Deals on vacations and trips to Island Harbour

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Island Harbour flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground
Price was $1,269, price is now $1,043 per person
$1,043
per person
Apr 19 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, luggage storage, and laundry facilities are also on offer.
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $5,420, price is now $3,109 per person
$3,109
per person
Apr 19 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
This luxury resort features a golf course, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the mini golf, waterslide, and playground.
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $7,231, price is now $5,210 per person
$5,210
per person
Apr 19 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
This luxury resort features a private beach, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the playground, complimentary bicycles, and babysitting.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,882, price is now $1,512 per person
$1,512
per person
Mar 11 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
This hotel features 2 bars/lounges, a beach bar, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $8,156, price is now $6,604 per person
$6,604
per person
Mar 11 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free beach shuttle.

Top Island Harbour hotels deals

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Island Harbour Anguilla
Get rates
This villa featured laundry facilities and barbecue grills.
Kitchen
Washer
Lovely 6-bedroom Villa with Pool

Lovely 6-bedroom Villa with Pool

Island Harbor Anguilla
$3,655 nightly
The price is $3,955 total per night
$3,955 total
Jan 29 - Jan 30
Total with taxes and fees
This villa features laundry facilities.
Pool
Kitchen
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Island Harbour
Get rates
This villa featured laundry facilities and barbecue grills.
Kitchen
Washer
One Bedroom Economy Car Rental included rentals 7 days or more April-October

One Bedroom Economy Car Rental included rentals 7 days or more April-October

Anguilla
Get rates
A hot tub is featured at this condo, along with limo/town car service and a garden. Laundry facilities, concierge services, and barbecue grills are also on offer.
Hot Tub
Kitchen
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Island Harbour Anguilla
Get rates
This villa featured laundry facilities and barbecue grills.
Pool
Kitchen
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
$1,822 nightly
The price is $2,030 total per night
$2,030 total
Feb 10 - Feb 11
Total with taxes and fees
A full-service spa, 5 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
Spa
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See all available properties in Island Harbour
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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.

Popular places to visit

Scilly Cay

Explore the lovely green spaces of Scilly Cay and enjoy the snorkeling spots in Island Harbour. Stroll along the seaside in this quaint area, or check out its top-notch restaurants.

Scilly Cay

Island Harbor Beach

Why not spend a carefree afternoon at Island Harbor Beach during your travels in Island Harbour? Wander the parks and waterfront while you're in the area.

Island Harbor Beach

Captain's Bay Beach

If a restful vacation is part of your travel plans, Captain's Bay Beach might be the perfect place to seek out during your trip to Island Harbour. Wander the parks and waterfront while you're in the area.

Captain's Bay Beach

Frequently asked questions

How much are vacation packages to Island Harbour?
Splash out on an unforgettable experience in Island Harbour with a vacation package starting at $1,043. Organizing your tours, flights and hotels with Travelocity is a piece of cake. And even better, our packages will leave you with more cash in your pocket for fun activities.
How long should my Island Harbour vacation be?
There's no hard and fast rule when it comes to how long your vacation in Island Harbour should be, but the majority of people opt to stay around 2 nights. Got some wiggle room in your departure date? Extend your escape by a couple more nights. Then you'll have loads of time to explore the area's off-the-beaten-path gems too.
Where can I get the best vacation package deals for Island Harbour?
Check out Travelocity. With access to 400 air carriers and an impressive 1,000,000 hotels all over the world, creating the perfect Island Harbour package deal couldn't be easier.
Why should I purchase my Island Harbour vacation bundle via Travelocity?
Whether you're planning a month-long vacation or a last-minute weekend trip, we have loads of attractive destinations to choose from at an affordable rate. On top of that, we provide 24/7 assistance, superb service and a Price Match Guarantee. Save yourself money and time and secure your dream vacation today.
Will I save money on my Island Harbour car rental if I bundle it with hotels and flights?
Absolutely. And our Island Harbour vacation packages are the perfect way to do it. With only a few clicks you can save cash as well as time by bundling your bookings. Collect the keys to your rental car then chart your own course. Need to fill your itinerary? Add some activities or experiences to your package and make savings on those too.
What is the best time of year to go to Island Harbour?
If you prefer to wander wisely, is the perfect time to do it. That's when room rates tumble. In contrast, prices surge around . February, March and May are the most popular months to stay in Island Harbour, so expect long queues for tourist sights. Prefer to avoid the busy season? You'll find sparser crowds in January, August and December.
Which airport is best for Island Harbour?
The main airport is Clayton J. Lloyd Intl. Airport (AXA). Collect your luggage, exit the terminal and you'll find yourself 4 mi from central Island Harbour.
What is there to do in Island Harbour?
Island Harbour is brimming with sights to check out, such as Island Harbor Beach and Scilly Cay. These renowned attractions top most people's itineraries.
Where should I stay when visiting Island Harbour?
If you're looking for someplace comfortable to base yourself, consider the Arawak Beach Inn. It's the top pick for many visitors.

Photos of local treasures

Browse Island Harbour vacation photos for more inspiration

Great Bay beach - Philipsburg Sint Maarten ( Saint Martin ) - Caribbean tropical island
Great Bay beach - Philipsburg Sint Maarten ( Saint Martin ) - Caribbean tropical island