Little Harbour Vacations from $1,888

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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.
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $2,482, price is now $1,888 per person
$1,888
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.8/10 Exceptional! (36 reviews)
Property well maintained. Only complaints no tea available in room and we were charged US $9 for tea by F&B personnel named P (female). Very disappointed. Special thanks to Simone, Arlan and Shawn along with the room staff and grounds keepers.

Reviewed on May 14, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $5,221, price is now $3,055 per person
$3,055
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (196 reviews)
Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids.

Reviewed on Mar 16, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $4,341, price is now $3,391 per person
$3,391
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (95 reviews)
such a relaxing week! This resort absolutely lives up to its reputation!!!

Reviewed on Apr 6, 2026

6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Save 100% on your flight
Price was $11,039, price is now $9,009 per person
$9,009
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews
6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Save 100% on your flight
Price was $11,039, price is now $9,009 per person
$9,009
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews
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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 Anguilla
$2,627 nightly
The price is $3,156 total per night from May 19 to May 20
$3,156 total
May 19 - May 20
Total with taxes and fees
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

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
$908 nightly
The price is $1,012 total per night from May 31 to Jun 1
$1,012 total
May 31 - Jun 1
Total with taxes and fees
9.6/10 Exceptional! (250 reviews)
Room was perfect and cleaned daily. Spa was terrific. Property was immaculate and staff was very friendly and helpful.

Reviewed on Apr 29, 2026

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

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Fully refundableReserve now, pay when you stay
$910 nightly
The price is $1,020 total per night from Jun 14 to Jun 15
$1,020 total
Jun 14 - Jun 15
Total with taxes and fees
9.6/10 Exceptional! (196 reviews)
Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids.

Reviewed on Mar 16, 2026

Aurora Anguilla Resort & Golf Club
See all 364 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 $1,888 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.