Cheap Vacations in Water Island

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Water Island vacations

Price found within the past 48 hours. Click for updated prices.
Shibui Cove

Shibui Cove

2 out of 5
Price was $1,207, price is now $1,023 per person
$1,023
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
Price was $2,393, price is now $1,893 per person
$1,893
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Mary Anne Boutique Hotel USVI

The Mary Anne Boutique Hotel USVI

2.5 out of 5
Price was $1,613, price is now $1,314 per person
$1,314
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was $1,631, price is now $1,331 per person
$1,331
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $1,602, price is now $1,331 per person
$1,331
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $1,417, price is now $1,194 per person
$1,194
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,804, price is now $1,520 per person
$1,520
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
Price was $1,671, price is now $1,414 per person
$1,414
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Price was $3,179, price is now $2,715 per person
$2,715
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Sapphire Village Resort

Sapphire Village Resort

3 out of 5
Price was $1,372, price is now $1,182 per person
$1,182
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)

3-night Water Island vacations

Price found within the past 48 hours. Click for updated prices.
The Saint Resort

The Saint Resort

3 out of 5
Price was $937, price is now $821 per person
$821
per person
Oct 7 - Oct 10
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $1,199, price is now $988 per person
$988
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $1,077, price is now $912 per person
$912
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
The Mary Anne Boutique Hotel USVI

The Mary Anne Boutique Hotel USVI

2.5 out of 5
Price was $1,174, price is now $1,006 per person
$1,006
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was $1,242, price is now $1,071 per person
$1,071
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
The Perch at Hawk Hill

The Perch at Hawk Hill

2 out of 5
Price was $1,012, price is now $874 per person
$874
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was $1,123, price is now $975 per person
$975
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
Villa Marina Vista

Villa Marina Vista

4 out of 5
Price was $1,518, price is now $1,321 per person
$1,321
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Price was $974, price is now $848 per person
$848
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
Price was $1,112, price is now $976 per person
$976
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel

3.5 out of 5
Price was $1,270, price is now $1,116 per person
$1,116
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove

4 out of 5
Price was $1,305, price is now $1,156 per person
$1,156
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)

4-night Water Island vacations

Price found within the past 48 hours. Click for updated prices.
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $963, price is now $802 per person
$802
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to St. Thomas (STT)
Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
Price was $2,360, price is now $1,896 per person
$1,896
per person
Sep 24 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $1,741, price is now $1,451 per person
$1,451
per person
Sep 24 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $1,636, price is now $1,368 per person
$1,368
per person
Sep 24 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was $1,781, price is now $1,494 per person
$1,494
per person
Sep 24 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Mary Anne Boutique Hotel USVI

The Mary Anne Boutique Hotel USVI

2.5 out of 5
Price was $1,505, price is now $1,267 per person
$1,267
per person
Oct 1 - Oct 5
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to St. Thomas (STT)
Shibui Cove

Shibui Cove

2 out of 5
Price was $1,419, price is now $1,221 per person
$1,221
per person
Sep 24 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Villa Marina Vista

Villa Marina Vista

4 out of 5
Price was $2,150, price is now $1,867 per person
$1,867
per person
Sep 24 - Sep 28
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Perch at Hawk Hill

The Perch at Hawk Hill

2 out of 5
Price was $1,523, price is now $1,324 per person
$1,324
per person
Sep 24 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Saint Resort

The Saint Resort

3 out of 5
Price was $1,591, price is now $1,390 per person
$1,390
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to St. Thomas (STT)
Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate

3.5 out of 5
Price was $1,672, price is now $1,467 per person
$1,467
per person
Sep 24 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
Price was $1,651, price is now $1,453 per person
$1,453
per person
Sep 24 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)

5-night Water Island vacations

Price found within the past 48 hours. Click for updated prices.
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,184, price is now $994 per person
$994
per person
Oct 8 - Oct 13
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Thomas (STT)
Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
Price was $2,393, price is now $1,893 per person
$1,893
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Mary Anne Boutique Hotel USVI

The Mary Anne Boutique Hotel USVI

2.5 out of 5
Price was $1,613, price is now $1,314 per person
$1,314
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was $1,631, price is now $1,331 per person
$1,331
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $1,602, price is now $1,331 per person
$1,331
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was $1,459, price is now $1,224 per person
$1,224
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $1,417, price is now $1,194 per person
$1,194
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
Price was $1,671, price is now $1,414 per person
$1,414
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Shibui Cove

Shibui Cove

2 out of 5
Price was $1,207, price is now $1,023 per person
$1,023
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Sapphire Village Resort

Sapphire Village Resort

3 out of 5
Price was $1,372, price is now $1,182 per person
$1,182
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Hotel 1829

Hotel 1829

4.5 out of 5
Price was $1,693, price is now $1,462 per person
$1,462
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Villa Marina Vista

Villa Marina Vista

4 out of 5
Price was $2,082, price is now $1,805 per person
$1,805
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to St. Thomas (STT)

6-7 night Water Island vacations

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $1,770, price is now $1,436 per person
$1,436
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
Price was $3,113, price is now $2,351 per person
$2,351
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was $2,014, price is now $1,611 per person
$1,611
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Mary Anne Boutique Hotel USVI

The Mary Anne Boutique Hotel USVI

2.5 out of 5
Price was $2,051, price is now $1,645 per person
$1,645
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $2,045, price is now $1,644 per person
$1,644
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was $1,876, price is now $1,525 per person
$1,525
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Crystal Cove Beachfront Pool Tennis

Crystal Cove Beachfront Pool Tennis

3 out of 5
Price was $2,487, price is now $2,032 per person
$2,032
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel

3.5 out of 5
Price was $2,260, price is now $1,895 per person
$1,895
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,804, price is now $1,520 per person
$1,520
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
The Saint Resort

The Saint Resort

3 out of 5
Price was $2,021, price is now $1,709 per person
$1,709
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Thomas (STT)
Aqua

Aqua

3 out of 5
Price was $2,100, price is now $1,778 per person
$1,778
per person
Oct 10 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to St. Thomas (STT)
View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach

3.5 out of 5
Price was $2,368, price is now $2,006 per person
$2,006
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Thomas (STT)

Flight deals to Water Island

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Sep 20 - Sat, Sep 26
FLL
Fort Lauderdale
STT
St. Thomas
$360 Roundtrip, found 1 day ago
$360
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 20 from Fort Lauderdale to St. Thomas, returning Sat, Sep 26, priced at $360 found 1 day ago
Tue, Jan 12 - Thu, Jan 21
JFK
New York
STT
St. Thomas
$371 Roundtrip, found 1 day ago
$371
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jan 12 from New York to St. Thomas, returning Thu, Jan 21, priced at $371 found 1 day ago
Sat, Oct 31 - Wed, Nov 4
EWR
New York
STT
St. Thomas
$376 Roundtrip, found 4 days ago
$376
Roundtrip
found 4 days ago
Select United flight, departing Sat, Oct 31 from New York to St. Thomas, returning Wed, Nov 4, priced at $376 found 4 days ago

Top rated hotels for your Water Island vacation

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
1.92 mi from city center
$336 nightly
The price is $378 total per night
$378 total
Sep 7 - Sep 8
Total with taxes and fees
With a stay at The Westin St. Thomas Beach Resort & Spa in St. Thomas, you'll be in the entertainment district, within a 10-minute drive of Bolongo Bay and Frenchman's Bay.
Pool
Spa
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
2.24 mi from city center
$203 nightly
The price is $228 total per night
$228 total
Sep 22 - Sep 23
Total with taxes and fees
With a stay at Bluebeard's Castle Resort in St. Thomas, you'll be within a 15-minute drive of Bolongo Bay and Magens Bay Beach.
Pool
Hot Tub
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
5.71 mi from city center
Get rates
Located in St. Thomas, Margaritaville Vacation Club - St. Thomas is in a rural location, a 3-minute drive from Coki Point Beach and 6 minutes from Sapphire Beach.
Pool
Parking included
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.