Harbor Island Vacations from $296
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Los Bungalows
Save 100% on your flight
Price was $529, price is now $296 per person
$296
per person
Mar 29 - Apr 1
found 18 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (498 reviews)
Room was clean. A little small, but didn’t spend all that much time in the room other than to sleep. View was beautiful. Pier nearby. Great food just down the street. Not far from anything.
Reviewed on Dec 23, 2025
Hyatt Vacation Club at The Welk, San Diego Area
Lawrence Welk Resort Village
Save 100% on your flight
Price was $689, price is now $356 per person
$356
per person
Mar 19 - Mar 24
found 19 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (1,508 reviews)
The place is beautiful.
Reviewed on Dec 31, 2025
City24 Hotel Little Italy Mission Hills
Middletown
Save 100% on your flight
Price was $1,211, price is now $697 per person
$697
per person
Feb 10 - Feb 15
found 15 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.6/10 Exceptional! (101 reviews)
Undervalued property in such a good location as long as you don’t mind the freeway and place noise but to me the pros of the property easily outweigh it.
Reviewed on Dec 24, 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
4 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
$180 nightly
The price is $207 total per night from Jan 6 to Jan 7
$207 total
Jan 6 - Jan 7
Total with taxes and fees
8.2/10 Very Good! (3,197 reviews)
VERY NICE
Reviewed on Jan 3, 2026
Bay Club Hotel & Marina
2131 Shelter Island Dr San Diego CA
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $159 total per night from Jan 28 to Jan 29
$159 total
Jan 28 - Jan 29
Total with taxes and fees
9/10 Wonderful! (3,252 reviews)
Helpful staff, great services at the restaurant and comfortable room.
Reviewed on Jan 4, 2026
Courtyard by Marriott San Diego Downtown Little Italy
1646 Front St San Diego CA
Fully refundable
$124 nightly
The price is $144 total per night from Jan 6 to Jan 7
$144 total
Jan 6 - Jan 7
Total with taxes and fees
8.8/10 Excellent! (158 reviews)
Room was nice great view
Reviewed on Dec 31, 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
$71
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: Luggage Storage in Marina
$9
per adult
80% 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.