Harbor Island Vacations from $425
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Paradise Point Resort & Spa
Mission Bay
Save 100% on your flight
Price was $917, price is now $503 per person
$503
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.6/10 Excellent! (2,326 reviews)
Clean Rooms, staff very friendly, very relaxing place
Reviewed on Feb 6, 2026
Pacific View Inn
Pacific Beach
Save 100% on your flight
Price was $940, price is now $558 per person
$558
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
7.8/10 Good! (1,001 reviews)
The room was clean and the staff was amazing. The rooms airflow wasnt the best but otherwise im thankful to book it
Reviewed on Feb 7, 2026
La Jolla Shores Hotel
La Jolla Shores
Save 100% on your flight
Price was $1,175, price is now $756 per person
$756
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.8/10 Excellent! (1,370 reviews)
Maid service was ok. She never took the bar glass out of the room and did not give us a new tissue box...even though we pit the emptyone on top of the tissue container
Reviewed on Jan 23, 2026
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
3 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
$217 nightly
The price is $250 total per night from Mar 6 to Mar 7
$250 total
Mar 6 - Mar 7
Total with taxes and fees
8.2/10 Very Good! (3,311 reviews)
Beautiful views, outstanding location, clean room, and comfy beds
Reviewed on Feb 5, 2026
Hard Rock Hotel San Diego
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $308 total per night from Feb 12 to Feb 13
$308 total
Feb 12 - Feb 13
Total with taxes and fees
8.8/10 Excellent! (3,287 reviews)
Room was very clean and luxurious
Reviewed on Feb 5, 2026
Paradise Point Resort & Spa
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $227 total per night from Mar 1 to Mar 2
$227 total
Mar 1 - Mar 2
Total with taxes and fees
8.6/10 Excellent! (2,402 reviews)
The staff were absolutely incredible!! We loved the hotel, restaurants and amenities!
Reviewed on Feb 7, 2026
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: Museum of Illusions Entry Ticket
$35
per adult
80% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
$71
per adult
88% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
$55
per adult
94% 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.