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Check prices for these dates

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18 Jul - 20 Jul
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8 Aug - 10 Aug
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Villas in Upcountry Maui

Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
Outdoor pool, a heated pool

Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

10.0 out of 10, Exceptional, (66)
"It was good for families with small children and still able to have quiet places for the adults to enjoy. Beautiful property "
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
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, (77)
"Everything was wonderful… thank you so much Linda."
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
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, (172)
"Great place !!"
The price is SAR 2,157
SAR 4,362 total
includes taxes & fees
31 Jul - 1 Aug
Reduced rates. Eco friendly elegant modern home, gorgeous Ocean & Mt views
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, (191)
"Amazing family vacation!"
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
~ This Is Wailea Living ~
Sun loungers, beach towels

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (126)
"It was great place to stay , close to beach etc."
The price is SAR 1,097
SAR 2,438 total
includes taxes & fees
21 Jul - 22 Jul
~ This Is Wailea Living ~
Stunning Ocean View at Kapalua Bay Villas
Outdoor dining

Stunning Ocean View at Kapalua Bay Villas

10.0 out of 10, Exceptional, (59)
"Everything was excellent! We really enjoyed our stay, and just wish we could have stayed longer."
Stunning Ocean View at Kapalua Bay Villas
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, (20)
"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!
Last Min Opening 30% MODERN HAWAII ⛳️ Remodel, closest 3BRVilla, Beach & 4th Tee
Beach nearby

Last Min Opening 30% MODERN HAWAII ⛳️ Remodel, closest 3BRVilla, Beach & 4th Tee

10.0 out of 10, Exceptional, (63)
"We usually stay on the beach, but this condo on the golf course was a lovely change of pace. The setting was peaceful, with breathtaking views of the trees, birds, and greens. The European furnishings were tasteful and elegant, adding to the overall charm of the space.The open floor plan was airy and fantastic, and the patio doors that fully open made the living area feel expansive and connected to the outdoors. We especially loved having two patios—one for morning sun and the other for...
Last Min Opening 30% MODERN HAWAII ⛳️ Remodel, closest 3BRVilla, Beach & 4th Tee
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
Gated 2-story beach house with big yard
Exterior detail

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (59)
"Our family of 6 thoroughly enjoyed this house. Situated within walking distance of a great beach and close to plenty of shopping, you couldn’t ask for a better location. The property is fenced in which allows for privacy and a sense of security. There are plenty of amenities in the house including surfboards, boogie boards, chairs and an umbrella for the beach, bikes a ping pong table, a hammock and much more. We had a great time and would stay there again in a heartbeat!"
Gated 2-story beach house with big yard
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, (58)
"Overall this property was perfect. Had everything we needed for our family vacation (6 adults, 3 children). Property was clean, located close to pool and beach, shopping close by, we’d definitely stay here again in the future. "
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
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
STEEP PRICE DROP Now thru August ~ Must See OCEAN FRONT Bay Villa ~
Outdoor dining

STEEP PRICE DROP Now thru August ~ Must See OCEAN FRONT Bay Villa ~

10.0 out of 10, Exceptional, (71)
"Loved it! Beautiful view!!!"
STEEP PRICE DROP Now thru August ~ Must See OCEAN FRONT Bay Villa ~
Rare Find! Ocean and Beach Front Cottage!
On the beach

Rare Find! Ocean and Beach Front Cottage!

9.0 out of 10, Wonderful, (4)
"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. "
The price is SAR 1,020
SAR 2,902 total
includes taxes & fees
15 Jul - 16 Jul
Rare Find! Ocean and Beach Front Cottage!
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
Pool

Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades

10.0 out of 10, Exceptional, (55)
"This was an amazing home to stay in. It is close to a variety of beaches and restaurants, and we enjoyed being in the heart of Wailea. The home itself was clean, with comfortable beds and furniture, and had everything we needed for a relaxing vacation (i.e. beach chairs, umbrellas, cooler, laundry) "
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
Outdoor dining

Panoramic Ocean Views! - Luxury Villa! - Owner Direct!

10.0 out of 10, Exceptional, (71)
"Wonderful accommodations, great location and friendly staff!"
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views
A heated pool

Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views

9.6 out of 10, Exceptional, (53)
"We had a wonderful stay."
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views
PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. MOST SPECTACULAR LOCATION
Living area

PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. MOST SPECTACULAR LOCATION

9.6 out of 10, Exceptional, (56)
"Loved the location and beautiful beach."
PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. MOST SPECTACULAR LOCATION
Luana Villa 7B at Honua Kai w/ Private BBQ & Lanai ~ Ground-Floor Maui Paradise
Outdoor pool, a heated pool

Luana Villa 7B at Honua Kai w/ Private BBQ & Lanai ~ Ground-Floor Maui Paradise

10.0 out of 10, Exceptional, (12)
"Great communication and fantastic property for our family vacation in Maui."
Luana Villa 7B at Honua Kai w/ Private BBQ & Lanai ~ Ground-Floor Maui Paradise
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 1,020 and SAR 2,157 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.