Wailea-Makena Cheap Holidays

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Top flight + Cheap hotel deals in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas

South Kihei
AU$3,734
per person
1 Nov - 7 Nov
found 20 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
No reviews
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
Save 100% on your flight
AU$6,016
per person
1 Nov - 7 Nov
found 20 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
Stunning. Classy. Classic.

Reviewed on 14 Sept 2026

Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection

Wailea
AU$4,961
per person
1 Nov - 7 Nov
found 20 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
9.4/10 Exceptional! (117 reviews)
Stunning views! Steps from the beach. Well appointed kitchen with lots of gear to cook at home. Close to Wailea and Kihei. Management was friendly and responsive.

Reviewed on 5 Aug 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
AU$3,902
per person
28 Oct - 3 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.2/10 Wonderful! (1,008 reviews)
great ocean view

Reviewed on 15 Sept 2026

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5* Cheap holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas

South Kihei
AU$3,734
per person
1 Nov - 7 Nov
found 20 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
No reviews
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
Save 100% on your flight
AU$6,016
per person
1 Nov - 7 Nov
found 20 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
Stunning. Classy. Classic.

Reviewed on 14 Sept 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
AU$3,902
per person
28 Oct - 3 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.2/10 Wonderful! (1,008 reviews)
great ocean view

Reviewed on 15 Sept 2026

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

How to find cheap Wailea-Makena packages

How can I find cheap Wailea-Makena holiday packages?

For a budget-friendly 2026 getaway, set filters on our site or app to match your spending limits. Sort by price to instantly find some of the cheapest Wailea-Makena holiday packages at the top of your search results.

How can I book a cheap Wailea-Makena holiday package with Expedia?

Explore a world of options with our filters and secure your dream Wailea-Makena travel deal. Expedia offers an all-in-one travel companion, simplifying your trip planning, booking, and management in one convenient spot.

Are cheap Wailea-Makena package holidays truly cost-effective?

Save big on your 2026 holiday with budget-friendly Wailea-Makena packages. Bundle your hotel and flights to unlock savings, and even throw in discounted car rental for added convenience.

What are some tips for selecting a cheap holiday package in Wailea-Makena?

In your search, apply filters for budget Wailea-Makena trip packages. Sort results by price to view cheaper holiday options first. You’ll discover amazing affordable choices in Wailea-Makena, from beach getaways for surfers to romantic packages for couples.

Where can I find the best cheap holiday options in Wailea-Makena?

To find the perfect cheap holiday packages to Wailea-Makena, first consider the type of trip you want. Whether it’s a family getaway or a couple’s spa retreat, or even an affordable golf weekend with friends, use the site or app’s search function to discover a range of budget trip options in Wailea-Makena.

How can I find top-value cheap Wailea-Makena holiday packages?

Plan your affordable Wailea-Makena holiday with our user-friendly search tools. Pick a hotel suite with an Instagram-worthy ocean view. Opt for a luxury convertible to enjoy the warm Wailea-Makena breeze. Decide on a romantic spa massage, an adventurous ATV ride, or a glamorous night at the beach bar.

What are some tips for uncovering last-minute budget holiday deals to Wailea-Makena with Expedia?

For last-minute bargains in Wailea-Makena, plug in your travel dates and find available deals. Filter by amenities, price, star rating, and more to customise your search.

What are effective strategies for booking cheap Wailea-Makena holidays?

At Expedia, we’ve cracked the code for the ultimate affordable Wailea-Makena holidays. Our filters unlock countless options, ensuring your holiday is exciting and your wallet stays fat. Utilize top tips such as booking well in advance, and staying flexible with your dates, e.g. by travelling during the off season, and above all, make sure to explore booking flights, accommodation, car rental together in a cheap Wailea-Makena holiday package.

How can I find cheap all-inclusive holiday deals in Wailea-Makena?

Kick back and relax on your affordable all-inclusive holiday, no bill worries in sight. Just activate our “All-inclusive” filter to discover cheap options in Wailea-Makena.

Where can I find amazing cheap beach holiday packages in Wailea-Makena?

Affordable holiday packages can whisk you away to dreamy Wailea-Makena beaches. Imagine drifting to sleep with ocean waves as your lullaby and waking up to endless blue horizons. Specify your beach location in Expedia’s search and let us reveal the hidden gems for you.

Can I cancel my cheap Wailea-Makena holiday booking with Expedia?

Yes, you can cancel your Wailea-Makena budget package through your Expedia itinerary or by reaching out to our 24/7 customer service team. Refund details depend on your specific booking, including the airline and how far in advance you cancel. Consider rescheduling your trip to maximise your affordable Wailea-Makena holiday for a future adventure.

Activities

Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

AU$145
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Lahaina Sunset Dinner Cruise

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

AU$185
per adult
84% of travellers recommend
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
Maui Premium Dinner Cruise: Four Course Dining Experience

Award-winning Dinner Cruise: Four Course Dining Experience

AU$237
per adult
90% of travellers recommend
Award-winning Dinner Cruise: Four Course Dining Experience
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.