South Bay Luxury Vacations

Book a Luxury Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 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

Top Luxury South Bay Hotels

The Rambler

The Rambler

3 out of 5
225 Bay Blvd, Chula Vista, CA
  • 16 min drive from Las Americas Premium Outlets
Stay in the lap of luxury at The Rambler, where you can enjoy amenities like memory foam beds, late night room service, and more. The heated pool, outdoor pool, ...
9/10 Wonderful! (1,974 reviews)
"The bed was comfy, the showerhead was nice, and the room was clean. Great motel experience."

Reviewed on Oct 12, 2025

The Rambler
Hercor Hotel - Urban Boutique

Hercor Hotel - Urban Boutique

3 out of 5
692 H Street, Chula Vista, CA
  • 15 min drive from Las Americas Premium Outlets
Hercor Hotel - Urban Boutique is one of the Chula Vista luxury 3-star boutique properties where you can pamper yourself with pillowtop beds, designer toiletries, ...
8.6/10 Excellent! (1,269 reviews)
"Cute little hotel and affordable if you don't mind driving into san diego. Free cookies and waters were nice."

Reviewed on Oct 8, 2025

Hercor Hotel - Urban Boutique
Howard Johnson Suites by Wyndham San Diego Chula Vista/BayFt

Howard Johnson Suites by Wyndham San Diego Chula Vista/BayFt

2 out of 5
235 Woodlawn Ave, Chula Vista, CA
  • 16 min drive from Las Americas Premium Outlets
Stay in the lap of luxury at Howard Johnson Suites by Wyndham San Diego Chula Vista/BayFt, where you can enjoy amenities like pillowtop beds, premium channels, ...
6.6/10 (1,001 reviews)
"Good"

Reviewed on Jan 28, 2025

Howard Johnson Suites by Wyndham San Diego Chula Vista/BayFt
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.