South San Diego Romantic Vacations

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

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  • Plan, book, travel with confidence

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    Save up to ¥45,448 when you book a flight and hotel together*
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Top Romantic South San Diego Hotels

Pier South Resort, Autograph Collection by Marriott

Pier South Resort, Autograph Collection by Marriott

4 out of 5
800 Seacoast Dr Imperial Beach CA
  • 9 min drive from Las Americas Premium Outlets
A spa, in-room massages, and ocean-view dining await visiting couples at this Art Deco hotel. The property also offers a garden, happy hours, and a waterfront ...
8.4/10 Very Good! (1,005 reviews)

Couples like: full-service spa, beachfront dining, on the beach

Travelers say...
Loved the room! Nice layout / architecture / design. The waterfront view was lovely to wake up to. And falling asleep to the waves? Unbeatable! Service at the front desk is also very friendly and warm :) Restaurant left something to be desired... especially for the price. But the room & concierge ...

Reviewed on Jan 2, 2026

Pier South Resort, Autograph Collection by Marriott
The Rambler

The Rambler

3 out of 5
225 Bay Blvd Chula Vista CA
  • 16 min drive from Las Americas Premium Outlets
Romance packages, premium mattresses, and onsite dining await visiting couples at this romantic motel. The property also offers an outdoor pool and a bar.
9/10 Wonderful! (2,018 reviews)

Couples like: bar, romance packages available

Travelers say...
Room was spotless. Staff was friendly and helpful. The break sandwich from the cafe was top notch

Reviewed on Dec 30, 2025

The Rambler
SureStay Hotel by Best Western Chula Vista San Diego Bay

SureStay Hotel by Best Western Chula Vista San Diego Bay

3 out of 5
699 E St Chula Vista CA
  • 17 min drive from Las Americas Premium Outlets
If you're looking for a special getaway, consider a stay at this romantic hotel where there's an outdoor pool and much more for you and your partner to ...
7.8/10 Good! (1,566 reviews)
room was clean and staff friendly

Reviewed on Jan 4, 2026

SureStay Hotel by Best Western Chula Vista San Diego Bay
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.