Little Harbour Vacations from $1,363

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,684, price is now $1,363 per person
$1,363
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8.2/10 Very Good! (291 reviews)
The property wasolder but well kept room spacious and clean ground beautiful. The staff were professional and friendly. We had a garden view but was able view the beach frim our room .Love the property

Reviewed on Mar 9, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $4,411, price is now $2,999 per person
$2,999
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (193 reviews)
Every staff member was amazing and went above and beyond to ensure a wonderful stay. Everything was spotless, and the amenities were excellent. Our only recommendation is regarding the spraying on the plants—we would prefer a more natural approach, as we noticed insects dying on the sidewalks afterward. Overall, this is a five-star resort, and we will definitely be back.

Reviewed on Feb 8, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $4,817, price is now $3,522 per person
$3,522
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (93 reviews)
Beaches are unmatched but disappointed in the property given how expensive it is.

Reviewed on Feb 16, 2026

Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $15,950, price is now $12,939 per person
$12,939
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.8/10 Exceptional! (33 reviews)
amazing spot to stay at.

Reviewed on Jan 30, 2026

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $5,635, price is now $4,642 per person
$4,642
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (252 reviews)
Wonderful, friendly staff, delicious food choices, clean rooms

Reviewed on Feb 24, 2026

Don't see what you're looking for?
See all available trips from Columbus to Little Harbour
View all trips

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Little Harbour Hotel Deals

Stunning 6 bedroom waterfront villa with wooden dock

Stunning 6 bedroom waterfront villa with wooden dock

Little harbour Anguilla
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

Get rates
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
9.6/10 Exceptional! (247 reviews)
Great Service!!!

Reviewed on Feb 4, 2026

Get rates
Four Seasons Resort and Residences Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
$213 nightly
The price is $238 total per night from Apr 1 to Apr 2
$238 total
Apr 1 - Apr 2
Total with taxes and fees
8.2/10 Very Good! (294 reviews)
The property wasolder but well kept room spacious and clean ground beautiful. The staff were professional and friendly. We had a garden view but was able view the beach frim our room .Love the property

Reviewed on Mar 9, 2026

Anguilla Great House Beach Resort
See all 360 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Little Harbour vacation package cost?
You'll find cheap prices from $1,363 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.