Makena Vacation Rentals

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Browse Select Makena Vacation Homes

Very private. Fabulous views! Private pool, spa and yard on 1 acre!
10.0 out of 10, Exceptional, (114)
"This property exceeded our expectations and was amazing. 10 out of 10. Everything was as it should be and there was no reason to contact the Owner Mark or property manager during our stay. The views from the mid deck are amazing and the perfect place to hang out. We didn't want to leave! Mark, the Owner, is excellent and answered all of our questions prior to our stay!"
Very private. Fabulous views! Private pool, spa and yard on 1 acre!
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
10.0 out of 10, Exceptional, (36)
"We enjoyed our stay at Amber and Jeremy's place. They were able to accommodate an early check in and we were very comfortable for our 1 week stay and enjoyed the pool and beach nearby. We hope to return soon."
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Panoramic Views - Fourth Row Ho'olei - One of a Kind
10.0 out of 10, Exceptional, (18)
"Beautiful property, great location, stunning views, very well appointed. Would definitely book this property again."
Panoramic Views - Fourth Row Ho'olei - One of a Kind
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Stunning Two Story Townhouse located in Ekahi Village!
10.0 out of 10, Exceptional, (26)
"Location and accommodation was excellent, thank you!"
Stunning Two Story Townhouse located in Ekahi Village!
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
10.0 out of 10, Exceptional, (73)
"Dan & Kelly thought of everything with their home. It is beautiful, warm and welcoming. Had great family card games every night outside. Great location to any and everything. Would stay again for sure. Thank you!"
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23. Book now!
10.0 out of 10, Exceptional, (117)
"My family of 5 stayed at Steve’s place for 9 days. Before booking I read all of the reviews about this property and thought how can every single one be so perfectly positive. Well now I know why - - the house is just fantastic. Great location, great pool, great views, great host. You will not be disappointed in any way. I can’t even think of a single negative thing about the whole experience. Once you open up the sliding doors the entire house feels like it’s outdoors! We had a slight mishap...
Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23. Book now!
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
10.0 out of 10, Exceptional, (16)
"This villa at Ho'olei is my new favorite place to be. Relaxing atmosphere, designer furniture and fixtures, modern and elegant, and very convenient to the rest of Wailea. We enjoyed a fun girls weekend here to celebrate some milestones and couldn't have asked for a better host or accommodations. The designer look of this place speaks volume about how well maintained this unit is and how immaculate it is kept. Everything you could possibly need to host a getaway with friends was found easily in...
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
10.0 out of 10, Exceptional, (1)
"Everything about this property was perfect. Beautifully updated and very clean. Will look forward to booking again in the future"
The price is CA $424
CA $1,100 total
includes taxes & fees
May 11 - May 12
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
The Ilima Suite at the Historic Wailuku Inn Maui
10.0 out of 10, Exceptional, (2)
The price is CA $321
CA $425 total
includes taxes & fees
May 13 - May 14
The Ilima Suite at the Historic Wailuku Inn Maui
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
10.0 out of 10, Exceptional, (150)
"We thoroughly enjoyed our stay here. The home was very clean and just absolutely beautiful. We always enjoyed starting our day on the deck and coming back to relax after a long day of enjoying the rest of Maui. The house had everything we needed and Marianne was very quick to respond when we had any questions. We've rented quite a few places all over and this was by far one of our favorite places and it was so hard to leave. It definitely will be our go to place coming back to Maui."
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
Luxury Upcountry Villa with breathtaking views
10.0 out of 10, Exceptional, (34)
"The house was immaculate and the views AMAZING! Wish we could have stayed longer. 10/10 would stay again!"
Luxury Upcountry Villa with breathtaking views
Ho'olei Villas - Luxury Wailea Residence
10.0 out of 10, Exceptional, (7)
"Love the place and can't wait to return."
Ho'olei Villas - Luxury Wailea Residence
Private Wailea Home w/ big Oceanviews, pool table, jacuzzi, 2min drive to beach
10.0 out of 10, Exceptional, (2)
"We stayed at this property for five weeks in February and March 2022. The home is in a beautiful location and has a fantastic view. During the entire five weeks, we watched humpback whales breach in the channel below. The neighborhood felt very safe and had few properties are available for rental. It is very hilly but safe for walking and bicycling. The location has easy access to main road, beaches and restaurants in nearby Wailea and Kehei waterfront areas as well as local golf courses....
Private Wailea Home w/ big Oceanviews, pool table, jacuzzi, 2min drive to beach
Modern 3 Bedroom Tropical Kihei Home Near Beach
9.8 out of 10, Exceptional, (133)
"Lovely home in Kihei, well appointed, modern and comfortable. Easy walking distance to beaches, restaurants and the food trucks at South Maui Gardens!"
Modern 3 Bedroom Tropical Kihei Home Near Beach
HOUSE.. ON THE BEACH MAUI
9.8 out of 10, Exceptional, (136)
"Great location; b ocean side and a few blocks away plenty of amenities. Gathered with three other siblings and spouses. What a memory! Very accommodating house and hosting."
HOUSE.. ON THE BEACH MAUI
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
9.8 out of 10, Exceptional, (178)
"We loved our stay here! Our family of 17 had plenty of room and the house is very well stocked! We enjoyed being across from a great beach and absolutely loved having our own pool. We would stay here again in a heartbeat!"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Stunning Beachfront Private Home! Perfect for Families, Great Location!
9.8 out of 10, Exceptional, (89)
"We had a wonderful time at Halama House-it is exactly as advertised. Being able to walk a few steps to the beach each night for the sunsets was wonderful and being able to sit on the lanai and eat even with the wind blowing was a plus. The house is large, had comfortable furniture, a well equipped kitchen with plenty of supplies and we never felt crowded. The kids loved their "private pool".They have lots of beach toys but the beach chairs were locked up and we didn't think soon enough to ask...
Stunning Beachfront Private Home! Perfect for Families, Great Location!
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean
9.8 out of 10, Exceptional, (66)
"This is one of those special properties that makes the trip easy and memorable for all. We loved the pool, especially when the sun was out the kids wanted to be there all the time. Great kitchen, yard is fun to explore for little ones (mango tree, lots of lizards), and foosball in the garage a great added touch. Tamara was a great host and allowed us to check in early afternoon since our flight was early. Overall incredible experience and we hope to return very soon!"
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops
9.8 out of 10, Exceptional, (68)
"The location is unbeatable. Steps from the beach and park, shops, dining, bars, and restaurants, but the unit itself is quiet and welcoming. Would highly recommend!"
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops
HOUSE....ON THE BEACH. 1960 ERA
9.8 out of 10, Exceptional, (93)
"Seriously, we got home and looked at my husbands computer 'stock background' and it was the view from this place. If you're looking for great view, great beach and a house exactly as described, you've found perfect. We loved the homey feel of the house, the layout was great for my elderly parents and us (middle age). Brian never got annoyed with my questions that he had already answered, was quick to respond and when my father broke 3 ribs 3 weeks before the trip he was willing to work with me...
HOUSE....ON THE BEACH. 1960 ERA
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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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