Wailea-Makena Vacations from ￥53,803

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The Latest Wailea-Makena Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

Save 100% on your flight
￥53,803
per person
Oct 6 - Oct 8
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
No reviews
Everything we needed for our stay in Maui! Spectacular on the beach location and views. The unit had all the big and little things we needed. Look forward to returning.

Reviewed on Aug 31, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
Save 100% on your flight
￥75,128
per person
Oct 6 - Oct 8
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (934 reviews)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
Save 100% on your flight
￥67,442
per person
Oct 6 - Oct 8
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (387 reviews)
Na

Reviewed on Aug 30, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
Save 100% on your flight
￥244,248
per person
Oct 6 - Oct 8
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
Everything was excellent! The room, the amenities and staff! I had one meal—breakfast, and that too was perfection!

Reviewed on Sep 1, 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
Save 100% on your flight
￥133,798
per person
Oct 6 - Oct 8
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,014 reviews)
We arrived early and were delighted to hear our room was available, but when we checked in there was 1 live and 1 dead roach in the room. A shocker for a 5 star hotel for sure. When we notified the staff, they were kind and responsive but only offered to clean the room and spray bug spray. We pushed them to offer us a new room and then they proceeded to offer us 3 options that were all downgrades from our room location. We will not be back.

Reviewed on Sep 2, 2026

Find the Best Wailea-Makena Vacation Packages

Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
￥116,877
￥149,113 total
Sep 24 - Sep 25
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
￥108,783
￥140,360 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"We arrived early and were delighted to hear our room was available, but when we checked in there was 1 live and 1 dead roach in the room. A shocker for a 5 star hotel for sure. When we notified the staff, they were kind and responsive but only offered to clean the room and spray bug spray. We pushed ..."

Reviewed on Sep 2, 2026

Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
￥116,953
￥148,285 total
Oct 3 - Oct 4
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"This, our second time staying at this resort, was even better than the first, mostly due to the outstanding hospitality across every staff person we encountered during our stay. Exceptional service consistently, from the valet team to the breakfast servers and beach shack attendants etc. The food, ..."

Reviewed on Aug 29, 2026

Andaz Maui at Wailea Resort - a concept by Hyatt
See all 2,912 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.
See properties
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 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 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 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 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 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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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 ￥53,803. 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.