Harbor Island Vacations from $487
Book a Hotel + Flight or Car together to unlock savings
The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
Downtown San Diego
Save 100% on your flight
Price was $863, price is now $487 per person
$487
per person
Nov 10 - Nov 15
found 10 hours ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.4/10 Very Good! (1,536 reviews)
Overall it’s a cute hotel, this is our second time booking
Reviewed on Aug 23, 2025
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $1,156, price is now $652 per person
$652
per person
Nov 10 - Nov 15
found 10 hours ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
9/10 Wonderful! (993 reviews)
Neighborhood was great!+++
Reviewed on Aug 23, 2025
Sand Castle Inn
Save 100% on your flight
Price was $873, price is now $499 per person
$499
per person
Nov 2 - Nov 8
found 4 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (477 reviews)
Wasn't looking for anything fancy; this was just right. And right across the street from the beach!
Reviewed on Jul 21, 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(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
$158 nightly
The price is $182 total per night from Aug 31 to Sep 1
$182 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (2,941 reviews)
"Could have better dining options."
Reviewed on Aug 21, 2025
Hilton San Diego Airport/Harbor Island
1960 Harbor Island Drive, San Diego, CA
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $194 total per night from Aug 31 to Sep 1
$194 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (1,179 reviews)
"Staff is polite and professional , View was very nice"
Reviewed on Aug 21, 2025
Handlery Hotel
950 Hotel Cir N, San Diego, CA
$93 nightly
The price is $107 total per night from Aug 25 to Aug 26
$107 total
Aug 25 - Aug 26
Total with taxes and fees
8/10 Very Good! (1,982 reviews)
"$24 to park in their own parking lot is an insane ask. They don’t even maintain the lot. I’ve been staying here for years and it has only gotten worse and the price of parking doubled"
Reviewed on Aug 21, 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
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 Explorer Pass: Save up to 50 Percent - Includes USS Midway
$124
per adult
88% of travellers recommend
San Diego Sunset Cruise from Mission Bay
$40
per adult
80% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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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.