Harbor Island Vacations from ¥346,626

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Harbor Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Urban Boutique Hotel

Urban Boutique Hotel

Downtown San Diego
¥346,626
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (1,245 reviews)
Location couldn’t be more fun. Mattress was very good. Decoration a bit boring.

Reviewed on Aug 21, 2026

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
¥479,187
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9.2/10 Wonderful! (174 reviews)
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

Downtown San Diego
¥369,166
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9/10 Wonderful! (1,466 reviews)
The worst check in and check out process I’ve ever experience. I was told multiple times to come back and my room would be ready but was not. I wasted time waiting around to check in. If they would have been up front with me in the first place I would have went exploded instead of sticking around. I was not the only person in this situation but I believe others had it worse. People were in the lobby with suitcases open trying to get ready for their event. I understand they were booked so it had taken extra time to clean all the rooms but for the price people pay to stay there, you would think planning ahead in those situations with more staff would be a reasonable ask. The stay went fine after all of that but at check out I was told to “hold on” by the front desk clerk in the middle of talking so she could call someone on her cell. I let her do her thing and was just brushed off and told they have my card so they will just charge it. It would have taken a minute to just finish with me and proceed on what she needed to do. I would like to mentions that the maintenance guy that came to fix out tv was the only pleasant and prompt staff I came in contact with my whole stay. First and last time I will stay at a margaritaville.

Reviewed on Aug 21, 2026

Ocean Park Inn

Ocean Park Inn

Pacific Beach
¥404,725
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9.4/10 Exceptional! (1,012 reviews)
Kona Kai San Diego

Kona Kai San Diego

Point Loma
¥417,054
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.2/10 Very Good! (1,001 reviews)
When you stay at Kona Kai make sure you stay on the newer side the other side is dirty lamp was so dirty smells wierd also. The suites are the way to go!

Reviewed on Aug 20, 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
A grand building with a central fountain, palm trees, and a flag.

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.

A pier extending into calm waters with people on it and a sandy beach with seaweed and a few individuals.

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.

A sandy beach with a lifeguard tower, ocean waves, and people in the distance.

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.

A lively street scene with outdoor seating at various bars and restaurants, including 'The Field' and 'Sloppy Joe's'.

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.

An aerial view of a coastal city with a marina, a large body of water, and a peninsula with buildings.

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 Mission and Pacific Beaches are top sights worth seeing.

Harbor Island Hotel Deals

Sheraton San Diego Resort

Sheraton San Diego Resort

1380 Harbor Island Dr San Diego CA
Fully refundableReserve now, pay when you stay
¥24,051
¥35,648 total
Sep 6 - Sep 7
includes taxes & fees
8.6/10 Excellent! (3,668 reviews)
"This is a beautiful property with an abundant of activities."

Reviewed on Aug 21, 2026

Sheraton San Diego Resort
Paradise Point Resort & Spa

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
¥33,129
¥46,493 total
Sep 8 - Sep 9
includes taxes & fees
Paradise Point Resort & Spa
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA
Fully refundableReserve now, pay when you stay
¥29,884
¥43,311 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (2,811 reviews)
"Reserved for a king bed. Upon arrival I Received room keys and we noticed double beds. Spoke to guest services and they advise they were out of King rooms. No comunicación from the first staff that checked us in. They advise they will waive parking fee. They still charged my card for parking."

Reviewed on Aug 21, 2026

Manchester Grand Hyatt San Diego
See all 8,514 properties in Harbor Island
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 Padres Baseball Game at Petco Park

San Diego Padres Baseball Game at Petco Park

¥7,630
per adult
San Diego Padres Baseball Game at Petco Park
San Diego City Lights Night Tour

San Diego City Lights Night Tour

¥7,821
per adult
96% of travellers recommend
San Diego City Lights Night Tour
See all activities in San Diego

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.