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Compare 59 Villas in Makawao with updated reviews, rates, and availability.

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (46)
"The house was perfect for our visit with family. There were multiple areas inside and out to relax or spend time in. The grounds were beautiful...even one orchid blooming. "
Gated 2-story beach house with big yard

EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102

10.0 out of 10, Exceptional, (25)
"Positive"
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102

Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4

9.6 out of 10, Exceptional, (67)
"Beautiful villa with all of the accommodations needed for a wonderful holiday. Perfectly located to get to all that Wailea offers."
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4

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

9.6 out of 10, Exceptional, (50)
"We had a conference at the Grand Wailea and were bringing our adult children. This rental is very close to the hotel for a go between to attend the conference and catch up with our children at the end of the day. We stayed at the rental with them when the conference was over. Short walk to the shops and beach!Great layout for everyone to have their own space. "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain

Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain

Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3

10.0 out of 10, Exceptional, (62)
"Property is greatView great "
Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3

Redesigned Penthouse! WBV J106

10.0 out of 10, Exceptional, (64)
"We really enjoyed our stay and were pleased witj the updated unit, condition, and cleanliness. It was plenty of room for our family of 4 adults. Fully stocked chef’s kitchen. The staff is nice and we got a personal on site greeting from the rental manager. Mark at the gate is very friendly. "
Redesigned Penthouse! WBV J106

Luxury 3-Bedroom Wailea Beach Villa M312

10.0 out of 10, Exceptional, (9)
"This was the best location, easy to get to beach and mall"
Luxury 3-Bedroom Wailea Beach Villa M312

Wailea Beach Villas I503! 3 bedroom 5th floor penthouse!

10.0 out of 10, Exceptional, (73)
"Allison, Luxury Manager from the Coldwell staff, was unbelievably helpful in getting us checked in, and helping to accommodate some special needs for wheelchair storage.The rental itself was beautiful, exactly as depicted in the listing. The Beach Villas are a stones through from the shore, and the resort staff were very friendly and accommodating.If you are planning a stay on the Kihei/Wailea side, I would recommend this rental."
Wailea Beach Villas I503! 3 bedroom 5th floor penthouse!

I.P.M PRESENTS: VILLA E301 - STUNNING NEW REMODEL + FLEXIBLE CANCELATION POLICY

10.0 out of 10, Exceptional, (1)
"Loved the location! right next to shopping dining loved adult pool with another pool for children property”feels” smaller beautiful patios with waterfalls running nearby the property landscaping is lush and beautiful"
I.P.M PRESENTS: VILLA E301 - STUNNING NEW REMODEL + FLEXIBLE CANCELATION POLICY

Experience Ho'olei 24-2! Gorgeous 3 Bedroom Garden View Villa at Ho'olei!

9.6 out of 10, Exceptional, (41)
"Wailea is magical and these condos are the perfect spot. Well appointed inside the unit and fit our family perfect. We will be back! "
Experience Ho'olei 24-2! Gorgeous 3 Bedroom Garden View Villa at Ho'olei!

Oceanview Penthouse, sleeps up to 16 guests!

9.4 out of 10, Exceptional, (14)
"Great place, a perfect destination for a family trip"
Oceanview Penthouse, sleeps up to 16 guests!

I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY

10.0 out of 10, Exceptional, (26)
"This property was exactly as described and complete perfection as it related to housing all of our family members. The grounds are beautiful. The pool is gorgeous. The location for us was exactly where we wanted to be and just across the street from the beach. We did have some street noise coming from behind the patio but it wasn't terribly intrusive. The kitchen was well stocked with dishes and utensils as well as small appliances. The Furnishings are modern which included a fair amount of...
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, (69)
"Our family vacation PH H101 this home is the best . Linda is a great host always answered our request we will be back "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Aloha Villas Resort | 12 Bed, 12.5 Bath

9.8 out of 10, Exceptional, (43)
"No detail, communication or service was less than spectacular. From the fully equipped villas to games and lush greenery, we enjoyed our home in paradise for two weeks. Thank you to Jude and Mary for promptly responding to our needs throughout our stay."
Aloha Villas Resort | 12 Bed, 12.5 Bath

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

10.0 out of 10, Exceptional, (53)
"My family and I planned this trip back in March 2024 and reserved this property in Ho'olei.Right from the initial reservation process and first payment installment, the interaction with Matthew was excellent and seamless. Matthew was responsive and very helpful.The unit at Ho'olei was remarkable, well located within the property, and most importantly, was extremely clean when we checked in. There was a small welcome gift which was appreciative. The unit was very well equipped with all we needed,...
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

AMAZING LOCATION in the HEART of WAILEA!! WBV H102!

9.8 out of 10, Exceptional, (61)
"We met friends from Sydney. The unit was perfect. It had great gathering/visiting space, but also good bedrooms with private bathrooms. It was spotless and had a well stocked kitchen, if you choose to eat in. The property is quiet, but is located in the heart of everything. We walked to several restaurants up and down the beach and to the Shops at Wailea. Watched whales from the adults only pool. Also has a family pool. Will definitely return!"
AMAZING LOCATION in the HEART of WAILEA!! WBV H102!

CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!

9.6 out of 10, Exceptional, (64)
"Great stay at Tamara's condo. The location is fantastic, walking distance to the beach, shops, restaurants and the Wailea beach trail. The condo was well equipped. We easily cooked meals in the kitchen, which had everything we needed. The condo was clean and welcoming. We brought the provided beach chairs and beach towels, to Big Beach. The bathroom had sunscreen and a first aid kit, The band aids came in handy. Having a laundry allowed us to pack light. We really appreciated that Tamara left...
CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!

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

10.0 out of 10, Exceptional, (53)
"The location was wonderful; walking distance to the beach, restaurants, and shops. The photos represent the property well. The kitchen was well stocked, including olive oils, salt, pepper, cleaning products and trash liners. Loads of towels were offered too. The sheets and othering bedding were great quality. All the major appliances worked well and the washing machine came in handy for the family. The only criticism would be the cleanliness of the bathroom rug in the master. Overall, it is a...
Spectacular 3rd Row Villa at Ho'olei with Ocean Views

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

10.0 out of 10, Exceptional, (71)
"The views from this condo are amazing! The penthouse units are farther from the main pool and beach but we think the walk is worth the trade off for the view. The kitchen was very well equipped and having two refrigerators is great especially for a week stay during the holidays. We had a property manager we could contact with any needs or questions and upon check out we did provide her with a list of small maintenance suggestions that needed addressing, however none of the items prevented us...
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
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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Other property types in Makawao

Historic Upcountry Maui Property With Pool, 7 Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (60)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is SAR 6,337
SAR 12,327 total
includes taxes & fees
7 Mar - 8 Mar
Historic Upcountry Maui Property With Pool, 7 Bedrooms, Sleeps 16

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

10.0 out of 10, Exceptional, (214)
"I have stayed in many rental homes and this is by far the best equipped rental home I have ever stayed in. We love to cook and usually can’t find enough pots and pans and utensils and this house had them all.We also had the privilege of their neighbors having goats and baby goats and cows which we enjoyed seeing from the deck of the house The house was also close enough to major towns And easy to find I would definitely stay here again on our next trip to Maui "
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (778)
"Property was lovely and we especially appreciated the surprise welcome gift that was waiting for us. Pool was well maintained. It felt a little small for the number of units but we never had a problem finding lounges to sit in. "
Aston Maui Hill
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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