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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 Banyan Vacation Club
South Kihei
Price was CA $3,016, price is now CA $2,306 per person
CA $2,306
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (372 reviews)
Staff was nice, I did find cockroaches in my room. When I told the staff they asked me what I wanted them to do about it.... other than that there is a nice full kitchen and an easy walk to the BEACH.
Reviewed on Jun 14, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $6,478, price is now CA $4,606 per person
CA $4,606
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage.
Great high end vibe.
Reviewed on Jun 22, 2026

Wailea Beach Villas
Wailea
Price was CA $7,326, price is now CA $5,311 per person
CA $5,311
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.8/10 Exceptional! (196 reviews)
Stayed in a similar property before, Villas are located right on Wailea beach, behind the villas are the Shops @ Wailea that has restaurants, groceries, and many higher end shops. Brought the family and rented 2 villas. The one my wife and I stayed in was just remodeled with very nice contemporary furniture, art and all new kitchenware. Ocean views from the lanai. It's a great value for a family, We plan on returning again.
Reviewed on May 13, 2026

The Residences at Kamaole Sands Resort
South Kihei
Price was CA $3,136, price is now CA $2,376 per person
CA $2,376
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
10/10 Exceptional! (2 reviews)
The place was very clean. The staff was very communicative and accommodating. I stayed Wednesday-Sunday and I extended my stay 1 night which was very fast and easy. They left us chairs and towels which was very nice for the beach. The place was very spacious for 2 people. If you want to cook this has plenty of counter space. The balcony had a partial ocean view which was very nice. Great value for your money. Check in/out was very easy. You can walk right to the best beaches around.
Only Cons I can think of: Not a lot of blankets and the wifi in the bedroom didn’t really work, it was low signal. It would’ve been nice to watch Netflix from the bedroom. That’s the only negative I can think of.
Reviewed on Feb 24, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was CA $5,653, price is now CA $4,320 per person
CA $4,320
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (1,017 reviews)
Overall a really nice stay at the Wailea. Our room got upgraded to a fantastic ocean view room in the Chapel wing. The pools were fantastic and so much fun with all the water slides. We would always arrive mid to late morning.
The breakfast buffet was not as good as I had hoped. All the baked items (pancakes, waffles, pastries, etc.) were super underwhelming and didn't feel fresh.
One thing really bothered me that I'm having trouble letting go of it. I ordered two drinks at the pool bar. When I went back to order a third the bartender told me he lost my first receipt and asked me to sign a new receipt for a charge of 3 drinks. I did however when I asked to confirm that the first charge would not appear on my bill I wasn't totally confident in his answer. So I texted the front desk to ensure I wasn't being double charged. It took them 28 hours from my first test to get back to me with an answer. This caused me extra anxiety and worry during one of my vacation days that felt so unnecessary and really stained the service of the hotel. All over a $75 drink order.... I don't understand why they couldn't get an answer to me sooner and never really got an explanation.
The last thing is they have no place to shower off after check out for those who fly out later. We had a red eye and stayed at the hotel way beyond checkout time. I had to fly home covered in sand and chlorine. My husband used soap in the beach showers to get as clean as possible.
Reviewed on Jun 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

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.
South Maui Hotel Deals

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is CA $1,345 per night from Jul 10 to Jul 11
CA $1,345
CA $1,690 total
Jul 10 - Jul 11
includes taxes & fees

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is CA $1,412 per night from Jun 26 to Jun 27
CA $1,412
CA $1,769 total
Jun 26 - Jun 27
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Overall a really nice stay at the Wailea. Our room got upgraded to a fantastic ocean view room in the Chapel wing. The pools were fantastic and so much fun with all the water slides. We would always arrive mid to late morning. The breakfast buffet was not as good as I had hoped. All the baked items ..."
Reviewed on Jun 22, 2026

Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $332 per night from Jul 20 to Jul 21
CA $332
CA $460 total
Jul 20 - Jul 21
includes taxes & fees
9.6/10 Exceptional! (2,633 reviews)
"The front desk staff and the shuttle driver were overly friendly and helpful."
Reviewed on Jun 23, 2026
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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- 4 Star Hotels in Wailea
- 5 Star Hotels in Wailea
- Hotels near Kamaole Beach Park 2
- Hotels near Kamaole Beach Park 3
- Hotels near Keawakapu Beach North
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- Hotels near Mokapu Beach
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- Hotels near Shops at Wailea
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- Hotels near Wailea Shopping Village Shopping Center
- Ahihi Kinau Natural Area Reserve
- Haleakala Crater
- Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters
- Kahili Golf Course
- Kalama Beach Park
- Kalepolepo Beach Park
- Kamaole Beach Park 2
- Kamaole Beach Park 3
- Kamaole Beach Park
- Keawakapu Beach North
- Kihei Regional Park
- Kihei Town Center Shopping Center
- Visit Wailea
- Kihei Vacations
- Lava Fields
- Makena State Park Beach
- Makena Vacations
- Maluaka Beach
- Maui Fish Pipe
- Maui Nui Golf Club
- Maui Vacations
- Molokini
- Oneuli Beach
- Palauea Beach
- Ulua Beach
- Upcountry Maui Vacations
- Wailea Beach
- Wailea Blue Golf Course
- Wailea-Makena Vacations
- Wailea Vacations
- Waipuilani Park
- Alamo Rent A Car Rental Cars in Wailea
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- Avis Rental Cars in Wailea
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- Car rentals near Shops at Wailea
- Car rentals near Wailea
- Enterprise Rental Cars in Wailea
- National Car Rental Rental Cars in Wailea
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- Thrifty Car Rental Rental Cars in Wailea
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















