Harbor Island Vacations from $217
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Hyland Inn Near Legoland
Olde Carlsbad
Save 100% on your flight
Price was $386, price is now $217 per person
$217
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
7.6/10 Good! (1,002 reviews)
I had a nice remodeled room. Looked modern. Comfortable bed.
Reviewed on Jan 18, 2026
The Sofia Hotel
Downtown San Diego
Save 100% on your flight
Price was $1,133, price is now $563 per person
$563
per person
Mar 29 - Apr 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Clean room. Nice staff. Excellent location. Convenient parking but pricey parking.
Reviewed on Jan 21, 2026
Paradise Point Resort & Spa
Mission Bay
Save 100% on your flight
Price was $1,108, price is now $667 per person
$667
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.6/10 Excellent! (2,326 reviews)
I was blow away by the location and vibe of this property. Tropical little cabanas, a lovely little bay right outside our door, great restaurants, super close to Sea World. 10/10, highly recommend.
Reviewed on Jan 22, 2026
Coronado Beach Resort
Historic Downtown Coronado
Save 100% on your flight
Price was $786, price is now $502 per person
$502
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (742 reviews)
We love staying at this hotel, the only complaint I have is you can hear the people above you stomping around and running water all of the time. The staff are friendly and go out of their way for you, great service.
Reviewed on Jan 22, 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
$237 nightly
The price is $273 total per night from Jan 23 to Jan 24
$273 total
Jan 23 - Jan 24
Total with taxes and fees
8.2/10 Very Good! (3,255 reviews)
I stayed in one of the newly-remodeled rooms overlooking the pool/bay in the Marina Tower. Really lovely and the room was exceptionally well-appointed. Great view! The staff was also accomodating with arranging a day-rate for use of the room since I wasn't flying out until the evening. Would absolutely ...
Reviewed on Jan 19, 2026
Hard Rock Hotel San Diego
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $274 total per night from Jan 23 to Jan 24
$274 total
Jan 23 - Jan 24
Total with taxes and fees
8.8/10 Excellent! (3,251 reviews)
Clean room
Reviewed on Jan 20, 2026
Courtyard by Marriott San Diego Downtown Little Italy
1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $187 total per night from Feb 22 to Feb 23
$187 total
Feb 22 - Feb 23
Total with taxes and fees
8.8/10 Excellent! (270 reviews)
Nice room. Great location
Reviewed on Jan 20, 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
See nature up-close and personal at one of the country’s largest and most educational zoos.
San Diego Convention Center
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
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 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
San Diego: Luggage Storage in Marina
$9
per adult
80% of travellers recommend
Explore a world of travel with Expedia
- Flights to San Diego
- Flights from San Francisco (SFO) to San Diego (SAN)
- Flights from Seattle (SEA) to San Diego (SAN)
- Flights from Phoenix (PHX) to San Diego (SAN)
- Flights from New York (JFK) to San Diego (SAN)
- Flights from Las Vegas (LAS) to San Diego (SAN)
- Flights from Chicago (ORD) to San Diego (SAN)
- Flights from Dallas (DFW) to San Diego (SAN)
- Flights from San Jose (SJC) to San Diego (SAN)
- Flights from Los Angeles (LAX) to San Diego (SAN)
- Flights from Denver (DEN) to San Diego (SAN)
- Flights from San Diego Intl.
- Flights from Portland (PDX) to San Diego (SAN)
- Flights from Boston (BOS) to San Diego (SAN)
- Flights from Sacramento (SMF) to San Diego (SAN)
- Flights from Houston (IAH) to San Diego (SAN)
- Flights from Salt Lake City (SLC) to San Diego (SAN)
- Flights from Fresno (FAT) to San Diego (SAN)
- Flights from Minneapolis (MSP) to San Diego (SAN)
- Flights from Atlanta (ATL) to San Diego (SAN)
- Flights from Philadelphia (PHL) to San Diego (SAN)
- Flights from Detroit (DTW) to San Diego (SAN)
- Flights from Washington (IAD) to San Diego (SAN)
- Flights from Orlando (MCO) to San Diego (SAN)
- Flights from Honolulu (HNL) to San Diego (SAN)
- Flights from Oakland (OAK) to San Diego (SAN)
- Flights from Austin (AUS) to San Diego (SAN)
- Flights from Charlotte (CLT) to San Diego (SAN)
- Flights from Raleigh (RDU) to San Diego (SAN)
- Flights from Tucson (TUS) to San Diego (SAN)
- Flights from Boise (BOI) to San Diego (SAN)
- Flights from Reno (RNO) to San Diego (SAN)
- Flights from Baltimore (BWI) to San Diego (SAN)
- Flights from Cleveland (CLE) to San Diego (SAN)
- Flights from Kansas City (MCI) to San Diego (SAN)
- Flights from Pittsburgh (PIT) to San Diego (SAN)
- Flights from Tampa (TPA) to San Diego (SAN)
- Flights from Norfolk (ORF) to San Diego (SAN)
- Flights from St. Louis (STL) to San Diego (SAN)
- Flights from Nashville (BNA) to San Diego (SAN)
- Flights from Indianapolis (IND) to San Diego (SAN)
- Flights from Spokane (GEG) to San Diego (SAN)
- Flights from San Antonio (SAT) to San Diego (SAN)
- Flights from Cincinnati (CVG) to San Diego (SAN)
- Flights from Burbank (BUR) to San Diego (SAN)
- Flights from Milwaukee (MKE) to San Diego (SAN)
- Flights from Santa Rosa (STS) to San Diego (SAN)
- Flights from San Luis Obispo (SBP) to San Diego (SAN)
- Flights from Columbus (CMH) to San Diego (SAN)
- Flights from Jacksonville (JAX) to San Diego (SAN)
- Flights from Santa Barbara (SBA) to San Diego (SAN)
- Flights from Hartford (BDL) to San Diego (SAN)
- Flights from Miami (MIA) to San Diego (SAN)
- Flights from Monterey (MRY) to San Diego (SAN)
- Flights from Omaha (OMA) to San Diego (SAN)
- Flights from New Orleans (MSY) to San Diego (SAN)
- Flights from Fort Lauderdale (FLL) to San Diego (SAN)
- Flights from Richmond (RIC) to San Diego (SAN)
- Flights from Oklahoma City (OKC) to San Diego (SAN)
- Flights from Eugene (EUG) to San Diego (SAN)
- Flights from Memphis (MEM) to San Diego (SAN)
- Flights from El Paso (ELP) to San Diego (SAN)
- Flights from Albuquerque (ABQ) to San Diego (SAN)
- Flights from Washington (DCA) to San Diego (SAN)
- Flights from Palm Springs (PSP) to San Diego (SAN)
- Flights from Medford (MFR) to San Diego (SAN)
- Flights from Des Moines (DSM) to San Diego (SAN)
- Flights from Louisville (SDF) to San Diego (SAN)
- Flights from Pasco (PSC) to San Diego (SAN)
- Flights from Vancouver (YVR) to San Diego (SAN)
- Flights from Charleston (CHS) to San Diego (SAN)
- Flights from Tulsa (TUL) to San Diego (SAN)
- Flights from Syracuse (SYR) to San Diego (SAN)
- Flights from Grand Rapids (GRR) to San Diego (SAN)
- Flights from Colorado Springs (COS) to San Diego (SAN)
- Flights from Providence (PVD) to San Diego (SAN)
- Flights from Buffalo (BUF) to San Diego (SAN)
- Flights from Bakersfield (BFL) to San Diego (SAN)
- Flights from Redmond (RDM) to San Diego (SAN)
- Flights from Knoxville (TYS) to San Diego (SAN)
- Flights from Rochester (ROC) to San Diego (SAN)
- Flights from Manila (MNL) to San Diego (SAN)
- Flights from Bozeman (BZN) to San Diego (SAN)
- Flights from Long Beach (LGB) to San Diego (SAN)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.