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Featured Villas in Wailea-Makena

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

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (128)
"Fantastic property."
The price is AU$852
includes taxes & fees
4 Sept - 5 Sept
~ This Is Wailea Living ~

5 Star Ocean View, Beach House Chic, Click the Video tour below!

10.0 out of 10, Exceptional, (88)
"Great host had a lovely time thank you so much!"
5 Star Ocean View, Beach House Chic, Click the Video tour below!

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

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

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

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

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

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!

I.P.M PRESENTS: VILLA E101 - PRIVATE POOL + YARD. FLEXIBLE CANCELATION POLICY

10.0 out of 10, Exceptional, (18)
"We had a wonderful stay at the Villas. Everything was as advertised. Wailea is a great area to stay with access to so many things within walking distance."
I.P.M PRESENTS: VILLA E101 - PRIVATE POOL + YARD. FLEXIBLE CANCELATION POLICY

Bright and Luxurous Wailea Beach Villas I204

10.0 out of 10, Exceptional, (61)
"A beautiful villa, great views and plenty of amenities. Would definitely come back!"
Bright and Luxurous Wailea Beach Villas I204

Exquisite Spacious Wailea Beach Villas H102

9.8 out of 10, Exceptional, (64)
"We had a great time staying here. The place had plenty of room and great amenities. Very family friendly and still had quiet places for adults only."
Exquisite Spacious Wailea Beach Villas H102

I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! FLEXIBLE CANCELATION POLICY

9.6 out of 10, Exceptional, (17)
"Loved our stay in this roomy well appointed home in a well located quiet Wailea neighborhood. Spectacular 180 degree ocean view."
I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! FLEXIBLE CANCELATION POLICY

I.P.M PRESENTS: VILLA E102 - PRIVATE POOL + YARD. FLEXIBLE CANCELATION POLICY

9.2 out of 10, Wonderful, (11)
"Everything is too notch at the Villas. We brought our family here for Thanksgiving and had two Villas side by side. We had the best time! The beach is so close and many yummy restaurants in the area. We want to come back every year!!!"
I.P.M PRESENTS: VILLA E102 - PRIVATE POOL + YARD. FLEXIBLE CANCELATION POLICY

Ho'olei Garden View by Coldwell Banker Island Vacation

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

Private Ocean Front at Wailea Beach Villas B102

10.0 out of 10, Exceptional, (29)
"Everything was exceptional. The music from the Marriott next store played too loud and late a couple nights thought"
Private Ocean Front at Wailea Beach Villas B102

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

Exquisite Oceanview Villa with Resort Amenities in Gated Community

10.0 out of 10, Exceptional, (67)
"Our family enjoyed our time here - nice memories"
Exquisite Oceanview Villa with Resort Amenities in Gated Community

Hula On In to Beach House Chic Style, Click the Video tour below!

10.0 out of 10, Exceptional, (132)
"We come to Maui annually for spring break. This was a great property to use as our base."
Hula On In to Beach House Chic Style, Click the Video tour below!

Escape to Ho'olei – Ocean Views & Luxe Comfort

9.6 out of 10, Exceptional, (75)
"Property was as described, close proximity to all that we needed, would definitely stay again "
Escape to Ho'olei – Ocean Views & Luxe Comfort
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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