Search Wailea-Makena Villa Rentals from CA $281

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Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Wailea-Makena Villas

I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Outdoor pool, a heated pool

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
Exquisite Spacious Wailea Beach Villas H102
Pool

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
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Outdoor pool, an infinity pool

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

10.0 out of 10, Exceptional, (82)
"Location of property was the best we've experienced in many visits to Wailea. The condo was the perfect size and layout and in great condition. The staff was excellent and the check in process was as easy as possible. Linda was really responsive and provided everything we needed. We will plan for a return visit and I will recommend it to friends. We had a great stay. Thank you. "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
~ This Is Wailea Living ~
Sun loungers, beach towels

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (128)
"Fantastic property."
The price is CA $281
CA $734 total
includes taxes & fees
Sep 4 - Sep 5
~ This Is Wailea Living ~
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
A waterfall pool

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!
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!
Escape to Ho'olei – Ocean Views & Luxe Comfort
Pool

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

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!
Panoramic Ocean Views at Wailea Beach Villas I503
Pool

Panoramic Ocean Views at Wailea Beach Villas I503

10.0 out of 10, Exceptional, (74)
"This villa is beautiful! Panoramic views and large rooms make it comfortable for multiple couples - we enjoyed watching whales while having morning coffee. Best location for beaches, restaurants and activities. Staff extremely helpful. Pools are beautiful and grounds lush with plantings. Will definitely come back!"
Panoramic Ocean Views at Wailea Beach Villas I503
I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! FLEXIBLE CANCELATION POLICY
Pool

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

9.6 out of 10, Exceptional, (18)
"Had a fantastic stay! Looking forward to returning!"
I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! FLEXIBLE CANCELATION POLICY
Ho'olei Garden View by Coldwell Banker Island Vacation
Pool

Ho'olei Garden View by Coldwell Banker Island Vacation

2.0 star property
Ho'olei Garden View by Coldwell Banker Island Vacation
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Pool

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
Pool

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
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Property grounds

Luxury Oceanview Wailea Retreat [Hōkū Hale]

Luxury Oceanview Wailea Retreat [Hōkū Hale]
Exquisite Oceanview Villa with Resort Amenities in Gated Community
Pool

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

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

10.0 out of 10, Exceptional, (57)
"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: VILLA E301 - STUNNING NEW REMODEL + FLEXIBLE CANCELATION POLICY
Terrace/patio

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
Private Ocean Front at Wailea Beach Villas B102
Pool

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

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

10.0 out of 10, Exceptional, (133)
"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!
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
"We had a wonderful stay"
Sheila Marie 7-night trip
Posted 1 day ago
Mana Kai Maui- Official Onsite Rental