Kihei Romantic Vacations

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

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  • Better together

    Save up to $2,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Kihei

Price found within the past 48 hours. Click for updated prices.
Wailea Beach Resort - Marriott, Maui
Hotel Wailea Maui
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt
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5* Romantic vacations in Kihei

Price found within the past 48 hours. Click for updated prices.
Hotel Wailea Maui
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea
Don't see what you're looking for?
See all available trips from Columbus to Kihei
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3 Night Romantic vacations in Kihei

Price found within the past 48 hours. Click for updated prices.
Hotel Wailea Maui
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea
Don't see what you're looking for?
See all available trips from Columbus to Kihei
View all trips

4 Night Romantic vacations in Kihei

Price found within the past 48 hours. Click for updated prices.
Hotel Wailea Maui
Four Seasons Resort Maui at Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt
Don't see what you're looking for?
See all available trips from Columbus to Kihei
View all trips

How to find a romantic Kihei vacation

How can I find the best Kihei 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 Kihei 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 and visiting outside busy months of .

How can I plan a great romantic trip to Kihei?

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 Kihei?

Put a price on love with stunning deals for duos starting at just $1,364. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply.

Can I book Kihei 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.

What’s the best time of year for a romantic vacation in Kihei?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

How can I book romantic weekend getaway packages in Kihei?

To book a loved-up break in Kihei, 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 Kihei 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 Kihei 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 Kihei Hotels

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
  • 8 min walk from Wailea Beach
A spa, ocean-view dining, and a garden await visiting couples at this upscale resort. The property also offers soaking tubs, happy hours, and a waterfront ...
9.6/10 Exceptional! (1,002 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with ocean view, on the beach

Travelers say...
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Reviewed on Oct 30, 2026

Fairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr Kihei HI
  • 15 min walk from Wailea Beach
A spa, ocean-view dining, and a hot tub await visiting couples at this upscale resort. The property also offers happy hours, romance packages, and a waterfront ...
9.2/10 Wonderful! (1,001 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with ocean view, hot tub

Travelers say...
"The most beautiful resort in Wailea! The rooms and resort were upscale and luxurious. It had a feeling of serenity compared to the other properties we walked through along the beach. We paid for the breakfast at time of booking which was a lower price in the package. The breakfast buffet was very ..."

Reviewed on Nov 5, 2026

Andaz Maui at Wailea Resort - a concept by Hyatt
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
555 Kaukahi Street, Maui Kihei HI
  • 7 min walk from Wailea Beach
For a romantic stay, consider this upscale resort, featuring spa services, in-room massages, and ocean-view dining. Couples will appreciate the soaking tubs ...
Hotel Wailea Maui
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

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.