South Hill Vacations from $1,256

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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.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,548, price is now $1,256 per person
$1,256
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8/10 Very Good! (248 reviews)
Inexpensive accommadations a mere steps from the best beach on the island for the price paid. Not a high-class cookie cutter hotel - a place with character not owned by a big corporation.

Reviewed on Oct 6, 2025

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $17,431, price is now $12,294 per person
$12,294
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (89 reviews)
A beautiful property on Meads bay. Great service. Restaurant is a wellness comparing to Four Seasons nearby

Reviewed on Aug 2, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $71,529, price is now $51,425 per person
$51,425
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
No reviews
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $2,711, price is now $2,191 per person
$2,191
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (168 reviews)
Very nice beautiful Amazing trip

Reviewed on Oct 17, 2025

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Save 100% on your flight
Price was $4,452, price is now $3,705 per person
$3,705
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (237 reviews)
Best place we have been to. The hospitality, staff, food, and the beach was the best. You feel safe in and out of the water lol. The manager David and Chavez made sure all went well. Definitely coming back!

Reviewed on Aug 11, 2025

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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
$183 nightly
The price is $203 total per night from Oct 26 to Oct 27
$203 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (186 reviews)
"The view we had was absolutely amazing! The location of the hotel was exceptional for visiting all the popular beaches daily! Already planning my return trip."

Reviewed on Sep 28, 2025

La Vue Boutique Inn
Royal Palms Hotel

Royal Palms Hotel

3.5 out of 5
West End, South Hill
$204 nightly
The price is $227 total per night from Oct 19 to Oct 20
$227 total
Oct 19 - Oct 20
Total with taxes and fees
9/10 Wonderful! (64 reviews)
"We had an excellent stay. The accommodations were roomy, clean, and quite comfortable. Mary was lovely to deal with. It was close to everything including a gym, but you need a car to comfortably get around. We would definitely stay here again!"

Reviewed on Aug 15, 2025

Royal Palms Hotel
New Luxury Ocean View Property, Package Included & Pool

New Luxury Ocean View Property, Package Included & Pool

South Hill
9.4/10 Exceptional! (6 reviews)
Flat overviewing Sandy Ground
"This is a big appartement, so there is plenty of space but I would not qualify it as a luxury appartement. It is rather worn out a bit. We did not have hot water the day we moved in (after beeing on a sail boat for for 15 days, we we all looking forward to a long hot shower but that did not happen!). ..."

Reviewed on Apr 1, 2025

Get rates
New Luxury Ocean View Property, Package Included & Pool
See all 349 properties in South Hill
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.

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 $1,256 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.