South Maui Vacations from ¥491,082

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The Latest South Maui 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

¥491,082
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Kahului (OGG)
9/10 Wonderful! (2 reviews)
This is a grand hotel,that was completely redone,and reopened 1 year ago,following the Maui fire. So far, the town around it is not rebuilt,so it's a true oasis. Amazing ocean view.

Reviewed on Sep 20, 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
¥687,760
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (1,008 reviews)
Everywhere we went the staff was friendly and informative when needed

Reviewed on Sep 21, 2026

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea
¥764,044
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

Wailea
¥580,558
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (1,003 reviews)
We enjoyed our stay. The room have great amenities, and even had a washer

Reviewed on Sep 22, 2026

Where to stay in South Maui

Find the best South Maui areas and neighborhoods for the activities you enjoy most. Learn more about South Maui
A sunset over a beach with palm trees and a few people walking.

South Kihei

4 out of top 10 points of interest in this area

While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.

A yellow and red canoe with six paddlers on a calm sea.

Central Kihei

1 out of top 10 points of interest in this area

If you're spending some time in Central Kihei, Kihei Regional Park and Kihei Town Center Shopping Center are top sights worth seeing.

A coastal landscape with a rocky shoreline, palm trees, and a clear sky.

Makena

A noteworthy feature of Makena is its stunning beaches. While you're in town, be sure to stop and check out Makena State Park Beach and Maluaka Beach.

A sunset over a calm sea with a distant mountain range and a rocky shoreline.

North Kihei

If you're spending some time in North Kihei, Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters and Kalepolepo Beach Park are top sights worth seeing.

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Halama Street

If you're spending some time in Halama Street, Kihei Town Center Shopping Center and Coast Guard Beach are top sights worth seeing.

Find the Best South Maui Vacation Packages

South Maui Hotel Deals

Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
¥32,875
¥46,314 total
Sep 27 - Sep 28
includes taxes & fees
Maui Coast Hotel
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
¥126,785
¥160,725 total
Oct 9 - Oct 10
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Swim up bar was over crowded"

Reviewed on Sep 23, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
¥153,514
¥192,520 total
Sep 25 - Sep 26
includes taxes & fees
Four Seasons Resort Maui at Wailea
See all 5,442 properties in South Maui
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 South Maui 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)
Golden sands meet turquoise waters at this crescent-shaped Maui paradise flanked by luxury resorts. Enjoy exceptional snorkeling near rocky outcrops or simply bask in the serenity of this swimmer-friendly beach.
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A beach with a sandy shore, ocean waves, palm trees, and a mountain range in the background.

Kamaole Beach Park

9.2/10 (1,141 reviews)
Kamaole Beach Park features three beaches with soft white sand and crystal-clear waters ideal for swimming and snorkeling. Explore Kam I's rocky points, relax at Kam II, or bodyboard at Kam III.
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A beach path leading to the ocean, surrounded by lush green foliage.

Keawakapu Beach North

9.4/10 (804 reviews)
Keawakapu Beach boasts golden sands and clear waters ideal for snorkeling with vibrant marine life. Explore fascinating tide pools and coral formations at the northern rocky outcroppings during morning low tide.
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A lifeguard station with a sign that reads "Lifeguard Duty Call 911" on a beach with the ocean in the background.
Photo by Bob Cummins

Kamaole Beach Park 3

9.2/10 (1,660 reviews)
This family-friendly Maui beach pairs golden sands with a grassy park perfect for picnics. Snorkel near the rocky points to discover vibrant marine life, especially during morning's calm waters.
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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)
Maluaka Beach, "Turtle Town," offers golden sands and clear waters where Hawaiian green sea turtles swim through coral reefs. Visit mornings for best visibility to see these gentle creatures.
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A coastal landscape with a sandy beach, turquoise waters, and a hill with dense vegetation.

Makena State Park Beach

9.4/10 (1,787 reviews)
Makena State Park's golden sands stretch along Maui's pristine shoreline, offering a secluded alternative to busier beaches. Experience the thrill of powerful shore breaks or find tranquility at adjacent Little Beach.
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A sunset over the ocean with sunlight reflecting on the water.
Photo by David Glenn

Kamaole Beach Park 2

9.2/10 (813 reviews)
Kam 2 entices with pristine white sand and gentle waters perfect for spotting green sea turtles. Arrive early to snorkel around the rocky outcrops where vibrant marine life thrives.
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Kihei Regional Park

8.8/10 (269 reviews)
Enjoy the beautiful sunsets and explore Kihei Regional Park, a lovely green space in Kihei. Stroll along the seaside in this romantic area, or check out its top-notch restaurants.
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Frequently asked questions

How much does a South Maui vacation package cost?
Get your credit card ready, because a trip to South Maui starts from an enticing ¥491,082. When you combine your hotels, flights and car rentals into a vacation package, you'll pick up the biggest deals.
How do I get a cheap travel package to South Maui?
You'll save a pile of money if you combine your car rentals, flights and hotels into a South Maui vacation package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels throughout the world, so you'll always have plenty of variety to choose from. Want to save even more? Add some interesting activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in South Maui?
Wailea Beach is one of the key things that lures travelers to South Maui, so it's not surprising that many decide to stay in Wailea.
What are the top hotels in South Maui?
Have a look at Maui Coast Hotel and Days Inn by Wyndham Maui Oceanfront. They're top picks for lots of travelers to Wailea. If Makena features in your travel plans, Wailea Beach Resort - Marriott, Maui and Grand Wailea Maui, A Waldorf Astoria Resort are both welcoming options.
How far in advance should I book my South Maui vacation?
To score discount prices, book as early as you can. Airlines usually release flight tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in South Maui, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia South Maui travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect South Maui trip. You can also add on a few tours and activities once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a South Maui travel package?
So many places to wander around, so many things to experience. With a travel package, you'll be able to cross more of them off your list. Combine your flights, rental cars and hotels and make big savings.
Can I choose my airline with a South Maui Expedia vacation package?
You can. Expedia has access to more than 550 partner airlines worldwide, so choose the carrier that best fits your budget and travel needs.
If I'm not able to travel, can I cancel my South Maui vacation package?
You sure can, and we're here to help. You may be able to cancel or change your South Maui vacation package at no cost within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If life gets in the way of your vacation, take a look at our Customer Service Portal for further information.

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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.