Harbor Island Vacations from $291
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.
Outsite San Diego - Golden Hill
Golden Hill
Save 100% on your flight
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8/10 Very Good! (10 reviews)
My room was so convenient from the front door, nice kitchen and washer and dryer. There was one guest that didn't like me,
Reviewed on Jul 5, 2025
The Sofia Hotel
Downtown San Diego
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.4/10 Very Good! (1,488 reviews)
Our room was way too small and I was less than pleased with the amenities charge, especially since there wasn’t even a pool. Staff was exceptionally nice.
Reviewed on Jul 14, 2025
Kona Kai San Diego
Point Loma
Save 100% on your flight
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.4/10 Very Good! (1,004 reviews)
The cost of the rooms plus the resort fees are NOT worth the hype. If you’re doing all the touristy attractions you spend little time at the resort. Would not stay here again.
Reviewed on Jul 13, 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
$205 nightly
The price is $236 total per night from Jul 21 to Jul 22
$236 total
Jul 21 - Jul 22
Total includes taxes and fees
8/10 Very Good! (2,815 reviews)
"I would go back"
Reviewed on Jul 14, 2025
Hilton San Diego Airport/Harbor Island
1960 Harbor Island Drive, San Diego, CA
$169 nightly
The price is $194 total per night from Jul 27 to Jul 28
$194 total
Jul 27 - Jul 28
Total includes taxes and fees
8.8/10 Excellent! (1,166 reviews)
"Nice place to stay and relax. Met up with friend. Close to restaurants and PetCo Park."
Reviewed on Jul 11, 2025
Handlery Hotel
950 Hotel Cir N, San Diego, CA
$111 nightly
The price is $128 total per night from Jul 21 to Jul 22
$128 total
Jul 21 - Jul 22
Total includes taxes and fees
8/10 Very Good! (1,864 reviews)
"Nice experience"
Reviewed on Jul 12, 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.
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.
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.
Things to do
San Diego City Lights Night Tour
$46
per adult
96% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
$124
per adult
86% 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.