Maui Breeze Retreat at Ho'olei! Available June 27-July 3 & July 18-25! Book now!

Kihei, Hawaii
$1975 avg/night Minimum Stay 3 Nights
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 3 nights

Min Stay

Surround yourself with the lush scenery of Maui Breeze Retreat at Ho'ol!ei, a tastefully decorated two-story villa with spectacular views of the Pacific Ocean. Your exquisite island retreat in Wailea 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 SeasonsResorts. Ho'olei has consistently ranked as one of the top condominium destinations in Hawaii!

You will experience the essence of island culture and the height of relaxation at our villa. This includes a sparkling swimming pool with waterfalls, two hot tubs, 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. There is also a covered pavilion area where you can help yourself to water, tea and crushed ice. In addition, there is a refrigerator and microwave oven available at the pavilion.

Maui Breeze Retreat at Ho'olei is a townhome of gracious proportion. Totaling 3,301 square feet of interior living space and 686 square feet of lanai space, there is plenty of room to accommodate up to eight guests. Features include:
• Three bedrooms with their own en suite bathrooms
• Comfortable bedding including two king beds, a queen bed and two pullout sofas
• Four large, flat-screen Smart TVs with Roku streaming remote at each TV
• Spacious, walk-in closets
• Tranquil lighting
• Central air conditioning (2 AC units)
• High speed cable wi-fi network and Spectrum as cable service provider
• 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, island art and thoughtful designer touches that make your comfort and convenience a priority. This includes:
• Upscale kitchen appliances including Mr. Coffee and Keurig coffee machines along with an Espresso machine
• Wolf grill with multiple burners and refrigerator on the upper lanai
• Dining table on the upper lanai with plenty of seating
• Kitchen island seating and dinette seating
• Disappearing floor-to-ceiling sliding glass doors and screens for unobstructed views
• Inviting furniture with expansive gathering areas
• Beautiful artwork showcasing the island
• Private elevator
• Your own one stall parking garage
• Reserved, covered one stall carport for a second vehicle
• Beach towels, beach chairs, beach umbrellas, beach wagon, boogie boards, large coolers, toddler toys 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, high chair and stroller 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 adjacent resorts. You can either walk or park nearby in a free public parking lot that is located between Four Seasons and Grand Wailea Resorts.

Restaurants, spa appointments and shopping are all open to the public at nearby resorts. The list of 5 star resorts in walking distance near Maui Breeze Retreat at Ho'olei including the Grand Wailea Resort, Four Seasons Resorts, Fairmont Kea Lani, Wailea Beach Resort and Andaz Maui at Wailea Resort. We are Kulana Club members at Grand Wailea Resort.

Regarding service offerings, we work with local vendors and offer a beach lounge chair and umbrella set up for our guests at Wailea Beach, a favorite for many of our customers. Also, we have beach chairs, umbrellas, a beach wagon, large-size coolers and other pool amenities available at our townhome for your use. For more details, please ask about our services to enhance your stay.

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

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 3301 Sq Ft (307 Sq M)
  • KITCHEN

    Blender Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage Wheelchair-accessible Parking And Van Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Garden
  • POOL/SPA

    Heated Pool Hot Tub Massages Outdoor Pool Sauna Shared/communal Pool
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Jetted Bathtub Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Bodyboard On Site Cycling Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Golfing On Site Hiking/biking Trails Nearby Rock Climbing Nearby Snorkeling Nearby Swimming Nearby Tennis On Site Water Sports Equipment Whale Watching Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Stair Gate
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near The Sea Next To A Golf Course
  • SERVICES AND CONVENIENCES

    Chef Concierge Services Iron/ironing Board Phone Safe
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces Elevator If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair Accessible Wheelchair-accessible Parking Wheelchair-accessible Van Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Rona G.

    Submitted Feb 18, 2026

    Stayed Feb 11, 2026

    Very responsive, great amenities, very comfortable, beautiful view

  • Brittany I.

    Submitted Jan 21, 2026

    Stayed Jan 13, 2026

    We had the best stay at the Maui Breeze Retreat and we can't wait to return in the future! This villa is absolutely beautiful and has everything you would need while staying there. The host and his onsite team are so accommodating and go above and beyond to make sure the stay is absolutely perfect. It's in a great part of Wailea, close to everything. We already miss our nightly sunsets from the Lanai! Thanks Steve and the rest of the team for all of your hospitality here!

  • Val G.

    Submitted Nov 22, 2025

    Stayed Nov 15, 2025

    We had a very nice stay. The property was clean and very spacious.

  • Colin C.

    Submitted Oct 30, 2025

    Stayed Oct 21, 2025

    Property was beautiful and well maintained. Perfect location in the heart of Wailea, and reasonably priced for a 3br/4ba property of this caliber. Owner was very welcoming and accommodating.

  • Kerri L.

    Submitted Sep 30, 2025

    Stayed Sep 21, 2025

    What a beautiful stay! We enjoy staying at properties that feel like a comfortably furnished home. This property did not disappoint. Furniture, amenities, and decor were very well maintained and the bed and linens comfortable. Steve and the property management team on site were very responsive and accommodating. Location of this unit on the corner and away from the main road add to the privacy. Gorgeous views from the lanai. We highly recommend this property. The only minor feedback was for the onsite shared gym which had 3 pelotons but only one useable.

  • Jaime L.

    Submitted Aug 31, 2025

    Stayed Aug 23, 2025

    2nd time staying at this property and still an amazing stay. Responsiveness of owner and property managers leading up to the trip or during was very quick.

  • Hansen H.

    Submitted Aug 14, 2025

    Stayed Aug 6, 2025

    Management and owner were very responsive. Really appreciate the communication. Kids loved the property!

  • Laurie P.

    Submitted Aug 3, 2025

    Stayed Jul 29, 2025

    This is a spectacular place to stay! Highly recommend!

  • Teresa M.

    Submitted Jul 20, 2025

    Stayed Jul 12, 2025

    Our stay at Maui Breeze Retreat was perfect! It is an incredible place- with every amenity you can think of! Kitchen and bathrooms were fully stocked! We were a group of 7 adults and we all slept well- beds were very comfy! The location is perfect too- just a short walk to the beach and all your beach supplies are provided-towels, chairs, umbrellas, and coolers. The view from the lanai is lovely. I also need to add that Eric- property contact on Maui, was so kind and attentive. He answered any questions i had and was able to handle a couple minor issues very quickly. This is the perfect place for a big group and we will stay here again if, no when we visit again!Thanks for everything!

  • Aaron K.

    Submitted Jun 18, 2025

    Stayed Jun 12, 2025

    This home is beautiful and exceeded our expectations. A perfect setting for our family’s vacation.

  • jeffrey g.

    Submitted Jun 9, 2025

    Stayed May 23, 2025

    This was a fantastic stay for our family. Plenty of room for everyone, top notch furnishing and appliances/kitchen gadgets (including some I don't have at home and now need to get!). The townhome was even better than we expected- better quality, super clean, well stocked.Steve and team did an outstanding job, first in all the communication between Steve and myself, then with the local team, accommodating our check-in needs and quickly responding to a very minor issue we had. Couldn't have asked for more.This is a great home to book!

  • Scott D.

    Submitted Jun 6, 2025

    Stayed May 29, 2025

    Beautiful property in a great location.

  • Jeff J.

    Submitted May 11, 2025

    Stayed Apr 28, 2025

    Great stay

  • Steve A.

    Submitted Apr 27, 2025

    Stayed Apr 14, 2025

    Extremely happy with everything. Would recommend a stay here to anyone! Exceeded our expectations

  • Scot O.

    Submitted Apr 10, 2025

    Stayed Apr 2, 2025

    This property proved to be the perfect location for our family vacation as it provided everything we could possibly want! We come to the Island for the Views of the Ocean ...This place has a beautiful view of the ocean where we were able to see whales and stunning sunsets! We like to be in a quieter, cleaner area during our stays which this property fit that requirement perfectly. The townhouse was well appointed, very clean, comfortable, and had 3 perfect living quarters for the whole family to have private escapes when needed. The location was perfect being within walking distance of several great restaurants, golf, a market, coffee, and of course the beach...yes walking distance to spend any amount of time you want with your toes in the sand!

  • BRUCE T.

    Submitted Mar 16, 2025

    Stayed Mar 6, 2025

    The property is clean and the property management response to several request was excellent.

  • Steve C.

    Submitted Jan 26, 2025

    Stayed Jan 17, 2025

    Beautiful home! Great location! We had a great week on our annual family vacation, this was our first with new babies. We ran into a small issue when checking in, but all was taken care of quickly. We are planning on doing this trip every year and hope to be able to stay in same home again!

  • Kent W.

    Submitted Dec 26, 2024

    Stayed Dec 15, 2024

    This property is amazing. Views of the sunset were incredible and the unit is outfitted with everything you need to head to the beach. 8 folding chairs, boggie boards, umbrellas and a wagon to haul it all. Also a large Yeti cooler on wheels.

  • Tiffany T.

    Submitted Oct 17, 2024

    Stayed Oct 6, 2024

    The property was even better in person and obviously well cared for. It was spacious, well appointed, and had an excellent Wailea location. Would gladly stay again. Thank you for such a memorable trip!

  • EDUARDO S.

    Submitted Sep 2, 2024

    Stayed Aug 24, 2024

    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

  • Michael M.

    Submitted Aug 26, 2024

    Stayed Aug 18, 2024

    We've stayed at Hoolei many times - usually through the Grand Wailea. Did this one through VRBO - at a much better value. The villa was wonderful, very clean. Steve, the owner, was extremely responsive throughout the search, booking, and stay. Would highly recommend!

  • Brian P.

    Submitted Jul 30, 2024

    Stayed Jul 20, 2024

    My family of 6 had an awesome stay at this villa. The villa is beautiful, has tons of space, and is well equipped for whatever we needed. Steve was also a very helpful and accommodating host. We hope to be able to go back to Maui again, and would definitely want to stay in this villa again.

  • Lori K.

    Submitted Jul 10, 2024

    Stayed Jun 6, 2024

    Beautiful condo with all the amenities one could want.

  • Mary Beth L.

    Submitted Jun 2, 2024

    Stayed May 25, 2024

    Beautifully maintained. Superior finishes. Well stocked with all the essentials. Beautiful view. Quiet area.

  • Ruth C.

    Submitted May 25, 2024

    Stayed May 17, 2024

    We had a wonderful time at this Maui villa! The house is huge, very clean, and beautifully decorated. The views from our lanai were amazing, especially at sunset. Communication was great, from check in to check out. We had a small issue with the garage access code and it was fixed quickly for us. Our only suggestion is that the kitchen could be stocked with more basics like foil, olive oil, condiments, etc. There were a ton of dishes, bakeware, and tupperware which was very helpful, but having to buy some of those things seemed wasteful since we were only staying a week. Overall we had an amazing time and hope to come back soon!

Your dates are Available!

Total

Includes taxes and fees
$1,975+
View details