Little Harbour Holidays

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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 S$1,176 per night from 31 Jul to 1 Aug
S$1,176
31 Jul - 1 Aug
includes taxes & fees
9.6/10 Exceptional! (218 reviews)
"Never a bad experience at the Four Seasons! They upgraded our room, gave us early check in, late check out, and the best service possible. Del at the pool provides a level of service that you rarely ever see! He caters to your every need, calls you by name the entire trip, and anticipates everything ..."

Reviewed on 3 Jul, 2025

Four Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla
Cap Juluca, A Belmond Hotel, Anguilla
5 out of 5
Maundays Bay, Maunday's Bay
The price is S$1,567 per night from 11 Jul to 12 Jul
S$1,567
11 Jul - 12 Jul
includes taxes & fees
9.6/10 Exceptional! (125 reviews)
"The whole thing was sooo good that I didn’t to leave after 6days."

Reviewed on 20 Jun, 2025

Cap Juluca, A Belmond Hotel, Anguilla
Aurora Anguilla Resort & Golf Club
Aurora Anguilla Resort & Golf Club
5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is S$1,274 per night from 7 Jul to 8 Jul
S$1,274
7 Jul - 8 Jul
includes taxes & fees
9.6/10 Exceptional! (156 reviews)
"Amazing beautiful. Lovely staff, very nice and welcoming Beach is gorgeous, white soft sand. Plenty of seating and umbrellas, plus a private cooler with water Pool is beautiful as well. Restaurants are great, I loved my stay."

Reviewed on 2 Jul, 2025

Aurora Anguilla Resort & Golf Club
See all 355 properties in Little Harbour
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.

* 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.