• As low as $543/Night
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
rental image 1

General Features

  • Books
  • DVD player
  • 4 bathrooms
  • 5 bedrooms
  • Air conditioning
  • Barbecue grill
  • Basketball nearby
  • Beach sun loungers
  • Beach towels
  • Bed sheets provided
  • Birdwatching nearby
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Coffee grinder
  • Coffee/tea maker
  • Desk
  • Desk chair
  • Dining room
  • Dining table
  • Dishwasher
  • Electric kettle
  • Fireplace
  • Fishing nearby
  • Fitness center
  • Fitness facilities nearby
  • Garden
  • Golf nearby
  • Golf privileges
  • Golfing on site
  • Hair dryer
  • Heating
  • Hiking nearby
  • Ice maker
  • Iron/ironing board
  • Jet skiing nearby
  • Kayaking nearby
  • Living room
  • Microwave
  • Near the ocean
  • Near the sea
  • No pets allowed
  • Note from host: Outside only! Dispose of butts responsibly.
  • On the beach
  • On the waterfront
  • Onsite parking
  • Onsite parking options include a garage
  • Outdoor furniture
  • Oven
  • Patio
  • Printer
  • Refrigerator
  • Shower/tub combination
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
  • Smoke-free property
  • Soap
  • Spa tub
  • Stovetop
  • Surfing/body boarding nearby
  • Tennis on site
  • Toilet paper
  • Towels provided
  • TV with cable/satellite service
  • Unit size: 3300 sq ft (307 sq m)
  • Washing machine and dryer
  • WiFi available
  • Wildlife and game walks nearby

About this Property

  • Sleeps 12
  • 5 Bedrooms
  • 4 Bathrooms
  • Private vacation home
  • Approximately 3300 square feet

Leeward is the ideal home for your beachfront family gathering! This 5-bedroom, 4-bath home offers broad vistas of the beach, room for sizable gatherings, space for multiple generations to spread out, and a warm, calming environment. We have an elevator for ease too!

The main level of the home features a massive central space. Living room, sun room, dining room, and kitchen all flow together, providing plenty of space for togetherness, yet also places to be apart. Curl up with a book in the sun room, while others relax and talk in the living room, and still others work on a puzzle at the game table.

The beach-side wall is all windows, bringing sunshine and striking vistas of the beach and dunes for all to appreciate.

The well-supplied, open kitchen and wet bar with ice maker allow multiple cooks to prepare food and drinks for all. The enormous dining room table seats 10, with the kitchen table seating an additional 6. Family meals with a view of the ocean are memorable.

A huge, sunny deck stretches the entire length of the home. There is plenty of room for tanning, relaxing, or appreciating a glass of wine while watching the deer roam the dunes. The hot tub offers a place to warm up or cool down and is trendy with all ages. For a change of pace, you can prepare on the gas grille and savor dining on the deck. Stairs lead down to the dunes, but a latching gate helps keep kids safely enclosed. A boardwalk leading directly to the beach is just two homes away.

The master suite features a king-size bed, wall of windows with beach vistas, constructed-in office area, private bathroom, and direct access to the deck. The other two bedrooms on the main level share a bathroom, with one featuring a king-size bed and the other a queen-size bed. Laundry facilities are conveniently located in a closet on the main level.

The lower level of the home features two additional bedrooms, both with king-size beds. There is also a secondary living room which offers the ideal gathering spot for teens or kids. Two full bathrooms on this level help ensure everybody has plenty of access.

Leeward has rarely been offered for rental, serving instead as a multi-generational family getaway since 1984. The home has hosted engagements, honeymoons, vacations, and innumerable family gatherings. We welcome your family to enjoy the loving, restful, and rejuvenating environment Leeward has to offer!

***The Fripp Island Club requires luxury cards for you to frequent their amenities. These amenities include golfing, playing tennis, going to the eateries on Fripp, going to the swimming pools and the exercise room.
The amenities card prices for stays that are 1-4 days are $35 during the summer months and $25 during Fall, Winter and Spring.
The luxury card prices for stays that are 5-8 days are $50 during the summer months and $35 during Fall, Winter and Spring.
If you do want to purchase the luxury cards, the resort will add an additional island fee of 13% to your rental to use their amenities. This will be added to your weekly stay at time of conveniences card purchase.
Each guest 13 years or older must carry an conveniences card to access the Club's facilities.
There are a few places on Fripp Island that you do not need an luxury card. SpringTide Market is at the front of the island that has a huge menu at their deli. From breakfast sandwiches to family BBQ meals, there is a lot to choose from. There is also a deli at the Marina that serves sandwiches and salads. The Fripp Ship and Mango stores are fun to go into for your ideal souvenir. You do not need an luxury card for golf cart, kayak, bicycle, etc. units as there are an abundance of companies who offer rental services that will deliver to you.

About the Area

Located in Saint Helena Island, this vacation home is on the beach. Penn Center and Parris Island Museum are cultural highlights, and some of the area's attractions include Adventure Cove and Coastal Discovery Museum. Pirate's Island Adventure Golf and Hilton Head Zipline are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Special Instructions

Extra-person charges may apply and vary depending on property policy

Pet Policy

Note from host: Strict no pets. Sorry. Owner has allergy issue.

Booking the best Fripp Island vacation rental experience:

Money saving strategies:

  • June, July, and August are the most expensive months in Fripp Island. To book the largest vacation home for your budget, we recommend reserving in the Spring or Fall. You'll benefit from lower rates, better selection, gorgeous weather and the absence of large crowds at local restaurants, tours, and activities.
  • Book your rental as early as possible. Rental schedules generally open a year in advance (or in September just after Summertime ends). Many families book their Summer rental homes during Winter holiday get-togethers. Reserve before these holidays for best selection.
  • Veterans and Active Duty Military members may qualify for special discounts. Be sure to ask your prospective vacation rental company or host if your family qualifies for a discount.
  • Management companies and individual rental owners frequently offer renters an option to add vacation insurance protection. Trip insurance, which will generally cost anywhere between 1% - 5% of the booking price, offers visitors reimbursement of costs for missed vacation time as a result of personal medical-related emergencies or weather disasters, as well as ensuing additional hurricane evacuation charges, such as an unexpected hotel overnight or extra gasoline expenses. Trip insurance can be a a life-saver if the unforeseen occurs. Ask the property owner for more information.
  • Often, property management companies and vacation rental houses supply Beaufort, SC area visitors guides which will include coupons, either offered directly by local businesses, or through a relationship between the rental management company and the business itself. You can also find Beaufort, SC area magazine and coupon books at local shops and grocery stores.

Use filters to narrow your rental search:

  • Select a designated group leader, select your vacation dates, and select a maximum budget.
  • Decide how many beds and the configuration your group requires. Oceanfront, elevator, 5 bedrooms, 4 KING beds, Hot Tub, spacious, super clean has 5 bedrooms and 4 bathrooms.
  • Specific descriptions of bedrooms and bed sizes & counts is usually accessible online. If they are not listed, email or call the host before you book the home. Remember that most property listings specify the max. guest capacity, which oftentimes includes sofa beds in living rooms.
  • Is your group looking for special amenities? Most rental websites include amenity lists and search filters.
  • Appropriate accessibility can make or break a vacation for persons with disabilities. Confirm all necessary amenities are available and included before booking
  • Traveling with pets? Many vacation homes allow animals, but guidelines and restrictions apply. Allowable pet type, breed, and size are often limited. Remember to ask your host before booking, and study your agreement thoroughly! Pet fees or charges may be applied to your agreement.

More tips for your stay:

  • Review check in & check out procedures before leaving home. Save the instructions to your smartphone, and take a printed copy.
  • Note any damages to the property at check in, and immediately contact the property manager. We especially recommend texts and e-mails, as they usually contain time stamps that are very helpful if a dispute arises.
  • Hosts are there to help! Don't be shy to ask any questions during your stay.
  • Respect your neighbors. Frequently, nearby homes are occupied by permanent residents. Respecting late-night quiet hours and parking rules reduces conflict and allows everyone to enjoy their day.
  • Don't forget to... Ask a local! Residents can typically help you find exactly what you're looking for. Who better to ask where to find the best seashells, have a great night on the town, or the best spots for bird watching?
  • Lock your rental home while you are away. Keep your property safe!
  • Don't leave anything behind! Before you drive away, walk through the property to confirm you've collected everything. Make sure to check dressers, closets, and bathrooms for hidden belongings. Remove everything from the refrigerator and take any leftovers home.
  • Record a video to document the condition of the property.
  • After your trip, leave feedback! Property managers rely on great reviews to stimulate future bookings. They'll be thankful for your review. Alternatively, if something went wrong, other vacationers will be thankful you shared your experience and help them have the best future vacation. Please be fair with your feedback If something fell short of expectations, consider whether the host could control the issue, and if so, whether they responded quickly to fix it.

Nearby Activities

Ready to book Oceanfront, elevator, 5 bedrooms, 4 KING beds, Hot Tub, spacious, super clean?

Book Online Get Information Call:

Similar Rentals

Rooftop Deck w\/ 360 views just across f...

Rooftop Deck w\/ 360 views just across f...

  • Fripp Island
  • 5 Bedrooms
  • 4 Bathrooms
Spring Season Availability! Spectacular ...

Spring Season Availability! Spectacular ...

  • Fripp Island
  • 5 Bedrooms
  • 6 Bathrooms
Great for Marine Graduation and Family F...

Great for Marine Graduation and Family F...

  • Beaufort
  • 5 Bedrooms
  • 4 Bathrooms
823 Bonito Road - New to VRBO! Resort Ac...

823 Bonito Road - New to VRBO! Resort Ac...

  • Fripp Island
  • 5 Bedrooms
  • 5 Bathrooms
4 Fairway Club Drive - New to VRBO! Reso...

4 Fairway Club Drive - New to VRBO! Reso...

  • Fripp Island
  • 5 Bedrooms
  • 6 Bathrooms
Newly Remodeled to be Complete May 1\nNo...

Newly Remodeled to be Complete May 1\nNo...

  • Fripp Island
  • 5 Bedrooms
  • 5 Bathrooms
Flash Sale Select Days\/Weeks Oceanfront...

Flash Sale Select Days\/Weeks Oceanfront...

  • Fripp Island
  • 5 Bedrooms
  • 3 Bathrooms
457 Porpoise Circle - Five Bedroom House...

457 Porpoise Circle - Five Bedroom House...

  • Fripp Island
  • 5 Bedrooms
  • 3 Bathrooms
Ocean Views! - 449 Tarpon Blvd - New to ...

Ocean Views! - 449 Tarpon Blvd - New to ...

  • Fripp Island
  • 5 Bedrooms
  • 6 Bathrooms
PRIVATE POOL - Renovated Home Very Short...

PRIVATE POOL - Renovated Home Very Short...

  • Fripp Island
  • 5 Bedrooms
  • 4 Bathrooms