South Maui Vacation Packages

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Your South Maui Vacation

Choose one of our vacation packages to South Maui and go wherever the adventurer in you desires. Views and surfing are just the start of the things to look forward to in this wonderful destination. Want to know where to stay during your trip to South Maui? Makena is a top city you won't want to miss. When you're ready to stop daydreaming and start doing, Expedia will help turn your South Maui vacation into a reality.

Top South Maui Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kihei Kai Nani

Kihei Kai Nani

3.5 out of 5
South Kihei
Price was CA $1,935, price is now CA $1,331 per person
CA $1,331
per person
Sep 14 - Sep 20
found 3 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
10/10 Exceptional! (1 review)
Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet.

Reviewed on May 16, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $6,874, price is now CA $4,522 per person
CA $4,522
per person
Sep 27 - Oct 3
found 14 hours ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!

Reviewed on Jul 8, 2026

Aston Maui Hill

Aston Maui Hill

3 out of 5
South Kihei
Price was CA $2,528, price is now CA $1,835 per person
CA $1,835
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (931 reviews)
If you are looking for a family room, this one is perfect! We did not use the pool because it’s too far from us. We are up the hill.

Reviewed on Jul 14, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was CA $4,318, price is now CA $3,136 per person
CA $3,136
per person
Sep 5 - Sep 12
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Kahului (OGG)
8.4/10 Very good! (544 reviews)
Our condo was beautiful the pool was great and the views were lovely. Exceeded all expectations, Would stay again.

Reviewed on Jun 27, 2026

Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
Price was CA $1,886, price is now CA $1,408 per person
CA $1,408
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (126 reviews)
Great convenient bed and breakfast

Reviewed on Jul 9, 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.

Find hotels in South Kihei

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South Maui Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is CA $1,479 per night from Jul 31 to Aug 1
CA $1,479
CA $1,847 total
Jul 31 - Aug 1
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"Overall, the Grand Wailea is a great hotel, however, as a guest you feel like you’re just a cog in the machine. We had a great time, but never felt that over the top service / experience that you would expect for a hotel with the reputation that it has / costs as much as it does"

Reviewed on Jul 14, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is CA $1,419 per night from Aug 8 to Aug 9
CA $1,419
CA $1,768 total
Aug 8 - Aug 9
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"It would have been nice to have another restaurant available for lunch. The only ones open were Sushi (my family doesn't eat sushi) and the Ama (which was packed). Ko only served at the bar. It was a bit frustrating."

Reviewed on Jul 13, 2026

Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is CA $2,102 per night from Jul 28 to Jul 29
CA $2,102
CA $2,587 total
Jul 28 - Jul 29
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Excellent staff and service!"

Reviewed on Jul 8, 2026

Four Seasons Resort Maui at Wailea
See all 5,363 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.
All Inclusive Vacations
All Inclusive Vacations
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Stay near popular South Maui 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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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 CA $1,331. 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.