Harbor Island Vacations from $469
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Margaritaville Hotel San Diego Gaslamp Quarter
Aug 28 - Sep 1Margaritaville Hotel San Diego Gaslamp Quarter + Flight
Downtown San Diego4 nights4.0 star property9.0/10 - Wonderful (1,443 reviews)"We asked for daily housekeeping and think that’s totally reasonable for the price per night. Drinks and food are expensive. We went 1 block over to the CVS and bought bottled water and snacks. Restaurants nearby have great happy hour deals on food and drinks and they were better."Reviewed July 23, 2026Roundtrip • Denver (DEN) - San Diego (SAN)DEN - SAN • Nonstop SAN - DEN • Nonstop - The Sofia Hotel
Sep 26 - Oct 2The Sofia Hotel + Flight
Downtown San Diego6 nights3.5 star property8.6/10 - Excellent (2,409 reviews)"The location was great, the staff were extremely helpful, and the room was very comfortable."Reviewed July 24, 2026Roundtrip • Denver (DEN) - San Diego (SAN)DEN - SAN • Nonstop SAN - DEN • Nonstop$1,319$577found 1 day agoper traveler - Paradise Point Resort & Spa
Aug 28 - Sep 1Paradise Point Resort & Spa + Flight
Mission Bay4 nights4.0 star property8.8/10 - Excellent (2,759 reviews)"Love the separate bungalows and my dog loved playing in the bay water."Reviewed July 24, 2026Roundtrip • Denver (DEN) - San Diego (SAN)DEN - SAN • Nonstop SAN - DEN • Nonstop - Guesthouse Hotel at La Valle
Sep 26 - Oct 2Guesthouse Hotel at La Valle + Flight
Rancho Santa Fe6 nights4.5 star property9.2/10 - Wonderful (174 reviews)Roundtrip • Denver (DEN) - San Diego (SAN)DEN - SAN • Nonstop SAN - DEN • Nonstop - Los Bungalows
Sep 26 - Oct 2Los Bungalows + Flight
Imperial Beach6 nights2.5 star property8.2/10 - Very Good (546 reviews)"Difficulty for check in "Reviewed July 23, 2026Roundtrip • Denver (DEN) - San Diego (SAN)DEN - SAN • Nonstop SAN - DEN • Nonstop
What to do near Harbor Island
San Diego Whale Watching & Dolphin Cruise
$71
per adult
88% of travelers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
$57
per adult
94% of travelers recommend
Harbor Island Hotel Deals
Hilton San Diego Airport/Harbor Island
Hilton San Diego Airport/Harbor Island3.5 star property
Harbor Island
8.8 out of 10, Excellent, (1,204 reviews)
8.8/10
Excellent
(1,204 reviews)
"I just wanted to say thank you for the excellent service during my stay. The staff was friendly, professional, and always willing to help. Everyone made me feel welcome, and I truly appreciated the outstanding hospitality. I had a wonderful experience and would gladly stay here again."
$171 nightly
The price is $197
$197 total
Aug 2 - Aug 3
Total with taxes and fees
8.4 out of 10, Very Good, (3,599 reviews)
8.4/10
Very Good
(3,599 reviews)
$191 nightly
The price is $220
$220 total
Aug 23 - Aug 24
Total with taxes and fees
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.
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.