Harbor Island Vacations from $338
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Quiet Mind Mountain Lodge, Retreat and Spa
Price was $638, price is now $338 per person
$338
per person
Jan 22 - Jan 28
found 12 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.2/10 Wonderful! (558 reviews)
The room was nice, the staff ( Sara) was very helpful and courteous
Reviewed on Dec 11, 2025
The Sofia Hotel
Downtown San Diego
Save 100% on your flight
Price was $739, price is now $380 per person
$380
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Downtown any city is not my favorite. I’m happy I did not let this deter me from booking this hotel. We loved the room! We were all very comfortable (2 adults, 3 teens, and large dog). The shower did not get hot and the water would be all over the bathroom floor no matter what we did. We were put in an accessible room. Though not needed, it was a very nice room and the shower could easily accommodate a wheelchair without additional assistance.
There also was not any vegan creamer for the Nespresso (but this is something I'm used to). The gym was very nice. They also have a nice yoga studio. I love how dog friendly they were. And there is a grassy area not too far. There’s great food options close by, but if you want quick, there’s a corner bakery and chipotle across the street. And a panera not too far. Parking was easy. We did the LAZ self parking at a discount. Valet was also offered for a little more. There wasnt any EV charging at the LAZ and I’m unsure about valet. Overall, I really like this hotel and would stay again.
Reviewed on Dec 15, 2025
Los Bungalows
Save 100% on your flight
Price was $1,034, price is now $638 per person
$638
per person
Mar 7 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to San Diego (SAN)
8.2/10 Very Good! (498 reviews)
Great experience overall with no complaints! The room was very spacious and nice, and was spotless when we arrived. The parking was very conveniently located on property and the location to the beach was perfect, it's literally across the small road across from the property. The dishes, glasses and toiletries provided were sufficient and we definitely plan on staying again. I've noticed some complaints in some reviews about the contactless check in process being tedious and I assure you it's not. They are in communication with you the whole time and as long as you follow the very simple instructions there are absolutely zero issues, and if you need anything at all there is a text number you can reach out to and they are very very responsive. We definitely will return to this property again when visiting this location!
Reviewed on Dec 15, 2025
Sentral Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $710, price is now $443 per person
$443
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
9.2/10 Wonderful! (547 reviews)
A big shout out to Ray at the front desk, Thank you for being helpful and friendly! That said the mattress was a little too soft for my back. My wife loved the mattress however .
Reviewed on Dec 15, 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
$143 nightly
The price is $165 total per night from Jan 6 to Jan 7
$165 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.2/10 Very Good! (3,174 reviews)
Close to the airport. Very nice hotel. Easy uber to the city.
Reviewed on Dec 13, 2025
Hilton San Diego Airport/Harbor Island
1960 Harbor Island Drive San Diego CA
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $188 total per night from Dec 22 to Dec 23
$188 total
Dec 22 - Dec 23
Total with taxes and fees
8.8/10 Excellent! (1,225 reviews)
The room was perfect. Roomy, modern, clean and it came with an inspirational view of San Diego Harbor.
Reviewed on Dec 1, 2025
Lafayette Hotel & Club
2223 El Cajon Blvd San Diego CA
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $263 total per night from Dec 29 to Dec 30
$263 total
Dec 29 - Dec 30
Total with taxes and fees
9.2/10 Wonderful! (1,329 reviews)
The hotel is big on charm and decor. It was in 1937 and the guest rooms haven’t been enlarged or highly modernized. What they did get is a big dash of kitsch. Clashing wall paper, canopied beds, retro appliances, and a huge room bar (you pay per drink). We took a second floor poolside room with a ...
Reviewed on Dec 11, 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
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 Whale Watching & Dolphin Cruise
$64
per adult
86% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
$55
per adult
94% of travellers recommend
San Diego: 3 Hour Whale Watching Cruise
$32
per adult
100% 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.