A turquoise sea, a sandy beach, and lush green hills.

Hotels in Skytop, St. John

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

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Our top choices for Skytop hotels

Garden

1. St John Inn

St John Inn
3.0 star property
3.4 km from Skytop
9.2 out of 10, Wonderful, (474 reviews)
"Husband and I only stayed for a night but would gladly stay again. Karen and Angie are gracious hosts and have great recs on places to eat and sights to see. Would definitely recommend!"
United States
Katie
The price is CA $253
CA $285 total
includes taxes & fees
Sep 25 - Sep 26
St John Inn
Aerial view

2. Villa Island Paradise

Villa Island Paradise
4.0 star property
3.2 km from Skytop
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is CA $116
CA $694 total
includes taxes & fees
Oct 11 - Oct 12
Villa Island Paradise
Swim-up bar

3. The Saint Resort

The Saint Resort
3.0 star property
4 km from Skytop
9.2 out of 10, Wonderful, (48 reviews)
"We spent 7 days at the Saint. It was so relaxing. There are several small pools to hang out in. The main pool has a bar and a great view. We had Sunday brunch there and it was yummy, especially the mimosa with fresh squeezed juice. The staff was great too. Very helpful and informative."
United States
Beth
The price is CA $311
CA $490 total
includes taxes & fees
Oct 5 - Oct 6
The Saint Resort
Outdoor pool, cabanas (surcharge), sun loungers

4. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
2.6 km from Skytop
8.4 out of 10, Very good, (507 reviews)
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"
United States
Shani
The price is CA $491
CA $552 total
includes taxes & fees
Oct 3 - Oct 4
The Westin St. John Resort Villas
View from room

5. View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach
3.5 star property
9.7 km from Skytop
9.0 out of 10, Wonderful, (267 reviews)
"Beautiful view, great restaurants on property."
United States
Robert Kenneth
The price is CA $248
CA $523 total
includes taxes & fees
Sep 21 - Sep 22
View of Paradise at Sapphire Beach
Superior Room, 1 King Bed, Balcony, Hill View | View from room

6. Bunker Hill Hotel

Bunker Hill Hotel
3.0 star property
18.1 km from Skytop
8.2 out of 10, Very good, (1,089 reviews)
"It was clean place to stay and is very affordable. The free breakfast was also very good. Would stay again"
United States
Alexander
The price is CA $126
CA $155 total
includes taxes & fees
Oct 21 - Oct 22
Bunker Hill Hotel
Luxury Suite Ocean View Upper 15D | View from room

7. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
4 km from Skytop
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is CA $692
CA $1,028 total
includes taxes & fees
Oct 1 - Oct 2
Suite St. John at Gallows Point Resort
Outdoor pool, sun loungers

8. Galleon House Hotel

Galleon House Hotel
3.0 star property
18 km from Skytop
8.0 out of 10, Very good, (999 reviews)
"Friendly and helpful front desk staff, nice simple breakfast, and good location."
United States
Michael
The price is CA $101
CA $123 total
includes taxes & fees
Sep 21 - Sep 22
Galleon House Hotel
Free daily continental breakfast

9. Mafolie Hotel

Mafolie Hotel
3.0 star property
18.2 km from Skytop
8.8 out of 10, Excellent, (1,001 reviews)
"Wonderful place to stay!"
United States
Morgan
The price is CA $149
CA $203 total
includes taxes & fees
Sep 21 - Sep 22
Mafolie Hotel
Luxury Penthouse | Balcony view

10. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter, 3.2 km from Skytop
8.2 out of 10, Very good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is CA $874
CA $1,220 total
includes taxes & fees
Sep 21 - Sep 22
Peter Bay Gatehouse
View from property

11. The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa
4.5 star property
17 km from Skytop
8.4 out of 10, Very good, (1,491 reviews)
"Excellent staff Amenities Great stay"
United States
Mariko
The price is CA $367
CA $528 total
includes taxes & fees
Oct 4 - Oct 5
The Westin St. Thomas Beach Resort & Spa
View from property

12. Windward Passage Hotel

Windward Passage Hotel
3.5 star property
18.7 km from Skytop
7.2 out of 10, Good, (1,488 reviews)
"The Windward Passage is a convenient option for early morning ferries"
United States
Lynne
The price is CA $238
CA $295 total
includes taxes & fees
Sep 25 - Sep 26
Windward Passage Hotel
Front of property

13. Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel
3.5 star property
9.6 km from Skytop
8.8 out of 10, Excellent, (519 reviews)
"My stay was perfect and the staff was so nice and accommodating."
United States
Kimberly
The price is CA $395
CA $523 total
includes taxes & fees
Sep 21 - Sep 22
Two Sandals – A Boutique Hotel
Property grounds

14. Boundless Bliss Hotel

Boundless Bliss Hotel
2.5 star property
15.7 km from Skytop
6.8 out of 10, (173 reviews)
"The property is amazing! A little tough to find from the main road but nonetheless beautiful and peaceful!"
United States
Sumanna
The price is CA $177
CA $219 total
includes taxes & fees
Sep 21 - Sep 22
Boundless Bliss Hotel
Exterior

15. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
17.3 km from Skytop
9.0 out of 10, Wonderful, (847 reviews)
"Bluebeards is one of my favorite places to stay when I am on the island."
United States
Erica
The price is CA $258
CA $319 total
includes taxes & fees
Oct 18 - Oct 19
Bluebeard's Castle Resort
View from property

16. Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas
3.5 star property
22.1 km from Skytop
7.2 out of 10, Good, (1,030 reviews)
"Was a nice place for a couple days pay"
United States
Carlos
The price is CA $185
CA $229 total
includes taxes & fees
Sep 30 - Oct 1
Lindbergh Bay Hotel and Villas
Exterior

17. Blackbeard's Castle

Blackbeard's Castle
3.0 star property
17.9 km from Skytop
10.0 out of 10, Exceptional, (1 review)
"In all my travels throughout the Caribbean… none have been cleaner, friendlier or in a better location. I appreciate how creative this place is and will become in its growing future. Staff is both local and import and very kind. For anyone seeking the type of adventure that travel promises… this place is a must. On a side note….. the accommodations were the cleanest I’ve stayed in hundreds of stays in the Caribbean. Thank guys and keep up the creativity and awesome customer service!!!!"
United States
Christ
The price is CA $256
CA $287 total
includes taxes & fees
Oct 21 - Oct 22
Blackbeard's Castle
Front of property

18. Starz Hotel

Starz Hotel
3.0 star property
20 km from Skytop
6.6 out of 10, (631 reviews)
"Location is good. Food and entertainment close by. Bedroom clean, quite and peaceful"
United States
Steve
The price is CA $164
CA $209 total
includes taxes & fees
Sep 21 - Sep 22
Starz Hotel
View from property

19. The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas
5.0 star property
8.8 km from Skytop
8.4 out of 10, Very good, (494 reviews)
"Beautiful property!!!"
United States
Missy Lee
The price is CA $698
CA $970 total
includes taxes & fees
Sep 21 - Sep 22
The Ritz-Carlton, St. Thomas
Premium bedding, blackout drapes, iron/ironing board, WiFi (free)

20. Sunset Gardens Guesthouse

Sunset Gardens Guesthouse
2.5 star property
20.6 km from Skytop
7.0 out of 10, Good, (325 reviews)
"Clean room and great atmosphere"
United States
Seth
The price is CA $141
CA $175 total
includes taxes & fees
Sep 21 - Sep 22
Sunset Gardens Guesthouse
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.
View all properties

Where to stay in Skytop

Find the best Skytop areas and neighborhoods for the activities you enjoy most.
A beach with turquoise water, people swimming, and a mountain in the background.

Maho Bay Quarter

If you're spending some time in Maho Bay Quarter, Maho Beach and Cinnamon Bay Beach are top sights worth seeing.
A coastal town with a marina, lush greenery, and a sunset over the ocean.

Contant Farms

If you're spending some time in Contant Farms, Great Cruz Bay and Turner Bay are top sights worth seeing.
A turquoise sea, a white sandy beach, and lush green hills.

Lower Carolina

If you're looking for some top things to see and do in Lower Carolina and surrounding area, you can visit Virgin Islands National Park and Maho Beach.
A turquoise sea, a sandy beach, and lush green hills.
Photo by Jeff Hammer
Open Photo by Jeff Hammer

Upper Carolina

While visiting Upper Carolina, you might make a stop by sights like Virgin Islands National Park and Ajax Peak.
A coastal town with a marina, lush greenery, and a sunset over the ocean.

Rendezvous & Ditleff

While visiting Rendezvous & Ditleff, you might make a stop by sights like Rendezvous Bay and Klein Bay.

Top Skytop Hotel Reviews

Windward Passage Hotel

Windward Passage Hotel

8/10 Good
"The Windward Passage is a convenient option for early morning ferries"
Lynne 1-night trip
Posted 4 hours ago
Windward Passage Hotel

Frequently asked questions

When is the best time to go to Skytop?
The best time to go to Skytop is during the dry season, which runs from December to May, offering consistently pleasant weather for all activities.

During these months, you'll experience less humidity and lower chances of rain, making it ideal for enjoying the island's outdoor attractions. The average temperatures hover around 27°C, great for sunbathing, swimming, and exploring. This period is particularly good for those looking to escape colder northern climates.

For travellers looking for a quieter experience, the shoulder months of May and early June can be excellent. The weather remains very good, but the peak season crowds begin to thin out, potentially offering better value on accommodation and fewer people at popular spots.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Skytop hotel for you.
How much is the nightly rate at a Skytop hotel?
Hotel prices in Skytop often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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