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
The Sofia Hotel
Hyatt Vacation Club at The Welk, San Diego Area
Kona Kai San Diego
Barsala City Villas

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

Harbor Island Hotel Deals

Sheraton San Diego Resort
Sheraton San Diego Resort
4 out of 5
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

Sheraton San Diego Resort
Hilton San Diego Airport/Harbor Island
Hilton San Diego Airport/Harbor Island
3.5 out of 5
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

Hilton San Diego Airport/Harbor Island
Handlery Hotel
Handlery Hotel
3.5 out of 5
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

Handlery Hotel
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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.