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Anacaona Boutique Hotel

Anacaona Boutique Hotel

4 out of 5
Meads Bay West End Village
Stay at this spa hotel in West End Village. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Meads Bay and Aurora International Golf Club ...
8.4/10 Very good! (94 reviews)
Nice and Economical Hotel in Great Location
"My wife and I have stayed twice at Anacaona. Went went back because we enjoyed it so much the first time. It is a great value for the money; the staff is very nice; the rooms are very comfortable (we love the view from our balcony); it is an easy and pleasant walk to probably the best beach in Anguilla; ..."

Reviewed on 5 May 2017

Opens in a new windowAnacaona Boutique Hotel
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.

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 Sandy Hill 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
The price is NZ$2,697 per night from 7 Aug to 8 Aug
NZ$2,697
7 Aug - 8 Aug
includes taxes & fees
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 ...
9.6/10 Exceptional! (150 reviews)
"To get started this place is absolutely beautiful for our honeymoon. This is really meant for couples where it’s calmer, peaceful, and relaxing. If you’re looking for something more upbeat and party scene go to St. Martins. The bad: our AC went out the very first night and we got moved at 12am in ..."

Reviewed on 16 June 2026

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 Meads Bay and Crocus Bay Beach are located ...
10/10 Exceptional! (7 reviews)
"My husband and I absolutely loved our time at CeBlue! Latoya our concierge was amazing and the beach is beautiful! Only negative would be there isn’t much options for food when you go beginning of August as most places close for hurricane season. Latoya was able to help us find some amazing restaurants ..."

Reviewed on 10 Aug 2025

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
The price is NZ$1,782 per night from 15 July to 16 July
NZ$1,782
15 July - 16 July
includes taxes & fees
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! (254 reviews)
"The resort was beautiful and the staff was great!"

Reviewed on 29 June 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.

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Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Meads Bay West End Village
The price is NZ$1,070 per night from 13 July to 14 July
NZ$1,070
13 July - 14 July
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 Sandy Hill 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

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
The price is NZ$1,368 per night from 6 Aug to 7 Aug
NZ$1,368
6 Aug - 7 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! (269 reviews)
"Without a doubt, this was the best hotel I’ve ever stayed at. Everything was absolutely amazing—the property is beautiful, the service was outstanding, and every member of the staff made us feel so welcome. It was truly an unforgettable experience. I’m 100% sure I’ll be coming back, and I highly ..."

Reviewed on 4 July 2026

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

Malliouhana Resort Anguilla

5 out of 5
Malliouhana West End Village
The price is NZ$1,670 per night from 2 Aug to 3 Aug
NZ$1,670
2 Aug - 3 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 ...
9.6/10 Exceptional! (101 reviews)
"This was the cleanest and most wonderful property I have stayed at yet. Tremendous compliments to the team."

Reviewed on 27 June 2026

Opens in a new windowMalliouhana Resort Anguilla
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
The price is NZ$1,782 per night from 15 July to 16 July
NZ$1,782
15 July - 16 July
includes taxes & fees
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! (254 reviews)
"The resort was beautiful and the staff was great!"

Reviewed on 29 June 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

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
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!