
Smith Island Holidays
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Smith Island Holiday
Our pick of the best Smith Island Hotel Deals

Historic home on Smith Island w/ dock!
Smith Island
9.4/10 Exceptional! (43 reviews)
Couples get away
"We arrived via our private boat. We were welcomed in a timely manner by the smiling innkeeper, who escorted us from dock to the Pearl. We enjoyed our stay, the house was quaint and just a short walk to the boat. Most of our trip comprised of fishing- we caught nearly all blue fish, and even had a ..."
Reviewed on 27 Jul. 2025

Pet-Friendly Smith Island Cottage w/ Golf Cart!
Ewell
9.8/10 Exceptional! (16 reviews)
Wonderful anniversary trip
"We absolutely loved our stay on Smith island in this adorable cottage. Laura the host was very responsive, friendly and helpful. Being first timers to the island, I had several questions that were answered very quickly. The cottage was clean, well stocked (which is important for this type of unique ..."
Reviewed on 12 Aug. 2025

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Smith Island
9.8/10 Exceptional! (17 reviews)
"House was as defined but the host was very protective of her property. Also felt she was expecting us to follow her suggestions for transportation. Also, in description of property it should mention that shoes are not allowed in the house."
Reviewed on 19 Jul. 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Smith Island
Smith Island
Commune with nature and explore the great outdoors at Smith Island during your travels in Smith Island. Discover the sunsets in this relaxing area or seek out the fishing spots.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.