Little Harbour Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Top hotels in Little Harbour
Four Seasons Resort and Residences Anguilla
Barnes Bay West End Village
9.6/10 Exceptional! (261 reviews)
"The hotel itself and its amenities were excellent, but the service and food did not live up to the five-star standard. The concierge staff in particular were rather rude, which was disappointing."
Reviewed on 16 Aug, 2026
Zemi Beach House, LXR Hotels & Resorts
Shoal Bay East Shoal Bay
S$948
21 Aug - 22 Aug
includes taxes & fees
9.8/10 Exceptional! (284 reviews)
"Overall a great stay. It’s a bit off the beaten path which is both nice and a little challenging to get around the rest of island. But with a rental car you get just about everywhere in under 30 minutes."
Reviewed on 17 Aug, 2026
Anguilla Great House Beach Resort
Rendezvous Bay Rendezvous Bay
S$281
20 Sept - 21 Sept
includes taxes & fees
8.2/10 Very good! (338 reviews)
"Loved the restaurant and bar. Diane was great at restaurant!"
Reviewed on 19 Aug, 2026
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.
Frequently asked questions
How much does a Little Harbour holiday package cost?
You'll find cheap prices on Expedia for your Little Harbour getaway. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Little Harbour costs.
What are the cheapest months to go to Little Harbour?
June, August and September are great times to search for cheap Little Harbour holiday packages. Choosing to travel in less busy periods means you can typically find reduced prices on flights and accommodation.
How many days is enough for Little Harbour?
Generally, a handful of days is enough to explore the top attractions during your Little Harbour holiday. However, if you'd like to have time to unwind or take day tours, consider extending your itinerary.
How to find the best Little Harbour package deals?
Begin your search for a Little Harbour package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Little Harbour package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Little Harbour escape underway.
Is it cheaper to book a Little Harbour holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Little Harbour holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Little Harbour?
If you're planning an impromptu Little Harbour adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Little Harbour?
- Choose your travel dates: What you plan to do in Little Harbour and your favourite season will help you decide when to travel.
- Budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may arise during your trip to Little Harbour.
- Decide your trip length: Think about how long you want to spend discovering Little Harbour. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Little Harbour holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
