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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Relax by the serene pool surrounded by lush greenery and palm trees, with a soothing waterfall and comfortable deck seating.

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

10.0 out of 10, Exceptional, (80)
"Everything was wonderful… thank you so much Linda."
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
Relax by the resort's pool, surrounded by lush tropical plants and a soothing waterfall.

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

10.0 out of 10, Exceptional, (67)
"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
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Enjoy cooking in this well-equipped kitchen with a large island and stainless steel appliances.

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

10.0 out of 10, Exceptional, (176)
"Great place !!"
The price is HK$3,525
HK$7,816 total
includes taxes & fees
6 Aug - 7 Aug
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Stunning two-story residence with a spacious balcony and beautifully manicured lawn.

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

10.0 out of 10, Exceptional, (194)
"Amazing family vacation!"
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Stunning Ocean View at Kapalua Bay Villas
Enjoy a romantic meal on this oceanfront balcony with a stunning view of palm trees and the distant shoreline.

Stunning Ocean View at Kapalua Bay Villas

10.0 out of 10, Exceptional, (60)
"Unit was perfect..super clean,well equipped, amazing views and beach,quiet...i could go on and on. We stayed next door a few years ago and feel this is the best place to staybin maui. We will hopefully be back again. Thanks! "
Stunning Ocean View at Kapalua Bay Villas
~ This Is Wailea Living ~
Walk along the paved path to the wide, sandy beach, surrounded by lush greenery and tall palm trees.

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (128)
"Fantastic property."
The price is HK$1,766
HK$4,313 total
includes taxes & fees
4 Sept - 5 Sept
~ This Is Wailea Living ~
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Relax by the resort pool surrounded by a scenic waterfall and lounge chairs.

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

10.0 out of 10, Exceptional, (55)
"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
MODERN HAWAII ⛳️ Modern Remodel, steps to the Beach, 4th Tee, Ocean View, 4 Pools
Enjoy a serene beach getaway with stunning ocean views and a majestic mountain backdrop.

MODERN HAWAII ⛳️ Modern Remodel, steps to the Beach, 4th Tee, Ocean View, 4 Pools

10.0 out of 10, Exceptional, (64)
"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...
MODERN HAWAII ⛳️ Modern Remodel, steps to the Beach, 4th Tee, Ocean View, 4 Pools
Gated 2-story beach house with big yard
Stunning traditional architecture surrounded by lush greenery and a beautifully maintained entrance.

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (62)
"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!
Relax by the serene pool surrounded by lush tropical plants and palm trees, with a waterfall cascading down a rocky ledge.

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

9.6 out of 10, Exceptional, (60)
"This condo was perfect! Very clean and accommodating for our group! The host was very quick to respond and the condo was in a great location! We will be back"
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
Relax by the resort pool surrounded by lush tropical vegetation and a natural rock formation with a cascading waterfall.

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

10.0 out of 10, Exceptional, (57)
"We had an amazing time. Will be coming back again! "
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
Relax by the resort's pool surrounded by palm trees and a rocky landscape.

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

10.0 out of 10, Exceptional, (55)
"We met up with our family fromAustralia and had a wonderful time here in Maui. The condo was very well maintained and well stocked which made for a pleasant experience. Would highly recommend. "
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Relax by the serene pool surrounded by lush vegetation and palm trees, with lounge chairs and umbrellas providing shaded seating.

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 September ~ Must See OCEAN FRONT Bay Villa ~
Relax in this ocean-view area with a round table, chairs, and a small table for refreshments.

STEEP PRICE DROP Now thru September ~ Must See OCEAN FRONT Bay 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!"
STEEP PRICE DROP Now thru September ~ Must See OCEAN FRONT Bay Villa ~
Rare Find! Ocean and Beach Front Cottage!
Enjoy a serene ocean view with gentle waves and a rugged shoreline perfect for exploration.

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 HK$2,245
HK$6,269 total
includes taxes & fees
9 Aug - 10 Aug
Rare Find! Ocean and Beach Front Cottage!
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
Relax and socialize in this inviting balcony area with comfortable seating, a grill, and stunning views of the resort.

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!
Marriott's Maui Ocean Club, Lāhainā (3BR)
Relax by the resort's central pool surrounded by lush tropical landscaping and a small waterfall feature.

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 HK$23,541
HK$25,415 total
includes taxes & fees
8 Aug - 9 Aug
Marriott's Maui Ocean Club, Lāhainā (3BR)
Ho'olei Garden View by Coldwell Banker Island Vacation
Pool

Ho'olei Garden View by Coldwell Banker Island Vacation

2.0 star property
Ho'olei Garden View by Coldwell Banker Island Vacation
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views
Relax by the pool surrounded by lush greenery and lounge chairs.

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

9.6 out of 10, Exceptional, (55)
"Enough space for both my kiddos to stretch out and an amazing view from both lanais. We had a minor issue with the oven the first night and they had maintenance come first thing the next morning to fix the issue. We can't wait to go back to the island. "
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views
Welcome to Luana Garden Villas 3B & 3D
Relax by the pool surrounded by lush gardens and palm trees.

Welcome to Luana Garden Villas 3B & 3D

10.0 out of 10, Exceptional, (20)
"Great for a family stay."
Welcome to Luana Garden Villas 3B & 3D
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

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Excellent service. "
Hao 3-night trip
Posted 15 hours ago
Royal Lahaina Resort & Bungalows

Frequently asked questions

How much do villas in Upcountry Maui cost?
You can expect to pay between HK$1,766 and HK$23,541 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.