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.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was CA $2,725, price is now CA $2,003 per person
CA $2,003
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (868 reviews)
Beautiful view and close to the beach. Would stay there again.

Reviewed on May 3, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was CA $3,821, price is now CA $2,523 per person
CA $2,523
per person
Jun 22 - Jun 29
found 2 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very Good! (539 reviews)
Twin room had dirty sheets and place was swarmed with mosquitos.

Reviewed on May 2, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $7,576, price is now CA $5,215 per person
CA $5,215
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Everything was Amazing!! Will be coming back

Reviewed on Apr 18, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Price was CA $8,652, price is now CA $6,330 per person
CA $6,330
per person
Jun 21 - Jun 28
found 1 hour ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (1,001 reviews)
BEAUTIFUL PROPERTY!! Worth every cent. The staff was first class and took care of our every need.

Reviewed on May 6, 2026

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was CA $3,530, price is now CA $2,625 per person
CA $2,625
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.6/10 Excellent! (14 reviews)
The property and rooms are very nice. Very lush and beautiful landscaping and easy walk to the beach. The staff are very friendly and helpful. The issues that we had is that the air conditioner in the room was either not working properly, or undersized for the room. We had it set at 68 and it was hot in the room. We tried to turn it down to 66 and eventually 64, and I have a temp meter and the room was reading 80 degrees at night. It was very uncomfortable to sleep. We couldn't open the windows because all of the screen were either not there, or bent and it let in mosquitos. That was the biggest hang up to making this trip 5 stars.

Reviewed on Apr 27, 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
South Kihei

South Kihei

3 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 $1,416 per night from May 26 to May 27
CA $1,416
CA $1,769 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
Didn’t live up to its reputation.

Reviewed on May 10, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $331 per night from May 25 to May 26
CA $331
CA $456 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (2,593 reviews)
Staff was nice and helpful. Pool area with live music, bar and food was great. Convenient to walk to beaches.

Reviewed on May 11, 2026

Maui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is CA $1,517 per night from Jun 1 to Jun 2
CA $1,517
CA $1,882 total
Jun 1 - Jun 2
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
BEAUTIFUL PROPERTY!! Worth every cent. The staff was first class and took care of our every need.

Reviewed on May 6, 2026

Fairmont Kea Lani Maui
See all 5,342 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.
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Discover the most popular places to visit in South Maui

Wailea Beach

Wailea Beach

4.5/5(300 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.

Wailea Beach
Keawakapu Beach North

Keawakapu Beach North

4.5/5(41 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.

Keawakapu Beach North
Kamaole Beach Park

Kamaole Beach Park

3.5/5(8 reviews)

During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park along with the snorkeling. Amble around this romantic area's seaside and enjoy its top-notch restaurants.

Kamaole Beach Park

Frequently asked questions

Can I cancel my flight booking to South Maui due to COVID-19?
Our handy Customer Service Portal is where you can find useful information about canceling or changing your flight due to COVID-19. Before booking your tickets, it's a good idea to read the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to South Maui that have flexible change policies?
At Expedia, we've been channeling our inner yoga master to get you the most flexible airfares around town. Just click on "No change fee" right under the filter heading "Flexible change policies" to find your dream flight to South Maui.
What are some of the general tips for travelers to South Maui during the COVID-19 outbreak?
With new restrictions and safety precautions to follow, travel looks a lot different right now. These are some handy things to know before you pack your suitcase for South Maui:
  • Investigate if any travel restrictions apply to your destination and origin before booking your flight. Also check if there are any requirements you'll have to follow on arrival, such as installing a contact tracing app.
  • Wear a face mask even during airport screening. A TSA employee will ask you to temporarily lower your mask to verify your identity.
  • Rather than handing a TSA agent your boarding pass, position it straight on the reader yourself. When that's done, hold it up for inspection.
  • You can take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be removed for screening.
  • Empty everything from your pocket, like your phone and wallet, and put them in your carry-on rather than into bins. This will reduce handling during screening.
  • Separate any food you have for X-ray scanning. Placing it in a clear plastic bag and into a bin reduces the need for a TSA employee to handle and inspect your belongings.

Which airlines fly to South Maui?
Organize your seat with Hawaiian Airlines and then start putting together your South Maui must-do list. This popular airline offers 1202 flights each month to Kahului Airport (OGG), a major gateway.
How can I find cheap tickets to South Maui?
A great strategy for scoring cheap fares is to be flexible with your travel dates. Begin with searching for your flight to South Maui, then click on the "flexible dates" link to compare prices for nearby days. Another good tip? Book ahead of time. For an idea of fares, was the best price for a flight to South Maui in the last seven days.
How much is a flight to South Maui?
There were lots of low-cost fares for the taking in the last seven days, with the cost of a return airfare to South Maui varying between and . Many lucky vacationers scored one-way tickets from () for as low as .
What are the most popular airports to fly into in South Maui?
The main entryway to South Maui, about 3826 flights taxi into Kahului Airport (OGG) every month. Look for the best deal, reserve your seat and prepare to soak up the best of this fantastic region.
When is the cheapest time to fly to South Maui?
Flying on a Tuesday, followed by a Monday, is generally the best way to secure the cheapest airfare. Steer clear of weekends if possible, because Saturday is typically the most expensive day. Spend the money you saved having fun in South Maui instead!
How much is a plane ticket to South Maui?
Fares ranged from to in the last seven days. When you're ready to book, we're ready to help you lock in a great deal to South Maui.
Which airlines with flights to South Maui employ COVID-19 cleanliness policies?
As people start traveling once again, most commercial airlines have introduced social distancing and other necessary actions to cut down the spread of COVID-19. Here are just a few examples:
  • Hawaiian Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.