Search Villas in Upcountry Maui

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Compare Villas in Upcountry Maui with updated reviews, rates, and availability.

OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
9.8 out of 10, Exceptional, (36)
"Really nice condo for our week on Maui. We enjoyed easy beach access, the quiet community, and access to the pool. Really appreciated the smaller details like providing enough dish washer and laundry pods to last the full week. We look forward to staying here again."
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla
9.8 out of 10, Exceptional, (28)
"Great property, service with amazing snorkeling. Pools and exercise facility perfect. The two bedroom suite with kitchen with view to Lanai and an accordion sliding door to patio…amazing! The Royal Ka’anapali golf course was terrific as well and offers challenge for low index players. Will definitely stay here again."
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla
Perfect Time! SAVE $ NOW ~ Platinum Maui Vacations Villa ~ One of the good ones ~ ~ ALL 5 STARS ~
10.0 out of 10, Exceptional, (54)
"The property is immaculate, and ours pictured beautiful views couldn’t ask for a better property on the golf course."
Perfect Time! SAVE $ NOW ~ Platinum Maui Vacations Villa ~ One of the good ones ~ ~ ALL 5 STARS ~
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OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
9.8 out of 10, Exceptional, (41)
"Incredible view from the giant bay windows where we were able to whale watch. Huge bathroom. Well equipped kitchen. Very comfortable bed and well-decorated accommodations. Our only warning would be that if you have a serious fear of bugs and critters, choose a room that’s on a higher floor. We did have 5 cockroaches visit over our 3 day stay (and one small frog!)"
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Oceanview Penthouse, sleeps up to 16 guests!
9.4 out of 10, Exceptional, (10)
"First time in Hawaii, came with family and friends: this house is just spectacular… great vibe, awesome location. Beds are comfortable, just great!"
Oceanview Penthouse, sleeps up to 16 guests!
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
9.4 out of 10, Exceptional, (40)
"All good with this residence. Location great grounds beautiful. Had a few minor issues with air conditioning unit as was not working properly upon arrival. It took 2 days to fix. They were diligent and resolved. Key cards kept demagnetizing and had to be replaced twice. Other than those 2 minor issues would definitely recommend."
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Lowest Price in Years! ~ PLATINUM Maui Vacations ~ TROPICAL OASIS ~ Clean & Affordable
9.8 out of 10, Exceptional, (33)
"This was our third stay at the Kapalua Golf Villas. As always we had a great stay. This property was clean and well appointed with everything we needed to enjoy the beach. Free door to beach shuttles made it so easy to get to the beach with all our gear for snorkeling. We always cook in and the kitchen had all the necessities. We had a great view of the golf course and multiple pools close by to choose from. We only wish that our stay was longer. Looking forward to our next trip."
Lowest Price in Years! ~ PLATINUM Maui Vacations ~ TROPICAL OASIS ~ Clean & Affordable
Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa
9.8 out of 10, Exceptional, (70)
"Such a beautiful and functional space. We had an excellent stay!"
Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
10.0 out of 10, Exceptional, (21)
"My experience at this villa was nearly perfect, thanks to its immaculate condition, breathtaking views, and unparalleled beach access. Every morning, the sight from the villa was a serene start to the day, and the easy access to the beach made my stay exceptionally relaxing and enjoyable. The concierge service was also noteworthy, providing excellent recommendations and assistance throughout my visit. However, a notable service mishap occurred regarding checkout. Despite all written materials...
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
Maui Resort Rentals: Luana Garden Villas 8D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
10.0 out of 10, Exceptional, (27)
"We absolutely love this property!! It's our second time to stay in this exact unit. The property is gorgeous. Such a peaceful and relaxing place to stay. It was very well appointed and provided everything we needed to make our stay perfect. We felt like we were staying in paradise truly. Can't wait to come back. Hands down the perfect place to stay when visiting Maui."
Maui Resort Rentals: Luana Garden Villas 8D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Great Price OPEN NOW ~ Platinum Maui Vacations ~ Warm Tropical Infusion
8.8 out of 10, Excellent, (5)
"Property was clean, well stocked, well furnished. Location for us was ideal. The grounds of the the property were impeccably maintained and very quiet and relaxing. The condo is showing it’s age and could use some attention in some ares. There were some door handles that fell off(laundry door), were ready to fall off(entry closet),or broken(exterior of one of the sliders). Property manager was excellent with good communication. Overall we would stay again"
Great Price OPEN NOW ~ Platinum Maui Vacations ~ Warm Tropical Infusion
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
9.6 out of 10, Exceptional, (26)
"Location was great with lots of pristine beaches and snorkeling spots close by. The villa itself was clean and easy to access. Some of the patio furniture was worn from the elements but that was about it. Overall a great area to stay in if you like a quiet relaxing place."
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
10.0 out of 10, Exceptional, (47)
"Perfect place to share with family! Everyone was attentive to our needs and addressed our questions in a reasonable timeframe. We would definitely stay again should the need arise."
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
New Ka'anapali Deluxe Villa Ocean and Island view
9.8 out of 10, Exceptional, (47)
"A great and quiet property."
New Ka'anapali Deluxe Villa Ocean and Island view
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
10.0 out of 10, Exceptional, (57)
"Linda’s condo is fantastic! The location is excellent - direct access to the beach path and to the shops and easy to get to the highways to explore the other parts of Maui. The space is very large and comfortable with all the amenities you might need. I’d definitely stay here again on our next trip to Maui and recommend her place to anyone wanting to stay in Wailea. Also Linda is a fantastic host and made our stay great!"
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Hawaii Life Vacations Hoolei Wailea Lux Residence Overlooking Resort Pool
10.0 out of 10, Exceptional, (21)
"The property is located in an ideal location. Right in the heart of restaurants and shops. The beach is right across the street. The unit is high end. The beds were comfortable and we enjoyed the lanai every morning and night."
Hawaii Life Vacations Hoolei Wailea Lux Residence Overlooking Resort Pool
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
10.0 out of 10, Exceptional, (19)
"Walking distance to wailea beach and shops, comfortably fit 10 people. Walkable to fantastic pool as well. Only issue was a couple things were broken from tennants before us, but property manager remedied critical items."
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Open 6/13- 6/19 ~ MUST SEE OCEAN FRONT Villa ~ PLATINUM Maui Vacations ~
10.0 out of 10, Exceptional, (63)
"Great place for your family. Views are incredible, short walk to the beach, owner is very responsive and everything was as or better than expected."
Open 6/13- 6/19 ~ MUST SEE OCEAN FRONT Villa ~ PLATINUM Maui Vacations ~
Luana Garden Villa 6D @ Honua Kai Resort Kaanapali
10.0 out of 10, Exceptional, (2)
"We were looking for a place for a family/friends (1 teenager and 3 Adults) for Spring Break. Was really excited when we found this location, because it was ideal for beach activities plus quick access to activities on the island. The host was very helpful - from making sure that the Villa was set up for the younger occupants, to restaurants, luau recommendations plus activities recommended for our stay. We had an incredible time. Would definitely recommend this Villa and Host. 5 Stars!!!!!"
Luana Garden Villa 6D @ Honua Kai Resort Kaanapali
AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
9.8 out of 10, Exceptional, (55)
"The condo and property are beautiful. The condo was fully stocked with everything we needed which was appreciated. It was not an issue for us but the walk to the pool could be difficult for some people as there is a hill to the pool/beach area. We had a great stay and enjoyed many parts of Maui."
AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
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See all available properties in Upcountry Maui
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.

Other property types in Upcountry Maui

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3018)
"For the price, the property is definitely worth staying at. It’s a good value. Location is really nice near plenty of walkable restaurants and food park. Pool areas were nice and not overly crowded. Staff was great. Food at restaurant on property is just mediocre."
The price is ¥43,038
per night
Jun 12 - Jun 13
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2163)
"5 stars"
The price is ¥37,249
per night
Jun 3 - Jun 4
Aston Maui Kaanapali Villas
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2536)
"We went to the Honua Kai with our 3-year-old daughter as a recommendation from a friend who had gone earlier in the year with their one-year-old. We went for the ability to have washer-dryer, kitchenette, pools that were family-friendly, and an on-site store and restaurant. It lived up to our requirements with regards to everything. I also used the gym which was adequate for what I used it for (primarily treadmill running - when I didn't run on the beach, that is). Would recommend!"
The price is ¥76,722
per night
Jun 3 - Jun 4
OUTRIGGER Honua Kai Resort & Spa
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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