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Villas in Upcountry Maui

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

10.0 out of 10, Exceptional, (179)
"Luxury without all the people around"
The price is AED 2,099
AED 4,253 total
includes taxes & fees
10 Oct - 11 Oct
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (132)
"Fantastic property."
The price is AED 735
AED 1,937 total
includes taxes & fees
20 Oct - 21 Oct
~ This Is Wailea Living ~

Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach

9.8 out of 10, Exceptional, (72)
"Had a nice time, close to beach and restraunts."
Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach

Villas By The Cove, Ocean View 2 Bedroom Villa Steps To The Beach

9.8 out of 10, Exceptional, (70)
"Fantastic location in Kihei. Onsite amenities (e.g., pool, yoga, washer/dryer) enhanced our stay. Even with other guests at the property, it was quiet and relaxing."
Villas By The Cove, Ocean View 2 Bedroom Villa Steps To The Beach

Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis

9.6 out of 10, Exceptional, (26)
"Great location and property."
The price is AED 764
AED 1,773 total
includes taxes & fees
6 Oct - 7 Oct
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis

Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4

9.6 out of 10, Exceptional, (39)
"The condo was great, very clean and close to the beach and restaurants. Beautiful view of the ocean."
The price is AED 871
AED 3,432 total
includes taxes & fees
17 Oct - 18 Oct
Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4

Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room

10.0 out of 10, Exceptional, (7)
"This was a great location, really close to the beach and lots of things to do."
The price is AED 1,348
AED 3,841 total
includes taxes & fees
7 Oct - 8 Oct
Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room

Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

3.5 star property
The price is AED 1,139
AED 3,869 total
includes taxes & fees
17 Oct - 18 Oct
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

Rare Find! Ocean and Beach Front Cottage!

9.2 out of 10, Wonderful, (5)
"We stayed a week in this cute beach front cottage. It is central located with walking distance to restaurants, surfing lessons, groceries and shops. The owner/host was easily get in touch with and accommodated us with early check in since we had a very early flight in. The view is beautiful and we watched sunset every day from our lanai. "
Rare Find! Ocean and Beach Front Cottage!

Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

9.2 out of 10, Wonderful, (42)
"Great Location, easy booking, unit is getting tired but would stay there again."
The price is AED 966
AED 2,042 total
includes taxes & fees
6 Oct - 7 Oct
Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

Luxury Oceanview Wailea Retreat with Sunset Views

The price is AED 1,322
AED 3,221 total
includes taxes & fees
9 Oct - 10 Oct
Luxury Oceanview Wailea Retreat with Sunset Views

Marriott's Maui Ocean Club, Lāhainā (1BR)

The price is AED 2,090
AED 2,401 total
includes taxes & fees
8 Oct - 9 Oct
Marriott's Maui Ocean Club, Lāhainā (1BR)

The Westin Kā‘anapali Ocean Resort Villas (Studio Premium)

The price is AED 3,669
AED 3,950 total
includes taxes & fees
8 Oct - 9 Oct
The Westin Kā‘anapali Ocean Resort Villas (Studio Premium)

The Westin Nanea Ocean Villas (2BR)

The Westin Nanea Ocean Villas (2BR)

The Westin Nanea Ocean Villas (1BR)

The Westin Nanea Ocean Villas (1BR)

Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach

9.4 out of 10, Exceptional, (13)
"What an amazing place to stay. We were not expecting the recent remodel and have to say they have done a wonderful job. Excellent location close to some wonderful beaches and great dining options. Great kitchen made it easy to save money and prepare our own meals."
The price is AED 1,014
AED 2,909 total
includes taxes & fees
8 Oct - 9 Oct
Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach

Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room

The price is AED 2,127
AED 4,817 total
includes taxes & fees
1 Nov - 2 Nov
Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room

Marriott's Maui Ocean Club, Lāhainā (2BR)

5.4 out of 10, (3)
"The property manager did not tell us we would have to change rooms part way through our trip. They also did not coordinate the move. They also did not communicate with the front desk on our arrival and our room was not clean. We were not able to use half the facility on the first night. The check in desk has the owner’s name on the reservation, and then added ours. The facility was great and staff was great, the host was hard to work with."
The price is AED 2,692
AED 3,096 total
includes taxes & fees
3 Nov - 4 Nov
Marriott's Maui Ocean Club, Lāhainā (2BR)

The Westin Nanea Ocean Villas (3BR)

4.0 out of 10, (2)
"On Christmas evening, I had just finished cleaning up after dinner and was preparing to pack my bag. We would be departing for the airport at 4:30am the next morning. I checked my email around 6:30pm and noticed an email from the host of this unit, that I had booked months before. The email stated that my booking (which was to start the next day) was being cancelled and I would get a refund in 8-10 days. I am 5 months pregnant, and was traveling with 4 children. My immediate thought was that...
The price is AED 4,896
AED 5,477 total
includes taxes & fees
30 Oct - 31 Oct
The Westin Nanea Ocean Villas (3BR)

Marriott's Maui Ocean Club, Lāhainā (3BR)

2.0 out of 10, (1)
"This was my Christmas present to my children this year and with just hours before our flight on Christmas Day, I got an email not a phone call an email telling me that our reservation was canceled with no explanation as to why. I spent three hours with four different managers, trying to figure out how to save Christmas for my kids as I was flying from Denver all the way over nonstop to Maui, Hawaii for our Christmas vacation. This was a disaster that VRBO allows owners to cancel with no...
The price is AED 4,037
AED 4,348 total
includes taxes & fees
8 Oct - 9 Oct
Marriott's Maui Ocean Club, Lāhainā (3BR)
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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Top Upcountry Maui Hotel Reviews

Frequently asked questions

How much do villas in Upcountry Maui cost?
You can expect to pay between and per night for a villa in Upcountry Maui. No matter your budget, a perfect stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Upcountry Maui with Expedia?
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