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No detail was missed in this living space~ with cove lighting.
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Seamless indoor/outdoor living
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Gorgeous Private lanai!
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Open and inviting living area!
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Great open floor plan!
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Gourmet kitchen with all any chef would need!
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Eat up breakfast bar
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Upscale living at its finest
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Convenient guest half bath.
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Formal dining with seating for six.
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Guest bedroom ensuite bath!
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Upstairs guest bedroom with two double beds
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Guest bedroom complete with flat screen TV and ceiling fan
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Luxury home entryway
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Primary bedroom with access to lower private lanai.
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King bed complete with flat screen TV and ceiling fan
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Small refrigerator and large walk in closet in Primary bedroom.
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Rainfall shower and luxurious soaking tub in the primary bath
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Striking primary bath with dual sink vanity
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Expansive lower lanai
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private outdoor lanai
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Desirable lower guest suite with king bed
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Drift off for the perfect nights rest
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Guest suite complete with TV~ ceiling fan and access to lanai
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Ensuite guest bath
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Washer and Dryer
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Beautiful Villa with garage parking.
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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 55-3
Wailea
Special Luxury Promotion
Book 7 Nights and Enjoy the 8th Night Free
Indulge in the ultimate getaway at our luxury residence and extend your stay on us. Reserve seven consecutive nights and receive the eighth night completely free, the perfect way to elevate your vacation experience.
Blackout Dates: December 20 – January 4
Note: Discounts cannot be combined with any other offers.
Treat yourself to more time in paradise. Let us know when you’d like to book!
This hotel-zoned villa sits within a prestigious, gated community not impacted by recent proposed legislation, offering travelers confidence and flexibility when planning their future maui escapes.
Your private retreat is a spacious, two-story luxury villa designed for comfort, style, and effortless island living. Thoughtfully placed on the property for enhanced privacy, the expansive upper-level living space opens fully to a covered lanai through oversized stackable glass doors, creating a seamless indoor-outdoor flow. Gather around the dining table for six, fire up the outdoor gas grill, and turn meals into lasting vacation memories surrounded by lush tropical beauty and island breezes.
Inside, the open-concept top floor feels bright, airy, and refined, featuring a beautifully designed living room that connects effortlessly to the gourmet chef’s kitchen. Outfitted with a gas cooktop and premium appliances—including a large refrigerator and multiple freezer drawers—the kitchen comes fully stocked with cookware, dishware, and glassware, making it ideal for everything from morning pancakes to sunset dinners.
Downstairs, the carefully designed layout gives every guest their own space to recharge. The primary suite offers a king bed, walk-in closet, dual vanity, walk-in shower, and a deep soaking tub, your personal spa sanctuary. Step outside to your exclusive ground-floor lanai with lounge chairs, a peaceful oasis surrounded by tropical foliage. The second downstairs suite features a king bed and a full ensuite bathroom for added comfort and convenience. Completing the villa, the upper-level guest bedroom includes two full-size beds and its own private ensuite.
Added conveniences elevate every stay, enjoy full central ac in every room, a private garage and covered carport, a full-size washer and dryer, plus complimentary beach chairs and plush towels for pool days and beach adventures alike.
Within the community, resort-style amenities set the scene for relaxation and family fun: a striking waterfall pool, a shaded grotto, a sandy keiki play area for younger guests, and two inviting jacuzzis to unwind in at the end of each day. A nearby fitness center and covered kitchen pavilion offer even more spaces to enjoy, and on-site poolside massage services are available for guests wanting the ultimate indulgence. Around-the-clock gated security adds comfort and peace of mind throughout your stay.
For effortless beach days, access is located directly across the street via the neighboring resort pathways. Guests may also take advantage of the resort’s highly rated restaurants and spa services during their stay. Please note: the neighboring resort pool is not included with your villa reservation.
Furnishings and decor may occasionally vary from current photos due to upgrades, however seating, comfort, and sleeping capacity will remain the same or may be enhanced.
This villa is the perfect blend of luxury, privacy, convenience, and island lifestyle—an inviting retreat for families, long-stay travelers, and guests seeking an elevated maui experience.
Rooms
Guest Bedroom
1 King
Primary Bedroom
1 King
Guest Bedroom
2 Double
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
- Heating
- Wifi speed 100mbps
Kitchen
- Cooking Basics
- Dishes & Silverware
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Toaster
- Stove
- Blender
- Cookware
- Garbage Disposal
- Utensils
- Ice Maker
- Coffee Maker
- Kitchen Island
- Dining table
- Coffee Grinder
- Rice Cooker
- Tea Kettle
Facility
- Free Parking
- Gym/Fitness Room
- Jacuzzi
- Pool
Outdoor
- Patio or Balcony
- Balcony
- Gas Grill
- Tennis
- BBQ Area
- Deck Patio Uncovered
- Lanai Gazebo Covered
- Tennis
- Golf
- Fenced Pool
- Fenced Yard
- Outdoor
- Deck
- Outdoor Grill
Pool
- Communal Pool
- Heated Pool
- Hot Tub
Accomodations
- Ceiling Fan
- Dining Area
- Dining Room
- Tub/shower combination
- Luxury
- Cleaning: Optional
- Other: Massage
- Pets Not Allowed
Location
- Wailea
- Near Ocean
- Ocean View
- Beach
Car
- Recommended
Special
- Beach Chair
- Beach Towels
Family
- Babysitter Recommendations
- Bathtub
- Children Welcome
Entertainment
- DVD Player
- Satellite or Cable
- Stereo
- Television
Reviews
Great stay!
by Lauren S
We loved staying here!
by Margarita G.
First class vacation!
by Charles D.
Highly recommend
by Erin P.
Wonderful Stay
Spotless
by Omolara P.
Great for families
by Jean L.
Highly recommended
by Michael M.
Great Maui VRBO
Perfect place to spend some time!
The best week!
by Melissa S.
Also, pro tip - the beach in front of the Four Seasons has better sand than in front of the Grand Wailea!
Birthday Bliss
by Wendy W.
Amazing stay and property right across the street from everything
by Shon B.
Regulars who LOVE everything about Ho'olei.
by Jan J.
Regulars who LOVE everything about Ho'olei.
by Jan M.
Almost everything perfect!
by Guylaine G.
Absolutely perfect place to stay!!
by Ab
Stunning property - perfect for a group of 6-8!
by Lisa T.
Recent trip to Maui
Amazing Stay
Amazing Stay!
by nicole j.
Home Away from Home
Easy, but nothing special
Holiday Wailea
by Thomas S.
Holiday Wailea
Family Vacation
by Patricia J.
Paradise
Great Vacation Propery
by Lara F.
Virtual Tour
Availability
Select your travel dates to view a detailed quote.
