Smith Island Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Smith Island Holiday
Our pick of the best Smith Island Hotel Deals
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smith Island
The price is NZ$554 per night from 21 Nov to 22 Nov
NZ$554
21 Nov - 22 Nov
includes taxes & fees
9.8/10 Exceptional! (15 reviews)
Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host.
Reviewed on 28 Oct 2025
Historic home on Smith Island w/ dock!
Smith Island MD
9.4/10 Exceptional! (46 reviews)
We enjoyed ourselves besides the weather that turned bad, fall is not the best time to visit Smith Island, everything was operating on limited hours.
Reviewed on 3 Oct 2025
Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Smith Island MD
10/10 Exceptional! (1 review)
Amazing Adventure
Amazing adventure! Peaceful! Beautiful! Privacy! Gourmet Kitchen! The house is set back from the neighborhood on a large lot. The decks are new and comfortably furnished. We cooked breakfast and dinner for 3 days and the well-equipped kitchen was perfect. Our days started and ended with gourmet meals, ...
Reviewed on 18 June 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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
