Cheap Vacations in Island Harbour

Choose two or more items and save on your trip:

3-night Island Harbour vacations

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 $1,951, price is now $1,767 per person
$1,767
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $3,024, price is now $2,486 per person
$2,486
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was $3,156, price is now $2,769 per person
$2,769
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $3,095, price is now $2,736 per person
$2,736
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,207, price is now $1,966 per person
$1,966
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,418, price is now $2,154 per person
$2,154
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Price was $4,180, price is now $3,750 per person
$3,750
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $2,081, price is now $1,870 per person
$1,870
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Price was $2,777, price is now $2,503 per person
$2,503
per person
Jun 12 - Jun 15
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $2,141, price is now $1,947 per person
$1,947
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $2,766, price is now $2,531 per person
$2,531
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Price was $2,437, price is now $2,248 per person
$2,248
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

4-night Island Harbour vacations

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,024, price is now $921 per person
$921
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was $2,707, price is now $2,161 per person
$2,161
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $4,521, price is now $3,801 per person
$3,801
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $2,420, price is now $2,062 per person
$2,062
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Price was $3,390, price is now $3,027 per person
$3,027
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,601, price is now $1,435 per person
$1,435
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,279, price is now $1,162 per person
$1,162
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $1,453, price is now $1,327 per person
$1,327
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $2,804, price is now $2,596 per person
$2,596
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Price was $4,179, price is now $3,888 per person
$3,888
per person
Jun 6 - Jun 10
just found
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Price was $6,957, price is now $6,524 per person
$6,524
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $6,491, price is now $6,095 per person
$6,095
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)

5-night Island Harbour vacations

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,147, price is now $959 per person
$959
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Price was $8,219, price is now $7,674 per person
$7,674
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $7,997, price is now $7,470 per person
$7,470
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was $2,754, price is now $2,057 per person
$2,057
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $4,425, price is now $3,378 per person
$3,378
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $2,928, price is now $2,508 per person
$2,508
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,682, price is now $1,461 per person
$1,461
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $2,429, price is now $2,129 per person
$2,129
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $1,539, price is now $1,354 per person
$1,354
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,375, price is now $1,216 per person
$1,216
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $1,958, price is now $1,732 per person
$1,732
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $9,809, price is now $8,823 per person
$8,823
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

6-7 night Island Harbour vacations

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,265, price is now $1,051 per person
$1,051
per person
May 29 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $5,025, price is now $3,097 per person
$3,097
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $6,222, price is now $4,532 per person
$4,532
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,616, price is now $2,149 per person
$2,149
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $5,905, price is now $4,897 per person
$4,897
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $2,387, price is now $1,996 per person
$1,996
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $3,172, price is now $2,658 per person
$2,658
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $2,082, price is now $1,754 per person
$1,754
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $4,847, price is now $4,092 per person
$4,092
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $2,527, price is now $2,174 per person
$2,174
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $9,078, price is now $7,913 per person
$7,913
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Save 100% on your flight
Price was $11,673, price is now $10,210 per person
$10,210
per person
May 23 - May 30
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

Flight deals to Island Harbour

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

Thu, Jun 18 - Mon, Jun 22
MIA
Miami
AXA
The Valley
$630 Roundtrip, found 2 days ago
$630
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jun 18 from Miami to The Valley, returning Mon, Jun 22, priced at $630 found 2 days ago
Sat, Jul 4 - Wed, Jul 8
DCA
Washington
AXA
The Valley
$653 Roundtrip, found 1 day ago
$653
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 4 from Washington to The Valley, returning Wed, Jul 8, priced at $653 found 1 day ago
Tue, Feb 16 - Tue, Feb 23
BOS
Boston
AXA
The Valley
$664 Roundtrip, found 1 day ago
$664
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Feb 16 from Boston to The Valley, returning Tue, Feb 23, priced at $664 found 1 day ago

Top rated hotels for your Island Harbour vacation

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Island Harbour Anguilla
1.05 mi from city center
Get rates
When you stay at this villa in Island Harbour, you'll be by the ocean, within a 5-minute drive of Island Harbor Beach and Scilly Cay.
Kitchen
Washer
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Island Harbour
1.14 mi from city center
Get rates
When you stay at this villa in Island Harbour, you'll be by the ocean, within a 5-minute drive of Island Harbor Beach and Scilly Cay.
Kitchen
Washer
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Island Harbour Anguilla
1 mi from city center
Get rates
When you stay at this villa in Island Harbour, you'll be by the ocean, within a 5-minute drive of Island Harbor Beach and Scilly Cay.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Island Harbour
View all properties
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.