Hope Estate Vacations from $724

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Hope Estate Vacation

Discover all the amazing things this neighborhood has to offer with a tailor-made Hope Estate vacation package. However you imagine yourself spending your time here, you'll find endless opportunities for fun, adventure and relaxation. Kick off your trip to Hope Estate by visiting nearby attractions such as Pinel Island, Grand Case Beach and Orient Bay. Don't just imagine it — make it a reality! Book your perfect Hope Estate vacation with Expedia and enjoy traveling your way.

The Latest Hope Estate Vacation Packages

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

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

$724

per person

Jan 18 - Jan 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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

Simpson Bay Resort, Marina & Spa

Pelican Key

$889

per person

Jan 18 - Jan 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (2,129 reviews)

I really enjoyed my stay. My room was very comfortable and clean. I would definitely stay here again.

Reviewed on Oct 26, 2026

The Villas at Simpson Bay Resort

Pelican Key

$1,065

per person

Nov 27 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,584 reviews)

Location!

Reviewed on Oct 26, 2026

Panorama Residences at Monte Vista

Point Blanche

Save 100% on your flight

$1,037

per person

Jan 18 - Jan 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.6/10 Exceptional! (98 reviews)

Super clean, beautiful location. Friendly staff. Safe place. Will book again

Reviewed on Oct 24, 2026

The Morgan Resort Spa Village

Save 100% on your flight

$908

per person

Jan 18 - Jan 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (2,427 reviews)

The Morgan resort was absolutely beautiful

Reviewed on Oct 26, 2026

Hope Estate Hotel Deals

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

Fully refundableReserve now, pay when you stay

$208 nightly

$217 total

Oct 27 - Oct 28

Total with taxes and fees

9/10 Wonderful! (2,150 reviews)

"I really enjoyed my stay. My room was very comfortable and clean. I would definitely stay here again."

Reviewed on Oct 26, 2026

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay

Fully refundableReserve now, pay when you stay

$486 nightly

$506 total

Nov 3 - Nov 4

Total with taxes and fees

9/10 Wonderful! (2,427 reviews)

"The Morgan resort was absolutely beautiful"

Reviewed on Oct 26, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands

$418 nightly

$436 total

Oct 27 - Oct 28

Total with taxes and fees

See all 3,604 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.