Maui Breeze Retreat

Surround yourself with the lush, natural scenery of Maui Breeze Retreat at Ho'olei, a beautifully decorated two-story villa with spectacular views of the Pacific Ocean.  Your exquisite island retreat offers spacious, well-appointed living quarters embraced by manicured landscapes showcasing Maui’s brilliant tropical foliage.

Our 3-bedroom, 3.5 bath townhome is located on the top row in Ho’olei, a gated community located across from the Grand Wailea Resort and Four Seasons Resorts.  Ho'olei was named the #1 resort in Hawaii by Conde Nast Traveler 2019 Readers' Choice Awards. 

You will experience the essence of island culture and the height of relaxation at our villa.  This includes a sparkling swimming pool with a nineteen foot waterfall, two jacuzzis, a children’s pool with its own sandy beach, men’s and women’s saunas, a state-of-the-art fitness facility and locker rooms with showers. You can even celebrate a special occasion or casually entertain at the resort’s deluxe, covered pavilion area with incomparable ambiance and breathtaking views.

Maui Breeze Retreat at Ho'olei is a townhome of gracious proportion.  With more than 3,300 square feet of living space that includes three bedrooms with their own en suite bathrooms, our townhome comfortably accommodates up to eight guests.  

Features include:
•    Large, flat-screen televisions with DVD players
•    Spacious, walk-in closets
•    Sumptuous beds and bedding including two king beds, a queen bed and two pullout sofas
•    Tranquil lighting
•    Central air conditioning
•    High speed cable wi-fi network
•    Laundry room with full size washer, dryer and utility sink

The extravagant master suite includes all these amenities plus:
•    Private lanai perfect for morning coffee or evening sunsets
•    Indulgent walk-in shower
•    Oversized spa tub

Other areas include a gourmet kitchen, upper and lower lanais and a living room all appointed with contemporary furnishings, striking décor and thoughtful designer touches that make your comfort and convenience a priority.  

This includes:
•    Upscale kitchen appliances
•    Multi-burner Wolf grill and refrigerator on the upper lanai
•    Dining table on the upper lanai with seating for six
•    Kitchen island seating and dinette seating
•    Disappearing floor-to-ceiling sliding glass doors for unobstructed views
•    Inviting furniture with expansive gathering areas 
•    Beautiful artwork showcasing the island 
•    Private elevator 
•    Your own private one stall parking garage 
•    Reserved, covered one stall carport for a second vehicle
•    Beach towels, beach chairs, beach umbrella and other beach items
•    Gated community with 24 hour onsite security

While on the island, our local, private concierge will guide you to the best that Maui has to offer. This includes your desired excursions, restaurant reservations, golf tee times and tennis court availability.  In addition, fee-based offerings include assistance with cooking and stocking the refrigerator before your arrival.  If your guest list includes little ones, a baby crib, Pack 'n Play and high chair are available.

Wailea Beach is the closest beach and is 1/3 of a mile from our property.  It is located across the street and is accessible via the adjacent resorts.  Dining, spa appointments and shopping are all open to the public at nearby resorts, but please note we do not have swimming pool access at other resorts.

It's a trip of a lifetime. The memories start at Maui Breeze Retreat at Ho'olei.  Relax and enjoy!

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Dates Nightly Weekend Night Weekly Monthly*
Spring 2020
Apr 15 2020 - Jun 21 2020
( 5 Nights Min stay)
795.00 USD
Summer 2020
Jun 22 2020 - Aug 21 2020
( 5 Nights Min stay)
995.00 USD
Fall 2020
Aug 22 2020 - Nov 20 2020
( 5 Nights Min stay)
795.00 USD
Thanksgiving 2020
Nov 21 2020 - Nov 28 2020
( 7 Nights Min stay)
1,095.00 USD
Late Fall 2020
Nov 29 2020 - Dec 18 2020
( 5 Nights Min stay)
795.00 USD
Holidays 2020
Dec 19 2020 - Jan 02 2021
( 10 Nights Min stay)
2,495.00 USD
Winter 2021
Jan 03 2021 - Apr 10 2021
( 5 Nights Min stay)
1,095.00 USD
Spring 2021
Apr 11 2021 - Jun 18 2021
( 5 Nights Min stay)
795.00 USD
Summer 2021
Jun 19 2021 - Aug 21 2021
( 5 Nights Min stay)
1,095.00 USD
Fall 2021
Aug 22 2021 - Nov 19 2021
( 5 Nights Min stay)
795.00 USD
Thanksgiving 2021
Nov 20 2021 - Nov 27 2021
( 7 Nights Min stay)
1,095.00 USD

Additional information about rental rates

  • Refundable Security Deposit : $ 1000
  • Cleaning Fee : $ 495
  • Tax Rate : 14.42%

Notes :

Quote Amount will be shown in USD
The Amount would be charged in USD

Availability Calendar


  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • No parties/events
  • No smoking
  • No pets
  • Children allowed
  • Minimum age of primary renter: 21
  • Max guests: 8
  • Sauna
  • Heated Pool
  • Communal Pool
  • Hot Tub
  • Massage
  • Private Chef
  • Concierge
  • Golf Course Front
  • Ocean View
  • wheelchair accessible
  • Long-term Renters Welcome
  • 3 Bedrooms
  • Sleeps 8
  • Porch / Veranda
  • Deck / Patio
  • Water Sports Gear
  • Tennis
  • Golf
  • Television
  • Satellite / Cable
  • DVD Player
  • Dining Area
  • Dishwasher
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Grill
  • Toaster
  • Ice Maker
  • Pantry Items
  • Dishes & Utensils
  • Satellite or cable
  • No Smoking
  • Washer & Dryer
  • TV
  • Children Welcome
  • Internet
  • Air Conditioning
  • Parking
  • Hot Tub
  • Swimming pool
  • Heater
  • Heating
  • Telephone
  • Linens Provided
  • Washing Machine
  • Clothes Dryer
  • Garage
  • Towels Provided
  • Fitness Room / Equipment
  • Wireless Internet
  • Iron & Board
  • Hair Dryer
  • Toilet Paper
  • Elevator
  • Living Room
  • Deadbolt lock
  • Exterior lighting
  • Fire extinguisher
  • Smoke detector
  • 3 Bathrooms
  • 1 Half Bath


Wonderful Ho'olei

Wonderful location with great views! We thoroughly enjoyed our Ho’olei condo vacation!

Bryan Quinn
Wonderful stay in Wailea

Property was amazing and met all.of our needs. Close to everything. The pool at the complex was great. Would definitely go back.

Richard Shaw
Custom Living

This beautiful home had the benefits of a resort but not the intrusiveness. It was located quite near a exquisite swimming pool and hot tubs that were surrounded by lush greenery. Plenty of lounge chairs for all and the hours open were generous. This home also was not far from a public beach and access to the paved beach walkway. Only complaint is the lack of soap and shampoos. Only tiny sample bottles supplied. For the price of this home I believe more of such amenities would have been standard. Loved sitting on the lanai overlooking the property and ocean for breakfast. I would not hesitate to rent this home again.

Susan Baughn
Fantastic Maui Vacation Opportunity

The location is the best, the unit is great with Wolf and Sub Zero Appliances, the view is fantastic and the owner and property manager are super responsive.

Paul Aaron
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