Harbor Island Vacations from $200
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hyland Inn Near Legoland
Olde Carlsbad
Save 100% on your flight
Price was $371, price is now $200 per person
$200
per person
Mar 27 - Mar 31
found 24 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
7.6/10 Good! (1,002 reviews)
I had a nice remodeled room. Looked modern. Comfortable bed.
Reviewed on Jan 18, 2026
The Sofia Hotel
Downtown San Diego
Save 100% on your flight
Price was $1,118, price is now $512 per person
$512
per person
Feb 24 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Overall everything was great!! From arriving to leaving. Even my son and his girlfriend stayed at the hotel and they loved it
Reviewed on Jan 19, 2026
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $1,112, price is now $641 per person
$641
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
9/10 Wonderful! (1,128 reviews)
Fun atmosphere and refreshing change of scenery. Staff was helpful and location is outstanding.
Reviewed on Jan 13, 2026
Paradise Point Resort & Spa
Mission Bay
Save 100% on your flight
Price was $1,921, price is now $1,147 per person
$1,147
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
8.6/10 Excellent! (2,326 reviews)
Clean rooms, friendly staff, and a beautiful view all around..
Reviewed on Jan 18, 2026
Hyatt Vacation Club at The Welk, San Diego Area
Lawrence Welk Resort Village
Save 100% on your flight
Price was $1,640, price is now $998 per person
$998
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
8.2/10 Very Good! (1,508 reviews)
Great location to stay and get away
Reviewed on Jan 17, 2026
Where to stay in Harbor Island
Find the best Harbor Island areas and neighborhoods for the activities you enjoy most. Learn more about Harbor Island
Downtown San Diego
4 out of top 10 points of interest in this area
4.5/5(8,497 area reviews)
Cultural and financial hub, Downtown San Diego boasts the Symphony, Opera, theaters, museums, and historic sites like Gaslamp Quarter. Enjoy diverse shops, dining, nightlife, and convenient public transport options.
Harbor Island Hotel Deals
Sheraton San Diego Resort
1380 Harbor Island Dr San Diego CA
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $273 total per night from Jan 23 to Jan 24
$273 total
Jan 23 - Jan 24
Total with taxes and fees
8.2/10 Very Good! (3,236 reviews)
Very nice room
Reviewed on Jan 13, 2026
Hard Rock Hotel San Diego
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $274 total per night from Jan 20 to Jan 21
$274 total
Jan 20 - Jan 21
Total with taxes and fees
8.8/10 Excellent! (3,218 reviews)
Great
Reviewed on Jan 13, 2026
Courtyard by Marriott San Diego Downtown Little Italy
1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $176 total per night from Jan 25 to Jan 26
$176 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (237 reviews)
i had an early check-in and received an upgraded room!! amazing staff!
Reviewed on Jan 12, 2026
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.
Discover the most popular places to visit in Harbor Island
San Diego Zoo
See nature up-close and personal at one of the country’s largest and most educational zoos.
San Diego Convention Center
Whether you come for Comic-Con or a medical convention, this huge gathering place in the Marina District of San Diego will more than satisfy your needs.
Mission Bay
Mingle with eccentric locals at bohemian beaches, soak up the sun on a Jet Ski and fish from marshy islands at San Diego’s premier water park.
Things to do
San Diego Whale Watching & Dolphin Cruise
$71
per adult
86% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
$55
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.