A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.

Wailea-Makena Holiday Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

The Latest Wailea-Makena Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 21 Sept - 27 Sept

    Mana Kai Maui- Official Onsite Rental + Flight

    South Kihei
    6 nights
    3.5 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Perfect beachfront, room has everything you could need on a trip. Definitely my new go to place when visiting Maui. Staff was super friendly and great view!"
    Reviewed July 16, 2026
    Return London (LON) - Maui (OGG)
    LHR - OGG1 stop OGG - LHR2 stops
    £2,045
    £1,627
    per traveller
    found 1 day ago
    Mana Kai Maui- Official Onsite Rental
  • 21 Sept - 27 Sept

    Hotel Wailea, Relais & Chateaux - Adults Only + Flight

    Wailea
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    "The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!"
    Reviewed July 8, 2026
    Return London (LON) - Maui (OGG)
    LHR - OGG1 stop OGG - LHR2 stops
    Save 100% on your flight
    £4,374
    £2,622
    per traveller
    found 1 day ago
    Hotel Wailea, Relais & Chateaux - Adults Only
  • 21 Sept - 27 Sept

    Aston Maui Hill + Flight

    South Kihei
    6 nights
    3.0 star property
    9.0/10 - Wonderful (943 reviews)
    "If you are looking for a family room, this one is perfect! We did not use the pool because it’s too far from us. We are up the hill."
    Reviewed July 14, 2026
    Return London (LON) - Maui (OGG)
    LHR - OGG1 stop OGG - LHR2 stops
    £2,432
    £1,828
    per traveller
    found 1 day ago
    Aston Maui Hill
  • 21 Sept - 27 Sept

    Fairmont Kea Lani Maui + Flight

    Wailea
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,003 reviews)
    "Y"
    Reviewed July 7, 2026
    Return London (LON) - Maui (OGG)
    LHR - OGG1 stop OGG - LHR2 stops
    £4,099
    £3,114
    per traveller
    found 1 day ago
    Fairmont Kea Lani Maui
  • 21 Sept - 27 Sept

    Palms at Wailea Maui + Flight

    Wailea
    6 nights
    3.5 star property
    8.4/10 - Very good (545 reviews)
    "The condo was close to the main area in Kihei. Quick drive to local restaurants, shops, and the market . Property was clean and quiet. The kitchen was fully stocked with pots and pans so we were able to cook meals at the condo. The condo also had beach chairs and toys available to use when you went to the beaches. Beautiful lanai to hang out. The pool area was great for a chill day. Great for families with young kids. Overall exceeded our expectations."
    Reviewed July 16, 2026
    Return London (LON) - Maui (OGG)
    LHR - OGG1 stop OGG - LHR1 stop
    £2,767
    £2,161
    per traveller
    found 19 hours ago
    Palms at Wailea Maui

Discover the most popular places to visit in Wailea-Makena

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Wailea-Makena Hotel Deals

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.

Frequently Asked Questions

How much does a Wailea-Makena travel package cost?

Starting from only £1,627, a travel package is your gateway to cheap travel. Custom build your Wailea-Makena adventure by selecting from our huge range of hotels, flights and rental cars.

If I'm not able to travel, can I cancel my Wailea-Makena travel package?

Because we understand life is full of surprises, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your Wailea-Makena travel package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

How do I get a cheap travel package to Wailea-Makena?

You'll save big if you combine your hotels, flights and car rentals into a Wailea-Makena travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 airlines and 1,000,000 hotels worldwide, so you'll always have plenty of options to choose from. Like to save even more? Add some popular activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.

Does Expedia offer Book Now, Pay Later Wailea-Makena holidays?

We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply click on the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying just a little each month works for you, choose this option at checkout.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

How far in advance should I book my Wailea-Makena holiday?

It all depends on the airline, but you can normally compare international flights on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky travellers will sometimes nab a cheaper flight just weeks prior to their intended journey.

What does an Expedia Wailea-Makena travel package include?

Hotels, flights and car rentals — we connect you to all the best deals. All you have to do is decide on your ideal combination. Once you've made your booking, you can add on the exciting stuff like tours and experiences. Our travel packages make it simple to craft an unforgettable Wailea-Makena trip.

What should I know before booking a Wailea-Makena travel package?

You'll enjoy great savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything in one spot simply makes planning easier. So why waste time or money? Whether you're organising a luxury romantic escape or a low-cost family break, have a look at our package deals today.

Can I choose my airline with a Wailea-Makena Expedia travel package?

Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Simply select the carrier you want and craft the perfect Wailea-Makena getaway.

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