Harbor Island Vacations from ￥285,497
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Urban Boutique Hotel
Downtown San Diego
￥314,956
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (1,247 reviews)
Room is on the smaller side but is perfect for solo travelers. Facility is clean and well maintained. Plenty of good restaurants within walking distance of the hotel.
Reviewed on Oct 13, 2026
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
￥302,304
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9/10 Wonderful! (1,565 reviews)
What a wonderful property!!! Thomas at the 5o’clock Bar was AWESOME! He was so helpful and friendly, especially since I left my phone and he grabbed it for me! We will definitely stay here again to catch a Padres game! Thanks for the wonderful stay!
Reviewed on Oct 14, 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
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.
Pacific Beach
Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.
Gaslamp Quarter
Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.
Mission Beach
Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.
Mission Bay
1 out of top 10 points of interest in this area
If you're spending some time in Mission Bay, Mission Bay and Ski Beach are top sights worth seeing.
Harbor Island Hotel Deals
Sheraton San Diego Resort
1380 Harbor Island Dr San Diego CA
Fully refundableReserve now, pay when you stay
￥21,973
￥33,253 total
Oct 25 - Oct 26
includes taxes & fees
Wyndham San Diego Bayside
1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
￥24,052
￥33,388 total
Oct 22 - Oct 23
includes taxes & fees
Paradise Point Resort & Spa
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
￥32,873
￥46,152 total
Nov 1 - Nov 2
includes taxes & 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.
Things to do
San Diego Whale Watching & Dolphin Cruise
￥11,138
per adult
88% of travellers recommend
San Diego City Lights Night Tour
￥7,497
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.