Wailea-Makena Vacation Packages

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Your Wailea-Makena Vacation

Make organizing your next adventure a breeze with a Wailea-Makena vacation 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 vacation into a reality.

Top Wailea-Makena Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
CA $1,178
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (388 reviews)
Very nice room. Amazing stay!

Reviewed on Sep 9, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
CA $1,744
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (937 reviews)
The building was right at the street. Too much driving car noise. There was no house keeping available. Across street was the beach but not appropriate for swimming

Reviewed on Sep 11, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $6,256
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards! Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches. The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool! The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X

Reviewed on Sep 6, 2026

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

CA $2,290
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.6/10 Excellent! (227 reviews)
This is a beautiful, quiet, and relaxing place to stay that offers a nice breakfast and lovely grounds with pool, jacuzzi, fire pits, and comfortable outdoor furniture. There’s a schedule of a variety of yoga classes over a week and areas conducive to meditation. That said, we never saw staff around other than at check-in and breakfast and wonder if they’re short on employees. We didn’t receive any room service over our 5 night stay, nor did we ask, and the beautifully designed grounds needed weeding. Those shortcomings didn’t diminish our experience and we do recommend it for what it does offer and for its location. Perhaps Lumeria was and could again be a jewel. It has such good bones and with a bit of attention and management could be exceptional.

Reviewed on Sep 8, 2026

Aston Maui Hill

Aston Maui Hill

South Kihei
CA $1,740
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (964 reviews)

Ready to book your vacation to Wailea-Makena?

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Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
CA $1,015
CA $1,294 total
Sep 25 - Sep 26
includes taxes & fees
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
CA $895
CA $1,159 total
Oct 4 - Oct 5
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Loved this resort"

Reviewed on Sep 12, 2026

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

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
CA $1,141
CA $1,445 total
Sep 13 - Sep 14
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 Aug 25, 2026

Four Seasons Resort Maui at Wailea
See all 2,941 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 snorkeling. Wander the seaside or discover the beautiful sunsets in this romantic area.
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A beach path leading to the ocean, surrounded by lush green foliage.

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 people and umbrellas, surrounded by green hills and mountains.

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 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 vacation is part of your travel plans, Polo Beach might be the perfect place to seek out 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 find the perfect gifts to bring home 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 carefree afternoon at Ulua Beach during your travels in Kihei? Discover the beautiful sunsets in this romantic area, or enjoy its snorkeling 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

CA $144
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
South Maui: Snorkel to Coral Gardens or Molokini Crater

South Maui: Snorkel to Coral Gardens or Molokini Crater

CA $138
per adult
88% of travellers recommend
South Maui: Snorkel to Coral Gardens or Molokini Crater
Wailea Wildlife Tour with Snorkeling

Wailea Wildlife Experience: Turtles Guarantee

CA $137
per adult
100% of travellers recommend
Wailea Wildlife Experience: Turtles Guarantee
See all activities in Wailea-Makena

Frequently asked questions

How much does a Wailea-Makena vacation package cost?
Get your credit card ready, because a trip to Wailea-Makena starts from only CA $1,178. 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 vacation 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 vacation?
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 vacation you're planning, you're bound to find a package to suit your budget.
Can I choose my airline with a Wailea-Makena Expedia vacation 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 vacation 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.