Little Harbour Vacations from $522

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Your Little Harbour Vacation

An easy way to experience this city is with a custom-made Little Harbour vacation package. Stay in the neighborhood of Maho, which is good for dining, golfing and coastal beaches or go someplace else — our packages are all about you. Fill your spare time with tours of Crocus Bay Beach, Sandy Hill Beach and Little Bay, some of the top attractions you shouldn't miss during your trip to Little Harbour. Whoever you're going away with and whether your budget is big or small, your ultimate Little Harbour vacation is just clicks away with Expedia.

The Latest Little Harbour vacation packages

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground
Price was $657, price is now $522 per person
$522
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.2/10 Wonderful! (62 reviews)
This place was very clean, cute, and safe! I felt like family here. Everyone is so kind. I highly recommend this place!

Reviewed on Nov 8, 2025

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $4,870, price is now $3,415 per person
$3,415
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (89 reviews)
A beautiful property on Meads bay. Great service. Restaurant is a wellness comparing to Four Seasons nearby

Reviewed on Aug 2, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $16,416, price is now $11,918 per person
$11,918
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $2,012, price is now $1,544 per person
$1,544
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
8/10 Very Good! (251 reviews)
Friendly, breakfast cimplimentary, great beach to swim. Power went out 2x. Once in mid nite, pitch black, could not even see in room

Reviewed on Oct 26, 2025

Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,009, price is now $1,594 per person
$1,594
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.2/10 Wonderful! (24 reviews)
Beach here is amazing and the surf is so easy to get in/out of. Rooms are nice and have everything you need. The hotel is relatively isolated and there is nowhere nearby to get dinner, so a rental car is needed or be prepared for an expensive taxi ride. A few beach restaurants for lunch are available. Breakfast is basic, comes to you in your room. Staff is wonderful and they will help you get whatever you need.

Reviewed on May 14, 2025

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Little Harbour Hotel Deals

Stunning 6 bedroom waterfront villa with wooden dock

Stunning 6 bedroom waterfront villa with wooden dock

Little harbour
10/10 Exceptional! (2 reviews)
Fantastic
Was an absolute wonderful experience from beginning to end. Not a single complaint. Beautiful home with beautiful views. Would recommend

Reviewed on Jun 2, 2025

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Stunning 6 bedroom waterfront villa with wooden dock
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay, West End Village
$1,137 nightly
The price is $1,266 total per night from Nov 20 to Nov 21
$1,266 total
Nov 20 - Nov 21
Total with taxes and fees
9.6/10 Exceptional! (238 reviews)
The staff was great. The receptionists were very helpful Medical person was professional The room was clean Beautiful views I had an amazing time

Reviewed on Nov 5, 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
$758 nightly
The price is $840 total per night from Dec 2 to Dec 3
$840 total
Dec 2 - Dec 3
Total with taxes and fees
9.6/10 Exceptional! (180 reviews)
We’ve been wanting to go here for years! Everything was clean, peaceful, beautiful! All the staff knew us and treated our 1 1/2 year old like a princess. The hotel has amenities for kids like splash pad, playground, and water park but still with the feel of true luxury resort for adults. The ocean ...

Reviewed on Nov 10, 2025

Aurora Anguilla Resort & Golf Club
See all 349 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.

Find the Best Little Harbour Vacation Packages

Little Harbour Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Clayton J. Lloyd Intl. Airport (AXA)
Top Sights
Crocus Bay Beach, Little Bay and Sandy Hill Beach

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Frequently asked questions

How much does a Little Harbour vacation package cost?
You'll find cheap prices from $522 on Expedia for your Little Harbour getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Little Harbour costs.
What are the cheapest months to go to Little Harbour?
You can generally find lower prices and better availability in July, August and December. Check out our cheap Little Harbour vacation packages and you could score some great off-season deals.
How many days is enough for Little Harbour?
With a well-organized travel plan, you can easily hit the main Little Harbour sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Little Harbour vacation for longer.
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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Little Harbour vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Little Harbour trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.