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Check prices for these dates

Next weekend
27 Jun - 29 Jun
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4 Jul - 6 Jul
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18 Jul - 20 Jul
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15 Aug - 17 Aug

Villas in Upcountry Maui

Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views
Fridge, microwave, oven, stovetop

Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views

10.0 out of 10, Exceptional, (167)
"Great place !!"
The price is SAR 1,820
SAR 3,914 total
includes taxes & fees
23 Jun - 24 Jun
Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Pool

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

9.8 out of 10, Exceptional, (59)
"We had the most amazing week and one of our best vacations which was mostly because of the comfort level we had at the condo and how convenient everything was. This condo is beautiful inside and out, and when I got there, the pictures didn’t do justice to how wonderful this place is. I’m so happy we went in February as we were able to view the whales from the balcony. We will definitely come again! "
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Outdoor pool, an infinity pool

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

10.0 out of 10, Exceptional, (76)
"Everything was wonderful… thank you so much Linda."
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
~ This Is Wailea Living ~
Outdoor pool

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (123)
"Perfectly located near dining, shopping, golf and beach. Chris was a very solicitous and helpful host. Some features are a little bit dated, but the unit was clean and comfortable. "
~ This Is Wailea Living ~
Maui Resort Rentals: Luana Garden Villas 2D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Pool

Maui Resort Rentals: Luana Garden Villas 2D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!

10.0 out of 10, Exceptional, (17)
"It was truly like staying at your new home in Kaanapali. The grill takes some getting used to, but every aspect of Honua Kai was wonderful "
Maui Resort Rentals: Luana Garden Villas 2D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
Aerial view

OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!

9.6 out of 10, Exceptional, (35)
"Kapalua Golf Villa stay was fantastic! Perfect view, easy walk to beach and pool and nicely decorated condo. Would stay again!"
The price is SAR 713
SAR 3,284 total
includes taxes & fees
26 Jun - 27 Jun
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
Hula On In to Beach House Chic Style, Click the Video tour below!
Outdoor pool

Hula On In to Beach House Chic Style, Click the Video tour below!

10.0 out of 10, Exceptional, (131)
"We come to Maui annually for spring break. This was a great property to use as our base."
Hula On In to Beach House Chic Style, Click the Video tour below!
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Pool

Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

10.0 out of 10, Exceptional, (54)
"Property is totally amazing. Wonderful location, amenities and cleanliness. Our family loved our stay. We will return. "
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
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, (49)
"We had a great time!"
The price is SAR 713
SAR 3,284 total
includes taxes & fees
24 Jun - 25 Jun
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Property grounds

Luxury Oceanview Wailea Retreat [Hōkū Hale]

The price is SAR 2,776
SAR 5,153 total
includes taxes & fees
29 Jun - 30 Jun
Luxury Oceanview Wailea Retreat [Hōkū Hale]
One of our best~ "MAY is On Sale" ~ Must See OCEAN FRONT Villa ~
Outdoor dining

One of our best~ "MAY is On Sale" ~ Must See OCEAN FRONT Villa ~

10.0 out of 10, Exceptional, (71)
"We thoroughly enjoyed our stay at this beautiful villa. We usually stay at The Ritz, however, this was very nearby and allowed us the best of both properties and then some!"
One of our best~ "MAY is On Sale" ~ Must See OCEAN FRONT Villa ~
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Outdoor pool, a heated pool

I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY

10.0 out of 10, Exceptional, (26)
"It was a great stay and the host was very responsive with any questions we may have had. Aloha and mahalo"
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
WHITE LOTUS🏝️ New Bespoke Euro Luxury Golf Villa, Ground Level, Steps to Beach
Sun loungers, beach towels

WHITE LOTUS🏝️ New Bespoke Euro Luxury Golf Villa, Ground Level, Steps to Beach

10.0 out of 10, Exceptional, (27)
"family vacation at the this February was exceptional. Easy access to Kapalua Bay. Positioned ideally, the villa offered stunning views of the ocean, golf course, and mountains. The host was friendly, attentive, and provided convenient amenities that ensured our comfort throughout the trip. Top-choice destination for our family, highly recommend it to those seeking a serene and fulfilling Maui escape."
WHITE LOTUS🏝️ New Bespoke Euro Luxury Golf Villa, Ground Level, Steps to Beach
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Outdoor pool

5 Star Ocean View, Beach House Chic, Click the Video tour below!

10.0 out of 10, Exceptional, (87)
"Great host had a lovely time thank you so much!"
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view
On the beach, sun loungers, beach towels

Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view

7.4 out of 10, Good, (3)
"This listing is such a great stay and worth the price. Everything is new and updated and there are so many options - the beach, the pool or all the other pools! We want to stay again! Two things that would be nice to know ahead of time; 1. The condo is up a flight of stairs and there is no elevator, so elder guests may have issues accessing the Unit. And 2. The condo pool is saltwater, which is something my kids had to get used to. "
Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
A waterfall pool

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

9.6 out of 10, Exceptional, (56)
"We had a wonderful vacation and this location was perfect. After visiting multiple areas in Maui, we decided we like this area best "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Pool

Spectacular 3rd Row Villa at Ho'olei with Ocean Views

10.0 out of 10, Exceptional, (56)
"We had an amazing time. Will be coming back again! "
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Gated 2-story beach house with big yard
Exterior detail

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (57)
"The house was perfect for our visit with family. There were multiple areas inside and out to relax or spend time in. The grounds were beautiful...even one orchid blooming. "
Gated 2-story beach house with big yard
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Exterior

RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS

10.0 out of 10, Exceptional, (189)
"Nice property, great views. Would stay again. "
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Stunning Ocean View at Kapalua Bay Villas
Outdoor dining

Stunning Ocean View at Kapalua Bay Villas

10.0 out of 10, Exceptional, (58)
"Everything was excellent! We really enjoyed our stay, and just wish we could have stayed longer."
Stunning Ocean View at Kapalua Bay Villas
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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Frequently asked questions

How much do villas in Upcountry Maui cost?
You can expect to pay between SAR 713 and SAR 2,776 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.