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Find The Perfect Hotel For After Your Flight

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Anacaona Boutique Hotel

Anacaona Boutique Hotel

4 out of 5
Meads Bay, West End Village
Stay at this 4-star spa hotel in West End Village. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Meads Bay and Aurora International ...
8.2/10 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

Anacaona 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 4.5-star luxury villa in The Valley. Enjoy 2 outdoor pools, breakfast (surcharge), and onsite spa services. Popular attractions Sandy Hill Beach ...
Anguilla'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$3,272 per night from 29 Apr to 30 Apr
NZ$3,272
includes taxes & fees
29 Apr - 30 Apr
Stay at this 5-star luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Meads Bay and Maundays Bay are located ...
9.4/10 Exceptional! (121 reviews)
"Wonderful! Will be back!"

Reviewed on 18 Mar. 2025

Cap Juluca, A Belmond Hotel, Anguilla
CEBLUE LUXURY VILLAS

CEBLUE LUXURY VILLAS

5 out of 5
1264 Valley Road, The Valley
Stay at this 5-star luxury villa in The Valley. Enjoy free WiFi, free parking, and 8 outdoor pools. Popular attractions Meads Bay and Crocus Bay Beach are located ...
10/10 Exceptional! (4 reviews)
"These villas are private and spacious, which is great when you are traveling with family or friends. The staff is extremely accommodating and friendly, top-notch service! The villas are not directly on the beach, but are a short walk from Crocus Bay, which had phenomenal snorkeling and a great restaurant ..."

Reviewed on 1 Jul. 2024

CEBLUE 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$2,165 per night from 21 Apr to 22 Apr
NZ$2,165
includes taxes & fees
21 Apr - 22 Apr
Stay at this 5-star luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (201 reviews)
"What can I say? The Four Seasons Anguilla has ruined me for any other hotel or property:) It is by far the nicest beach resort we have ever been to. It was quiet, beautiful and pristine. The staff was amazing - special shoutout to Kenny G. at the beach. They anticipate your needs before you even ..."

Reviewed on 24 Mar. 2025

Four 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$777 per night from 2 May to 3 May
NZ$777
includes taxes & fees
2 May - 3 May
Stay at this 3.5-star beach hotel in West End Village. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Meads Bay and Meads Bay Pond are ...
9.4/10 Exceptional! (104 reviews)
"TY"

Reviewed on 29 Nov. 2024

Carimar Beach Club
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Paradise Drive, The Cove, Cove Bay
The price is NZ$459 per night from 9 Apr to 10 Apr
NZ$459
includes taxes & fees
9 Apr - 10 Apr
Book a stay at this golf hotel in Cove Bay. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Meads Bay and Cove Bay are located nearby.
7.8/10 Good! (38 reviews)
"Did not like that they didn't have a bar on site."

Reviewed on 30 Jan. 2025

Paradise Cove Resort
5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale

5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale

East End
Book a stay at this family-friendly villa in East End Village. Enjoy free WiFi, private pools, and a water park. Popular attractions Sandy Hill Beach and Sandy ...
10/10 Exceptional! (4 reviews)
Anguilla
"Beautiful property! Wonderful Staff! Can’t wait to come back"

Reviewed on 18 Feb. 2024

5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale
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Anguilla Breeze

Anguilla Breeze

4 out of 5
Island Harbour, Island Harbour
Stay at this 4-star villa in Island Harbour. Enjoy free WiFi, free parking, and private pools. Popular attractions Captain's Bay Beach and Savanna Bay Beach ...
Anguilla Breeze
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$1,811 per night from 20 Apr to 21 Apr
NZ$1,811
includes taxes & fees
20 Apr - 21 Apr
Stay at this 5-star luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (214 reviews)
"The people working here are all wonderful. The stay was excellent, the property is excellent. The views are incredible! The beach is perfect! It's the only place I would stay on the island if and when I ever go back. Absolutely awesome! Thank you so much! : )"

Reviewed on 18 Feb. 2025

Zemi Beach House, LXR Hotels & Resorts
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Malliouhana, Meads Bay, West End Village
The price is NZ$2,675 per night from 3 Apr to 4 Apr
NZ$2,675
includes taxes & fees
3 Apr - 4 Apr
Stay at this 5-star luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay and Meads Bay ...
9.4/10 Exceptional! (80 reviews)
"Best place I have visited in a long time. Hotel is stunning with amazing views. Beach is beautiful with easy walks to restaurants right on the beach. Staff was so friendly and always willing to help. Hotel is quiet so it you are looking for a lively scene this place is not for you. Will be back!"

Reviewed on 13 Mar. 2025

Malliouhana 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$2,165 per night from 21 Apr to 22 Apr
NZ$2,165
includes taxes & fees
21 Apr - 22 Apr
Stay at this 5-star luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (201 reviews)
"What can I say? The Four Seasons Anguilla has ruined me for any other hotel or property:) It is by far the nicest beach resort we have ever been to. It was quiet, beautiful and pristine. The staff was amazing - special shoutout to Kenny G. at the beach. They anticipate your needs before you even ..."

Reviewed on 24 Mar. 2025

Four 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
The price is NZ$459 per night from 9 Apr to 10 Apr
NZ$459
includes taxes & fees
9 Apr - 10 Apr
Book a stay at this golf hotel in Cove Bay. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Meads Bay and Cove Bay are located nearby.
7.8/10 Good! (38 reviews)
"Did not like that they didn't have a bar on site."

Reviewed on 30 Jan. 2025

Paradise 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?

How to book cheap flights

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!

What are the cheapest days to fly?

Here’s an insider tip: Tuesday is typically the cheapest day to fly! Looking at flight booked on Wotif.co.nz in 2021, we found that flights departing on a Tuesday generally had the lowest average price. Wotif data also shows Wednesdays and Fridays generally have the highest average ticket prices according to our demand data.

What is the best day to buy a plane ticket?

Guess what? Saturday is actually the best day to score the cheapest plane tickets. Looking at flight demand on Wotif.co.nz in 2021, we found that flights purchased on Saturdays had the lowest airfares on average. Thursday, on the other hand, can be the most expensive day of the week to buy your airfare, with generally a higher than average ticket value.

What is the cheapest month to fly?

When comparing 2021 flight demand on Wotif.co.nz, September is one of the cheapest months to fly, when ticket prices are generally at their lowest. May is a close second for the cheapest time to fly. The months December and January are often the most expensive ones to travel, with higher than average ticket prices, so plan ahead and book early for your travel plans.

How far in advance can you book a flight?

Are you a super organised traveller? Even though not all airlines release their fares a year in advance, you can start researching your flights 12 months in advance for many carriers. It’s good to book your international flights to popular destinations early, particularly in peak holiday periods. According to Wotif’s 2021 travel trends, last minute planners can also bag a bargain with some of the cheapest fares appearing 1-2 weeks prior to travel.

*According to flight demand on Wotif.co.nz from January to December 2021. Savings are subject to change and may vary depending on selections made.