkbrbr- Hilton Head Island’s extensive bike trail systembrbrTHE MYSTAY DIFFERENCE:brMyStay redefines the vacation rental experience through effortless stays and genuinely personal hospitality. We believe service should feel welcoming, not corporate — rooted in trust, care, and real connection. Our hands-on local team combines thoughtful touches, professional standards, and responsive support to ensure every stay feels seamless from arrival to departure. With MyStay, you’re not just booking a property — you’re experiencing hospitality done the right way.brbrIMPORTANT NOTES:brbr- 5 Guests Maximumbrbr- Monthly rates available December–Marchbrbr- Pack ‘n Play and high chair available upon request (must request prior to arrival)brbr- Primary renter must be 25+brbrTown of Hilton Head Island STR Permit #075562

MyStay at 95 Forest Gardens - Prime S. Forest Beach, Community Pool, Beach Gear Included!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$241.76

Island Club 116 - Hilton HeadbrbrComfortable Island Club Villa | Lagoon View, Pools, Hot Tub & Beach AccessbrbrEnjoy a relaxing Hilton Head Island vacation in this comfortable Island Club villa overlooking a peaceful blue fishing lagoon. This first-floor condo features a private patio with serene water views, resort-style amenities, and easy walking access to the beach, making it ideal for couples, small families, or a weekend coastal getaway.brbr Resort-Style Living on Hilton Head IslandbrAs a guest of Island Club, you’ll enjoy access to one of the island’s most popular oceanfront resort communities:br - Seasonally heated swimming pools (spring–November)br - Shared hot tub (18+ only)br - Five private beach access points via shaded walking pathsbr - Picnic areas with charcoal & gas grills near the beachbr - Tennis & pickleball courts, basketball courts, and fitness centerbr - 13-acre catch-and-release fishing lagoonbr - Playground, lawn games & on-site bicycle rentalsbr - Business centers in the RotundabrbrComfortable Interior FeaturesbrAfter a day at the beach or pool, relax in this well-appointed Hilton Head condo rental:br - Primary bedroom with King bed, 32” flat-screen TV & private bathroom (tub/shower combo)br - Living room with queen sleeper sofa and 42” flat-screen TVbr - Fully equipped kitchen for easy meals at homebr - Free WiFi throughout the villabr - Private patio with lagoon views—perfect for morning coffee or evening downtimebrbrPrime Island LocationbrLocated in a gated community on Hilton Head Island, this villa puts you close to beaches, biking paths, dining, shopping, and all the island’s top attractions—while still offering a peaceful, resort-style setting.brWhether you’re planning a family vacation, romantic beach escape, or a relaxing weekend retreat, this Island Club villa provides comfort, convenience, and classic Hilton Head charm.brbrThings to Knowbr - Sleeping: 1 King bed | 1 Queen sleeper sofabr - First-floor unit (no stairs inside)br - No elevators in buildingsbr - Pool heaters operate in spring & fall, weather permittingbr - No pets allowed (HOA enforced; $500 fine if violated)br - Free parking for 1 vehiclebrCity permit #: 026791 / 26791

Island Club 116 | Beach Condo w/ Pools, Hot Tub

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$172.72

Enjoy the beautiful warm weather and gentle ocean breezes from the deck of this third floor, newly remodeled, well maintained, beautifully decorated 2 bedroom villa at Fiddler's Cove. Note: There are no elevators in the building. The condo is accessible by staircases which are located on two sides of the building. Each bedroom has its own private bath. The master bedroom features a queen-size bed whereas the second bedroom has two twin beds and a TV. The remainder of the condo consists of a full kitchen, dining room, living room with queen-size sleeper sofa, and a deck that adjoins the living room. brbrOne of the most beautiful beaches (Follyfield Beach) is within an easy five minute walk of the villa. A bike path, that connects with trails covering over half the island goes right by the entrance to Fiddler's Cove. Bikes are available for rent from many places on the island. brbrWithin the Fiddler's Cove complex itself, there are two pools (one with lap lanes), an outdoor hot tub, and 10 tennis courts. There is also an on-site Clubhouse with free Wi-Fi, table tennis, bean bag toss game & two racquetball courts.brbrThe larger pool is heated during March, April and October and is cooled during the summer months of June and July for the guest's comfort.brbrUse of the tennis courts and racquetball courts is free!!! brbrNearby to the villa you can sign up for water sports or boat tours, fish, golf, shop, dine at fine restaurants, or just tour the island itself to enjoy the beautiful scenery and wildlife. You may even see a dolphin or two swimming close to shore. There are boat tours available to more easily locate the dolphin. brbrShort day tours to the mainland to historic sites such as Savannah, Georgia are another alternative activity. There is something available for everyone to enjoy without being in an over-commercialized, over-crowded setting such as you may find at some of the other East Coast beaches.brbrRental weeks during the peak summer months go from Saturday (check-in) to Saturday (check-out). There is a one week minimum stay requirement. Time periods that cross between two weeks may not be accepted if the duration of the rental is less than two weeks. brbrFeel free to contact us with any additional questions you may have. The rates vary according to the season and the rental periods can vary from a minimum of five days to a few months.brbrWe look forward to talking with you.brTerry & LouisebrbrKeywords: Villa/Condominium

* Special Place to Relax & Unwind! Near Beautiful Beach *

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$183.85

Summary:brbrExperience the best of Hilton Head in this updated 2BR/2BA villa. Located just one block from Folly Field Beach, you’ll enjoy coastal living with resort perks. Access two large pools, a hot tub, and premier pickleball/tennis courts. The space features a full kitchen, private balcony, and in-unit laundry. Perfect for families or sports enthusiasts looking for a secure, gated escape near the island's best seafood and 50 miles of bike trails.brbrbrbrThe Space:brbrWelcome to your coastal sanctuary at Fiddler's Cove 10-I. This bright and inviting second-floor villa is designed for travelers who value both comfort and location. The open-concept living area features ample seating and a flat-screen TV, flowing seamlessly into a fully equipped kitchen with stainless steel appliances.brbrThe primary suite offers a restful retreat with a private en-suite bathroom, while the second bedroom is perfect for children or additional guests. Enjoy your morning coffee on the private, covered balcony overlooking the resort's lush, manicured landscaping. For your convenience, the unit includes a full-sized washer and dryer, ensuring a stress-free stay for families and long-term guests.brbrbrbrGuest Access:brbrGuests have full, exclusive access to the entire 2-bedroom villa. Additionally, your stay includes access to the premier amenities of the Fiddler's Cove gated community:brbrTwo large swimming pools (one heated seasonally) and a relaxing hot tub.brbrTen Har-Tru clay tennis courts and six dedicated pickleball courts.brbrTwo indoor racquetball courts and a sundeck.brbrCommunity barbecue areas with gas and charcoal grills.brbrPlaygrounds (Tot Lots) for families.brbrOn-site lagoons featuring local wildlife, including tropical birds and turtles.brbrOne block walk to Folly Field Beach, featuring restrooms and public showers.brbrbrbrOther Things to Note:brbrSecurity: Fiddler's Cove is a 24-hour gated community requiring a valid ID for entry.brbrbrbrParking: No parking fees are required; however, all vehicle and guest information must be registered within 24 hours of booking.brbrbrbrAge Requirement: The primary renter must be at least 25 years of age and present during the stay.brbrbrbrSupplies: We provide a starter set of plates, bowls, and cookware. Please note that cooking essentials such as oils, spices, and chopsticks are not provided.brbrbrbrPet/Smoke-Free: To maintain a high standard of cleanliness for all guests, this is a strictly non-smoking and no-pet property.brbrGym: Please note that there is no gym facility on the property grounds.brbrbrbrPromotions: Take advantage of our Stay 3, Get 1 Free (Sept 2 – March 1) or our Snowbird special Stay 3 Weeks, Get 1 Free (Jan 1 – March 1). Please mention these at the time of booking. brbrbrbrPlease be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations.

Fiddler’s Cove Escape: Walk to Beach, Secure Gated Resort, 2BR Villa

Hilton Head Island, South Carolina, United States

Bed

Bath