Wailea-Makena Holidays from £1,890

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Your Wailea-Makena Holiday

Make organising your next adventure a breeze with a Wailea-Makena holiday package. Whether it's the cuisine, nature or something else that draws you here, our packages will help you discover it all. Can't decide what should come first? Makena is one of the most popular cities to explore during your trip to Wailea-Makena. If you're ready to stop daydreaming and start doing, Expedia will help turn your Wailea-Makena holiday into a reality.

Top Wailea-Makena Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Aston at the Maui Banyan

Aston at the Maui Banyan

South Kihei
£1,890
per person
10 Oct - 17 Oct
found 1 day ago
Return flight included
London (LON) to Kahului (OGG)
7.8/10 Good! (1,004 reviews)
The main bedroom AC was not enough for the room was hot

Reviewed on 30 Aug 2026

Wailea-Makena Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

Top hotels in Wailea-Makena

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
£689
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Amazing Resort!"

Reviewed on 30 Aug 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
£558
9 Sept - 10 Sept
includes taxes & fees
Wailea Beach Resort - Marriott, Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
£772
2 Sept - 3 Sept
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"

Reviewed on 25 Aug 2026

Four Seasons Resort Maui at Wailea
See all 2,902 properties in Wailea-Makena
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.

Stay near popular Wailea-Makena attractions

A tropical beach with palm trees, a sandy shore, and the ocean.

Wailea Beach

9.4/10 (4,138 reviews)
This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.
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A beach with clear blue water, a sandy shore, and a mountain in the background.

Kamaole Beach Park 3

9.2/10 (1,660 reviews)
During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park 3 along with the snorkelling. Wander the seaside or discover the beautiful sunsets in this romantic area.
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A beach with palm trees, a hotel, and the ocean.

Keawakapu Beach North

9.4/10 (804 reviews)
Enjoy the peace and quiet at one of Maui’s less crowded and wider beaches, where kids can wander around the rock pools, and divers can explore the artificial reef.
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A beach with clear turquoise water, a person in the water, and a mountain in the background.

Maluaka Beach

9.4/10 (731 reviews)
This is part of Maui’s so-called “Turtle Town,” a prime spot for sighting the inquisitive Hawaiian green turtles that are very common here.
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A sandy beach with a large tree and a clear blue sky.

Makena State Park Beach

9.4/10 (1,787 reviews)
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.
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A dessert on a white plate with a strawberry and mint garnish.
Photo by Quintin Doroquez

Shops at Wailea

9.2/10 (381 reviews)
You can enjoy retail therapy at Shops at Wailea during your stay in Kihei. Wander the beautiful beaches or discover the beautiful sunsets in this romantic area.
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A beach with lush greenery, palm trees, and a clear blue ocean.
Photo by Torrey Kwok

Polo Beach

9.2/10 (186 reviews)
If a restful holiday is part of your travel plans, Polo Beach might be the perfect place to visit during your trip to Kihei. Wander the seaside or discover the beautiful sunsets in this relaxing area.
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A calm sea with a rainbow, palm trees, and a cloudy sky.
Photo by Kathie Mercier

Ulua Beach

8.8/10 (53 reviews)
Why not spend a care-free afternoon at Ulua Beach during your travels in Kihei? Discover the beautiful sunsets in this romantic area or enjoy its snorkelling spots.
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What to do in Wailea-Makena

South Maui: Snorkel to Coral Gardens or Molokini Crater

South Maui: Snorkel to Coral Gardens or Molokini Crater

£73
per adult
88% of travellers recommend
South Maui: Snorkel to Coral Gardens or Molokini Crater
Lahaina Sunset Dinner Cruise

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

£97
per adult
84% of travellers recommend
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
Calypso Sunset Dinner Cruise

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

£110
per adult
90% of travellers recommend
Sunset Dinner Cruise aboard Calypso: Prime Rib, Fish, Chicken or Pasta
See all activities in Wailea-Makena

Frequently asked questions

How much does a Wailea-Makena travel package cost?
Starting from only £1,890, 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.