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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Villas in Upcountry Maui

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (177)
"Great place !!"
The price is SAR 2,145
SAR 4,345 total
includes taxes & fees
31 Aug - 1 Sep
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!"
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning
Condo, 1 Bedroom | Property grounds

Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning

3.5 star property
8.0 out of 10, Very Good, (1)
The price is SAR 1,305
SAR 4,185 total
includes taxes & fees
29 Aug - 30 Aug
Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning
Villas By The Cove, Villa 1 · Go for an Ocean Swim From a Fun Beach Villa
Beach nearby

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 SAR 653
SAR 1,641 total
includes taxes & fees
29 Aug - 30 Aug
Villas By The Cove, Villa 1 · Go for an Ocean Swim From a Fun Beach Villa
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis
Beach nearby

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 SAR 642
SAR 1,628 total
includes taxes & fees
29 Aug - 30 Aug
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis
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
Kapalua Bay Vill 23g1 Ocean Front 1 Bd/1ba 1 Bedroom Villa by RedAwning
~ This Is Wailea Living ~
Sun loungers, beach towels

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (129)
"Fantastic property."
The price is SAR 760
SAR 1,986 total
includes taxes & fees
4 Sep - 5 Sep
~ This Is Wailea Living ~
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning
Condo, 1 Bedroom | Property grounds

Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

3.5 star property
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning
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 SAR 694
SAR 1,678 total
includes taxes & fees
2 Sep - 3 Sep
Villas By The Cove, Villa 9 · Walk to Cove Beach Park from a Refined Villa
Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach
Fridge, microwave, oven, stovetop

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 SAR 807
SAR 2,635 total
includes taxes & fees
2 Sep - 3 Sep
Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach
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 SAR 964
SAR 3,616 total
includes taxes & fees
30 Aug - 31 Aug
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 SAR 976
SAR 3,623 total
includes taxes & fees
2 Sep - 3 Sep
Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4
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 SAR 1,520
SAR 2,761 total
includes taxes & fees
23 Sep - 24 Sep
Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Property grounds

Luxury Oceanview Wailea Retreat [Hōkū Hale]

The price is SAR 1,876
SAR 3,926 total
includes taxes & fees
24 Sep - 25 Sep
Luxury Oceanview Wailea Retreat [Hōkū Hale]
The Westin Nanea Ocean Villas (2BR)
A heated pool

The Westin Nanea Ocean Villas (2BR)

The Westin Nanea Ocean Villas (2BR)
Marriott's Maui Ocean Club, Lāhainā (1BR)
A heated pool

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

Marriott's Maui Ocean Club, Lāhainā (1BR)
The Westin Nanea Ocean Villas (1BR)
A heated pool

The Westin Nanea Ocean Villas (1BR)

The Westin Nanea Ocean Villas (1BR)
The Westin Kā‘anapali Ocean Resort Villas (Studio Premium)
A heated pool

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

The Westin Kā‘anapali Ocean Resort Villas (Studio Premium)
Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room
Beach nearby

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 SAR 1,167
SAR 3,597 total
includes taxes & fees
2 Sep - 3 Sep
Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room
Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room
Fridge, microwave, oven, stovetop

Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room

The price is SAR 1,264
SAR 3,720 total
includes taxes & fees
2 Sep - 3 Sep
Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room
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 SAR 760 and SAR 2,145 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.