Wailea-Makena Vacation Rentals

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Browse Select Wailea-Makena Vacation Homes

Maui 4 BD Heated Pool very quiet and private home in Kihei Wailea resort area
10.0 out of 10, Exceptional, (51)
"This lovely home offered everything you could want- swimming pool, billiards, games to entertain any family. Everything was immaculate, a beautiful ocean view, peaceful surroundings yet just a short drive to restaurants and the beach. We hope to stay with you again!"
Maui 4 BD Heated Pool very quiet and private home in Kihei Wailea resort area
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
9.8 out of 10, Exceptional, (90)
"No other word but perfect amenities , size, location Pool. I have nothing bad to say"
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
9.8 out of 10, Exceptional, (120)
"This house is amazing clean and perfect for a family vacation Location close to everything too Owner is so accommodating and nice and answers any questions very quickly Don’t miss out on this home Thanks "
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
10.0 out of 10, Exceptional, (79)
"House was super clean and patio/pool were wonderful! Made our stay so easy. Beach and shopping super close. "
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
Ho'olei Villas | Wailea Kapili
9.6 out of 10, Exceptional, (10)
"We had a great time and enjoyed all the amenities. We had 4 kids and the bedrooms worked out perfect. Bathroom Amenities were great, Plenty of chairs, umbrellas, towels and cooler for the beach. We will be back!"
Ho'olei Villas | Wailea Kapili
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
10.0 out of 10, Exceptional, (22)
"The unit was beautiful. The view from the lanai was spectacular. The kitchen was well stocked and spacious. The location was perfect. We appreciated the beach towels, sand shovel, beach bucket, beach chairs and wagon. It made our daily outings so much easier. Not even once did we say ”I wish we had…”. We enjoyed our stay. "
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
9.8 out of 10, Exceptional, (13)
"A lovely place to stay. Would love to stay mush longer."
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
9.0 out of 10, Wonderful, (41)
"Great view. Just as every other condo here, could use some upgrading and a bit more "spring" cleaning. Love the location. Needs a new tv in it for the after beach relax."
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
Single Level Private Home with Air Conditioning ~Steps Away from Keawakapu Beach on Maui
9.8 out of 10, Exceptional, (55)
"Amazing stay. House was exactly as advertised… location is perfect: across the street to the beach via public access. Easy walk down the beach to a pathway that attached for a few miles along the shore. House itself was perfect for a family. Yard, tennis, comfy living room and Well equipped kitchen."
Single Level Private Home with Air Conditioning ~Steps Away from Keawakapu Beach on Maui
Mana Kai Maui Resort condo with grill & WiFi - great location
7.4 out of 10, Good, (11)
"We loved the Mana Kai resort but everything about our stay at the unit we rented was disappointing beginning with the check-in process. Our check-in email included no access code and we spent 3 hours tracking down someone I. The phone who could provide one. This unit is managed by Vacasa, not the property’s on-site management company. The Vrbo listing showing a kitchen, dining and living area is completely misleading. This is one room- like an old holiday inn room with dirty carpet and peeling...
Mana Kai Maui Resort condo with grill & WiFi - great location
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
10.0 out of 10, Exceptional, (19)
"This home was perfect for our family vacation. It was great space for our children and grandchildren to join us. The location and the amenities were fabulous. We made some wonderful memories this trip to Maui. Thank you. "
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View
10.0 out of 10, Exceptional, (61)
"A return trip to Maui from our honeymoon there 21 years later, this time with our two boys. Townhome is beautiful with lots of room, watching the sunrise from Lanai looking out over #10 green of Wailea Blue golf course with view of ocean and Molokini not too far away…stunning. Great location with countless beaches and restaurants all close by. We’d go back every year if we could!"
Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View
Kihei Akahi Condo w/ Shared Grill, Private W/D-Snorkel, Surf, Swim
8.0 out of 10, Very good, (17)
"This was our first time in Maui and were so excited. We walked into the rental and saw that there were big stains on the carpet (not sure how old) and the toilet seat was left up with pubic hair on the brim. I messaged the management company to inform them and cleaned the toilet ourselves. The next day, I started to cook breakfast and realized that the stove vent didn't work at all. It's a gas stove, I'm pregnant, and we weren't OK with breathing in the fumes. If it was electric, I would have...
Kihei Akahi Condo w/ Shared Grill, Private W/D-Snorkel, Surf, Swim
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
10.0 out of 10, Exceptional, (75)
"We had a lovely stay at Dan and Kelly’s home and they were incredibly gracious hosts! We enjoyed the freshly harvested fruits and fresh baked banana bread and the home was very comfortable with lovely views, near the ocean. We would love to return to this home again some day!"
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Wailea Townhome, Perfect for Families! Wailea Ekahi 25B
6.8 out of 10, (46)
"Great spot!"
Wailea Townhome, Perfect for Families! Wailea Ekahi 25B
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
9.8 out of 10, Exceptional, (67)
"We would stay in this home again, 10/10- the only downside is we enjoyed being in the house so much we were not motivated to explore the island! The pool is lovely- a nice sized pool to enjoy as a family of four. I spent most of my time on the back deck, enjoying the view of the pool with the ocean in the distance. The landscaping is top-notCh and there are a variety of curious birds and little lizards to watch. The bedrooms are spacious and comfortable, the kitchen is well-appointed. We had a...
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Spacious Maui Home in sunny Kihei, minutes to the beach and Wailea golf.
9.4 out of 10, Exceptional, (73)
"The best part about this house was its location. Walking distance to the beach, close to Kihei boat landing and close the the fabulous Maui Food Trucks of Kihei. There is a great supply of beach chairs beach mats and snorkel gear that we indeed utilized. The house indeed was spacious as listed. What was listed under amenities that was not there was shampoo. Also under property amenities was "hot tub", but it was a spa bath tub not hot tub things that did not work were ice machine and dryer....
Spacious Maui Home in sunny Kihei, minutes to the beach and Wailea golf.
Private Oasis - 3bdrm Cottage on a Full Acre at Maui's Famous Keawakapu Beach
9.4 out of 10, Exceptional, (52)
"Had everything you could need. Right across the street from the beach. Provided beach chairs and towels. Nice to have a washer and dryer. Bedrooms were large with full closets and dressers to unpack into. Provided laundry baskets as well. Had a full bathroom plus a half bath out back. The fresh mangos were a treat. Really enjoyed our stay."
Private Oasis - 3bdrm Cottage on a Full Acre at Maui's Famous Keawakapu Beach
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean
9.8 out of 10, Exceptional, (69)
"Everything went great. Host is very accommodating and helpful."
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean
Maui Breeze Retreat at Ho'olei! Available Nov. 16-24 & Dec. 7-15. Book now!
10.0 out of 10, Exceptional, (123)
"The house is what everyone said and more. Our family, my wife and I will carry many great memories from the days we spent at Steve’s house "
Maui Breeze Retreat at Ho'olei! Available Nov. 16-24 & Dec. 7-15. Book now!
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Other property types in Wailea-Makena

Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (483)
"Great stay until our last night when we had to park across the property and walk in the dark to our condo that could not be entered from the patio. The next day we had to wheel our suitcases across the wet lawn to the car. They had not even started work on our parking lot, which was the reason we had to park across the complex. Inconvenient!"
Wailea Ekahi - CoralTree Residence Collection
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (743)
"My stay at Aston Maui hills was perfect. We loved that it felt like home , we love the view and all the accommodations.Thank you."
Aston Maui Hill
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very good, (2169)
"Beautiful grounds. Nice location across from beach. Unit was a little tired and needs some love but overall a very pleasant stay"
Castle Kama'ole Sands
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.