Home Vacation Villa Rentals By Owner In Hilton Head Island, SC

Showing 860 Of 1772 Vacation Rentals
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Exceptional(5)

$270.61

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246 Evian Villas: Beautiful 2 Bedroom, Free Bikes, Pool, Tennis, Pet Friendly

Hilton Head Island, South Carolina, United States

Proudly hosted by Island Rentals of Hilton Head. This elegant Evian villa, located in the heart of Shipyard, offers a perfect Hilton Head getaway with beautiful lagoon and golf views from the back deck. Surrounded by classic southern foliage, including live oaks and Spanish moss, the outdoor space provides a peaceful backdrop for relaxing or entertaining. Inside, the villa features an open floorplan with a spacious living area centered around a stately fireplace, complemented by a fully updated kitchen with new cabinets, countertops, and stainless steel appliances. The dining area seats six, creating a welcoming space for family meals and gatherings.brbrThe villa accommodates up to six guests with one king bed, two twin beds, and a queen sleeper sofa. The primary bedroom includes a flat-screen TV, king bed, and ensuite bathroom with a walk-in shower, while the guest bedroom also features a flat-screen TV and two twin beds. A second full bathroom with a tub/shower combination and a convenient washer and dryer in the hallway provide added comfort and convenience.brbrEvian is a private, serene community featuring its own pond, community pool, and tennis courts. Guests can enjoy four complimentary adult bicycles and four beach chairs, making it easy to explore Shipyard or take a short ride to the Shipyard Beach Club. Up to two well-behaved dogs are welcome with an additional pet fee, making this villa ideal for families, friends, and pet lovers looking for a memorable Hilton Head vacation.brbrA maximum of 2 well behaved dogs are permitted with payment of an additional pet fee.br• 1 King Bedbr• 2 Twin Bedsbr• Queen Sleeper Sofabr• 2 Bathroomsbr• 4 Adult Bicycles from South Beach Bike Rentals included with your stay.br• 4 Backpack Beach Chairsbr• Cable TV and Wifibrbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
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Exceptional(16)

$384.62

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550 Queen's Grant: Renovated 3 BR Villa, Free Bikes, Pool, Walk to Beach

Hilton Head Island, South Carolina, United States

Proudly hosted by Island Rentals of Hilton Head, this beautifully remodeled two-story villa at 550 Queen’s Grant offers a spacious and inviting retreat in the heart of the Palmetto Dunes Resort. With three bedrooms, two and a half bathrooms, and space to sleep up to ten guests, this villa is perfect for families, golf groups, or friends looking to experience the best of Hilton Head Island.brbrThe open and tastefully decorated living room provides a comfortable gathering space after a day at the beach, complete with a flat-screen TV and a cozy atmosphere. The living area also includes a sleeper sofa for additional sleeping space. Just off the living room, the fully equipped kitchen features a double sink, cooktop, oven, large refrigerator with ice and water dispenser, and plenty of utensils for preparing meals during your stay. A drip coffee maker is ready for your morning routine, and a convenient stackable washer and dryer is located just beside the kitchen area.brbrThe first floor includes a spacious primary bedroom with a comfortable king bed and its own full bathroom. The room also features his-and-hers closets, offering plenty of storage for longer stays. Upstairs, you’ll find two additional bedrooms connected by a Jack-and-Jill bathroom. One bedroom includes another king bed, while the second upstairs room is a versatile family space with two queen beds and two twin bunk beds—perfect for larger families or groups traveling together.brbrYour stay includes four complimentary adult bicycles and four backpack-style beach chairs, making it easy to explore the island or relax by the ocean. Guests also have access to the Queen’s Grant community pools, open April 1 through October 31. One car pass is included with your stay, with the option to purchase one additional pass through Island Rentals.brbrLocated within the renowned Palmetto Dunes resort community, guests enjoy access to three miles of pristine white sand beaches, world-class golf courses, a nationally recognized tennis center, and an 11-mile lagoon system perfect for kayaking or fishing. The villa is within easy walking distance of the Dunes House, the General Store, the tennis center, and the golf clubhouse. Nearby Shelter Cove Marina offers waterfront dining, shopping, entertainment, and family activities throughout the year. During peak season, the complimentary Palmetto Dunes Buggy provides convenient transportation throughout the resort, including trips to Shelter Cove.brbrWhether you’re here for the beach, golf, biking, or simply relaxing in the Lowcountry sunshine, 550 Queen’s Grant is the perfect home base for your Hilton Head Island getaway.brbr• 3 Bedroomsbr• 2.5 Bathroomsbr• 2 King beds, 2 Queen bed, 2 Twin bunk beds.br• Sleeps 10 guestsbr• Community Pool br• 4 Free Adult Bicycles included with your stay (E-bikes NOT permitted)br• 4 Backpack style beach chairsbr• 1 Car Pass is included with your stay. Additional passes may be purchased through Island Rentals. There is a 2 car pass limit for this unit.br• Pools Open April 1st - October 31st. Not Heated.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
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Exceptional(95)

$530.74

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340 Breakers: Stunning Oceanfront Penthouse. End Unit. Free Bikes

Hilton Head Island, South Carolina, United States

Welcome to Hilton Head's premiere 1-bedroom direct oceanfront villa, proudly presented by Island Rentals of Hilton Head, where luxury meets coastal charm in this fully renovated penthouse corner unit. Located on the top floor, this villa provides wider ocean views than other properties, along with an additional window for more natural light.brbrAs you enter, the modern and open space welcomes you with a floor-to-ceiling renovation featuring subway tile, brushed nickel finishes, and chic beach hues. Open the door to your balcony and be captivated by the soothing sound of waves, the expansive view of the Atlantic, and the renowned beaches of Hilton Head just steps away. Enjoy the convenience of biking or walking to shops, restaurants, and bars, and take a refreshing dip in the on-site pool.brbrThe balcony offers a stunning and relaxing view—watch the sunrise over the ocean every morning, surrounded by the sights and sounds of local birds, rabbits, and squirrels in a well-maintained and quiet community. Immerse yourself in beach activities like surf fishing, body surfing, or simply relaxing with a good book on the sandy shores.brbrThis villa has undergone a full floor-to-ceiling renovation, including new luxury vinyl plank flooring, electrical outlets, switches, and fixtures. The brand-new kitchen boasts stainless steel appliances, white cabinets, subway tile backsplash, and countertops, all accompanied by new kitchenware. The unit is furnished with all-new furniture and features two large flat-screen TVs, blackout curtains, and ample storage throughout.brbrSituated in a private oceanfront community with direct beach access, an on-site pool and sundeck, underneath car parking, and bike racks, The Breakers is located in the prime area of North Forest Beach, just across the street from Coligny Plaza. Proximity to renowned golf courses in Sea Pines, Palmetto Dunes, and Shipyard makes this villa an ideal getaway.brbrAdditional perks include 4 backpack-style beach chairs for immediate beach enjoyment and 2 free bicycles from South Beach Cycles. The living room includes a queen sleeper sofa for added sleeping arrangements. Experience the epitome of beachfront luxury in this exclusive Hilton Head villa.brbr• King Bed & Pull Out Couchbr• In Unit Washer/Dryerbr• Exterior Elevatorbr• 4 backpack beach chairs provided.br• 2 adult bikes provided.br• Only 1 car permittedbrbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
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Sleep 4

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Exceptional(2)

$483.43

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1834 Beachside Tennis ~ Villa with Expanded Balcony, Water Views & Free Tennis!

Hilton Head Island, South Carolina, United States

Beachside Tennis Oceanfront Complex | Just Steps from the Beach! brbrPlease Note the Upcoming Project Being Scheduled for Beachside Tennis: brbrReplacing Sidewalks & Refreshing LandscapingbrJanuary 2026 - March 2026brbr*2 Bedroom | 2 Bathroombr*Sleeps 4br*1 King. 2 Twinsbr*2 TVs | Wi-Fi | Keurig | Gas Grillbr*3rd Floor Villa with Spectacular Water Views of Calibogue Soundbr*Steps to the Beachbr*4 Beach Towels for Guest Usebr*Rounds of Golf & Children's Activities Includedbr*Point Central Keyless Entrybr*FREE TENNIS One Hour Per Day at the South Beach Racquet Clubbr*Access to the Sea Pines Trolley (seasonal)brbr1834 Beachside is a pleasant two bedroom, two bath villa with wonderful views of the Calibogue Sound from all rooms. Located on the third floor, and just steps to the beach, this newly repainted villa has neutral colors and coastal accents.brbrThere are terra cotta tiles in the foyer, hall, and kitchen while the rest of the villa is carpeted. The full-sized washer and dryer is to the right of the entrance in the hall closet. At the end of this hall is a guest bedroom with two twin beds, a 22” TV, beautiful Sound views and a sliding door that opens to a covered balcony that has three chairs. The ensuite bathroom has a double vanity and a tub/shower combo. brbrTo the left of the entrance is the second bedroom with a king bed, two chairs, a 32” TV and sliding doors that open to a covered balcony that wraps around in front of the living room. There is a round table that seats four. Guests will enjoy sitting out on the balcony basking in the sun or watching dolphins playing in the water.brStraight in front of the entrance is the kitchen, dining room and living room. The fully equipped kitchen has stainless steel appliances including a flat top stove and a cut through window that opens to the dining room and living room. The dining room table seats four and has a floor to ceiling mirror as an accent wall. The living room has an off-white sectional and 40” TV. There are lots of windows to let in the sunlight and provide guests with views of the Calibogue Sound. The sliding door opens to the wraparound balcony. brbrThere is a gorgeous grass yard with lush tropical landscaping and beautiful pine trees that surround the property. A large beachside swimming pool and grilling area are available to guests, along with easy access to the beach. Located in the highly desirable South Beach Marina area, this villa is just a short walk to the famous Salty Dog Café, shopping, dining, boating, and nightly entertainment. Perfect for a week`s vacation or a quick getaway weekend, guests will be sure to revel in the breath-taking sunsets and peaceful setting of Beachside Tennis Villas.brbr*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Property May Be Monitored by Exterior Security Cameras
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Exceptional(4)

$631.44

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1401 SeaCrest ~ 4th Floor, 3BR Villa Overlooking Pool and Beach!

Hilton Head Island, South Carolina, United States

Sea Crest Resort Oceanfront Complex | Just Steps from the Beachbrbr**Roof construction Project (Timeline subject to change):br • Scaffolding (Building 1 on parking lot side)br • Balconies & amenities remain open-no impact to view brCompletion February 2026 brbr**Due to necessary repairs, the indoor pool will remain closed until March 2026 (dates subject to change).brbr*3 Bedrooms | 3 Bathroomsbr*Sleeps 10br*2 Kings, 2 Queens, Queen Sleeper Sofabr*4 TV's | Wi-Fi | Keurigbr*Rounds of Golf & Children's Activities Includedbr*4th Floor Villa overlooking the Water Gardens out the the Oceanbr*Point Central Keyless Entrybr*4 Beach Towels for Guest Usebr*Parking Limited to Two Vehiclesbr*Access to the Forest Beach Shuttle (seasonal)brbrLocated on the 4th floor of the wonderful Sea Crest Resort, 1401 Sea Crest is a 3 bedroom, 3 bath condo offering magnificent views of the water gardens, lush tropical landscaping, and the Atlantic Ocean. The main balcony can be accessed from both the living room and the first master bedroom. The second master bedroom has a private balcony. The tiled living room has an nice coastal striped couch with sleeper sofa for additional guests, along with a matching loveseat and armchair. Watch your favorite movie on the 50 inch Smart TV with DVD.brbrThe dining area, which is adjacent to both the living room and the kitchen, has a table with 4 wooden high-back cushioned chairs and a mirrored wall. The fully equipped kitchen has tile floors, granite countertops, and a breakfast bar with 2 stools. A full sized washer and dryer are provided for an added convenience. Whether guests are preparing food in the kitchen, enjoying a meal with the family, or relaxing in the living room, they can see the dramatic view of the ocean and the tall palm trees that surround the resort.brbrUpon entering the villa, 2 bedrooms can be found on the right side of the condo. The first master bedroom offers a king bed, armchair, and 40 inch Smart TV. The private bath has a large soaking tub, separate shower, and double vanity. A sliding glass door leads out to the balcony with a table and seating for four. Enjoy your morning coffee with the sunrise and watch the seagulls! There’s nothing better than being close to the beach! The guest room contains 2 queen beds, an armchair, and a 40 inch Smart TV. The private bath also has a soaking tub, separate shower, and double vanity.brbrThe second spacious master suite, located on the left side of the condo, has a king bed, 40 inch Smart TV, and a sliding door to a private balcony. The private bath has a large soaking tub, separate glass shower and double sinks.brWith its refreshing light yellow walls, superior bird’s eye view of the water gardens, and an outstanding view of the ocean, 1401 Sea Crest is ideal for your next family vacation.brbr*3 Night Minimum Stay Required. Summer Rentals Weekly Only (Sat. to Sat.)br*Parking Limited to Two Vehicles
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Exceptional(2)

$976.65

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Villa

New Listing! Penthouse Oceanfront Sea Cloisters Condo w/ Breathtaking Views + Outdoor Pool

Hilton Head Island, South Carolina, United States

Summary:brbrRelax and enjoy the best of Hilton Head from this oceanfront 3BR/3BA penthouse at Sea Cloisters. Located mid-island off Folly Field Road, this bright and spacious condo offers breathtaking ocean views, a fully stocked kitchen, and easy beach access just steps away.brbrbrbrWith two king bedrooms on the main level and a loft with one queen bed and one full bed, there’s plenty of room for families or groups of friends (sleeps 6 total). Enjoy the direct ocean view from the primary bedroom, unwind in the cozy living area, or take in the views from your private balcony.brbrbrbrGuests can also enjoy the oceanfront pool, grilling area, and outdoor seating spaces around the complex. Whether you’re here for golf, a family vacation, or just to relax by the water, this penthouse has everything you need for a comfortable and memorable Hilton Head stay.brbrbrbrThe Space:brbrWake up to breathtaking ocean views at this stunning Sea Cloisters penthouse on Hilton Head Island. Ideally located mid-island off Folly Field Road and near the Westin, this spacious 3-bedroom, 3-bath condo is designed for relaxation, comfort, and unforgettable coastal memories.brbr✨ The SpacebrbrStep into an airy, light-filled retreat where panoramic ocean views greet you from the moment you walk in.brbr• Primary King Bedroom (main level) – coastal bedding, Smart TV and convenient access to the full bathroom with a double vanity and walk in shower.brbr• Guest King Bedroom (main level) - comfortable bed with an En-suite bathroom with a shower/tub combo.brbr• Loft Bedroom (upper level) – features 1 Queen bed and 1 Full Bed, a TV and sweeping ocean views, perfect for families or friends.brbr• Fully Stocked Kitchen – cook up your favorites and enjoy meals with the sound of waves in the background.brbr• Living + Dining Area – comfortable seating, large windows, and direct ocean views from the sitting area with a Smart TV.brbr• Private Balcony – your front-row seat to sunrise over the Atlantic.brbr Amenities & Perksbrbr• Direct beach access just steps from your doorbrbr• Conveniently located outdoor pool with lounge chairs and a kiddie pool.brbr• Outdoor grills & sitting area for cookoutsbrbr• Free parking & Wi-Fi (high speed internet)brbr• Full Washer & dryer in unitbrbr• The Elevator makes loading and unloading a breezebrbr ️‍♀️ Perfect Forbrbr• Golf getaways – minutes to Hilton Head’s world-class coursesbrbr• Family vacations – plenty of space and a kid-friendly beachbrbr• Event stays – ideal home base for weddings, tournaments, and island eventsbrbrWhether you’re sipping coffee at sunrise, strolling the beach at sunset, or unwinding after a day on the green, this Sea Cloisters penthouse offers the ultimate Hilton Head experience — where comfort meets coastal charm.brbrbrbrGuest Access:brbrGuest accessbrbrbrbrGuests have full access to the entire penthouse condo, including the private balcony, kitchen, and laundry area. You’ll also be able to enjoy all the Sea Cloisters community amenities, such as:brbrbrbrConveniently located complex pool with plenty of lounge chairs (open seasonally April - October).brbrbrbrGrilling area and outdoor seating perfect for cookoutsbrbrbrbrDirect beach access – just steps from the complexbrbrbrbrFree parking for your staybrbrbrbrAn elevator makes it easy to reach the penthouse level, and keyless entry means a smooth, contact-free check-in.brbrbrbrThe Neighborhood:brbrSea Cloisters is perfectly located mid-island off Folly Field Road and near the Westin, one of Hilton Head’s most loved beach areas. It’s a quiet, family-friendly community with an easy, relaxed vibe — ideal for guests who want both peaceful oceanfront living and quick access to local favorites.brbrbrbrYou’ll be just minutes from great restaurants, coffee shops, bike rentals, and island attractions. Shelter Cove Towne Centre, Port Royal Golf & Racquet Club, and several of Hilton Head’s top golf courses are only a short drive away.brbrbrbrThe mid-island spot also makes it easy to explore everything Hilton Head has to offer such as Coligny Plaza and Harbour Town in Sea Pines — without the crowds of the busier ends of the island. Whether you’re here for beach walks, golf, shopping or exploring local eats, you’ll love this convenient and scenic location which is just a short drive or bike ride to the Shelter Cove Marina, shops and restaurants.brbrbrbrGetting Around:brbrGetting around Hilton Head is easy from this mid-island location! You’ll have free on-site parking at Sea Cloisters, so you can come and go as you please. Most guests find it simple to drive to restaurants, golf courses, and island attractions within just a few minutes.brbrbrbrHilton Head is also known for its great bike paths, and you can rent bikes nearby to explore the island at your own pace — many guests love biking along the beach or to local cafés. Ride-share services like Uber and Lyft are available in the area as well but are limited.brbrbrbrEverything you need — beach, dining, shopping, and fun — is just a short walk, ride, or drive away!brbrbrbrOther Things to Note:brbrTOWN OF HHI STR PERMIT NO. 076860brbrbrbr*Cleaning Fee includes a Damage Protection Plan for your stay.brbrbrbr*507 Sea Cloisters Cancellation Policy: Should you decide to cancel your villa reservation more than 30 days before your planned arrival, a 5% cancellation fee will apply when using a credit card (VRBO, Direct and Booking.com). Cancellations made between 30 and 14 days prior to your arrival will result in a 50% refund. Cancellations within 14 days or less of your scheduled arrival date will result in the forfeiture of the entire rental amount.brbrbrbrWe have an option to add on a car rental--2017 Yukon XL Denali--please reach out with question and we will send you additional information.brbrbrbrRefunds will not be provided for early checkouts, no-shows, or instances of inclement weather. It is advisable to consider purchasing travel insurance.brbrWe know that plans change and emergencies arise. Please consider purchasing a travel protection plan as an add on to this reservation or separately to assure a refund in case of an unexpected disruption to your travel.brbrbrbrInteraction with Guests:brbrWe love hosting and are happy to help make your trip to Hilton Head Island unforgettable. While you’ll have complete privacy, we’re easily reachable if you need anything—from restaurant recommendations to quick assistance during your stay.
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Exceptional(79)

$261.8

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2 Br/2Ba Villas Beautiful, Spacious, Immaculate, & tennis/ pickleball court time

Hilton Head Island, South Carolina, United States

brOur 2 upscale 7806 and 7808 Villas with Sofabeds, sleep 8, have beautiful lagoon views. These upper-level villas are quiet and include vaulted ceilings and beautiful lagoon views. One extra benefit is that you will enjoy the peace of a villa where you do not hear the footsteps of those above you.brbrOur ocean-oriented villas are conveniently located on Carnoustie Road in Palmetto Dunes, a lovely plantation. They are only 3 tenths of a mile from the beach, with beach parking available at the Disney Beach Club as well. FREE tennis court time is offered in these Centrecourt villas and high-speed internet access is available as well. Only a short walk to all your favorite activities. Choose from swimming, tennis, pickleball, golf, biking, hiking, fishing, and canoeing, kayaking. All of your favorite activities are just a short walk from the villa. Travel + Leisure Family magazine named this 2,000-acre paradise the #1 family resort in the United States. brbrEach villa offers the conveniences of a home with the amenities of a resort villa. The beautiful interiors of 7806 & 7808 Centrecourt feature an open floor plan with balconies overlooking a quiet lagoon that abounds with wildlife. These Centrecourt villas have two master bedroom suites, each with two queen beds, a make-up/dressing area, a full mirror over the vanity, and a separate bath. These decorator-furnished villas are spacious, fully equipped, and kept in excellent condition. The kitchens have all the necessities of a home - cookware, dishes, glassware, coffee pot, blender, toaster, and of course an oven, refrigerator, microwave, dishwasher, and garbage disposal. The washer and dryer are conveniently located in the villa's kitchen closet. The Centrecourt villas also offer large living and dining areas with lagoon views. You'll have all the comforts of a well-appointed yet surprisingly affordable home. brbrOur Centrecourt villas have a Centrecourt pool only 50 yards from our villas and have onsite tennis maintained by the Palmetto Dunes Tennis Center. brbrPalmetto Dunes is a semitropical oceanfront vacation resort, ideal for total relaxation and an infinite variety of year-round activities. Come and enjoy the natural charm and beauty of Hilton Head Island, known for its world-class beaches, recreation, and Low Country heritage. The island offers an unhurried pace all its own. Come to our villas to enjoy luxurious island living. Explore the beach, play golf or tennis, shop, see the sights - the choice is yours. Watch egrets wade in the water or a heron swoop down. Many surprises await your discovery. Hilton Head is rated #10 in the world by Golf Digest Magazine and is rated #2 in the world for tennis instruction and events by Tennis Magazine. The 3 golf courses in the resort and part of a group of about 27 semi-private courses on the Island. Visit the Museum of Hilton Head, entertainment at the Shelter Cove gazebo or in local restaurants, stop at the general store or Shelter Cove Harbor Marina & shop, and enjoy fine dining or casual bites. brbrBiking is outstanding on Hilton Head with over 50 miles of paved pathways linked around the island. Bring your bikes or rent from various vendors including the Palmetto Dunes Outfitters bike and kayak shop. Remember also that there are 9 miles of lagoons on which to kayak and enjoy the wildlife and many beautiful houses bordering the lagoons. The Palmetto Dunes beach is about 3 miles in length and has a wonderful slight sloping entry to the ocean. Bring your food and snacks or use the grill/snack bar at the Disney Beach facility (there are bathrooms and showers for non-Disney beach users). For more direct conversations about our villa, please contact us at tgilltte@comcast.net.brbrPlease enjoy a short video about Palmetto Dunes:brhttps://www.youtube.com/watch v=biSJb2XgrVwbrbrNOTE: Unfortunately we no longer can allow pets in the villas unless they are small and non-shedding.brbrwww.hiltonhead.com/event-calendar/brCheck out what is happening in our Hilton Head Island calendar of events. The calendar includes local arts, nightlife, family activities, festivals, and much more.brbr br
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Exceptional(11)

$285.45

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Sunset Rentals | St. Andrews 1662

Hilton Head Island, South Carolina, United States

Your island oasis awaits at 1662 St. Andrews! This beautifully updated 2nd floor condo has been updated to include new furnishings, coastal decor and upgrades throughout. brbrAn open floor plan and natural light greet you as you walk in the front door. The living area is outfitted with a sleeper sofa, swivel chair and a flat screen TV. The private patio can be accessed through doors in the living area and master bedroom. The dining area seats 6 comfortably, and the beautiful kitchen features granite counters and plenty of cabinet space. brbrThe master bedroom is located off the living area. It features a queen bed, flat screen TV and a private bathroom with a new vanity and a tub/shower combination. brbrUpstairs is the guest bedroom with 2 twin beds and a private bathroom which also has a new vanity and a tub/shower combination.brbrSt. Andrews Commons is located just inside the desirable Palmetto Dunes Ocean Front Resort. The community features an on-site pool open April through September and is a short 1.2-mile bike ride to the beach or an easy half-mile walk to the Palmetto Dunes General Store. All beach distances are measured from the center of the complex.brbrPalmetto Dunes is an oceanfront resort on Hilton Head Island that stretches from the 3 miles of white sandy beach, through 11 miles of lagoons, 3 golf courses, and 25 tennis courts, to the bikeway under the William Hilton Parkway that provides access to the Shelter Cove Marina and Towne Centre. brbrLocated mid-island on 2,000 acres of lush island landscapes, Palmetto Dunes boasts one of the East Coast's premiere beaches, championship golf and tennis, and miles of bike and walking trails in a tranquil setting. Discover a plethora of world-class shops and restaurants at Shelter Cove, colorful yachts anchored in the marina and a beachfront bar and restaurant at Dunes House, all easily accessed by the free Dunes Buggy shuttle service in the summer season. Palmetto Dunes Plantation is a favorite with our guests looking for convenient Hilton Head South Carolina rentals.brbrPalmetto Dunes is a secured community, please specify the number of security gate passes that are needed at the time of booking your reservation. Passes are charged per car per week. 2 cars max.brbrCheck-in instructions will be sent via email at least 10 days prior to check-in once the Rental Agreement is signed. If your stay is within 9 days, or lesser, from the time of booking, the instructions will be sent via email as soon as the Rental Agreement is signed.brbrWelcome to St Andrews Commons, Hilton Head Island! A motion activated security arm has been installed at the property entrance to ensure orderly vehicle and bicycle traffic. It is important to approach the arm slowly until activation occurs and the lighting on the arm changes from red to green. A line of cars and bicycles will be able to proceed through the gate without waiting for it to recycle. Please use care when approaching and proceeding through the gate.brShort Term Rental Permit # 041348
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Exceptional(58)

$589.83

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503 Shorewood: 2 BR Oceanfront Penthouse Villa. Stunning Views, Free Bikes

Hilton Head Island, South Carolina, United States

Proudly hosted by Island Rentals of Hilton Head, 503 Shorewood is a recently updated two-bedroom, two-bathroom penthouse villa offering sweeping oceanfront views in the highly sought-after South Forest Beach area. From the moment you pass through the gated entrance and ride the elevator to the top floor, this villa delivers an elevated coastal experience, with the Atlantic Ocean visible the instant you step inside.brbrThe open-concept living space is designed to highlight the stunning surroundings, featuring cathedral ceilings, floor-to-ceiling windows, and a bright, comfortable living area with a flat-screen TV and Queen sleeper sofa. The updated kitchen flows seamlessly into the dining area, making it easy to enjoy everything from casual breakfasts to home-cooked meals. Step out onto the private balcony to savor morning coffee at sunrise or unwind in the evening while listening to the ocean waves roll in.brbrThe primary suite offers the same breathtaking ocean views, allowing you to wake up to the sunrise directly from the King bed. This spacious retreat includes a flat-screen TV and a beautifully updated en suite bathroom with a large walk-in shower. The guest bedroom is tastefully decorated with a Queen bed and flat-screen TV and is conveniently located near the second full bathroom, offering comfort and privacy for all guests. A washer and dryer are also included in the villa for added convenience.brbrShorewood is known for its exceptional oceanfront amenities, including a large zero-entry oceanfront pool, heated seasonally in the spring and fall, a poolside spa, baby pool, and convenient restrooms. Located just steps from Hilton Head’s wide, hard-packed beach and a short walk or bike ride to Coligny Plaza, the Tiki Hut, Beach Market, and Lowcountry Celebration Park, this villa places you at the heart of the island’s most popular attractions. With complimentary backpack beach chairs, adult bicycles, and an unbeatable oceanfront setting, 503 Shorewood is a true coastal retreat and a vacation you’ll long remember.brbr• 1 King Bedroom, 1 Queen Bedroom, Queen Sleeper Sofabr• Flat Screen TV in Living Room and Bedroomsbr• 4 Backpack Beach Chairs includedbr• 4 Adult Beach Cruiser Bicycles includedbr• Secure Wifi and Cable TV included.br• Large Zero Entry Ocean Front Pool measures 66' x 66'br• Oceanfront Pool is heated in March, April, October & Novemberbr• Poolside Spa, Baby Pool, Poolside Restroombr• Exterior Elevatorbr• 2 Cars Maximum, 2 Car passes included with your stay.brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
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Exceptional(2)

$250.01

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Sandy Escape - Beachside Villa!

Hilton Head Island, South Carolina, United States

Summary:brbrEscape to our charming 1-bedroom, 1-bathroom condo at Hilton Head Beach and Tennis! Located on the first floor of the closest building to the beach, you’re just steps away from the sand. Enjoy a fully stocked kitchen, a cozy living area with a large TV, and a private patio perfect for morning coffee or evening drinks. Ideal for a relaxing beach getaway!brbrbrbrThe Space:brbrStep into a bright and cozy beachside retreat designed for comfort and convenience. This charming 1-bedroom, 1-bathroom condo features an open-concept living area with a large TV for entertainment, a fully equipped kitchen with everything you need for cooking and dining, and a private patio perfect for morning coffee or evening relaxation. The tranquil bedroom offers a peaceful night's sleep, while the clean, well-appointed bathroom provides all the essentials. With coastal decor and thoughtful touches throughout, this condo offers the ideal setting for your Hilton Head getaway.brbrbrbrGuest Access:brbrYou will have access to the entire unit.brbrbrbrThe Neighborhood:brbrHilton Head Beach and Tennis Resort is a family-friendly, oceanfront resort located along the beautiful Folly Field Beach. Known for its laid-back, welcoming atmosphere, the resort offers an impressive array of amenities, including one of the island’s largest oceanfront pools, on-site dining, tennis courts, a fitness center, and bike rentals. With easy beach access and a relaxing, tropical vibe, it’s a favorite destination for visitors seeking fun and convenience right by the shore.brbrbrbrFolly Field is a beloved area of Hilton Head Island known for its pristine, uncrowded beaches and relaxed ambiance. Located on the island’s northeastern coast, it offers a mix of charming vacation rentals, resorts, and private residences, all nestled among lush greenery and sandy shores. Folly Field Beach Park is a popular spot for sunbathing, beachcombing, and swimming, with convenient amenities like showers, restrooms, and picnic areas. This area provides a more tranquil, natural beach experience while still being close to Hilton Head’s popular attractions, golf courses, and restaurants.brbrbrbrGetting Around:brbrWe recommend renting bikes or using your own car! Public transportation and Ubers are not reliable on the island.brbrbrbrInteraction with Guests:brbrWe will be available via phone, text throughout your stay!
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Exceptional(7)

$326.65

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Villa

618 Queen's Grant: Stunning Villa is the perfect getaway. Free Bikes, Pool

Hilton Head Island, South Carolina, United States

Proudly hosted by Island Rentals of Hilton Head, this spacious and pet-friendly three-bedroom villa offers the perfect blend of comfort, style, and convenience for your next island getaway. With accommodations for up to 12 guests, the home features two king bedrooms, a queen-over-queen bunk bed with a full trundle, and a queen sleeper sofa—making it ideal for large families or group vacations. Guests will also enjoy thoughtful extras like four complimentary adult bicycles, four backpack-style beach chairs, and access to the community pool (open April through September).brbrInside, the villa boasts nearly 2,000 square feet of beautifully maintained living space, designed with both relaxation and functionality in mind. The updated kitchen is equipped with modern appliances and granite countertops, flowing seamlessly into the open living and dining areas. Comfortable furnishings and plenty of natural light create an inviting atmosphere, while the expansive back deck offers a peaceful spot to unwind with peek-a-boo views of the golf course and pool.brbrPerfectly situated in the heart of Hilton Head Island, this villa places you just steps from the beach and nearby bike paths, making it easy to explore everything the area has to offer. Enjoy quick access to golf courses, tennis courts, dining, shopping, and outdoor adventures ranging from nature trails to water sports. With over 50 miles of bike paths and a reputation as one of the country’s top family beach destinations, Hilton Head provides endless opportunities for fun and relaxation just outside your door.brbr• Up to 2 well behaved dogs are permitted with payment of an additional pet fee.br• 1 Car Pass for Palmetto Dunes is included with your stay. Additional passes may be purchased from Island Rentals prior to arrival. There is a limit of 2 car passes allowed at a time. br• 3 Beds, 2.5 Bathsbr• 2 King Beds, 1 Queen over Queen Bunk Bed, Full Trundle, Queen Sleeper Sofabr• Sleeps 12br• 4 Free Adult Bicycles included with your stay.br• 4 Backpack style beach chairs.br• Community Pool (Open April through September)brbr* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
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Exceptional(21)

$487.41

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Villa

1509 Villamare - Ocean Views - 2 New Oceanfront Pools

Hilton Head Island, South Carolina, United States

Enjoy 1509 Villamare, an Updated 2 Bedroom 2 Full Bath Penthouse Villamare Villa in Palmetto Dunes professionally managed by Luxury Rentals of Hilton Head. brbr $250 Beach Gear Credit Included * as well as our Convenience Stay Supplies br 5th Floor Penthousebr Oceanviewbr 2 Bedroom / 2 BathbrUpdated - All New Paint, Flooring Throughout, New Bathrooms each New shower (No Tub) br King, 2 Queen, Sleeper Sofabr Sleeps 6 - 8br 1,250 sqftbr $250 Beach Gear Credit Included - More Credits When You Stay Longer*br Mid-Island Oceanfront Complex in Palmetto Dunesbr Fantastic 3 Million Dollar Complex Pool Project Completedbr Oceanfront Outdoor Pools - Heated Seasonally (3/15 - 5/1 & 10/15 - 12/1**)br Fitness Center, Heated Indoor Pool/Hot Tub open 7:30am-5pmbr Outdoor Hot Tub open year-round until 10pmbr Grilling Area - Propanebr Closest Villa Complex to Tennis, Golf, General Store, Outfitters Centerbr Some Covered Parkingbr 2 Car Passes Maxbr No Pets Allowedbr Our Convenience Stay Program: No more buying staple items for your trip! See photos for details on supplies stocked to make your stay more enjoyablebr All Linens and Starter Soaps and Bath Tissues Provided, Please Bring Beach TowelsbrbrIn Building 1 of Villamare with ocean views, sit on the balconies and relish the ocean breezes with your coffee or cocktails. As of March 2022, there is new paint and new flooring throughout, as well as new kitchen counters. On one side of this comfortable villa, there is a Master with a King and updated bathroom area with a large new shower as well as a flat screen tv. On the other side is the guest room with two Queens, an updated shower and new bathroom area as well as a flat screen tv. The relaxed open living area has a great kitchen and dining table with seating 6. The Kitchen has been updated as well with new appliances and countertops. You will be pleased in this ideal villa. There is also a full-size washer and dryer.brbrNEW VILLAMARE POOLS NOW OPEN becoming the Island's ONLY oceanfront complex with 3 pools! Villamare features heated (3/15 - 5/1 & 10/15 - 12/1**) Oceanfront Pool, New Oceanfront Adult Only Pool, Hot Tub & Kiddie Pool. There is also an Indoor Heated Pool (the only complex in PD to offer this feature), Hot Tub and Complete Fitness Center (16 and older) which is open every day 7:30am-5pm (unless otherwise posted on door). There is also an updated grilling area (near the pool) with 4 new propane grills for your use.brbrGolf, tennis, bike paths, fishing, boating, and restaurants are all within a short stroll from this nicely appointed villa. Palmetto Dunes features three world class golf courses designed by Robert Trent Jones, George Fazio, and Arthur Hills. The tennis and pickleball facilities are ranked as one of the best in the world. Another perk is the Dunes Buggy that operates from April - September that includes rides over to Shelter Cove where there are more restaurants, shopping, and activities to explore.brbrbr*For reservations of 3-13 days you will receive a $250 VayKLife Beach Gear Credit that will go toward items such as bikes, beach chairs and more. Stay 14-20 days receive $500 Credits and 21-day stays get $750 in credits. Stays longer than 22 nights do not receive gear credits, but we can give you a link so you can book directly with VayKLife. Any unused credits do not convert to cash and does not apply to your rental rate or final cost. No packing required, making your vacation a breeze! You will receive details once the reservation is confirmed. brbr**Complex Pool Heat Dates are Subject to Change brbrHilton Head Island Business License #26309brbr**PLEASE NOTE** brResort and Reservation Fee Non-Refundablebr All Reservations Subject to Review Prior to Full Commitmentbr All Reservations Subject to Applicable Local and State Sales Tax. Resort, Cleaning and Reservation Fee Added to All Bookings. You may Save the Reservation Fee by Paying By Check. CC Required for All Bookingsbr 25% Deposit Required to Reserve br Any Promotional Advertising Subject to Terms and Conditionsbr Must be 28yrs or Older to Rentbr All Properties are Equipped with Wi-Fibr Properties are for Vacations or Business Trips Only, No Events, Weddings, or Parties Allowedbr No Pets Allowedbr All Linens and Starter Soaps and Bath Tissues Provided, Please Bring Beach Towelsbr The complex does not allow for grills on the balconies, but you do have access to grills on the grounds for you to use
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Exceptional(45)

$494.71

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Villa

Prime Walkable Location - Lagoon View. 2 King Suites + Queen Suite

Hilton Head Island, South Carolina, United States

Walk to the beach, Low Country Celebration Park, shops, restaurants & pickleball! Note: If you are coming for the Heritage Golf Tournament, our villa is about a 3-minute walk to the shuttle pickup at 102 Pope Avenue.brbr3 Spacious Bedrooms, each with Private Bathroom ● 1/2 Bath on the Main Level ● Large Kitchen, Equipped for Preparing Family Meals ● Dining Table Seats up to 8 ● Breakfast Bar Seats 3 ● Shared Beach Supplies ● Community pool + kiddie pool ● Lagoon ViewbrbrOn Island Time is your perfect low country beach escape — a thoughtfully renovated villa designed for relaxed family vacations, where every detail invites you to slow down, unwind, and soak in island life. Just a quick walk to the beach, Lowcountry Celebration Park, shops, restaurants, and pickleball courts. It’s equipped with everything you need for a perfect beach vacation. brbrStep inside to an open, airy main level bathed in natural light. The spacious living area features a large, comfortable sectional sofa, two arm-chairs, an ottoman, a smart TV for streaming movie nights or sports, and sliding glass doors that open directly to your balcony — ideal for morning coffee with ocean breezes or sunset cocktails. brbrThe fully equipped kitchen boasts granite countertops, a deep sink, ample cabinet space, modern appliances, and everything needed to prepare big family meals or casual beach snacks. A breakfast bar seats 3, while the rustic dining table comfortably accommodates up to 8 for low country boils, game nights, or shared dinners.brbrA convenient half bath is on the main level, along with a full-sized washer and dryer for easy laundry after sandy days.brbrHead to the main-floor master suite for ultimate privacy and comfort: a plush king bed with coastal seashell bedding, a spacious dresser that doubles as a convertible stand-up desk (perfect for remote work), smart TV, plenty of storage, and an ensuite bathroom with a tub/shower combo. brbrUpstairs, the second master suite offers another king bed, a traditional desk with an extra monitor for productivity, a TV with Roku, and a sleek ensuite bathroom with a walk-in shower.brbrThe third bedroom sleeps up to 4 with a queen bed plus twin-over-twin bunks — great for kids or extra guests — and includes its own ensuite bathroom with an oversized tub/shower combo, smart TV, and ample closet space. brbrAll bedrooms feature cozy, high-quality linens and thoughtful touches like bedside lamps, convenient charging blocks, books to borrow and beach-inspired art.brbrHigh-speed secure Wi-Fi (100 Mbps) keeps everyone connected, and keyless entry makes arrival seamless. You’ll have full access to the villa (excluding the owner’s closet and one laundry cabinet), plus key cards for the community pool (open for swimming April 1-October 31) and back gate for quick beach/park access. Shared beach supplies (chairs, umbrellas, toys — (use at your own risk; not sanitized between guests) are available in the outdoor storage closet. Please Bring Your Own Beach Towels - We are unable to provide beach towels, so please remember to pack your own or pick some up on the island. We highly recommend the quick-dry towels!brbrThis villa sleeps up to 8 comfortably across 3 spacious bedrooms with private baths, blending modern updates, coastal charm, and practical perks for effortless beach living. Whether you’re building sandcastles, cooking fresh catches, or simply relaxing on the balcony listening to the lagoon fountain, On Island Time lets you truly live on island time. We can’t wait to welcome you! brbrStay Lengths and Seasonal Availability-brbrMarch through October: 2-14 day staysbrbrOff-season (November through mid-March): Longer stays are welcomed for Snowbirds or remote workers. Monthly rates available – just ask!brbrWe look forward to hosting your next beach vacation at On Island Time Villa!brbr Permit #028034
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$408.02

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Villa

44 Courtside Villas @ Forest Beach | Tennis Court Views | Prime Location |

Hilton Head Island, South Carolina, United States

HOST & HOME presents… 44 Courtside Villas! Escape to this beautifully updated two story villa overlooking the Van Der Meer Tennis Courts! This 2-bedroom, 2.5-bath villa is just a short stroll from Hilton Head's pristine beaches! Nestled in the popular South Forest Beach area, this villa combines comfort, style, and convenience—perfect for families or couples seeking a coastal getaway. Enjoy easy access to the beach, tennis courts, scenic bike paths, and the vibrant Coligny Plaza filled with dining, shopping, and entertainment options.brbrLearn more below...brbr☆☆ HIGHLIGHTS ☆brbr✹ Relaxation Ready: Private balcony overlooking Van Der Meer Tennis Courts!br✹ Prime Location: Just an 8-minute walk to the beach and a quick bike ride to Coligny Plaza's restaurants, shops, and Celebration Park!br✹ Spacious Layout: Sleeps up to 4 guests comfortably with 2 bedrooms and 2.5 bathrooms.br✹ Modern Touches: Updated kitchen, coastal décor, and open living spaces designed for comfort.br✹ Convenience Galore: Access to the Courtside Community Pool and Island House Community Pool, tennis courts, and leisure trails right outside your door!brbr☆☆ LIVING AREA ☆☆brbrThe inviting living room features cozy furnishings, a large Smart TV, and sliding doors that open to a private balcony—perfect for enjoying your morning coffee or evening wine!brbr✓ Plush sectional sofa and two arm chairsbr✓ Sliding glass doors to private balconybr✓ Smart TV for streaming your favorites!brbr☆☆ KITCHEN & DINING ☆☆brbrPrepare meals with ease in the fully equipped kitchen featuring ample cooking space, modern appliances, and everything you need for a home-cooked meal.brbr✓ Fully stocked with cookware, utensils, and small appliancesbr✓ Dining table with seating for 6br✓ Breakfast bar with additional seating for 2brbr☆☆ BEDROOMS & BATHROOMS ☆☆brbrVenture up the stairs to Bedroom 1, featuring Each bedroom offers a peaceful retreat with soft linens, private balconies, and en-suite or nearby bathrooms for your comfort.brbr✓ Bedroom 1: 1 King bed, Smart TV, designated workspace, large closet, and en-suite bathroom with tub/shower combobr✓ Bedroom 2: 1 Twin & 1 Full bed, Smart TV, designated workspace, closet, and en-suite bathroom with tub/shower combobr✓ Half Bath: Conveniently located on the main floorbrbr☆☆ OUTDOOR & COMMUNITY AMENITIES ☆☆brbrEnjoy Hilton Head's sunshine at your leisure! Courtside Villas offers resort-style amenities that make every day feel like a vacation.br✓ Access to the Courtside Community Pool and Island House Community Pool with lounge chairsbr✓ Access to Van Der Meer Tennis Center (additional fees may apply)br✓ Leisure trails connecting you to the beach and Coligny Plazabr✓ Free parking and bike racks for guestsbrbr☆☆ NEARBY ATTRACTIONS ☆☆brbrDiscover the Van Der Meer Tennis Center, literally next door from the villa. Nearby, you'll find a wealth of attractions to explore, from the beach just a stone's throw away to charming shops and world-class dining establishments at Coligny Plaza, also referred to as “Island's Downtown.” Here are some of the best activities and attractions:brbrFAMILY-FRIENDLY ATTRACTIONS: Explore engaging and premium attractions perfect for all ages nearby.br✔ The Sandbox Children's Museum (0.3 miles)br✔ Coastal Discovery Museum (6.6 miles)br✔ Pirate's Island Adventure Golf (3.7 miles)brbrDINING AND SHOPPING: Discover a variety of upscale dining and shopping options to enjoy during your stay.br✔ Coligny Plaza Shopping Center (.6 miles)br✔ Alexander's Restaurant & Wine Bar (4.9 miles)br✔ Shelter Cove Towne Centre (4.4 miles)brbrAll these activities and more are within your reach when you book with us!brbr☆☆ OTHER THINGS TO KNOW ☆☆ brbr✓ 4 Tennis Racquets, Beach Towels, Beach Cart, Beach Chairs, and Boogie Boards are providedbr✓ This villa has parking for 2 vehicles in the shared parking area br✓ Contact your host for Parking Passes. br✓ Please park in designated parking areas only. Please do not park off-site on the street, grass, or on pine strawbr✓ The pool does not have lifeguards on duty or safety equipment. All activities are at your own risk.br✓ PET POLICY: no pets allowedbr✓ The Town of Hilton Head Island enforces quiet hours between 10:00 PM and 7:00 AM.br✓ The minimum age requirement for renting this property is 25. br✓ The Town of Hilton Head Island has planned a beach renourishment project for 2025, with the beach area next to the home expected to be impacted for a short period of time some time from November 2025 through May 2026.brbr☆☆ YOUR STAY - OUR PRIORITY ☆☆brbrAt HOST & HOME, we know that you deserve a vacation, and we have the perfect place for it.brbrOur carefully curated vacation homes are immaculate, safe, and meticulously maintained, ensuring comfort and quality throughout your stay. Enjoy peace of mind with our 24/7 support, available for assistance and maintenance anytime you need.brbr☆☆ RESERVE YOUR SLICE OF PARADISE ☆☆brbrBook directly with us to enjoy the best value without additional service fees. Elevate your vacation experience with curated activities, including free and discounted options, to make your stay even more memorable.brbr★☆ Book now and start counting down the days to your Hilton Head getaway! ☆★brbrEager to read more brHere Are a Few Kind Words From Our Previous Guests:brbr- The host was incredibly responsive and made everything so easy for us. Communication was seamless from start to finish! – Alex T. (Other location)br- Our rental was spotless when we arrived. The attention to cleanliness really stood out and made us feel right at home. – Jamie L. (Other location)br- The Host & Home team went above and beyond to make our stay special. They even left a welcome basket —such a thoughtful touch! – Taylor M. (Other location)
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Bath 2

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