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Welcome to your Maui sunset sanctuary
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Lounge poolside or enjoy the bubbling hot tub
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Your private front-row seat to paradise
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Tranquil pool surrounded by lush tropical beauty
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Private lanai with full outdoor kitchen
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Cook, create, and connect in luxury
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Unwind with sweeping Pacific Ocean views
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Where every evening ends in a sunset
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Soak in sparkling ocean views from every angle
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Endless Pacific blues right from your lanai
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Enjoy the beauty of the West Maui mountains and Pacific blues
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Experience Maui’s coastline in full, vivid color
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Lounge outdoors in true island comfort
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Comfortable loungers and coastal breezes await
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Alfresco dining with unforgettable views
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Beautifully appointed space for restful moments
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Gather and unwind in this beautifully furnished space
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Spacious great room perfect for relaxing or entertaining
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Open, airy kitchen designed for cooking and connection
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Gather around the breakfast bar for island-inspired meals
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A chef’s dream where luxury meets functionality
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Gourmet kitchen fully equipped for island inspired meals
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Enjoy every meal with a touch of ocean inspiration
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Expansive living area made for connection and comfort
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Formal dining area with contemporary island elegance
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Elegant finishes create a serene dining atmosphere
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Sophisticated dining area with seating for the whole group
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Sophisticated half bath perfect for guests
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Plush linens and soft tones create a restful retreat
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Unwind in comfort with easy outdoor access
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Every detail designed for comfort and quiet elegance
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Inviting retreat with a spa-inspired ensuite
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Soothing neutral tones create a true spa retreat
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Light-filled bathroom with luxurious soaking tub
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Dual vanity and deep tub for ultimate comfort and style
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Spacious bath with soaking tub and open stone shower
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Elegant dressing area with ample organized space
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Walk-in closet designed for effortless organization
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Elegant guest suite designed for flexible sleeping options
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Relax in comfort surrounded by calming island hues
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Inviting retreat with cool blue accents and plush bedding
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Spacious vanity provides plenty of room to get ready with ease
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Spa-like ensuite with body spray shower
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Downstairs retreat with direct access to your private lanai
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Tropical serenity just beyond your bedroom doors
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Inviting bedroom blending luxury and tropical warmth
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Plush bedding and soft tones set the stage for relaxation
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Relax and unwind on the tranquil downstairs lanai
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Expansive lanai retreat with two plush loungers
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Enjoy indoor–outdoor living from the downstairs lanai retreat
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Stretch out and relax on the spacious lower lanai
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Sophisticated simplicity in this bright ensuite space
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Timeless ensuite with walk-in shower and gold accents
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Polished white and gold bathroom with timeless appeal
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Convenient downstairs laundry with sink and full-size appliances
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Welcome to Ho'olei Villas
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Relax at the exclusive clubhouse on site
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A serene pool with waterfall and Jacuzzis creates a resort feel
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Unwind in one of the two luxurious Jacuzzis at the poolside
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Lush tropical landscaping surrounds the sparkling pool area
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Relax by the pool with waterfall, grotto, and sandy play area.
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Two Jacuzzis offer a perfect escape after a day in the sun
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Sandy pool area is perfect for kids to splash and play
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Lush tropical surroundings create a serene poolside retreat
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Tropical plants surround the sparkling pool for a serene escape
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Dive into the pool beneath a stunning waterfall and lush greenery
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Sunshine, loungers, and sparkling water = pure relaxation
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Tropical poolside oasis perfect for all ages
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Loungers await for the ultimate poolside chill session
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Relax on pool loungers surrounded by lush greenery.
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Two Jacuzzis offer quiet escapes beside the pool
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A resort-style pool surrounded by lush gardens awaits
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Poolside torches light up the evening
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Fitness center conveniently located close to the pool
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Welcome to Ho’olei Villas, your gated tropical retreat
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Aerial view reveals the pool, grotto, and tropical landscaping
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Ho’olei’s lush grounds surround a sparkling resort-style pool
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Enjoy breathtaking aerial views of Wailea and the surrounding ocean
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Lush greenery and luxury villas dot the stunning Wailea coastline
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Golf course, ocean, and immaculate views await
Hoolei 39-3
Wailea
This property is hotel zoned, and not being affected by the recent proposed legislation.
Breathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3 offers spacious, upscale living in a private gated community. Escape and relax at this opulent two-story Villa.
As you enter 39-3, be in awe at the impressive art pieces tastefully placed throughout the villa. Be drawn into the gloriously decorated great room and flow seamlessly out to the lanai via the grand push back, floor-to-ceiling sliding doors.
Your private patio is complete with a large dining table, chaise loungers, and an outdoor kitchen with a Wolf gas grill and Sub Zero mini-fridge. Enjoy the ultimate indoor/outdoor experience and be mesmerized by views of the Pacific. While dining al fresco on the lanai or if enjoying meals at the stately formal dining table, it is hard to miss the captivating Maui sunsets.
The gourmet kitchen is equipped with state-of-the-art brands and every utensil a chef could dream of to prepare a five-star meal. Beautiful cabinetry, stone counters, and a large breakfast bar with additional seating for six PLUS views of the ocean complete this spectacular kitchen.
Each of the 3 luxurious bedrooms has its own en suite bathroom. The guest room, located on the main level, has two queen beds with sleeping for up to four and has a TV and DVD player.
The two Primary suites are located on the lower level along with the laundry room with a full-sized washer and dryer. Both suites offer king-size beds with plush linens and share the lower-level ocean view lanai that is perfect for morning coffee.
The larger Primary suite offers a peaceful spa-like sanctuary with a huge soaking tub, separate large stone shower, and a massive dual vanity. A perfectly serene atmosphere to recharge after a day of adventuring.
Heavenly is the best word to describe the 2nd Primary. With the drapes drawn and sliders open, the room is bright and airy and full of natural light and ocean breezes. The plush four-poster canopy bed drapes you in flowy fabrics and has enough pillows to make you feel like you are sleeping in a cloud.
Ho'olei is just moments from Wailea Beach, voted one of the top beaches in the world. This amazing beach has numerous activities such as paddleboarding, snorkeling, sea kayaking, swimming, boogie boarding, and relaxing on the beautiful shore. During the winter months, Humpback whales can be easily seen from Wailea Beach. There is a breathtaking oceanside walking/running trail that spans 1.8 miles one way.
There is ample seating along with a fitness center. Located just moments from dining and shopping at 3 resorts as well as The Shops at Wailea. You may dine at any of the resort restaurants as well as set up spa appointments, but please note that hotel pool access at the adjacent resorts is not included with your reservation. Ho'olei offers a stunning large resort-style pool complete with waterfalls, a sandy artificial beach for kids, and 2 hot tubs. Also provided is 24-hour on-site security and gated access.
While we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve.
Rooms
Primary Bedroom
1 King
Guest Bedroom
1 King
Guest Bedroom
2 Queen
Amenities
Essentials
- Air Conditioning
- Dryer
- Garage
- Living Room
- Parking
- Iron & Ironing Board
- Kitchen
- Private Entrance
- Shampoo
- Washer
- Linens
- Washer & Dryer
- Bed Linens
- Hair Dryer
- Wifi
- Towels
- Hot Water
- Wireless Internet
- Free wifi
- Cable
- Telephone
- Wifi speed 100mbps
Kitchen
- Cooking Basics
- Dishes & Silverware
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Toaster
- Stove
- Blender
- Cookware
- Garbage Disposal
- Utensils
- Ice Maker
- Coffee Maker
- Rice Cooker
Facility
- Free Parking
- Gym/Fitness Room
- Jacuzzi
- Pool
Outdoor
- Patio or Balcony
- Balcony
- Gas Grill
- BBQ Area
- Deck Patio Uncovered
- Grill
- Lanai Gazebo Covered
- Tennis
- Golf
- Tennis
- Fenced Pool
- Fenced Yard
- Outdoor
- Deck
- Outdoor Grill
Pool
- Communal Pool
- Heated Pool
- Hot Tub
Accomodations
- Ceiling Fan
- Dining Area
- Dining Room
- Safe
- Tub/shower combination
- Luxury
- Cleaning: Optional
- Other: Massage
- Pets Not Allowed
Location
- Wailea
- Near Ocean
- Ocean View
- Resort
- Beach
Car
- Recommended
Special
- Beach Chair
- Beach Towels
Family
- Bathtub
- Children Welcome
Entertainment
- Satellite or Cable
- Television
- Smart TV
Accessibility
- Elevator
Reviews
Highly recommend!
by James S.
Fantastic time!
by Connie R.
An amazing holiday
by Nancy T.
Amazing
by Micah
Amazing rental and experience
by Whitney Alary
Beautiful place with amazing views!
by Mike W.
A wonderful property
by Jim M.
OUR GO-TO MAUI VACATION SPOT!
by Jan J.
Perfect Location
by Jim S.
MUST SEE TO BELIEVE!
by Tracey Ann L.
Wonderful family vacation to HI!
by Laura R.
Amazing Property!!!!
Awesome
by Edwin P.
Amazing Trip!
Ho’olei 39-3 - May 2022
by Linda L.
Maui Ho'olei 39-3
Outstanding view and comfort
This is the life
by George C.
This is the life
Great place - highly recommend
by Matt C.
Maui splurge
by Todd F.
Amazing vacation
Great trip
by Nancy W.
Beautiful condo with amazing views
by Katharine M.
Review 11/13 - 11-17
by Jemma Z.
Home in Maui with a view
by Brian S.
Virtual Tour
Availability
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