The Settlement Vacations

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Find the Best The Settlement Vacation Packages

The Settlement Hotel Deals

Sea Grape Villas

Sea Grape Villas

3.5 out of 5
The Settlement The Settlement Anegada Island
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Sea Grape Villas
Four Diamonds Park Villas

Four Diamonds Park Villas

3.5 out of 5
Anegada The Settlement Anegada
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Four Diamonds Park Villas
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
North Sound Saba Rock
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (46 reviews)
Amazing location, atmosphere and staff. We come 2x a year and look forward to it so much!

Reviewed on 26 November 2025

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Saba Rock Resort
See all 71 properties in The Settlement
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.

Discover the most popular places to visit in The Settlement

Loblolly Bay Beach

5/5(2 reviews)

Why not spend a carefree afternoon at Loblolly Bay Beach during your travels in The Settlement? While you're in the area, stroll along the seaside.

Loblolly Bay Beach

Loblolly Bay

Commune with nature and explore the great outdoors at Loblolly Bay during your travels in The Settlement. Wander the beaches and seaside while you're in the area.

Loblolly Bay

Frequently asked questions

How do I find cheap flights to The Settlement that have flexible change policies?
Search for your cheap fares to The Settlement, then mark the "No change fee" box directly below the "Flexible change policies" heading. It's that simple. We know that travel plans can change and flexibility is essential, so you can book with confidence with Expedia.
Which airlines fly to The Settlement?
American Airlines operates flights into or near The Settlement, including 52 that arrive at Terrance B. Lettsome Intl. Airport (EIS) each month. Determine your travel dates and then lock in your airfare early to score the best deal.
How can I find cheap tickets to The Settlement?
In the last seven days, was the lowest price for a flight to The Settlement. If you're eager to save even more, book well ahead of time and be flexible with your travel dates. Search for your trip to The Settlement, then compare prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to The Settlement?
The cost of a round-trip airfare to The Settlement in the last seven days ranged between and . If you were heading one way out of (), you could have scored a low-cost fare from only .
What are the most popular airports to fly into in The Settlement?
Book your flight to Terrance B. Lettsome Intl. Airport (EIS) and enjoy everything that The Settlement has to offer. As the region's main point of entry, around 52 flights land here every month.
When is the cheapest time to fly to The Settlement?
Departing on a Tuesday, followed by a Monday, is generally the best way to nab the cheapest flight. Avoid the weekends if you can, because Saturday is typically the most expensive day. Spend the dollars you saved having an awesome time in The Settlement instead!
How much is a plane ticket to The Settlement?
In the last seven days, seats to The Settlement varied between and . Prices depend on multiple things, particularly the departure time, cabin class, airline and when you make your booking.
What months are the cheapest to book a flight to The Settlement?
Score a ticket in February to enjoy amazing flight deals to The Settlement. December is typically the most expensive time to purchase a seat.