Upcountry Maui Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

How to find romantic Upcountry Maui holiday packages on Expedia?

How can I book a romantic getaway in Upcountry Maui?

Find your dream romantic Upcountry Maui getaway on Expedia. From secluded hideaways to blissful spa treatments and charming country escapes, we’ve got it all. Just activate our “romantic” filters to uncover your ideal couple’s retreat in Upcountry Maui.

How can I find cheap Upcountry Maui romantic holidays?

Unveil the perfect and budget-friendly romantic getaways in Upcountry Maui with Expedia. Our filters unlock countless options, ensuring a heart-pounding experience. Set budget filters to match your spending limits and sort by price to prioritise the most affordable options in your search results.

How can I select a romantic couple’s package for Upcountry Maui?

In your search, you can apply search filters for Upcountry Maui trip packages and sort your results to see the romantic getaway options first. With those standards, you could find amazing romantic holiday options in Upcountry Maui, from winter getaways to secluded country or budget beach holidays with your loved one.

How can I find excellent romantic Upcountry Maui holiday deals?

Plan your ultimate couple’s getaway in Upcountry Maui with our user-friendly search tools. Opt for a hotel suite with a view worth sharing on Instagram. Cruise with the top down and feel the warm breeze in your hair with a luxury car hire. Decide on a romantic couple’s spa treatment, a beachfront candle-lit dinner, or a glamorous night out on the town.

How can I find last-minute romantic holiday deals to Upcountry Maui using Expedia?

For last-minute romantic holiday package deals in Upcountry Maui, enter your travel dates into the search and discover available deals. Customise your search with filters, covering amenities, price, star rating, and more to find your ideal romantic package for couples.

How can I find pet-friendly romantic getaway packages in Upcountry Maui?

Refine your search with the “pet-friendly” filter to discover top pet-welcoming hotels and resorts in Upcountry Maui. Experience a couple’s treatment, bask in beautiful surroundings, and revel in a pampering romantic getaway, knowing your pet is either by your side or well cared for in doggy day care.

How can I find great weekend couple’s holiday packages Upcountry Maui?

Escape the weekly grind with fantastic couple’s weekend getaways in Upcountry Maui. Enter your location and date preferences in your Expedia search and let us reveal hidden gems to leave you refreshed and love-struck for the week ahead.

Where can I find the most luxurious couple’s holiday packages in Upcountry Maui?

Discover the ultimate luxury romantic packages in Upcountry Maui with ease. Use the site’s or app’s search function to explore a range of lavish options, as well as to refine your choices by star rating and price.

Why should book I my romantic Upcountry Maui holiday with Expedia?

Choose from our latest incredible deals or customise your trip in just a few clicks, with simple search and filter functions that make finding your next romantic Upcountry Maui getaway easy. Plus, booking a package with Expedia could save you money, too, making a Upcountry Maui holiday for couples all the more attractive.

Top Romantic Upcountry Maui Hotels

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

Haiku-Pauwela
  • 34 min drive from Haleakala National Park
Stay at this cottage in Haiku. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Haleakala Bike Company and Haiku Park are located ...
10/10 Exceptional! (162 reviews)
"Private lush location! Great part of the island away from tourists. Can see the ocean. Awesome overall!"

Reviewed on 15 Jul. 2025

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
Adorable 1930's Gingerbread House....Permitted!

Adorable 1930's Gingerbread House....Permitted!

Makawao
  • 29 min drive from Haleakala National Park
Book a stay at this family-friendly cottage in Makawao. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hui Noʻeau Visual Arts Center ...
9.6/10 Exceptional! (11 reviews)
"a beautiful property and a nice cottage! We completely enjoyed our time here."

Reviewed on 5 Jun. 2025

Adorable 1930's Gingerbread House....Permitted!
Bamboo Valley Inn

Bamboo Valley Inn

3.5 out of 5
1444 West Kuiaha Rd, Haiku, HI
  • 33 min drive from Haleakala National Park
Stay at this 3.5-star B&B in Haiku. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Haleakala Bike Company and Hui Noʻeau Visual Arts ...
"I recently stayed at Bamboo Valley Inn, and while I had high hopes based on its charming description, my experience fell short in several areas. First, I was disappointed to find that the claim of “breakfast included” was misleading. Upon arrival, I learned that no breakfast was provided, which was ..."

Reviewed on 3 Jan. 2025

Bamboo Valley Inn
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.