Island Harbour Holidays

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Island Harbour Beach Holiday

Listen to the soothing sound of waves rolling into the shore and gaze out over the sparkling waters during your Island Harbour holiday. If you're craving some time out, a trip to Island Harbour is your ticket to rest and relaxation. We have plenty of Island Harbour packages to select from. Book one near Island Harbour Beach, just 0.80 kilometres from the downtown area, and live out your holiday fantasies without hurting your budget.

Top hotels in Island Harbour

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
The price is S$1,397 per night from 12 Aug to 13 Aug
S$1,397
12 Aug - 13 Aug
includes taxes & fees
9.8/10 Exceptional! (256 reviews)
"Beautiful property with great service and incredible views! We’ll be back!"

Reviewed on 9 Jul, 2026

Four 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 S$329 per night from 13 Jul to 14 Jul
S$329
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very good! (332 reviews)
"The location is excellent, just a few steps to the beach. The people are very friendly and nice, always helpful and ready to help out. My room was clean and spacious, good size bathroom, great balcony. Next time I will book a room with sea view, in general the grounds could get a little TLC."

Reviewed on 21 Jun, 2026

Anguilla Great House Beach Resort
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
The price is S$1,978 per night from 6 Aug to 7 Aug
S$1,978
6 Aug - 7 Aug
includes taxes & fees
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 Jun, 2026

Cap Juluca, A Belmond Hotel, Anguilla
See all 370 properties in Island Harbour
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.

Stay near popular Island Harbour attractions

Island Harbor Beach

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

What to do in Island Harbour

Genevie

Captain Bob Speed Boat, Snorkeling, Beach Tour & Lunch St Maarten

S$193
per adult
90% of travellers recommend
Captain Bob Speed Boat, Snorkeling, Beach Tour & Lunch St Maarten
Little Bay Half-Day Sail & Snorkel Adventure

Little Bay Half-Day Sail & Snorkel Adventure

S$330
per adult
Little Bay Half-Day Sail & Snorkel Adventure
The Original Eco Tour Full-Day Around the Island of Sint Maarten

The Original Eco Tour Full-Day Around the Island of Sint Maarten

S$193
per adult
100% of travellers recommend
The Original Eco Tour Full-Day Around the Island of Sint Maarten
See all activities in Island Harbour

Frequently asked questions

How much does an Island Harbour holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Island Harbour costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Island Harbour?
The off-season is the best time to travel to Island Harbour if you're hoping to keep costs down. Another tip for getting cheap Island Harbour holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Island Harbour?
Allow at least 4 days for your Island Harbour holiday if you want to take in everything that makes this place unique. Explore key areas, including Sea Rocks and Sandy Hill. Then head to the top sights like Scilly Cay and Scilly Cay. With a good itinerary, you'll be kept busy with room for some me-time too. Want to venture beyond Island Harbour? Consider fitting in an excursion or two.
Is it worth booking a holiday package to Island Harbour?
Island Harbour has all the ingredients you need for an amazing trip — underwater activities, walking trails and festivals are just the start. Whether you want to visit sights such as Island Harbour Beach and Scilly Cay, or venture off the beaten track, you'll find plenty to see and do on your Island Harbour holiday.
How to find the best Island Harbour package deals?
Use Expedia's filter tool to help you find some fabulous Island Harbour package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Island Harbour package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book an Island Harbour holiday as a package?
You can enjoy significant savings on your next Island Harbour break by booking a personalised holiday package. Click on the "Package" heading, then enter your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Island Harbour?
If you have your Island Harbour holiday dates confirmed, book as early as you can to score some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Island Harbour?

  1. Choose your dates: What you plan to do in Island Harbour and your favourite season will help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to flights and activities. Your hotel will probably be the largest expense during your trip to Island Harbour.
  3. Decide how many days away: Start by compiling a list of the attractions you'd like to get to in Island Harbour. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick an Island Harbour holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.