As fall creeps in and temperatures cool off, vacations to Hilton Head Island start to shift from time spent splashing in the ocean to island exploration, fishing excursions, nature adventures, and local immersion. Whether you’re trying new restaurants, visiting local shops, or venturing off the beaten path, you can fill your days with all kinds of exciting things to do.
At night, take advantage of elevated amenities like heated pools and hot tubs, so you can still enjoy some water fun on your fall beach getaway! To help you plan your upcoming fall vacation, we’ve put together a list of some of our favorite luxury Hilton Head vacation rentals with a hot tub so you can find a spot that’s right for your family.
These properties range from oceanview to lagoon view and from large 6-bedroom homes to cozy condos. Check them out and remember to book your favorite directly with Island Getaway Rentals!
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11 Cat Boat
This stunning oceanfront home boasts more than 5,000 square feet and is perfect for larger families or group getaways. With two large living areas, +20-foot cathedral ceilings, a large dining table that can seat up to 14 people, and expansive decks that overlook the ocean and pool area, it’s the epitome of luxury beach living.
Enjoy a private pathway to the beach for evening walks or shore fishing fun. When you return, rinse off the sand and soak in your hot tub or go for a swim in your heated pool. Outdoor tables and cabana areas are great for enjoying the cooler fall evenings. Inside, plush furnishings and an 82-inch TV make a great spot for a family movie night.
Featured Amenities
- 6 Bedrooms/6.5 Bathrooms
- Oceanfront
- Outdoor Grill
- In-Ground Pool *seasonal requests to heat pool must be made 2 weeks before arrival.
- Fully Equipped Kitchen
6 Bald Eagle Road W.
This property is brand new to Island Getaway’s inventory! Guests will love the short 5-minute walk to the beach and the convenience of Sea Pines Resort amenities. In the morning, enjoy coffee on your large front porch as you watch the sun rise over the marsh. With three floors of living space and an open floor plan, your family will be able to spread out and enjoy this home to its fullest. From cozy leather furnishings and private reading nooks to the chef’s dream of a kitchen and large bedrooms, it truly has everything you could want in a vacation getaway.
The property’s highlight is the furnished screened-in porch with a TV, perfect for watching a football game on a cool fall evening. Of course, you can’t forget the hot tub and in-ground pool, too! With the ability to heat the pool, you can keep summer fun going all season long.
Featured Amenities
- 4 Bedrooms/3.5 Bathrooms
- Lagoon View
- Screened In Porch
- BBQ Grill
- In-Ground Pool
4 Dinghy
Located just 150 steps from the beach, and inside the coved Palmetto Dunes community, 4 Dinghy is a dream home for your Hilton Head Island vacation this fall. With colorful décor and a whimsical spiral staircase, the home invites you to embrace easy coastal living.
Upstairs in the loft room, you’ll find a queen bed, 4 twin beds (2 with trundles) for a total of 6 twins, a small sofa, and plenty of floor space. This makes for the perfect kid’s room for a cousin’s trip or multi-family stay. Additionally, the home has 3 king beds and 1 queen, as well as three full bathrooms so everyone can have their own space. The living area has tons of natural light and comfy sofas and chairs. Outside, you’ll find a lagoon-shaped pool and a hot tub where you can relax after a day of shell hunting on the shore. Well-behaved dogs are considered, too, so you can bring the whole family along on your trip!
Featured Amenities
- 3 Bedrooms/3 Bathrooms
- Landscape View
- Gas Grill
- Pet-Friendly
- In-Ground Pool *seasonal requests to heat pool must be made 2 weeks before arrival.
494 Captain’s Cove
Fully renovated in 2021 and 2022, this Hilton Head vacation rental with a hot tub is what every vacationer craves. Located directly across from the ocean, this bright and airy home invites you to kick off your shoes and sink into luxury. The sleeper sofa and large TV in the living room create a great spot for family gatherings, while the king and queen beds in the main bedrooms offer a quiet sanctuary with gorgeous views.
Speaking of views, take advantage of the lagoon access and spend the day kayaking or fishing right off your rental’s property line. Bring your catch back to the house and cook up a fresh seafood feast in the immaculate kitchen. With beautiful quartz counters and every appliance you could need, you’ll be set to create culinary magic during your stay.
Palmetto Dunes features a private, heated community pool and hot tub, and the proximity to the spas and shops of the Oceanfront Omni and Marriott Resorts located across the street!
Featured Amenities
- 4 Bedrooms/3 Bathrooms
- Lagoon View
- Private Community Pool
- Fully Renovated Kitchen
- Large Yard
5301 Hampton Place
Gorgeous ocean views, a private balcony, and plush furnishings make this Hampton Court villa an ideal spot for your Hilton Head vacation. Your outdoor amenities include a park-like setting, large pool and pavilion, hot tub, and grill area, while inside your unit you’ll find easy island style.
This one-bedroom unit is great for a small family or couple. The master bedroom has a king-sized bed, large TV, a private bathroom with a spa tub, and a separate marble shower. Additionally, the newly remodeled kitchen has everything you need to whip up delicious meals and the living room is expertly furnished with reading chairs, a large sofa, and a love seat.
Enjoy access to the Palmetto Dunes fitness center and sun deck during your visit, as well as the two-minute commute to excellent island golf.
Featured Amenities
- 1 Bedrooms/1.5 Bathrooms
- Oceanfront
- Private Community Pool
- Newly Remodeled Kitchen
- Easy Golf Course Access
Secure Your Hilton Head Fall Vacation Rental Today!
Whether you choose one of these luxury Hilton Head vacation rentals with a hot tub, or one of our other amazing homes, one thing is certain, your fall vacation will be full of island fun and quality family time you'll cherish forever. As you plan, be sure to check out our list of unique and unusual things to do on Hilton Head, as well as our list of things to do in Hilton Head with kids this fall. You can also browse our complete list of Hilton Head Island vacation rentals to find the ideal spot for your family.
When you find your perfect home away from home, remember to book directly with Island Getaway Rentals for the best rates on your property. With our team of local experts, you'll have a trusted partner helping with everything from securing your rental to giving recommendations on the best things to do while you're here! You'll also never have to worry about the third-party fees places like AirBnb or VRBO pass on to their customers. See the difference a local team can make when you contact us today for your next Hilton Head Island vacation!