Southwest Luxury Vacations 2026

Photo by Ryan Carlos

Plan, book, travel with confidence
Better together
Save up to ￥109,000 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 vacation packages in Southwest

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

Catbird Hotel

River North Art District

￥262,965

per person

Sep 13 - Sep 18

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Denver (DEN)

9.2/10 Wonderful! (1,004 reviews)

The room was great! Helpful staff very cute place to stay. My only complaint is the roof top hot tub is closed and when speaking to the staff I was told there is no intention to reopen it. I found the pictures of the hot tub a bit misleading since this is the case.

Reviewed on Jul 9, 2026

The Slate Denver, Tapestry Collection By Hilton

Downtown Denver

￥309,249

per person

Aug 25 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Denver (DEN)

9.4/10 Exceptional! (1,589 reviews)

Clean room, staff was great!

Reviewed on Jul 8, 2026

Kimpton Hotel Monaco Denver by IHG

Downtown Denver

￥353,314

per person

Aug 17 - Aug 21

found 1 day ago

Roundtrip flight included

Osaka (OSA) to Denver (DEN)

8.6/10 Excellent! (1,001 reviews)

Elevator was broken our entire stay and the upgraded Executive Suite definitely needs some significant upgrades. We couldn’t use the outlets next to our bed due to them being too loose and unable to hold our chargers. Definitely not the stay we expected, unfortunately.

Reviewed on Jul 8, 2026

Warwick Denver

Uptown

￥312,863

per person

Sep 13 - Sep 18

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Denver (DEN)

8.6/10 Excellent! (1,933 reviews)

Nice spot, good restaurant onsite, elevators are a bit slow at times but I will definitely be back.

Reviewed on Jul 9, 2026

Hotel Teatro

Downtown Denver

￥388,343

per person

Aug 17 - Aug 21

found 1 day ago

Roundtrip flight included

Osaka (OSA) to Denver (DEN)

9/10 Wonderful! (1,358 reviews)

Room was clean, and breakfast was great! Great charm. Staff were excellent. Gym was lacking. Would return!

Reviewed on Jul 10, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Southwest

View all trips

5* Luxury vacations in Southwest

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

The Crawford Hotel

LoDo

￥370,576

per person

Sep 13 - Sep 18

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Denver (DEN)

9.4/10 Exceptional! (1,001 reviews)

Beautiful room

Reviewed on Jul 9, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Southwest

View all trips

4 Night Luxury vacations in Southwest

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

Kimpton Hotel Monaco Denver by IHG

Downtown Denver

￥353,314

per person

Aug 17 - Aug 21

found 1 day ago

Roundtrip flight included

Osaka (OSA) to Denver (DEN)

8.6/10 Excellent! (1,001 reviews)

Elevator was broken our entire stay and the upgraded Executive Suite definitely needs some significant upgrades. We couldn’t use the outlets next to our bed due to them being too loose and unable to hold our chargers. Definitely not the stay we expected, unfortunately.

Reviewed on Jul 8, 2026