Wailea-Makena Holidays

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Wailea-Makena Holiday

Our pick of the best Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
NZ$1,614
2 Oct - 3 Oct
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Some of the best customer service we’ve ever had. Room was gorgeous, grounds were stunning, views were amazing"

Reviewed on 14 Sept 2026

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

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
NZ$1,446
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"great ocean view"

Reviewed on 15 Sept 2026

Wailea Beach Resort - Marriott, Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
NZ$1,814
18 Sept - 19 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 2,943 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 beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

Wailea Beach

9.4/10 (4,138 reviews)
With its smooth sandy shoreline, temperate waters and fantastic sporting facilities, it’s little wonder that Wailea Beach is one of Maui’s most popular destinations.
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A beach path leading to the ocean, surrounded by lush green foliage.

Keawakapu Beach North

9.4/10 (804 reviews)
This long white sand beach is a hidden gem on Maui’s popular and crowded southern coastline, providing an escape from the tourist hotspots.
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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 clear turquoise water, a person in the water, and a mountain in the background.

Maluaka Beach

9.4/10 (731 reviews)
Packed with native marine life, Maluaka Beach is a prime spot for catching sight of Hawaiian green turtles and majestic hump-backed whales.
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A sandy beach with people and umbrellas, surrounded by green hills and mountains.

Makena State Park Beach

9.4/10 (1,787 reviews)
The three beaches and soaring volcano which make up Makena Beach State Park provide something for everyone to enjoy.
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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 romantic area.
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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 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

Sail Maui 'Alihilani Sunset Sail

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

NZ$174
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Wailea Wildlife Tour with Snorkeling

Wailea Wildlife Experience: Turtles Guarantee

NZ$166
per adult
100% of travellers recommend
Wailea Wildlife Experience: Turtles Guarantee
Molokini Snorkel & Performance Sail aboard Akialoa, includes Buffet Lunch

Molokini Snorkel Sail & Buffet Lunch Aboard Akialoa, from Maalaea Harbor

NZ$341
per adult
92% of travellers recommend
Molokini Snorkel Sail & Buffet Lunch Aboard Akialoa, from Maalaea Harbor
See all activities in Wailea-Makena

Frequently asked questions

How much does a Wailea-Makena holiday package cost?
Get your credit card ready, because a trip to Wailea-Makena starts from only . When you combine your flights, hotels and more into a package, you'll land the best prices.
How do I get a cheap travel package to Wailea-Makena?
If you love bargains, bundle your bookings into a Wailea-Makena holiday package. Whether you're looking for flights, hotels, day tours or rental cars, you can book everything in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 air carriers and 1 000 000 properties all over the world to choose from. Fly with who you prefer, stay wherever you like and save your hard-earned money — now that's the ideal escape!
What are the top hotels in Wailea-Makena?
Maui Coast Hotel and Days Inn by Wyndham Maui Oceanfront are two great hotels in Makena. A must-visit on any good Wailea-Makena itinerary, we recommend taking the time to explore this happening city.
How far in advance should I book my Wailea-Makena holiday?
Browse Expedia to compare international airfares as soon as you know your travel dates. You can generally purchase a seat up to a year prior to departure. If it's too early for your preferred air carrier, or you're booking late, don't worry. Cheap tickets to Wailea-Makena sometimes appear just weeks before departure.
What does an Expedia Wailea-Makena travel package include?
Much of that depends on you. You can choose from a variety of Wailea-Makena bundles, such as a hotel, rental car and flight. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your perfect Wailea-Makena break looks like, get set to save!
What should I know before booking a Wailea-Makena travel package?
A travel package can be easier on the credit card than individually booking all you need for your trip. For example, bundle your flights, hotels and rental cars and save big. Whatever sort of holiday you're planning, you're bound to find a package to suit your budget.
Can I choose my airline with a Wailea-Makena Expedia holiday package?
Yes, of course. Expedia has access to more than 550 airline partners throughout the world, so go with the carrier that's a good fit for your travel preferences.
If I'm not able to travel, can I cancel my Wailea-Makena holiday package?
Because we know life is full of surprises, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you've made your booking 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.

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