Harbor Island Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in Harbor Island
Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
Downtown San Diego
per person
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.4/10 Very Good! (1,488 reviews)
Old, parking is a scam and not valet is hard. No one to help with bags upon arrival. Extra charges for worst services and location.
Reviewed on Jul. 24, 2025
Staypineapple, Hotel Z, Gaslamp San Diego
Downtown San Diego
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9.4/10 Exceptional! (1,001 reviews)
Very nice and accommodating staff. Beds and comforters were very comfy. I didn't love the $25 additional daily "amenities" fee for things I would never use though....
Reviewed on Jul. 23, 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
2 out of top 10 points of interest in this area
4.5/5(716 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
The price is CA $189 per night from Aug 25 to Aug 26
CA $189
CA $274 total
Aug 25 - Aug 26
includes taxes & fees
8/10 Very Good! (2,852 reviews)
"Plenty of HC parking, easy to use, One spikey leaf plant next to the walkway, between HC parking and entry doors, needs to be moved or replaced. Both my grandson and myself were stab by the sharp points on the plant. This was our second stay at your hotel and we really enjoyed the facility both times. ..."
Reviewed on Jul. 23, 2025
Hilton San Diego Airport/Harbor Island
1960 Harbor Island Drive, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Aug 24 to Aug 25
CA $232
CA $267 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,175 reviews)
"Only issue I have is you pay that kind of money you want a view of the bay or the harbor not the back of the office."
Reviewed on Jul. 23, 2025
Handlery Hotel
950 Hotel Cir N, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Aug 10 to Aug 11
CA $150
CA $172 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,901 reviews)
"The best part of this place was the fabulous pool. The staff was helpful and pleasant. The room was adequate, but it could use a facelift. Wall paper was warped towards the floor and our sliding door was stuck. Air conditioning worked very well, and the beds were comfortable. I will stay here again. ..."
Reviewed on Jul. 23, 2025
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
During your trip, find out what's happening at San Diego Convention Center, a top convention center in San Diego. Experience the area's fascinating museums and entertainment choices.
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 City Lights Night Tour
CA $63
per adult
96% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
CA $170
per adult
86% 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.