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5 Star Penthouse & Optional 1700sqft Suite w/pvt. elevator between each unit!

65 Reviews
Bedrooms 3
Property type condo
Minimum Stay 1 - 3 nights

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Minimum Stay
1 - 3 nights


Maalaea Condo Rental Photos and Description

3 bed each w/pvt bath. Optional connecting 2bed/2bd 1700 sqft, Homeaway#4146143

This luxury penthouse will take your breath away! Professionally decorated and remodeled 3 bedroom 3 bath 4th floor corner unit penthouse with private elevator that opens directly into unit.

***NOW OFFERING AN OPTIONAL CONNECTING SUITE** Yes, this highly sought after Penthouse, now offers a spacious 1700 sqft, 2bed w/additional 3rd room w/twin bed, 2 bath corner unit directly below the Penthouse. These 2 condos share a private elevator that has the ability to travel between each condo when rented together, or operated independently when rented separately. Each condo sleeps max 6 or 12 if combined. To find out more information about the optional suite, please visit, or call me direct. Please note that the pictures posted may not reflect the current updates and changes made to the property with the goal of transforming it to resemble the connected Penthouse. ***

Now that I've explained the option of adding the newly purchased Suite with direct unit to unit elevator capability, let me finish by attempting to describe the Penthouse that the majority of guest believe can only be truly appreciated in person. As many guest posted reviews state, the Penthouse is beautiful and offered the most amazing panoramic ocean views from kitchen, living area, master bedroom, and master bath. The outdoor lanai expands the entire width of the condo (10'x30') This lanai opens to the living area and Master Suite giving you that indoor/outdoor living experience which is so desired, and the best way to experience island style living.

The condo is situated in such a way that you get the benefit of the most amazing fresh breeze flowing right through the condo by simply opening the front door and back doors. Most prefer this over the AC, but that option is also available. Each room can be controlled independently, so if someone staying in one room likes it at 75 degrees F, and someone in another room prefers 85 degrees F, this can be accomplished. The only thing you can't do is run the AC with the doors and windows open. This is for obvious reasons, but please inquire if you need further explanation.

I can offer you insight on the best places to dine, and the places you don't want to miss. If you're a romantic and need my assistance to make something happen, or have something ready in advance, it's my pleasure to assist. I'm available to every guest by phone from 8am to 10pm Hawaii time. If you're staying in the property, then I'm available 24 hours a day 7 days a week.

If you're visiting during peak season (December-April) you will see Humpback whales breaching the oceans surface as they mate and breed here in Maalaea Bay yearly. But there is so much to do in Maui year round. Yes, there is never a bad time to visit Maui. Enjoy walking or running along miles of white sandy beach, or swimming with the turtles in the ocean. Directly in front of unit is the world famous 'Freight Trains' surf spot aka 'Maalaea Pipelines'. Walk to the Maui Ocean Center (a favorite Hawaii attraction), or Maui Golf & Sports Park- Enjoy this tropical miniature golf putting course, bumper boats (with water guns), rock climbing, and the x-treme trampoline. Great fun for everyone! If you like to snorkel, scuba dive, snuba, or sportfishing, then take one of several excursions that leave the harbor daily. The sunset dinner cruise is always a great romantic way to start the evening. There is so much to do within walking distance and don't overlook the location and convenience of staying in Maalaea. If you look on a map of Maui, you will see that Maalaea is the optimal central home based location for those who want to see all that Maui has to offer. No matter which direction you go, you are just a short drive to all of the major areas of interest.

If you're looking for that romantic place for that special someone? Look no further, The penthouse is exactly that and very private. All lighting is dimmable so, so set the mood to your liking. Relax and unwind in a jetted bath while overlooking the ocean, or lounge on the lanai while taking in Maui's beautiful sunsets. Order in a private massage, private chef, or ???. If you're planning a special occasion, such as a honeymoon, and want memories that you will treasure forever and never regret, then you found the right property. In fact, all of our properties are unique and special and very romantic.

These properties also come with my services to you. I can answer any questions you have leading up to your stay, and throughout your stay on Maui. I meet all my guests personally and help them up the private elevator with luggage and groceries. I personally give you a quick tour to get you familiar with everything that's available to you. I provide complimentary early check ins and late check outs when available. Ive made several things possible for guests that they didn't have a solution for. Rest assured that you are in good hands when you stay at any of our properties. I want your stay on Maui to be the absolute best it can be, so I'm available as much as you need to ensure your experience and expectations are exceeded. I love my job, the properties, Maui, and getting to meet some amazing people from all over the world and share the Aloha spirit to all I encounter and have the pleasure of serving.

As you can see, this property is absolutely perfect, and offers you accommodations you simply won't find elsewhere in the area. with an ideal location, luxury accommodations, unique ability to have the option of a connecting suite, and superior customer service with personal concern and caring for each and every guests needs.

Please let me know if you have any questions

More Details
  • Groups
  • Singles
  • children welcome
  • non smoking only
  • pets not allowed

John Swanson
Member since: 2010
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
October 22, 2016
Call Owner

About John Swanson

My parents have been coming to Maui for the last 25+ years and always loved it so much. On their 25th wedding anniversary they bought their first condo in Kihei. All of their family and friends enjoyed it so much that they decided to purchase more properties to use as vacation rentals.

My wife and kids would travel to Maui annually and explore the island and dream of living here. My wife and I actually started a 5 year plan to make the move to Maui, but to our surprise, my parents offered me an opportunity to change careers and move my family to Maui to live in paradise. I was working as a Supervisor for Child Development Counselors in a residential treatment facility in San Diego that worked with children and teens with severe behavioral issues. I had some experience working in property management for parents when I was fresh out of high school and later retained my Real Estate Lic in California. It didn't take long to accept the opportunity and within 30 days we sold just about everything, rented our home out, and landed in Maui to start a new chapter in the book of life.

I soon discovered how much I really enjoyed the hospitality business. I'm still helping people, but in a much different way. I enjoy making my guest accommodations and vacation the best experience possible. I try to get to know my guests and their interests and point them in the right direction and provide them with local insider tips to may their time on Maui as memorable as possible.

John Swanson purchased this condo in 2010

Why John Swanson chose Maui

This property is undoubtedly one of the most unique rental properties available. The fact that it is a 3 bedroom, full 3 bath, 1,700 sf penthouse condo with its own private elevator, and 30' x 10' lanai makes it stand out alone. And, that it is decorated to 5 star standards adds icing to the cake.

What makes this condo unique

Amenities offered to make your stay feel like a home away from home experience

Centrally located on island. Next to harbor for all water excursions including scuba diving, snorkeling, deep sea fishing, sailing, kayaking, surfing, visiting local Maui islands. On world famous Freight Trains surf spot aka Maalaea Pipelines known for longest and fastest wave in the world. Also walk to the Maui Ocean Center, Top-Rated Attraction in Hawai'i (Zagat Survey's U.S. Family Travel Guide), provides an up close view of Hawaiian Marine Life without getting wet! Hospitality with Aloha and the desire to exceed you expectations.


based on 65 traveler reviews

5 Star Penthouse & Optional 1700sqft Suite w/pvt. elevator between each unit!
average rating of 4.9384613 based on 65 reviews

Beautiful, meticulous, lavish

  • 5 of 5

The penthouse was everything we dreamed it would be, and so much more. The listing description was accurate, but as with some things in life, you can't fully appreciate until you're there. Location, layout and amenities were perfect.The property is immaculate and very well maintained. The owner couldn't have been more kind and helpful. We had a few issues before our stay, and he worked with us - over and above what we expected - to make our vacation dream come true. He provided a wonderful pre-trip list of places to eat, local shopping available, tourist recommendations and key 'inside' information only available from someone who is intimately acquainted with Maui. We cannot thank him enough for hosting us. We would absolutely recommend this property, and any property owned by Mr. Swanson, to our family and friends.

  • Submitted: Sep 29, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
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Wonderful! Beautiful! Simply Magical!!!

  • 5 of 5

Unless you are planning a stay in Wialea, which is extremely pricey and distant from most of the must see areas of Maui, this property is second to none. A beautiful view of the harbor, sea turtles right in front of your balcony, shopping, water activities, dining steps from your door and central island location. Throw in a fresh flower, pineapple and macadamia nut candy welcome basket and the picture is complete. To top it off the property manager, John, was onsite to explain all the ammenities of the property and provide a list of his personal favorite dining options for all budgets.

We had three couples in this unit and were not cramped for space in the least.

Because of the central location it was easy to make a morning excursion, return for a while to recharge our batteries and then venture out again in the afternoon.

Would we recommend this proerty to our friends? ABSOLUTELY!!

  • Submitted: Sep 22, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

Everything about our stay at the Dolphin Penthouse was amazing. The unit is exactly as described if not better. Comes equipped with everything imaginable. The location is very central and we were able to explore the island with ease. Note however this is a very windy part of the island or it may have been due to the fact that there were 2 hurricanes in the area, but a 10 minute drive in any direction put us in beautiful sunny weather, so it was kind of nice to come home to a bit of wind to cool off.

All in all no regrets and would definitely book again....if you are unsure this is the place to go.

  • Submitted: Sep 7, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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Toronto, Ontario


  • 5 of 5

We are very picky about the places we stay. And, I have to admit, we were all concerned when we drove up to the complex. We didn't see how this could be the place we saw in the photos. Thankfully, we couldn't have been more wrong. The place looks exactly like the photos. John was here to greet us and was very concerned that we were happy with the place. It was nice to meet someone who actually cares. The bedding, towels, kitchen, mattresses, etc. are fantastic. I can rarely say that about a place. It's comfortable and elegant. I imagine we will be staying here in the future. It's worth every penny. There is a great beach with calm water for swimming. The views are amazing. Driving is easy to near by places. When the tide comes in during the evening the giant sea turtles swim up to the break wall. They are just feet away and it's extremely cool to see. We kept the doors and screens open never feeling the need to use air conditioning. The place is well stocked. I am writing this before the end of our stay. I rarely write reviews, but I would like others to know that this is what I think of as perfection! I am in love with the location and place. We are a family of four with two teenage daughters who all love this place.

  • Submitted: Aug 19, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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Perfect Maui getaway

  • 5 of 5

We stayed at this property in August with our 3 kids and felt right at home. The rooms are as pictured and the location is convenient to explore the whole island. This was our first trip to Hawaii and didn't know how important that central location would be, because we did want to see as much as possible. John was extremely helpful - above and beyond, from fresh pineapple and flowers on arrival to tips and suggestions, even a gift card to the aquarium which we ran out of time to use and left for the next guests. He even rescued us when we accidentally locked ourselves out! Any time we had minor issues he was responsive and always put our vacation first. The condo is very family friendly with beach toys and towels available. It's convenient (walking distance) to the Maaelea Harbor for snorkeling or diving trips. The view is unbeatable and the sounds of the ocean are lovely. We saw sea turtles from our condo, many rainbows and tons of stars. One caveat - there is a small sandy beach accessible on the property in the harbor but you will be driving to beaches for the most part. But there are so many close by, it's not really an issue (apart from having a sandy car). We greatly preferred this to a busy resort. We went to the Westin for a luau (which was fun) but greatly preferred the quietness of our condo for relaxation. The resorts can feel somewhat generic. Preparing meals and doing laundry was very helpful, especially because many restaurants on Maui are expensive. We are used to fine dining prices but all food in Hawaii was more pricey than most places - we were glad to eat at home 2 times a day most days. (Be prepared to spend $70-150 on just lunch for 4 sometimes.) It was one of our favorite vacations of all time and the condo was a big reason why. We hope to return!

  • Submitted: Aug 7, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
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Everything you need, and MORE!

  • 5 of 5

We stayed at the property for only two nights, but we were delighted with how GORGEOUS the place is. Six of us stayed comfortably, we were able to do Yoga in the living room before our hectic days of relaxing on the beaches...divine. We had everything we needed ... beach chairs, coolers, binoculors...the kitchen was fully stocked with all the amenities we needed to cook in; and we wanted for nothing. John Swanson, who manages this property, clearly cares about customer service...we felt special with fresh flowers and Maui chocolates. We left here and stayed in a different location (for business) and that location allotted you two rolls of toilet paper and one trash bag...after that you buy your own! THIS property is not like that at has plenty of everything you need. Wonderful!

  • Submitted: Jul 5, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Nearest Airport
9 Miles
Kahului Airport (OGG)
Nearest Barpub
0.1 Miles
Beach Bums (cocktails with amazing ocean view)
Nearest Ferry
15 Miles
Lahaina to Island of Lanai
Nearest Golf
3.2 Miles
Kahili Golf Club, Dunes at Maui Lani,Maui Nui +mor
Nearest Train
15 Miles
Sugar Cane Train goes from Lahaina to Kaanapali.
Nearest Motorway
0.5 Miles
30, 31, 380
Nearest Restaurant
0.1 Miles
Beach Bums
Nearest Beach
0.2 Miles
Sugar Beach
Car: recommended

This luxury penthouse is centrally located giving you convenient access to the best Maui has to offer. If you are searching for additional accommodations for a larger group, look no further. We just purchased the condo directly below the Penthouse on the 3rd floor. Both condos have a private elevator that opens directly into the unit. You will appreciate the convenience of having the assigned parking spaces near your private elevator. You can view the Milowai Dolphin Suite by looking up property number 4146143 on

Walk to:

Sugar Beach- boasts 6 miles of hard packed white sandy beach perfect for walking or running on. Shell hunting is also popular on this beach. Surf world famous and fastest wave 'freight trains' aka Maalaea Pipeline or watch the surfers from your lanai. Enjoy swimming, snorkeling, spearfishing, windsurfing, paddle-boarding, kayaking, and much more from this beach

Maalaea Harbor offers- Sportfishing, scuba, snorkeling, sailing, private boat charters, jet skies, kayak trips, sunset dinner cruises, and much much more.

Maui Ocean Center - Top-Rated Attraction in Hawaii (Zagat Survey's U.S. Family Travel Guide), provides an up close view of Hawaiian Marine Life without getting wet! If you want to get wet, schedule an exciting shark encounter with over 20 different sharks inside a shark cage!

Maui Golf & Sports Park- Enjoy this tropical miniature golf putting course, bumper boats (with water guns), rock climbing, and the x-treme trampoline. Great fun for everyone!

Maalaea Harbor Village- Enjoy great restaurants and live entertainment at Beach Bums Bar & Grill, and more. Enjoy shopping and picnicking near the harbor.

Short drive:

The convenience of this Penthouse allows you to enjoy all that Maui has to offer without spending hours behind the wheel. Venture off to some great places such as; Lahaina, Kihei, Wailea, Makena, Paia, Kaanapali, and more. Enjoy activities such as; horseback riding, ziplines, golf, helicopter tours, hiking, waterfalls, historical sites, luaus, or bike down Haleakala. If you want a long drive, take a full day to explore the road to Hana.


Rates & Availability

Maalaea Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Best Value before Prime season
Sep 1 2016 - Nov 13 2016
3 night minimum stay
Prime Season/ Winter
Nov 14 2016 - Dec 16 2016
3 night minimum stay
Christmas/New Years
Dec 17 2016 - Jan 7 2017
3 night minimum stay
High Season
Jan 8 2017 - Apr 30 2017
3 night minimum stay
Spring into Summer
May 1 2017 - Oct 31 2017
3 night minimum stay
Prime Season
Nov 1 2017 - Apr 30 2018
3 night minimum stay
value season
May 1 2018 - Oct 31 2018
3 night minimum stay
My Standard Rate
1 night minimum stay

Additional information about rental rates

Refundable damage deposit $500
Cleaning $299 + Tax
Property Damage Protection $59
Tax Rate 13.42%

No Refund Policy. I recommend to all guests that they purchase Travel Cancellation Insurance and Property Damage Protection. Hawaii General Excise Tax 4.12%, Transient Accommodations Tax 9.25%, Total Tax 13.42%. Hawaii Tax ID# W12494294-01. All payments are to be paid in US Currency. Until confirmed, rates subject to change without notice. Additional $500.00 cleaning fee for violating NO SMOKING POLICY. Lost elevator key replacement cost $400.00, Lost parking permit $25.00. Owner reserves the right to hold damage deposit until property damage protection claims are paid.

Owner's Cancellation Policy

Cancelled bookings will not receive a refund
Enter dates for accurate pricing
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Maalaea Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 4
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1700 sq. ft.
Location Type:
  • Beach View ...
  • Beachfront ...
  • Ocean View ...
  • Waterfront ...
  • Adventure
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Clothes Dryer
  • Elevator ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Parking ...
  • Telephone ...
  • Thermos Bottle
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Garbage Disposal
  • Gourmet Kitchen
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Wet Bar
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • All bedrooms have their own attached bathroom and shower.
  • 3 Bedrooms, Sleeps 6
  • King size beds (2), Queen size Beds (1)
  • Books ...
  • DVD Player ...
  • Games ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys ...
  • Beach Chairs
  • Beach Towels
  • Beach Umbrellas
  • Boat ...
  • Deck Furniture
  • Golf ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Outdoor Furniture
  • Outdoor Grill ...
  • Small Cooler
  • Water Sports Gear ...
  • 6 beach chairs
  • Groups
  • Singles
  • children welcome
  • non smoking only
  • pets not allowed
Pool / Spa:
  • Communal Pool ...
  • Outdoor Pool
Onsite Services:
  • Massage
  • Private Chef
  • arboretum
  • botanical garden
  • churches
  • cinemas
  • duty free shops
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • ruins
  • synagogues
  • theme parks
  • water parks
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • horseshoes
  • luaus
  • miniature golf
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • paragliding
  • parasailing
  • rafting
  • rock climbing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • spelunking
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
There is a private chef that lives in the building that will accept private bookings. Please inquire at time of booking if interested. Adequate amounts of toilet paper, paper towels, soaps, and laundry soap will be provided for all bookings. Once the complimentary products have been used, it is the guest responsibility to purchase needed items. Please contact John Swanson at number listed 6am-6pm HST if you have any questions.

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