Wailea-Makena Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 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 flight + Romantic hotel deals in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

South Kihei
AU$2,322
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8.6/10 Excellent! (54 reviews)
Everything was great

Reviewed on 1 Feb 2026

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

AU$2,590
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8/10 Very good! (22 reviews)
The moment we checked in the staff was attentive and gracious. Very accommodating, making our Hawaiian vacation a dream.

Reviewed on 13 Aug 2026

Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

AU$2,906
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite

South Kihei
AU$2,428
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8.6/10 Excellent! (26 reviews)
Awesome Maui Vista is our New Home away from Home. The condo has the essentials and honestly more than we personally needed. Being able to walk across the street to Charley Young Beach was so convenient and where we spent most of our time. There are 2 shopping centers close by just a 10-15 minute walk in either direction

Reviewed on 26 July 2026

Romannas Golden Ray Oceanfront Condo

Romannas Golden Ray Oceanfront Condo

Central Kihei
AU$2,324
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8.4/10 Very good! (8 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Wailea-Makena
View all trips

5* Romantic holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

AU$2,590
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8/10 Very good! (22 reviews)
The moment we checked in the staff was attentive and gracious. Very accommodating, making our Hawaiian vacation a dream.

Reviewed on 13 Aug 2026

Don't see what you're looking for?
See all available trips from Columbus to Wailea-Makena
View all trips

How to find romantic Wailea-Makena holiday packages on Expedia?

How can I book a romantic getaway in Wailea-Makena?

Find your dream romantic Wailea-Makena 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 Wailea-Makena.

How can I find cheap Wailea-Makena romantic holidays?

Unveil the perfect and budget-friendly romantic getaways in Wailea-Makena 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 Wailea-Makena?

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

How can I find excellent romantic Wailea-Makena holiday deals?

Plan your ultimate couple’s getaway in Wailea-Makena 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 Wailea-Makena using Expedia?

For last-minute romantic holiday package deals in Wailea-Makena, 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 Wailea-Makena?

Refine your search with the “pet-friendly” filter to discover top pet-welcoming hotels and resorts in Wailea-Makena. 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 Wailea-Makena?

Escape the weekly grind with fantastic couple’s weekend getaways in Wailea-Makena. 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 Wailea-Makena?

Discover the ultimate luxury romantic packages in Wailea-Makena 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 Wailea-Makena 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 Wailea-Makena getaway easy. Plus, booking a package with Expedia could save you money, too, making a Wailea-Makena holiday for couples all the more attractive.

Activities

South Maui: Snorkel to Coral Gardens or Molokini Crater

South Maui: Snorkel to Coral Gardens or Molokini Crater

AU$143
per adult
88% of travellers recommend
South Maui: Snorkel to Coral Gardens or Molokini Crater
Maui Premium Dinner Cruise: Four Course Dining Experience

Award-winning Dinner Cruise: Four Course Dining Experience

AU$244
per adult
90% of travellers recommend
Award-winning Dinner Cruise: Four Course Dining Experience
Lahaina Sunset Dinner Cruise

Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta

AU$190
per adult
84% of travellers recommend
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
See all activities in Wailea-Makena
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.