Best Airfare Deals to Anguilla

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Hotels With Airport Transportation

Anguilla's Bird of Paradise

Anguilla's Bird of Paradise

4.5 out of 5
Sandy Hill Beach The Valley
Stay at this luxury villa in The Valley. Enjoy 2 outdoor pools, breakfast (surcharge) and on-site spa services. Popular attractions Shoal Bay Beach and Sandy ...
Opens in a new windowAnguilla's Bird of Paradise
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
Stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Meads Bay and Maundays Bay are located ...
Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
1264 Valley Road The Valley
Stay at this luxury villa in The Valley. Enjoy free Wi-Fi, free parking and 8 outdoor pools. Popular attractions Shoal Bay Beach and Meads Bay are located ...
Opens in a new windowCeblue Luxury Villas
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Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
Stay at this luxury resort in West End Village. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (261 reviews)
"The hotel itself and its amenities were excellent, but the service and food did not live up to the five-star standard. The concierge staff in particular were rather rude, which was disappointing."

Reviewed on 16 Aug 2026

Opens in a new windowFour Seasons Resort and Residences 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.

Score Epic Anguilla Accommodation Deals

Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Meads Bay West End Village
The price is AU$858 per night from 20 Aug to 21 Aug
AU$858
20 Aug - 21 Aug
includes taxes & fees
Stay at this beach hotel in West End Village. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Meads Bay and Meads Bay Pond are located ...
9.4/10 Exceptional! (109 reviews)
"Great location, clean and perfect beach!"

Reviewed on 23 Feb 2026

Opens in a new windowCarimar Beach Club
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Paradise Drive, The Cove Cove Bay
Stay at this golf hotel in Cove Bay. Enjoy free Wi-Fi, free parking and 2 hot tubs. Popular attractions Meads Bay and Aurora Anguilla Entertainment Complex are ...
8/10 Very good! (47 reviews)
"Great staff. Spacious and very clean rooms. Must have a car. In between seasons, yacuzzi nor hot tubs were operational (waiting for parts)."

Reviewed on 28 Mar 2026

Opens in a new windowParadise Cove Resort
Anguilla Breeze

Anguilla Breeze

4 out of 5
Island Harbour Island Harbour
Stay at this villa in Island Harbour. Enjoy free Wi-Fi, free parking and private pools. Popular attractions Shoal Bay Beach and Captain's Bay Beach are located ...
Opens in a new windowAnguilla Breeze
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Anguilla's Bird of Paradise

Anguilla's Bird of Paradise

4.5 out of 5
Sandy Hill Beach The Valley
Stay at this luxury villa in The Valley. Enjoy 2 outdoor pools, breakfast (surcharge) and on-site spa services. Popular attractions Shoal Bay Beach and Sandy ...
Opens in a new windowAnguilla's Bird of Paradise
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.

Family Friendly Hotels in

Zemi Beach House, LXR Hotels & Resorts
Great for families

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
The price is AU$1,049 per night from 19 Aug to 20 Aug
AU$1,049
19 Aug - 20 Aug
includes taxes & fees
Stay at this luxury resort in Shoal Bay. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.8/10 Exceptional! (284 reviews)

Families like: Outdoor pools, children's club, games room, babysitting

Travelers say...
"Overall a great stay. It’s a bit off the beaten path which is both nice and a little challenging to get around the rest of island. But with a rental car you get just about everywhere in under 30 minutes."

Reviewed on 17 Aug 2026

Opens in a new windowZemi Beach House, LXR Hotels & Resorts
Malliouhana Resort Anguilla
Great for families

Malliouhana Resort Anguilla

5 out of 5
Malliouhana West End Village
The price is AU$1,318 per night from 19 Aug to 20 Aug
AU$1,318
19 Aug - 20 Aug
includes taxes & fees
Stay at this luxury resort in West End Village. Enjoy free Wi-Fi, free valet parking and 2 outdoor pools. Popular attractions Meads Bay and Meads Bay Pond are ...
Opens in a new windowMalliouhana Resort Anguilla
Four Seasons Resort and Residences Anguilla
Great for families

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
Stay at this luxury resort in West End Village. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (261 reviews)

Families like: Outdoor pools, children's club, playground, games room

Travelers say...
"The hotel itself and its amenities were excellent, but the service and food did not live up to the five-star standard. The concierge staff in particular were rather rude, which was disappointing."

Reviewed on 16 Aug 2026

Opens in a new windowFour Seasons Resort and Residences Anguilla
Save an average of 15% on thousands of hotels when you're signed in
Paradise Cove Resort
Great for families

Paradise Cove Resort

2.5 out of 5
Paradise Drive, The Cove Cove Bay
Stay at this golf hotel in Cove Bay. Enjoy free Wi-Fi, free parking and 2 hot tubs. Popular attractions Meads Bay and Aurora Anguilla Entertainment Complex are ...
8/10 Very good! (47 reviews)

Families like: Kids' swimming pool, kitchen, babysitting, near the beach

Travelers say...
"Great staff. Spacious and very clean rooms. Must have a car. In between seasons, yacuzzi nor hot tubs were operational (waiting for parts)."

Reviewed on 28 Mar 2026

Opens in a new windowParadise Cove Resort
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.

Need a Car For After Your Flight?

Anguilla Flights

Hey traveller, when it’s time to hit the road you’ve got to go big, because you’re not going home…yet. When you book Anguilla flights through Wotif, you’re on the way to adventure. Whether this is a first-time or repeat visit, you’ll add tons of snaps to your photo album—and you just might discover some new favourite stomping grounds along the way! From whirlwind international tours to quiet escapes for a little R&R, you’ll find the best deals on airfares right here.

What is the lowest price on Wotif for a flight to Anguilla?
Flights to Anguilla start as low as . Once you’ve snagged your flight, it’s time to build that itinerary. If your flight touches down in a bustling city, you’ll want a head start, so you can get from jet-way to getaway as quickly as possible. Flying for business? Squeeze in some sightseeing and a snack at a locally loved restaurant between meetings—you’ll have plenty of cash thanks to our cheap business class flights to Anguilla. You know what they say about all work and no play, after all.

What are the most popular airlines that fly to Anguilla?


Pack your favourite magazines or stack your video queue for a mini-marathon of that television show your co-workers have been raving about. And if you get hooked a few episodes in, don’t worry; there’s always the return flight to finish the binge. Ready to book cheap flights to Anguilla? Check out our selection of airfares and start putting together a holiday that fits your schedule and price range. We offer sweet deals, so you don’t have to move mountains to see the world. In fact, we’ll help you get to those mountains (or ocean, or forest) today!