Harbor Island Vacations from $379
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Save up to $1,045 when you book a flight and hotel together*
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Riviera Oaks Resort
San Diego Country Estates
Save 100% on your flight
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.6/10 Exceptional! (1,000 reviews)
I love this place it is clean large suites just cant say enough good things about it
Reviewed on Jun 30, 2025
Club Wyndham Harbour Lights
Downtown San Diego
Save 100% on your flight
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (195 reviews)
Outstanding customer service, room was excellent, valet parking was outstanding. 5 stars.
Reviewed on Apr 27, 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
$214 nightly
The price is $246 total per night from Jul 7 to Jul 8
$246 total
Jul 7 - Jul 8
Total includes taxes and fees
8/10 Very Good! (2,764 reviews)
"Awesome stay!"
Reviewed on Jun 27, 2025
Wyndham San Diego Bayside
1355 N Harbor Drive, San Diego, CA
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $205 total per night from Jul 7 to Jul 8
$205 total
Jul 7 - Jul 8
Total includes taxes and fees
8.2/10 Very Good! (5,713 reviews)
"Great location, parking is expensive but overall nice place"
Reviewed on Jun 28, 2025
Marriott Marquis San Diego Marina
333 W Harbor Dr, San Diego, CA
Fully refundableReserve now, pay when you stay
$278 nightly
The price is $323 total per night from Jul 2 to Jul 3
$323 total
Jul 2 - Jul 3
Total includes taxes and fees
9/10 Wonderful! (1,729 reviews)
"Parking rate seemed exorbitant. Bed was too firm."
Reviewed on Jun 28, 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 Explorer Pass: Save up to 50 Percent - Includes USS Midway
$124
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.