South Hill Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    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

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.

Top South Hill Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Sandy Ground
Save 100% on your flight
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to The Valley (AXA)
8.8/10 Excellent! (179 reviews)
Nice view of harbor area. Room was spacious and clean. Centrally located on the island so easy to get around.

Reviewed on May 20, 2025

Genesis Residences

Genesis Residences

2.5 out of 5
per person
Aug 28 - Sep 2
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to The Valley (AXA)
No reviews
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (157 reviews)
Great place for the kids

Reviewed on Jul. 10, 2025

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
No reviews
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to The Valley (AXA)
No reviews

Ready to book your vacation to South Hill?

 

Choose your dates

South Hill Hotel Deals

La Vue Boutique Inn
La Vue Boutique Inn
3.5 out of 5
Back Street, South Hill
The price is CA $199 per night from Jul 15 to Jul 16
CA $199
CA $269 total
Jul 15 - Jul 16
includes taxes & fees
8.8/10 Excellent! (178 reviews)
"Nice view of harbor area. Room was spacious and clean. Centrally located on the island so easy to get around."

Reviewed on May 20, 2025

La Vue Boutique Inn
Royal Palms Hotel
Royal Palms Hotel
3.5 out of 5
West End, South Hill
The price is CA $246 per night from Jul 15 to Jul 16
CA $246
CA $311 total
Jul 15 - Jul 16
includes taxes & fees
9/10 Wonderful! (63 reviews)
Quiet Comfort and Genuine Island Hospitality
"If you’re seeking a peaceful, well-located, and thoughtfully managed place to stay in Anguilla, Royal Palms Holiday Suites is a gem. Tucked away in South Hill, this charming, family-run hotel offers a quiet retreat just minutes from many of the island’s best beaches, dining spots, and local attractions. ..."

Reviewed on May 18, 2025

Royal Palms Hotel
Water views, central location and infinity pool
Water views, central location and infinity pool
South Hill
10/10 Exceptional! (13 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

Get rates
Water views, central location and infinity pool
See all 355 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

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Family Vacations

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Frequently asked questions

How much does a South Hill vacation package cost?
You can pick up a vacation package to this destination from CA $1,376 on Expedia. However, how much your vacation to South Hill costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to South Hill?
May, September and October are great times to search for cheap South Hill vacation packages. Opting to travel in quieter periods means you can typically find better prices on hotels and flights.
How many days is enough for South Hill?
Allow around 4 days for your South Hill vacation in order to enjoy everything that makes this place special. Explore key areas, including Sandy Ground and Sandy Hill. Then tick off major sights like Maundays Bay and Rendezvous Bay Beach. With a good itinerary, you can keep busy with room for some downtime too. Want to go beyond South Hill? Consider fitting in an excursion or two.
How to find the best South Hill package deals?
Use Expedia's filters to find some tempting South Hill package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for South Hill package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
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, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a personalized South Hill vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to South Hill?
If you have your South Hill travel dates confirmed, book as early as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to South Hill?

  1. Choose your dates: What you want to do in South Hill and your preferred season can help you decide when to travel.
  2. Budget wisely: On top of the price of your accommodations, you should consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected costs that could arise during your trip to South Hill.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to experience in South Hill. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the ideal South Hill vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.