South Hill Vacations from $895

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Your South Hill Vacation

Lock in a South Hill vacation package and get ready for a wonderful adventure. Well known for its laid-back lifestyle and welcoming locals, there's plenty to love about this captivating city. You'll want to go sightseeing during your trip to South Hill. Drop by top attractions such as Maundays Bay, Anguilla Arch and Shoal Bay West. A few clicks is all it takes to create a tailor-made South Hill vacation on Expedia.

The Latest South Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse
Malliouhana Resort Anguilla
Quintessence Hotel Anguilla
Rendezvous Bay Hotel
Zemi Beach House, LXR Hotels & Resorts
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South Hill Hotel Deals

La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Back Street South Hill
$259 nightly
The price is $288 total per night from Jan 14 to Jan 15
$288 total
Jan 14 - Jan 15
Total with taxes and fees
8.8/10 Excellent! (195 reviews)
Clean room and Friendly staff

Reviewed on Jan 9, 2026

La Vue Boutique Inn
Royal Palms Hotel

Royal Palms Hotel

3.5 out of 5
West End South Hill
9/10 Wonderful! (65 reviews)
Everything was perfect! The suite is spacious and comfortable. Very quiet and peaceful. Mary was super accommodating and helpful. Lucy kept the room tidy and clean! Thank you both for a wonderful stay!

Reviewed on Dec 27, 2025

Royal Palms Hotel
Water views, central location and infinity pool

Water views, central location and infinity pool

South Hill Anguilla
10/10 Exceptional! (14 reviews)
Destination wedding/vacation
We visited Anguilla for the first time to attend my cousin’s wedding and fell in love with the island and especially the people including the Topaz team who made sure we had everything we needed to enjoy our stay. The views are better than the photos can convey and you can even see St. Martin looking ...

Reviewed on Jul 10, 2025

Water views, central location and infinity pool
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.

Find the Best South Hill Vacation Packages

South Hill Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Clayton J. Lloyd Intl. Airport (AXA)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Shoal Bay Beach, Maundays Bay and Crocus Bay Beach

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Frequently asked questions

How much does a South Hill vacation package cost?
You can grab a vacation package to this popular destination from $895 on Expedia. But how much your vacation to South Hill costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to South Hill?
June, July and August are the best times to search for cheap South Hill vacation packages. Traveling in quieter months means you can typically find lower prices on accommodations and flights.
How many days is enough for South Hill?
The ideal duration for your South Hill vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to hit all the major attractions and explore some hidden treasures along the way.
How to find the best South Hill package deals?
Finding a cheap South Hill package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly South Hill package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a South Hill vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized South Hill vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to South Hill?
If you're planning an impromptu South Hill vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later South Hill vacation packages?
Set off on your dream escape to South Hill with Expedia's Book Now, Pay Later vacations. No need to save up or wait until payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.