Harbor Island Vacations from $397
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton San Diego Bay Downtown
Downtown San Diego
Save 100% on your flight
Price was $658, price is now $397 per person
$397
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (1,520 reviews)
Everything was good.. parking was expensive but it’s downtown. It was the typical Embassy suites stay. Clean and free breakfast.
Reviewed on Feb 9, 2026
The Sofia Hotel
Downtown San Diego
Price was $1,197, price is now $492 per person
$492
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Everything was perfect from the customer service which was impeccable. They went above and beyond. The room was very spacious for a family of five. I will definitely come back and book this room.
Reviewed on Feb 9, 2026
Hyatt Vacation Club at The Welk, San Diego Area
Lawrence Welk Resort Village
Save 100% on your flight
Price was $802, price is now $447 per person
$447
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.2/10 Very Good! (1,508 reviews)
Everything was amazing great service
Reviewed on Feb 8, 2026
The Beau Downtown San Diego Gaslamp Quar
Downtown San Diego
Save 100% on your flight
Price was $1,160, price is now $691 per person
$691
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.8/10 Excellent! (535 reviews)
Room was clean,loved the high ceilings and the the staff was courteous.
Reviewed on Feb 7, 2026
Paradise Point Resort & Spa
Mission Bay
Save 100% on your flight
Price was $1,162, price is now $726 per person
$726
per person
Mar 20 - Mar 25
found 2 days ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.6/10 Excellent! (2,326 reviews)
Room was spotless and exactly as pictured. Tidal restaurant was 10 out of 10! The pools, grounds, beach, all were amazing for relaxation. Location was easy access to everything. Highly recommend!
Reviewed on Feb 10, 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
Paradise Point Resort & Spa
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $255 total per night from Mar 1 to Mar 2
$255 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
Hard Rock Hotel San Diego
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $294 total per night from Feb 12 to Feb 13
$294 total
Feb 12 - Feb 13
Total with taxes and fees
8.8/10 Excellent! (3,295 reviews)
Beautiful stay
Reviewed on Feb 10, 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
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: 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.