Hope Estate Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Hope Estate

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Price was CA $2,692, price is now CA $1,750 per person
CA $1,750
per person
Dec 11 - Dec 18
found 21 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
9/10 Wonderful! (1,010 reviews)
This Hotel was extremely amazing. Excellent staff. very friendly. They also have all amenities that you can think about and activities. We had an excellent Taxi driver named Alex who was very friendly and informative. I will always stay at this resort . You will not be disappointed.

Reviewed on Oct 27, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $4,476, price is now CA $2,251 per person
CA $2,251
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (2,129 reviews)
Beach was great,

Reviewed on Oct 28, 2026

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was CA $3,867, price is now CA $2,070 per person
CA $2,070
per person
Dec 11 - Dec 18
found 21 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
My cousin and I had a great overnight stay @ your hotel. The staff was very helpful. Paul was great !!!

Reviewed on Oct 24, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was CA $4,532, price is now CA $2,567 per person
CA $2,567
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,584 reviews)

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was CA $3,346, price is now CA $2,395 per person
CA $2,395
per person
Dec 11 - Dec 18
found 21 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
8.2/10 Very good! (1,001 reviews)

Hope Estate Hotel Deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Nov 1 to Nov 2
CA $246
CA $296 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (2,149 reviews)
"Beach was great,"

Reviewed on Oct 28, 2026

Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $618 per night from Nov 29 to Nov 30
CA $618
CA $768 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (2,424 reviews)
"The staff everywhere was incredibly helpful and nice. However the property just lacked overall. The room for being “the ocean front penthouse” was very lack luster for the $$$$. Food was just ok. Nothing special for the island. The pool is really the highlight of the property but you don’t have beach ..."

Reviewed on Oct 28, 2026

The Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
The price is CA $530 per night from Nov 3 to Nov 4
CA $530
CA $642 total
Nov 3 - Nov 4
includes taxes & fees
8/10 Very good! (3,289 reviews)
"it was a very relaxing trip. Everything was perfect"

Reviewed on Oct 29, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa
See all 3,614 properties in Hope Estate
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Hope Estate vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Hope Estate from just CA $1,750. And the more you bundle, the more money you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Hope Estate?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got everything you need. Pick a combination that best fits you and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotels throughout the world, which lets you customize your Hope Estate vacation.
Where should I stay in Hope Estate?
Visitors come from all over to see Maho Beach and Pinel Island in Hope Estate. Book a room near these wonderful attractions and visit them at your leisure.
How far in advance should I book my Hope Estate vacation?
Browse Expedia to compare international fares as soon as you've got your travel dates. You can normally purchase a seat up to 12 months in advance. If you can't find your preferred carrier, or you're booking late, fear not. Cheap fares to Hope Estate sometimes appear a few weeks before departure.
What does an Expedia Hope Estate travel package include?
From hotels and airfares to car rentals, Expedia can help you craft a Hope Estate package that's right for you. Vacationing for a while? Check out a flight, hotel and rental car bundle. If you can only squeeze in a quick getaway, a hotel and flight deal may suit you better. Experiences can also be added after you've booked. Our vacation packages make it simple to save and plan.
What should I know before booking a Hope Estate travel package?
Design deals to match your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save precious dollars just by combining your bookings. Whether you're taking off on a winter snow adventure or relaxing on a sunny beach, your dream getaway is only a few clicks away.
Can I choose my airline with a Hope Estate Expedia vacation package?
Yes, of course. Expedia has access to more than 550 airline partners across the globe, so choose the carrier that fits your travel needs.
If I'm not able to travel, can I cancel my Hope Estate vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hope Estate vacation package at no cost within 24 hours of booking. But you may be charged a fee by your airline, hotel or car rental company for older bookings. If your circumstances suddenly change, look up our Customer Service Portal for further information.

Things to do

Meads BAy Floating Bar

Ultimate Anguilla Cays & Coves

CA $211
per adult
86% of travellers recommend
Ultimate Anguilla Cays & Coves
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $115
per adult
78% of travellers recommend
High-Speed Ferry to St. Barths
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

CA $108
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
See all activities in Saint Martin
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.