The Penthouse Maui


Rates: $3667 / night (avg.)
Bedrooms: 5
Bathrooms: 4
Bed types: KQKXK (sleeps 10)
Reviews: 5.00 (from 37 reviews)
The Penthouse Maui, our luxurious 2,824-square-foot vacation rental, sits directly above the golden sand and shimmering surf of Kamaole Beach II in the heart of sunny Kihei, Hawaii. Whether you’re celebrating with family, vacationing with friends, or simply seeking a peaceful and private alternative to a high-end hotel, The Penthouse Maui is an ideal home base for your tropical getaway.

Among the amenities you’ll enjoy:
- Direct beach access
- Expansive furnished ocean-view lanai
- 60-foot-long retractable glass wall
- Central A/C with individual climate controls
- High-speed wireless internet
- Private outdoor electric barbecue grill
- Kayaks, boogie boards, stand-up paddle board, and other beach supplies

Our penthouse sleeps up to 10 people. Five well-appointed bedrooms with luxurious linens, high-definition smart TVs, and ample storage ensure that everyone has their own quiet, personal space. The three king bedrooms have en suite bathrooms, while two queen bedrooms share a full bath.

The gourmet chef’s kitchen has everything you need for easy entertaining, including two full-size refrigerators, a dedicated ice maker, and plenty of counter space. At mealtimes, gather in the ocean-view dining area; the 10-seat dining table has enough room for everyone.

The Penthouse Maui offers peace and privacy without sacrificing convenience. In addition to sitting right on the beach in Kihei — Maui’s most popular area for swimming, surfing, snorkeling, and paddle boarding — our penthouse's central location offers easy access to a variety of island experiences, and several popular restaurants and shops are just a short walk away.

Driving distance to popular Maui attractions:
- Kahului airport: 25 minutes
- The Shops at Wailea: 5 minutes
- Wailea Golf Club: 10 minutes
- Maalaea Harbor - Maui Ocean Center - 20 minutes
- Haleakala National Park: 1.5 hours
- Hana: 2.5 hours

Ready to get away from it all? Look no further than The Penthouse Maui for your exclusive Hawaiian escape.
Registration Number: 390050060049, TA-167-911-4240-01, GE-167-911-4240-01

The Penthouse Maui Reviews



Kim L.
December 2023
This property was amazing! We loved all the space and how all the sliding glass doors opened up the entire room. Michael was very helpful with getting us checked in and getting all the little extras that made it easier on my family as well as the beautiful welcome gifts! We all had enough space to relax and watch the sunset every night. The proximity of the beach just can’t be beat!! We just love Maui and have stayed in Kihei many times and we will be sure to rebook this property our next family trip.


Sarah D.
August 2023
We greatly enjoyed our stay at the Penthouse and we hope to go back!


Jim W.
July 2023
Property was perfect! We'll be coming back to this place for many years to come. Michael was the best host from welcoming gifts, snacks, fresh fruit & drinks. The home is loaded with everything you need & more - by far the best VRBO we've stayed in! Thanks Michael & team!


Adrian S.
July 2023
This place is magical! We came with our family to get married and could not have picked a better place or location. Our host, Michael, could not have been more helpful. Michael is amazing, very quick to respond and helpful with all requests. Michael is extremely knowledgable about the island, where to go and how to have food delivered, etc etc. He really made this whole process with our wedding much easier - so, thank you, Michael!!! The penthouse is in an amazing location, the beach is amazing. We had 9 people, enough space for all of us and close to all the areas we wanted to visit. The views, the sound of the ocean, it really was just an amazing stay. Michael, thank you for all that you did for us and we look forward to coming back to see you soon!!


Matthew B.
May 2023
Fabulous views, plenty of room. The ability to open up the sliding doors along the entire patio area was so much fun. Management very responsive. The only downside was the property is a little older, and is on very busy street.


John R.
January 2023
The property and the experience were more than we could have imagined. Everyone had their own bedroom and private bath. Within walking distance of many restaurants and shops. The waves crashing at night were peaceful meditation.


Elizabeth G.
December 2022
We just returned from a 7 night visit and are so happy we selected this property. It was larger than we needed for 3 adult couples; the cost would have been less to get 3 luxury hotel rooms nearby, but we would have sacrificed a lot of communal space and family time this place enabled us to enjoy. The proximity to the beach is unparalleled. You can hear the waves through the closed doors/windows from the master bedroom and living space. Walking to and from the beach is easy - I even had wifi from the condo while on the beach. And there was always a parking spot just by the stairwell to the condo despite the busy season. Being able to open the entire wall for a huge indoor/outdoor experience was really fun, which we did one night when we had a private chef. The chef recommended by Michael was wonderful. Sunrise was surprisingly nearly as beautiful as sunset with the whole sky going light pink and purple. The beach was never crowded, and we saw whales spouting several mornings from the lanai and also saw sea turtles swimming past us in the water twice while just standing in the ocean. Also it was great to be able to walk right across the street to one of the best delis on Maui for a breakfast or lunch sandwich, for lattes and Hawaiian ices, to The Cinnamon Roll Place, to a liquor/wine/beer store, to a grocery store, and much more. Prices at these local spots were much less than we would have paid were we trapped on a luxury resort for every purchase. There were no negative surprises. Check in/out was simple, photos are accurate, the place came well stocked with towels, cleaning supplies like laundry detergent, lots of spices and pantry staples, all the cookware and glasses you need. Also probably 10 beach chairs, several umbrellas, plenty of snorkel gear and pails and life vests etc. We never hauled out the paddle boards and kayaks as they are quite large and tightly stuffed into their holding container - it just seemed like too much hassle. The only small complaint I had was that the wooden bed frames creak, which can disturb a light sleeper even when simply rolling over in the night (beds and pillows were quite comfortable though). The addition of an espresso machine and water filter would take the amenities over the top. We refilled our water bottles continually, but the tap water had a slight aftertaste to me. We would definitely return and recommend this place! Mahalo


Eric S.
August 2022
Had a wonderful stay in the Penthouse in Kihei. Perfect for a family of 9 ages 18 to 81. The property manager was extremely helpful and quick to reply anytime I had a request. Thank you Michael for everything. Check in and check out was easy. The bedrooms were large, clean and had everything youd need. The location is perfect. Not a busy area of Maui but close to a lot of good restaurants. Beach was steps away from the property and never crowded. Highly recommend staying here. You wont be disappointed. Mahalo Eric


John K.
June 2022
I was a little worried in the beginning when planning this trip of a lifetime after reading some blogs which said “some” vacation rental sites prestage the property photos to make the rental appear larger, more beautiful, or closer to the beach than it really is, etc. This was absolutely not the case for Penthouse Maui. In fact, as beautiful as the property photos that are displayed on VRBO it is even more beautiful in person. Absolutely breathtaking!


Rick A.
June 2022
Aloha! We had such an amazing time at "The Penthouse Maui". Our family enjoyed the spectacular views, the easy access to and from the beach and every amenity thought of as we experienced the luxury and fun of one of the premier locations in Maui. Mary was available for every question or concern we had and made our vacation perfect. So many memories made that will last a lifetime! Mahalo nui lao, Rick


Annette R.
May 2022
Beautiful property. Awesome property manager. Right on the most beautiful, kid friendly beach. Highly recommend


Susan L.
May 2022
Being on the beach was the most important factor in choosing the Penthouse. With young children it meant we could access the beach anytime, day or night. We loved the open floor plan of the condo, it enabled all of us to be together and enjoy the amazing views, including unforgettable sunsets.


Kim H.
April 2022
From before check in to check out, Michael and Mary were awesome! Best vacation we have had as a family! 14 days - wonderful place for time together & space for time alone. The Lanai view was magical! The unit is so well thought out and the best stocked VRBO we have stayed in! We will stay again! 5 stars!


Hemant R.
March 2022
The property is very "user-friendly" and centrally located in Kihei town. A large (4 bedrooms & a room with a sleeper sofa) clean and well stocked with all amenities and kitchen stuff. A must place to be. Communication with the property manager, Mr. Michael Waddell, was very seamless. He was VERY helpful. Wish all property mangers are like him..



March 2022
The Penthouse was perfect for our two families. It had all the amenities and toys - paddleboards, boogie boards, snorkel gear, beach chairs, etc. We used the spacious veranda outside for dinners watching the sunset, playing family card games, watching whales breaching, and after-dinner drinks. The beach was perfect for paddleboarding and swimming. Our kids loved the freedom of going across the street for an array of breakfast and lunch options. The Surf beach was a 5 min beach walk (with rental surf shop right across the street), where we saw so many sea turtles we lost count! The Property Manager was so accomodating and our stay was very comfortable and enjoyable. We would definitely recommend this place to anyone looking to stay in the Kihei area.


Sia H.
February 2022
The condo and location was incredible. We traveled with 6 adults and 4 kids ages 3-73. The rooms were comfortable, most of us getting our best sleep with air conditioned rooms and sound of the waves crashing. The condo is fully stocked: kitchen equipped with anything you need, plenty of towels and linens. We thoroughly enjoyed all the beach toys: kids sand toys, tommy bahama beach chairs, paddle boards, kayak, umbrellas, etc. Enjoyed sandy beach walks down to Wailea and kids loved the nearby pool. We had a list of activities but didn’t get to half of them because we never wanted to leave our place. Host was very helpful and accommodating, he’ll ensure you have a wonderful stay. Already booked for next year and can’t wait!


zoe p.
January 2022
What an amazing place to enjoy a long family vacation. We were a family of 9 ages 5-93 and everyone had a wonderful time. The lanai was incredible for whale watching, lounging, morning coffee and memorable sunsets. The penthouse was spotless, had all amenities imaginable and plenty of room for us to cook, lounge and sleep. The host and property manager were responsive, left an incredible gift basket for our arrival and the property had several binders with instructions regarding the property. We appreciated and used most of the outdoor beach and water sports equipment. One particular day, we hit the jackpot when we were using the kayak and paddle board and watched whales up close and personal! The penthouse was by far the best place we have stayed and the memories we made will forever last a lifetime. It was very difficult leaving the penthouse and Maui for home. Thank you for sharing this incredible property with us, we plan to return again!


Don H.
December 2021
All too often the actual property doesn’t match the online photos. That was not the case here. This property is better than advertised. We had 5 adults and 3 ten year olds. Each room was excellent, all with there own bathroom. But the common areas really shined, especially the lanai overlooking the beach. We did not expect how well appointed the property would be. The kitchen was well stocked, and the outside closet included boogie boards, snorkeling gear, beach chairs, even kayaks and paddle boards available. A huge bonus was how helpful and responsive Michael, the property manager, was throughout the process. Overall, we would wholeheartedly recommend this property and hope to return someday.


Kevin M.
October 2021
This is a truly unique property that I have stayed in several times with my family and friends. The accommodations are wonderful, with four bedrooms/four baths plus a separate room with a sofabed. The living space consists of a large covered lanai and a wide-open living room/dining room/kitchen. The views of the beach, Molokini, and Lanai are spectacular. We bring binoculars with us to enjoy the views of whales and dolphins. The furniture is quite comfortable and over the years it has been very well maintained. This is not a cheap place, but if you are looking for a luxury experience in a lovely condo, this is it.


Rebecca G.
October 2021
This is a wonderful property with amazing view of the ocean. Just as described. It is in deed a luxury vacation rental, We had a great time with a super busy schedule, the little time spent at this property was precious!


Joshua F.
September 2021
Could not have had a nicer stay. location was perfect. just close enough to get to Wialea but far enough to be quiet and very few tourists. I could have easily tossed an olive into the surf from the lanai. Both Michael and Mary were super attentive and very helpful with local info as well. Very clean and super comfortable. Kitchen was fully outfitted and we even barbequed on the lanai one night. Never even needed to go out to dinner because the view from the dining area could not be beat. I would highly recommend.


Dave C.
June 2021
It’s like walking into a HGTV home, every room is gorgeous. The kitchen is amazing, nothing is missing from your needs. Bedrooms are all beautiful, comfortable beds, with en suites that are gorgeous. The open concept living room, and patios take your breath away... open the sliding doors and you are hearing the waves and have an exceptional view every way you look. Michael is the BEST at taking care of you, giving suggestions on restaurants, food, excursions, and anything connected to Maui‼️ He definitely takes it to the next level, and experience you will never forget.

Note: Vacancy calendar is approximate. Visit the owner/manager's reservation site to verify your dates.

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