Little Harbour Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Little Harbour

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay, West End Village
The price is 19.005.875 ₫ per night from 13 Aug to 14 Aug
19.005.875 ₫
24.186.877 ₫ total
13 Aug - 14 Aug
includes taxes & fees
9.6/10 Exceptional! (226 reviews)
"We loved everything about this property!"

Reviewed on 30 Jul 2025

Four Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is 10.453.002 ₫ per night from 1 Sept to 2 Sept
10.453.002 ₫
14.140.894 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (164 reviews)
"Traveling for our Honeymoon & this Resort was Amazing. From inception the staff was incredible. They communicated with me to make arrangements for transportation, the entire process was seem less. The stag goes way above & beyond ! In Al my years of traveling I haven’t met so much genuine, good hearted ..."

Reviewed on 30 Jul 2025

Aurora Anguilla Resort & Golf Club
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay, Maunday's Bay
The price is 26.067.010 ₫ per night from 10 Aug to 11 Aug
26.067.010 ₫
32.062.422 ₫ total
10 Aug - 11 Aug
includes taxes & fees
9.4/10 Exceptional! (132 reviews)
"Phenomenal service coupled with a friendly staff."

Reviewed on 25 Jul 2025

Cap Juluca, A Belmond Hotel, Anguilla
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?

  1. Choose your travel dates: What you plan to do in Little Harbour and your favourite season will help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.