
South Maui Mountain Vacations
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Flight and Mountain hotel deals in South Maui
Price found within the past 48 hours. Click for updated prices.

Royal Lahaina Resort & Bungalows
Price was CA $3,094, price is now CA $1,667 per person
CA $1,667
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (1,420 reviews)
Beautiful hotel, next to the best beach in Maui. Service was great and everything was nearby! Would definitely come back and would highly recommend!
Reviewed on Aug. 29, 2025

The Whaler Resort Kaanapali Beach
Price was CA $3,419, price is now CA $2,107 per person
CA $2,107
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (221 reviews)
We stayed 10 nights at the Whaler, we had a studio with ocean view and a kitchen. The hotel was very nice, the bed was really comfortable. The staff was very nice and really responsive.
Reviewed on Aug. 16, 2025

Fairmont Kea Lani Maui Villa Experience
Wailea
Price was CA $19,701, price is now CA $13,015 per person
CA $13,015
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (5 reviews)
It’s a decent hotel to stay for the family.
Reviewed on Aug. 22, 2024

Wailea Beach Villas
Wailea
Price was CA $8,320, price is now CA $5,629 per person
CA $5,629
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.8/10 Exceptional! (175 reviews)
We were in a beautiful modern 2 bedroom unit in Penthouse I, with a sofa-bed in an enclosed area (separate from the living room couch & sitting area). It had a nice balcony and outdoors sitting and dining area.
The entire villa and walkways are beautifully kept. The front desk was always prompt in responding to our questions and needs. The villa is a quick walk to the Shops at Wailea (and safe for teens to walk to by themselves). It is also an easy walk to get onto the Wailea Beach Walk and Wailea Beach (which we felt was one of the nicer stretch of sandy beach in this whole walk). There are 2 pools: one for families, and one for adults. The underground parking was very convenient.
My 3 negative comments are:
1. the concierge (Scott) reached out to us a week before our departure to suggest excursions - to us, this was too late to have good choices. I would contact the Villa after your booking for the concierge's contact and get your excursions book early. Scott said we would save money on fees, but we didn't want to change what we booked already.
2. Another negative is the beach chair setup closes at 3pm (to get a chair). You can stay at the beach until 5pm before the chairs are stored for the evening. Many times we were not back to the Villa until late afternoon, and would have liked to sit at the beach but was deterred by this.
3. Our unit did not have a kitchen venting system, so any cooking odor will stay in the unit. You can use the patio BBQ to avoid this
Reviewed on Aug. 29, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $10,658, price is now CA $7,288 per person
CA $7,288
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on Aug. 27, 2025
5* Mountain holidays in South Maui
Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton Maui, Kapalua
Price was CA $4,605, price is now CA $3,162 per person
CA $3,162
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
Staff was helpful and very friendly! We got a great welcome! Would definitely stay here again.
Reviewed on Aug. 27, 2025

Fairmont Kea Lani Maui Villa Experience
Wailea
Price was CA $19,701, price is now CA $13,015 per person
CA $13,015
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (5 reviews)
It’s a decent hotel to stay for the family.
Reviewed on Aug. 22, 2024

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $10,658, price is now CA $7,288 per person
CA $7,288
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on Aug. 27, 2025
3 Night Mountain holidays in South Maui
Price found within the past 48 hours. Click for updated prices.

Royal Lahaina Resort & Bungalows
Price was CA $1,509, price is now CA $991 per person
CA $991
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Kahului (OGG)
8.4/10 Very Good! (1,420 reviews)
Beautiful hotel, next to the best beach in Maui. Service was great and everything was nearby! Would definitely come back and would highly recommend!
Reviewed on Aug. 29, 2025

The Ritz-Carlton Maui, Kapalua
Price was CA $2,657, price is now CA $1,580 per person
CA $1,580
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
Staff was helpful and very friendly! We got a great welcome! Would definitely stay here again.
Reviewed on Aug. 27, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was CA $2,565, price is now CA $1,752 per person
CA $1,752
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.8/10 Excellent! (1,004 reviews)
Property is beautiful, room was great, had an amazing view of the ocean. Restaurants were very good, Humuhumu was our favorite! Pool system is huge and a lot of fun! Lot's of kids, so definitely a family friendly resort. We did feel like we got price gouged on everything, and it's not just because it was an expensive resort. We stayed at another similar caliber resort and felt like it was more worth what we paid. Had an amazing time, but I think there are other options that may feel more worth the money!
Reviewed on Aug. 22, 2025
4 Night Mountain holidays in South Maui
Price found within the past 48 hours. Click for updated prices.

Sands of Kahana
Price was CA $1,700, price is now CA $933 per person
CA $933
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.2/10 Very Good! (442 reviews)
Great place, very big condo, great food onsite, great pool everything about it was great
Reviewed on Aug. 18, 2025

Napili Kai Beach Resort
Price was CA $2,360, price is now CA $1,296 per person
CA $1,296
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Staff was so friendly. Our room had the most beautiful view and was clean, updated and stunning!
Reviewed on Aug. 27, 2025

Royal Lahaina Resort & Bungalows
Price was CA $1,741, price is now CA $967 per person
CA $967
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (1,420 reviews)
Beautiful hotel, next to the best beach in Maui. Service was great and everything was nearby! Would definitely come back and would highly recommend!
Reviewed on Aug. 29, 2025
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