Harbor Island Vacations from $537
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The Latest Harbor Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Shore House at The Del, LXR Hotels & Resorts
Historic Downtown Coronado
$1,442
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
9.2/10 Wonderful! (177 reviews)
Beautiful property! Very kind staff, always attentive!
Reviewed on Sep 18, 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.
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.
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 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
1380 Harbor Island Dr San Diego CA
$213 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (3,688 reviews)
"Specifically the check-in staff was super helpful upon arrival !"
Reviewed on Sep 18, 2026
Hilton San Diego Airport/Harbor Island
1960 Harbor Island Drive San Diego CA
Fully refundableReserve now, pay when you stay
$180 nightly
$206 total
Sep 27 - Sep 28
Total with taxes and fees
Handlery Hotel
950 Hotel Cir N San Diego CA
Fully refundableReserve now, pay when you stay
$111 nightly
$128 total
Sep 21 - Sep 22
Total with taxes and fees
8.4/10 Very Good! (2,924 reviews)
"No ac"
Reviewed on Sep 19, 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.
Things to do
San Diego Whale Watching & Dolphin Cruise
$71
per adult
88% of travellers recommend
San Diego: Luggage Storage in Marina
$11
per adult
80% of travellers recommend
Explore a world of travel with Expedia
- Museum of Photographic Arts
- Point Loma Vacations
- Casa de Estudillo
- San Diego Zoo
- Copley Symphony Hall
- Downtown San Diego Vacations
- San Diego Mormon Temple
- Coronado Shopping Plaza Shopping Center
- Coronado Beach
- North Park Vacations
- San Diego Automotive Museum
- La Jolla Shores Park
- San Diego City College
- Belmont Park
- Port of San Diego
- Petco Park
- Alcazar Garden
- San Diego Opera
- San Diego Chinese Historical Museum
- Point Loma Nazarene University
- Kate Sessions Memorial Park
- Botanical Building
- Navy Pier
- Ski Beach
- American Plaza
- Ocean Beach Park
- Pacific Beach
- Mission Bay
- Japanese Friendship Garden
- Mission Basilica San Diego de Alcala
- Star of India
- Lyceum Theatre
- Marine Corps Recruit Depot
- Casa de Balboa
- San Diego Vacations
- Mission Valley Mall
- Ocean Beach Pier
- Uss Midway Museum
- Desert Garden
- Naval Base San Diego
- Maritime Museum of San Diego
- The Rady Shell at Jacobs Park
- Bahia Point Beach
- Little Italy Vacations
- Black's Beach
- Rock Church
- San Diego Yacht Club
- Ocean Beach Vacations
- Seaport Village
- Humphreys Concerts by the Bay
- A National Salute to Bob Hope & the Military
- The Promenade at Pacific Beach
- Our Lady of the Rosary Catholic Church
- Mission Beach Vacations
- Red Spade Theater
- Bayshore Bikeway
- Old Town San Diego State Park
- Inez Grant Parker Memorial Rose Garden
- Pechanga Arena
- University of San Diego
- Women's Museum
- Mission Beach Boardwalk
- San Diego Natural History Museum
- San Diego Hall of Champions Sports Museum
- Naval Base Coronado
- Clairemont Village Shopping Center
- Balboa Park
- Windansea Beach
- Balboa Stadium
- B Street Cruise Ship Terminal
- Coronado Vacations
- House of Pacific Relations International Cottages
- Firehouse Museum
- Fashion Valley Mall
- Old Town San Diego Vacations
- Timken Museum of Art
- The Coronado Playhouse
- Museum of Us
- Heritage Park
- Hotel Circle
- Balboa Park Carousel
- Glorietta Bay Park Beach
- Amsd Concerts
- Presidio Park
- Mccoy Museum House
- San Diego Museum of Art
- Adams Avenue Park
- Mission Valley Vacations
- Coronado Municipal Golf Course
- New Children's Museum
- San Diego County Vacations
- San Diego-Coronado Bridge
- Centennial Park
- Casa del Rey Moro African Museum
- Waterfront Park
- Marston House
- Gaslamp Quarter Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.