Harbor Island Vacations from $325

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The Latest Harbor Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Los Bungalows

Los Bungalows

Save 100% on your flight
$325
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (546 reviews)
We rented a unit with a seperate bedroom so we could have privacy but the door to the bedroom couldn't be closed because there was no a/c to that bedroom and the oscillating fan was broken. We were thankful for the a/c because the area was experiencing unusually high temps while we were there. The front door was damaged upon check in, which was concerning. There were little things like this that were disappointing, the staff did acknowledge my concerns but no other action was taken. The building seemed older and the balcony needed some repair. The location was excellent! And included parking!

Reviewed on Aug 4, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
Save 100% on your flight
$594
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,428 reviews)
Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
Save 100% on your flight
$2,484
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.2/10 Wonderful! (169 reviews)
Coronado Beach Resort

Coronado Beach Resort

Historic Downtown Coronado
Save 100% on your flight
$401
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (808 reviews)
I had a smoke detector die in my room and start beeping around 8 at night. I called the front desk, they said maintenance was gone and they didn't know what to do. They first told me to take the battery out. I refused as I was not physically able to climb on the chair and reach the detector. Furthermore, it seems like a poor idea to instruct your guests to remove the batteries from safety equipment. I called again and pressed for an answer. They said there would be someone coming at 11 pm who could assist me and that they would call. By 11 :15 no one called so I rang the front desk again and they new staff had no idea what I was talking about but thankfully came to resolve the issue after about 20 minutes. No one offered to comp anything to address the issue. The first person I talked to was rude and unconcerned. The room itself was dirty, and paying the 500 dollars a night that I did, did not meet the standard I would expect. The front desk was often unmanned, the rooms were outdated, and plain the shuttle service offered by the hotel was not described to me at check in and they attempted to charge me for parking 3 separate times despite me having no car and writing as much on their check in forms. I stayed 2 nights and would consider it a disappointing experience at a quarter of the price. Shout out to the evening shift guy who came to help me. Everyone else, ranged from rude to indifferent. Indifference is inoffensive at 100 a night not 500.

Reviewed on Aug 1, 2026

Murrieta Hot Springs Resort

Murrieta Hot Springs Resort

Murrieta Hot Springs
Save 100% on your flight
$1,091
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
8.6/10 Excellent! (605 reviews)

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 Ski Beach 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
$169 nightly
$194 total
Aug 23 - Aug 24
Total with taxes and fees
8.4/10 Very Good! (3,647 reviews)
"Breakfast was a bit pricey but good selection and service. We liked freshness of products and 5 star to chef, and server."

Reviewed on Aug 7, 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
$269 nightly
$309 total
Sep 7 - Sep 8
Total with taxes and 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
$216 nightly
$250 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (2,775 reviews)
"It’s the a top hotel in San Diego with great views."

Reviewed on Aug 7, 2026

Manchester Grand Hyatt San Diego
See all 8,549 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

$44
per adult
San Diego Padres Baseball Game at Petco Park
San Diego Afternoon Sail

Spectacular Afternoon Sail on San Diego Bay

$96
per adult
Spectacular Afternoon Sail on San Diego Bay
See all activities in San Diego

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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.