$151 Cheap flights to Anguilla

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Top places to visit in Anguilla

Cheap flights to Anguilla from $151 One Way, $297 Round Trip

$297 return flights and $151 one-way flights to Anguilla were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
SXMThe ValleyNovember 21 to November 24$297
SJUThe ValleyNovember 21 to November 26$866
EWRThe ValleyNovember 21 to November 22$954
JFKThe ValleyNovember 21 to November 22$954
BOSThe ValleyNovember 23 to November 29$1,466
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Anguilla Accommodation Deals

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 Aurora International Golf Club and ...
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 May 5, 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.

Our Top Anguilla Apartment Hotels

Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Meads Bay West End Village
The price is $523 total per night from Nov 25 to Nov 26
$523 total
per night
Nov 25 - Nov 26
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 Pond and Meads Bay are ...
9.4/10 Exceptional! (108 reviews)
Every room here has an ocean view. The entire staff is amazing. Theu will do anything for you to make your stay as stressfree as possible for you. You cannot beat the beach this resort is sitting on. If you want a laid back peaceful place to stay, look no further!

Reviewed on Oct 26, 2025

Opens in a new windowCarimar Beach Club
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Paradise Drive, The Cove Cove Bay
Book a stay at this golf hotel in Cove Bay. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Aurora Anguilla Entertainment Complex and Cove ...
8/10 Very Good! (40 reviews)
Great resort for a peaceful getaway. We had a great time.

Reviewed on Aug 18, 2025

Opens in a new windowParadise Cove Resort
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 ...
Opens in a new windowAnguilla Breeze
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Anguilla Vacation Rental  Short Term / Long Term

Anguilla Vacation Rental Short Term / Long Term

Mount Fortune East End
The price is $252 total per night from Nov 20 to Nov 21
$252 total
per night
Nov 20 - Nov 21
Stay at this apartment in East End Village. Enjoy a garden, laundry facilities, and patios. Popular attractions Savanna Bay Beach and Heritage Collection are ...
Excellent
Excellent we love to stay there comfortable hace everything you need good owners taking care of you

Reviewed on Aug 7, 2017

Opens in a new windowAnguilla Vacation Rental Short Term / Long Term
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

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
The price is $1,273 total per night from Nov 21 to Nov 22
$1,273 total
per night
Nov 21 - Nov 22
Book a stay at this 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! (239 reviews)
The staff was super helpful and friendly!! They helped us navigate and assisted with reservations! They were always ready to help in any way possible

Reviewed on Nov 15, 2025

Opens in a new windowFour Seasons Resort and Residences Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
The price is $232 total per night from Nov 20 to Nov 21
$232 total
per night
Nov 20 - Nov 21
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8/10 Very Good! (256 reviews)
Wonderful family ran business on the water. Wake up in the morning - grab complimentary coffee and light cold breakfast (or order warm breakfast from the restaurant). The beach is absolutely stunning and walkable to other beach shacks. Coconuts is on property for lunch/dinner/drinks.

Reviewed on Nov 16, 2025

Opens in a new windowAnguilla Great House Beach Resort
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
The price is $828 total per night from Dec 2 to Dec 3
$828 total
per night
Dec 2 - Dec 3
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (181 reviews)
We’ve been wanting to go here for years! Everything was clean, peaceful, beautiful! All the staff knew us and treated our 1 1/2 year old like a princess. The hotel has amenities for kids like splash pad, playground, and water park but still with the feel of true luxury resort for adults. The ocean ...

Reviewed on Nov 10, 2025

Opens in a new windowAurora Anguilla Resort & Golf Club
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Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
The price is $1,605 total per night from Nov 21 to Nov 22
$1,605 total
per night
Nov 21 - Nov 22
Book a stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Cove Bay are located ...
9.4/10 Exceptional! (134 reviews)
every minute of our stay was magical

Reviewed on Nov 6, 2025

Opens in a new windowCap Juluca, A Belmond Hotel, 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.

Family Friendly Hotels in Anguilla

Zemi Beach House, LXR Hotels & Resorts
Great for families

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East, Shoal Bay
Fully refundableReserve now, pay when you stay
The price is $869 total per night from Nov 20 to Nov 21
$869 total
per night
Nov 20 - Nov 21
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! (242 reviews)

Families like: Outdoor pools, kids club, game room, babysitting

Travelers say...
Amazing hotel and staff. Best vacation me and my family have ever had. Best Beach I have ever been on. Shoah bay

Reviewed on Nov 15, 2025

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

Malliouhana Resort Anguilla

5 out of 5
Malliouhana, Meads Bay, West End Village
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 Pond and Meads ...
9.4/10 Exceptional! (89 reviews)

Families like: Outdoor pools, playground, babysitting, on the beach

Travelers say...
A beautiful property on Meads bay. Great service. Restaurant is a wellness comparing to Four Seasons nearby

Reviewed on Aug 2, 2025

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
The price is $1,273 total per night from Nov 21 to Nov 22
$1,273 total
per night
Nov 21 - Nov 22
Book a stay at this 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! (239 reviews)

Families like: Outdoor pools, kids club, playground, game room

Travelers say...
The staff was super helpful and friendly!! They helped us navigate and assisted with reservations! They were always ready to help in any way possible

Reviewed on Nov 15, 2025

Opens in a new windowFour Seasons Resort and Residences Anguilla
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Paradise Cove Resort
Great for families

Paradise Cove Resort

2.5 out of 5
Paradise Drive, The Cove Cove Bay
Book a stay at this golf hotel in Cove Bay. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Aurora Anguilla Entertainment Complex and Cove ...
8/10 Very Good! (40 reviews)

Families like: Kids pool, kitchen, babysitting, close to beach

Travelers say...
Great resort for a peaceful getaway. We had a great time.

Reviewed on Aug 18, 2025

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.

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Anguilla

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You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Anguilla a breeze.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.