Search Villas in Upcountry Maui

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 12 - Sep 14
In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2

Villas in Upcountry Maui

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

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

10.0 out of 10, Exceptional, (177)
"Great place !!"
The price is ￥84,039
￥161,798 total
includes taxes & fees
Sep 2 - Sep 3
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Aerial view

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

9.8 out of 10, Exceptional, (50)
"We had a great time!"
The price is ￥30,881
￥133,003 total
includes taxes & fees
Sep 8 - Sep 9
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Villas By The Cove, Villa 9 · Walk to Cove Beach Park from a Refined Villa
Property grounds

Villas By The Cove, Villa 9 · Walk to Cove Beach Park from a Refined Villa

9.8 out of 10, Exceptional, (48)
"This villa was perfect for what we were looking for on our honeymoon! It was secluded and affordable and in an amazing location where we could walk to everything"
The price is ￥23,528
￥60,801 total
includes taxes & fees
Sep 2 - Sep 3
Villas By The Cove, Villa 9 · Walk to Cove Beach Park from a Refined Villa
~ This Is Wailea Living ~
Outdoor dining

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (130)
"Fantastic property."
The price is ￥29,778
￥77,828 total
includes taxes & fees
Sep 4 - Sep 5
~ This Is Wailea Living ~
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Pool

OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!

9.6 out of 10, Exceptional, (63)
"Beautiful home in a prime location. Was perfect for our family of 4 to go back and forth between Maui. Clean, cute decor, beautiful view of the ocean. Has a small private beach, little rocky hike for the kids to explore, friendly neighbors. Gated quiet community. Would stay here again "
The price is ￥36,321
￥141,028 total
includes taxes & fees
Sep 8 - Sep 9
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4
Exterior

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

9.6 out of 10, Exceptional, (37)
"Kapalua Golf Villa stay was fantastic! Perfect view, easy walk to beach and pool and nicely decorated condo. Would stay again!"
The price is ￥36,321
￥139,488 total
includes taxes & fees
Sep 3 - Sep 4
Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning
Condo, 1 Bedroom | Outdoor dining

Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

3.5 star property
The price is ￥48,343
￥156,136 total
includes taxes & fees
Sep 2 - Sep 3
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning
Villas By The Cove, Villa 1 · Go for an Ocean Swim From a Fun Beach Villa
Terrace/patio

Villas By The Cove, Villa 1 · Go for an Ocean Swim From a Fun Beach Villa

9.8 out of 10, Exceptional, (71)
"Great location..clean rooms..great pool"
The price is ￥35,880
￥77,064 total
includes taxes & fees
Sep 4 - Sep 5
Villas By The Cove, Villa 1 · Go for an Ocean Swim From a Fun Beach Villa
Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach
Exterior

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 ￥31,175
￥102,753 total
includes taxes & fees
Sep 2 - Sep 3
Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach
Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach
Terrace/patio

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 ￥59,261
￥107,723 total
includes taxes & fees
Sep 23 - Sep 24
Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach
Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning
Condo, 1 Bedroom | Aerial view

Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning

3.5 star property
8.0 out of 10, Very Good, (1)
The price is ￥44,399
￥150,229 total
includes taxes & fees
Sep 3 - Sep 4
Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Property grounds

Luxury Oceanview Wailea Retreat [Hōkū Hale]

Luxury Oceanview Wailea Retreat [Hōkū Hale]
Marriott's Maui Ocean Club, Lāhainā (1BR)
Property grounds

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

The price is ￥83,671
￥94,912 total
includes taxes & fees
Sep 5 - Sep 6
Marriott's Maui Ocean Club, Lāhainā (1BR)
The Westin Kā‘anapali Ocean Resort Villas (Studio Premium)
Exterior

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

The price is ￥146,903
￥166,458 total
includes taxes & fees
Sep 5 - Sep 6
The Westin Kā‘anapali Ocean Resort Villas (Studio Premium)
The Westin Nanea Ocean Villas (1BR)
A heated pool

The Westin Nanea Ocean Villas (1BR)

The price is ￥78,672
￥90,374 total
includes taxes & fees
Sep 14 - Sep 15
The Westin Nanea Ocean Villas (1BR)
The Westin Nanea Ocean Villas (2BR)
A heated pool

The Westin Nanea Ocean Villas (2BR)

The price is ￥110,140
￥124,921 total
includes taxes & fees
Sep 14 - Sep 15
The Westin Nanea Ocean Villas (2BR)
Kapalua Bay Vill 23g1 Ocean Front 1 Bd/1ba 1 Bedroom Villa by RedAwning
Condo, 1 Bedroom | Pool

Kapalua Bay Vill 23g1 Ocean Front 1 Bd/1ba 1 Bedroom Villa by RedAwning

3.5 star property
The price is ￥51,429
￥160,760 total
includes taxes & fees
Sep 6 - Sep 7
Kapalua Bay Vill 23g1 Ocean Front 1 Bd/1ba 1 Bedroom Villa by RedAwning
Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room
Exterior

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

10.0 out of 10, Exceptional, (7)
"Great spot in part of a larger complex. Good communication with host. Great location. "
The price is ￥45,144
￥140,118 total
includes taxes & fees
Sep 2 - Sep 3
Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room
Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room
Outdoor dining

Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room

The price is ￥48,968
￥145,089 total
includes taxes & fees
Sep 2 - Sep 3
Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room
Marriott's Maui Ocean Club, Lāhainā (2BR)
Property grounds

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 ￥107,788
￥123,956 total
includes taxes & fees
Sep 14 - Sep 15
Marriott's Maui Ocean Club, Lāhainā (2BR)
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upcountry Maui Hotel Reviews

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Wonderful stay and views, Staff was very helpful, beach right out the hotel, Great breakfast every morning."
Carl 7-night trip
Posted 2 days ago
Royal Lahaina Resort & Bungalows

Find out more about Upcountry Maui

Find out more about Upcountry Maui

Upcountry Maui Villas information

Number of reviews
Accommodation
39 Villas
Lowest Price
￥29,778
Highest Price
￥110,140

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do villas in Upcountry Maui cost?
You can expect to pay between ￥29,778 and ￥110,140 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?
Booking a villa in Upcountry Maui is as easy as working out your travel dates and picking an option that has what you need. In search of something low cost or luxurious, or a stay that also has a kitchenette? Use Expedia's search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Upcountry Maui?
The quickest way to score cheap villas in Upcountry Maui is with Expedia's useful filter tool. Narrow your search by star rating, amenities and budget to nab unbeatable prices in only a few keystrokes.