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Elegant private lanai off of the spacious living room
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Enjoy a BBQ on your private lanai with your O'hana (family).
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Seating for 8 on the spacious lanai
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BBQ area on the lanai off of the living room to enjoy
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Enjoy the beautiful tropical view from the large private lanai.
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Seamless outdoor/indoor living while enjoying your Maui vacation
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Relax in comfort
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Incredible view from the living room
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Luxury living while on your Maui vacation!
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The chef in the family is sure to enjoy this beautiful kitchen
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Seating for four at the island
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Spectacular view while cooking with a gas stove top!
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Plenty of beautiful counter space to create Maui meals!
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Upstairs half bath off living room!
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Entry way stairs!
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Downstairs bedroom with access to lanai!
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Downstairs bedroom features a comfortable king bed
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Downstairs lanai off bedroom
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Spacious lanai off the downstairs bedroom
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Beautiful primary bathroom upstairs
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Spacious primary bathroom
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Tiled walk in shower in primary bathroom
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Enjoy relaxing on the private lanai
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Private lanai off the downstairs bedrooms
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Downstairs primary Bedroom!
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Downstairs primary bedroom with access to lanai!
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Downstairs primary bedroom features a king canopy bed!
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Primary bath with soaking tub!
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Relax after a fun filled day of Maui!
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Plenty of space to get ready for Maui adventures!
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Tropical decor in the guest bedroom!
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Guest bedroom features two queen beds.
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Two queen beds in the guest bedroom
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Downstairs second bathroom!
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Tropical paradise awaits!
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Welcome!
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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 55-2
Wailea
Experience luxury island living at Ho'olei, a spacious 3-bedroom, 3.5-bath villa in the heart of Wailea. This beautifully appointed retreat features a gourmet kitchen, private elevator, central AC, multiple lanais, outdoor kitchen with grill, and access to Ho'olei's resort-style pool, fitness center, and gated amenities. Located directly across from Wailea Beach and near world-class dining, shopping, golf, and spa experiences.
*Ho'olei Luxury Villa | Private Elevator, Resort Pool and Wailea Beach Access*
Enjoy the ultimate Maui getaway at this spacious Ho'olei villa, one of Wailea's premier luxury resort communities. Designed for comfort, privacy, and indoor-outdoor island living, this beautifully appointed three-bedroom villa offers upscale amenities, resort-style facilities, and an unbeatable location just across from Wailea Beach.
*Villa Features*
* Three-bedroom, three-and-a-half-bathroom luxury villa
* Sleeps up to 8 guests
* Primary suite with King bed, private lanai, walk-in closet, soaking tub, walk-in shower, and dual vanities
* Second primary suite with King bed and ensuite bathroom
* Guest bedroom with two Full beds and ensuite bathroom
* Spacious open-concept living area
* 70" HD Smart TV with surround sound
* Complimentary high-speed Wi-Fi
* Gourmet kitchen with premium appliances
* Gas cooktop
* Large refrigerator with multiple freezer drawers
* Fully stocked with cookware, dishes, glassware, and kitchen essentials
* Private elevator within the villa
* Full-size washer and dryer
* Central air conditioning throughout
* Private garage
* Covered carport for a second vehicle
* Beach chairs and beach towels provided
*Outdoor Living*
* Spacious covered lanai
* Outdoor dining area
* Built-in gas grill
* Outdoor refrigerator
* Stackable sliding glass doors for seamless indoor-outdoor living
* Private lanai off the primary suite with lounge seating
*Ho'olei Resort Amenities*
* Resort-style lagoon pool with waterfall
* Sandy beach-entry area for children
* Two Jacuzzis
* Fitness center
* Covered pavilion and gathering area
* Poolside massage services available
* Gated community
* 24-hour security
*Prime Wailea Location*
Located directly across from Wailea Beach, Ho'olei offers easy access to some of Maui's most celebrated beaches, golf courses, restaurants, and shopping.
Nearby attractions include:
* Wailea Beach
* The Shops at Wailea
* Wailea Blue Golf Course
* Wailea Gold Golf Course
* Wailea Tennis Club
* Oceanfront dining
* Luxury spas and resorts
* Snorkeling, paddleboarding, and ocean activities
* Scenic coastal walking path
*Why Guests Love Ho'olei*
* Spacious villa layout with multiple suites
* Private elevator and luxury finishes
* Resort-style pool and fitness center
* Walkable access to Wailea Beach
* Outdoor kitchen and entertaining space
* Ideal for families and groups
Whether you're enjoying sunset dinners on the lanai, relaxing by the resort pool, or exploring the beauty of Wailea, this Ho'olei villa provides the perfect setting for an unforgettable Maui vacation.
*Important Information*
* This property is hotel-zoned and is not affected by recent proposed legislation.
* Guests may access nearby resort restaurants and spa services, but neighboring resort pools are not included with your stay.
* While we strive to keep all photos up to date, furnishings and décor may be updated. Functionality, seating, and sleeping accommodations will remain the same or may improve.
Hawaii State Tax ID: 130-596-9664-01
Rooms
Guest Bedroom
1 King
Primary 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
- 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
- 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
- Grill
- 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
- Other: Massage
- Pets Not Allowed
Location
- Wailea
- Near Ocean
- Beach
Car
- Recommended
Special
- Beach Chair
- Beach Towels
Family
- Bathtub
- Children Welcome
Entertainment
- DVD Player
- Satellite or Cable
- Television
- Smart TV
Accessibility
- Elevator
Reviews
Perfect
by Elly Sword
Great Accomodation
by Justin Fedun
Best location!
by Mio M.
Condo was amazing!!
by Natalie P.
Highly recommend!
by Colm H
Perfect Accommodation
by Carrie B.
Lovely and relaxing
by Beth H.
Terrific stay
by Seth F.
Great place to be
by Yamila N.
The home was perfect!
by Pam B.
Very happy!
by Victor L.
Views are beautiful!
by Sandra W.
We had a great stay!
by Steven T.
Perfect Rental Spot
by Mark Wood
Fourth time -every time - is a charm.
by Debbie LaCour
FABULOUS SPOT
by Carmen R.
Family trip
Maui Family Vacation
by Christine J.
Great Stay, entire family LOVED it
by Christopher C.
Can not say enough great things!
by Sarah B.
Maui Family Fun
by Keith S.
Beautiful Home!
Nice place to stay in Wailea
Amazing Stay
by Ryan T.
Maui
by Estephan A.
Well appointed and great place to stay with family!
Wailea family vacation
by Linda P.
A wonderful experience!
by Charles R.
Wonderful experience
by Joshua M.
Ho'oeli 55-2
by Suzanne K.
other than that, all good
Perfect Location in the Heart of Wailea
by John N.
Great Stay
by John M.
Beautiful vacation with an ocean view
Fantasy Island
by Nova L.
Sweet Maui Retreat!
by Rita B.
Very nice property
by Carl W.
Great find, perfect for a family or larger group.
Hawai’i vacation
by Randy N.
Ho’olei 55-2
by Margaret G.
July 18 - 24th
Perfect stay
by Nick S.
We loved staying in this house, location is perfect and the entire resort is clean and in a high standard. Pool is great and very close to the house.
Our kids loved it too.
We'll definitely stay here again next time.
Great place!
by Kathleen E.
10 out of 10
by Adam S.
We just stayed here with a group of 6 and we were not disappointed. Spend as a little or as much time at the villa or head out on out and explore Wailea. Little Beach, Big Beach, and Lava Fields are all a short drive away.
The resort pool complete with hot tubs is dream-like.
Excellent property!
Tudor Maui Vacation
by Michael T.
1st timer in Maui
by Greg E.
AAA+ accommodation, beach and pool
by Samira M.
Great Maui Trip!
Fantastic Villa
by Connie P.
Fantastic home and vacations!
by Jehyeong A.
The accommodation was well located and in excellent condition.
Everything was great but, there was a slight inconvenience.
The bathroom pressure on the upper floor was a little low, and the sink in the lower small room was not drained well.
But, It'S not worth a ****.
I highly recommend Ho'olei 55-2 for family tourists.
August 2018
Review of Ho'olei 55-2
by Dave S.
Delightful Stay
by Neil B.
Amazing!!!
by Robert D.
A lovely place for family
by Diane P.
Maui How's O'Reilly vacation
by Wendy K.
Great family vacation
by Tina F.
55-2 review for week of 12/24/17
My 70th Birthday celebration
by Lamont & Margot M.
Thank you CBIP and Matt for your attention to the details, and follow up to ensure that our stay was was exceptional. Mahalo
Availability
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