Top Romantic vacation packages in South San Diego

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

Pier South Resort, Autograph Collection by Marriott

$434

per person

Oct 9 - Oct 11

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.4/10 Very Good! (1,000 reviews)

Friendly staff, beach view, room was clean and the restaurant was good. The pool needs updating and cleaned daily but was ok. We had the same waitress twice at dinner and she was super friendly. The staff was helpful when we did need something. Great location and we were able to walk to just about everything. The bus and trolley were easy to use when we went to Tijuana. The few negatives were more a customer service issue. They spent one night fixing a door at the restaurant during a busy dinner service. It may have been better to just block off that door until the restaurant closed. On the same night you could see hotel employees smoking weed on a break from the restaurant seating area on the outside patio. I get that it’s California and a beach town but not the best customer service. There was also one employee clearly intoxicated around lunch time getting on and off the elevator. The beach also closed the day after we got there because of toxins from Mexico. That’s more from poor leadership and Gov. Newsom and not the hotels fault but maybe something that should be listed as a potential issue before someone books a room for 6 days. The two homeless people sleeping right next to the restaurant also not the hotels fault. Our room wasn’t serviced the last two days so trash stacked up in the room but we didn’t base the rating on that. Overall, we still gave it a 4 but this hotel could easily be rated higher with some better staff training and guidelines.

Reviewed on Aug 30, 2025

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3 Night Romantic vacations in South San Diego

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

Pier South Resort, Autograph Collection by Marriott

$749

per person

Oct 9 - Oct 12

found 2 hours ago

Roundtrip flight included

Boise (BOI) to San Diego (SAN)

8.4/10 Very Good! (1,000 reviews)

Friendly staff, beach view, room was clean and the restaurant was good. The pool needs updating and cleaned daily but was ok. We had the same waitress twice at dinner and she was super friendly. The staff was helpful when we did need something. Great location and we were able to walk to just about everything. The bus and trolley were easy to use when we went to Tijuana. The few negatives were more a customer service issue. They spent one night fixing a door at the restaurant during a busy dinner service. It may have been better to just block off that door until the restaurant closed. On the same night you could see hotel employees smoking weed on a break from the restaurant seating area on the outside patio. I get that it’s California and a beach town but not the best customer service. There was also one employee clearly intoxicated around lunch time getting on and off the elevator. The beach also closed the day after we got there because of toxins from Mexico. That’s more from poor leadership and Gov. Newsom and not the hotels fault but maybe something that should be listed as a potential issue before someone books a room for 6 days. The two homeless people sleeping right next to the restaurant also not the hotels fault. Our room wasn’t serviced the last two days so trash stacked up in the room but we didn’t base the rating on that. Overall, we still gave it a 4 but this hotel could easily be rated higher with some better staff training and guidelines.

Reviewed on Aug 30, 2025

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4 Night Romantic vacations in South San Diego

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

Hotel Palmeras Chula Vista

$281

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

7/10 Good! (1,858 reviews)

Was dirty, police were there, people hanging out in the parking lot

Reviewed on Sep 4, 2025

Hercor Hotel - Urban Boutique

$347

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.6/10 Excellent! (1,232 reviews)

I loved their breakfast set up and how they serve champagne to their guests on the weekend! 🍾

Reviewed on Sep 5, 2025

The Rambler

$442

per person

Nov 8 - Nov 12

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to San Diego (SAN)

9/10 Wonderful! (1,909 reviews)

Room was great. Even though it’s next to the freeway, it was quiet.

Reviewed on Sep 6, 2025

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How can I find the best South San Diego vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap South San Diego romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to South San Diego?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to South San Diego?

Put a price on love with stunning deals for duos starting at just $281. Prices and availability are subject to change. Additional terms may apply.

Can I book South San Diego spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in South San Diego?

To book a loved-up break in South San Diego, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to South San Diego with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my South San Diego romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic South San Diego Hotels

Pier South Resort, Autograph Collection by Marriott

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 ...

The Rambler

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.

SureStay Hotel by Best Western Chula Vista San Diego Bay

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 ...

See all 7,693 properties in South San Diego

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.