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Featured Villas in Wailea-Makena

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Terrace/patio

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

10.0 out of 10, Exceptional, (78)
"Lovely condominium with nice appointments The kitchen was well stocked. Bedrooms were spacious. Great patio with outdoor dining tableIt was a bit of a hike to the beach. All in all a great experience "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
~ This Is Wailea Living ~
Outdoor dining

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (127)
"It was great place to stay , close to beach etc."
~ This Is Wailea Living ~
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Property grounds

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

10.0 out of 10, Exceptional, (87)
"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
Property grounds

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

10.0 out of 10, Exceptional, (54)
"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!
Outdoor dining

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
Outdoor dining

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

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
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
Property grounds

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

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!
Bright and Luxurous Wailea Beach Villas I204
Pool

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
I.P.M PRESENTS: VILLA E101 - PRIVATE POOL + YARD. FLEXIBLE CANCELATION POLICY
Outdoor pool, a heated pool

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

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
Outdoor dining

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
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Property grounds

Luxury Oceanview Wailea Retreat [Hōkū Hale]

The price is NZ$2,154
includes taxes & fees
13 Aug - 14 Aug
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Ho'olei Garden View by Coldwell Banker Island Vacation
Villa, 3 Bedrooms | Outdoor dining

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
Pool

Private Ocean Front at Wailea Beach Villas B102

10.0 out of 10, Exceptional, (29)
"Great location for adult children, aging parent alike"
Private Ocean Front at Wailea Beach Villas B102
Exquisite Oceanview Villa with Resort Amenities in Gated Community
Terrace/patio

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!
Property grounds

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!
Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!
Outdoor dining

Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!

9.8 out of 10, Exceptional, (52)
"Family vacation "
Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!
Escape to Ho'olei – Ocean Views & Luxe Comfort
Outdoor dining

Escape to Ho'olei – Ocean Views & Luxe Comfort

9.6 out of 10, Exceptional, (75)
"Beautiful villa with all of the accommodations needed for a wonderful holiday. Perfectly located to get to all that Wailea offers."
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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Top Wailea-Makena Hotel Reviews

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

10/10 Excellent
"Absolutely beautiful, perfect location. Would stay there again in a heartbeat. Overall the room was very spacious, very clean, and the staff were very helpful."
Timothy 4-night trip
Posted 2 days ago
Mana Kai Maui- Official Onsite Rental