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Stunning views! Exclusive pool, spa and big private yard.

9.8 out of 10, Exceptional, (140)
"Lovely home with everything we would ever need. Wonderful hosts"
Stunning views! Exclusive pool, spa and big private yard.

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

10.0 out of 10, Exceptional, (86)
"Great location, clean, comfortable and well maintained. The owner was easy to work with and truly provided everything that you need for a great vacation."
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

9.8 out of 10, Exceptional, (78)
"Perfect location, well equipped unit, outstanding water front property"
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

Breath taking ocean and volcano views! Pool,Close to beaches and everything else

9.8 out of 10, Exceptional, (156)
"We had the best time at our VRBO. The house was beautiful. The host was so accommodating. They answer our text right away. The pool was amazing. We would definitely book here again."
Breath taking ocean and volcano views! Pool,Close to beaches and everything else

Maui Designer Beach Villa, Wailea, Ho'olei 39-2

9.8 out of 10, Exceptional, (26)
"Top notch location "
Maui Designer Beach Villa, Wailea, Ho'olei 39-2

CLOUD 9 BEACH HOUSE, MAUI FAMILY OWNED, Walk to Beach, Oceanview, Clean

9.8 out of 10, Exceptional, (80)
"Great place for my wife and I and our two daughters families, including one toddler. Very comfortable accommodations and the pool was great. The hill down to the beach wasn’t bad, but the parking lot at the bottom was a better choice, especially when carting everything for a two year old. Overall a great stay!"
CLOUD 9 BEACH HOUSE, MAUI FAMILY OWNED, Walk to Beach, Oceanview, Clean

Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean

9.8 out of 10, Exceptional, (98)
"Comfortable beds, effective air conditioning and a great location a short walk from a sandy beach "
Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean

PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (76)
"Great location for family gathering. Close to many amenities. "
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

One-of-a-Kind Maui Getaway!

10.0 out of 10, Exceptional, (109)
"Wonderful Property for our family. Perfect location and house is fully as advertised. Lee made the stay even better - Freddy was also an awesome host "
One-of-a-Kind Maui Getaway!

Luxurious Tropical Home with Heated Pool, 5min to Wailea Beach, Mini Split ACs!

10.0 out of 10, Exceptional, (64)
"Neat clean lots of amenities "
Luxurious Tropical Home with Heated Pool, 5min to Wailea Beach, Mini Split ACs!

Kula Luxury Retreat With Stunning Ocean & Mountain Views!

10.0 out of 10, Exceptional, (72)
"Breathtaking views, quiet serenity, and a communicative host. Beautifully appointed home, well stocked kitchen, all you could need. We would 1000% recommend this home if you are looking to stay upcountry. The only drawback Is the drive time to West Maui,that’s it. Phenomenal home, great host otherwise."
Kula Luxury Retreat With Stunning Ocean & Mountain Views!

Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

9.8 out of 10, Exceptional, (100)
"This was a perfect spacious lovely home in a fabulous location and was just the perfect home base for our daughter's "wedding week" in Wailea. We enjoyed the fabulous pool and the proximity to the beach and all the fabulous restaurants Wailea has to offer. Management was extremely responsive, allowed us to check in early and depart late as well - This is a great home for togetherness, and family time. "
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

10.0 out of 10, Exceptional, (29)
"The house is laid out very nicely. The views are spectacular."
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

9.4 out of 10, Exceptional, (58)
"Everything you need in the condo and enough beaches to try one every day!"
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Summer Deals Book now Island Retreat Spacious 3B 3B home.

10.0 out of 10, Exceptional, (142)
"There could not be a better house with a better view The yard itself is breathtaking The pictures are perfect on this site Martha was very attentive a came to our every need . Very clean place and kitchen has every appliance and utensils you could want. The concierge Martha referred us to was Dona and she booked everything for us. Thank you "
Summer Deals Book now Island Retreat Spacious 3B 3B home.

Ho'olei Ocean View 21-6 Newly Listed, Renovation May 2025

10.0 out of 10, Exceptional, (2)
"This home was beautifully remodeled just before we arrived. Almost all of the furniture is brand new! The art is very beautiful. The owner upgraded the kids bathroom and the powder room! The entire home was repainted, and there were a lot of nice upgrades through out the home! We all had a wonderful time and we recommend this home for everyone! Aloha :)"
Ho'olei Ocean View 21-6 Newly Listed, Renovation May 2025

DISCOUNTED AUGUST SPECIAL Oceanfront Private Home

10.0 out of 10, Exceptional, (107)
"Such an amazing spot right on the ocean! We felt right at home and had everything we need. Janna is the best property manager and was so accommodating and kind. We will definitely be back!"
DISCOUNTED AUGUST SPECIAL Oceanfront Private Home

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

10.0 out of 10, Exceptional, (89)
"We had a fantastic time at this beautiful home that was fully equipped for our stay. Dan and Kelly are amazing hosts and we couldn’t have wished for a better place to be based for our Maui trip. Thank you so much!"
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Very Best Deluxe Ocean View...Panoramic View....First Class!!

10.0 out of 10, Exceptional, (148)
"The home was amazing! Great view and quick access to the Grand Wailea and nearby shops. Will definitely stay here again!"
Very Best Deluxe Ocean View...Panoramic View....First Class!!

Beachfront Maui Home - 4 bedroom 3 Bath

10.0 out of 10, Exceptional, (42)
"Absolutely the best property in (Wailea). Right on polo Beach with beach access absolutely a beautiful property. Communication was fantastic, the home exceeded expectations. "
Beachfront Maui Home - 4 bedroom 3 Bath
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