Harbor Island Vacations from $463
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton San Diego Bay Downtown
Downtown San Diego
Save 100% on your flight
Price was $1,232, price is now $637 per person
$637
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (1,520 reviews)
Great location, right by Seaport Village. The valet staff was extremely helpful but note that overnight parking is $70! The front desk staff was also great. Room was spacious with an anteroom separating the bedroom. The daily resort fee was returned as a food & beverage credit and guest also had access to a 1-hour stand up paddle offsite. The daily breakfast and evening hour was decent.
Reviewed on Feb 3, 2026
Paradise Point Resort & Spa
Mission Bay
Save 100% on your flight
Price was $1,152, price is now $607 per person
$607
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.6/10 Excellent! (2,326 reviews)
Clean Rooms, staff very friendly, very relaxing place
Reviewed on Feb 6, 2026
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $1,220, price is now $668 per person
$668
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (1,128 reviews)
Outstanding service
Reviewed on Feb 2, 2026
Shore House at The Del, LXR Hotels & Resorts
Historic Downtown Coronado
Save 100% on your flight
Price was $2,642, price is now $1,531 per person
$1,531
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
9.2/10 Wonderful! (109 reviews)
All was wonderful. Have to say that after making reservations two months in advance m, I was a bit disappointed in where we were placed. I should have said something when we check in but once I got over what I was expecting, the room location was okay but the room itself was over the top. We will go again but be a bit more vocal in our room placement. But this place comes with our strong recommendation to stay.
Reviewed on Dec 12, 2025
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
3 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
$207 nightly
The price is $238 total per night from Feb 8 to Feb 9
$238 total
Feb 8 - Feb 9
Total with taxes and fees
8.2/10 Very Good! (3,302 reviews)
clean rooms
Reviewed on Feb 3, 2026
Bay Club Hotel & Marina
2131 Shelter Island Dr San Diego CA
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $162 total per night from Feb 24 to Feb 25
$162 total
Feb 24 - Feb 25
Total with taxes and fees
9/10 Wonderful! (3,354 reviews)
Clean and comfortable room with a nice view of the marina and the water. Excellent breakfast as well.
Reviewed on Feb 4, 2026
Hard Rock Hotel San Diego
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $308 total per night from Feb 8 to Feb 9
$308 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (3,287 reviews)
Room was very clean and luxurious
Reviewed on Feb 5, 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
4.5/5(3,565 reviews)
See nature up-close and personal at one of the country’s largest and most educational zoos.
San Diego Convention Center
4.5/5(1,297 reviews)
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
4.5/5(2,386 reviews)
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: Museum of Illusions Entry Ticket
$35
per adult
80% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
$71
per adult
88% 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.