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Browse Select Upcountry Maui Villas

Our top choices for Upcountry Maui villas

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

10.0 out of 10, Exceptional, (177)
"Great place !!"
The price is £752
includes taxes & fees
25 Aug - 26 Aug
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

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

10.0 out of 10, Exceptional, (71)
"Excellent location and appointed house! It was a wonderful place to stay. Loved it and you will to!"
STEEP PRICE DROP Now thru September ~ Must See OCEAN FRONT Bay Villa ~

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

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

10.0 out of 10, Exceptional, (82)
"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

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

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (129)
"Fantastic property."
~ This Is Wailea Living ~

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

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

9.6 out of 10, Exceptional, (61)
"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!

K L V R presents Beautiful Ground floor Villa 1A at Honua Kai Resort,

10.0 out of 10, Exceptional, (24)
"We have stayed here a few times now and we have never been disappointed. It's a lovely property. This is our first time staying in the Villa. We loved the space. One thing I wished was that they have maid service such as in the towers but otherwise it was great. "
K L V R presents Beautiful Ground floor Villa 1A at Honua Kai Resort,

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

Rare Find! Ocean and Beach Front Cottage!

9.2 out of 10, Wonderful, (5)
"A fantastic place to recharge and reconnect. We've stayed in Kihei many times so we know the area pretty well. This was the perfect spot. Almost no need to leave the property. We bbq'd and watched the sunset almost every evening. Went swimming in the ocean every morning. Walked over and rented surf boards to surf in the cove a couple of mornings. Went on several excursions around the island but always made it back to sit out on the lānai and watch the sunset in the evening. Mahalo."
Rare Find! Ocean and Beach Front Cottage!

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)

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 £2,534
includes taxes & fees
1 Sept - 2 Sept
Marriott's Maui Ocean Club, Lāhainā (3BR)

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (63)
"Close to beaches and has great amenities such as surfboards, bikes, etc."
Gated 2-story beach house with big yard

Ho'olei Garden View by Coldwell Banker Island Vacation

2.0 star property
Ho'olei Garden View by Coldwell Banker Island Vacation

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

Welcome to Luana Garden Villas 3B & 3D

10.0 out of 10, Exceptional, (21)
"Great for a family stay."
Welcome to Luana Garden Villas 3B & 3D

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

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

Maui Resort Rentals: 9 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!

10.0 out of 10, Exceptional, (5)
"The units were beautiful and looked just like the listing. The pool that is shared with a few other buildings was nice and close and never too busy. Communication was great as well. Highly recommend staying here!"
Maui Resort Rentals: 9 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!
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