Wailea Luxury Residence Hoolei 23-3

Wailea 3 Bedrooms 6 Sleeps 3.5 Bathrooms
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Ocean views steal the show in Wailea Luxury Residence Hoolei 23-3’s seamless indoor-outdoor layout.
    Ocean views steal the show in Wailea Luxury Residence Hoolei 23-3’s seamless indoor-outdoor layout.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Take in panoramic ocean views from the spacious lanai at Wailea Luxury Residence Hoolei 23-3.
    Take in panoramic ocean views from the spacious lanai at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Wailea Luxury Residence Hoolei 23-3 blends island charm and ocean views in a luxe open layout.
    Wailea Luxury Residence Hoolei 23-3 blends island charm and ocean views in a luxe open layout.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Start your morning right at Wailea Luxury Residence Hoolei 23-3 with coffee and a view.
    Start your morning right at Wailea Luxury Residence Hoolei 23-3 with coffee and a view.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Watch the sun melt into the ocean at Wailea Luxury Residence Hoolei 23-3’s peaceful retreat.
    Watch the sun melt into the ocean at Wailea Luxury Residence Hoolei 23-3’s peaceful retreat.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Lounge in comfort poolside at Wailea Luxury Residence Hoolei 23-3 with views of waterfalls.
    Lounge in comfort poolside at Wailea Luxury Residence Hoolei 23-3 with views of waterfalls.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Wake up to ocean views and lanai access from the serene suite at Wailea Luxury Residence Hoolei 23-3.
    Wake up to ocean views and lanai access from the serene suite at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Relax in the plush secondary suite at Wailea Luxury Residence Hoolei 23-3 with private lanai access.
    Relax in the plush secondary suite at Wailea Luxury Residence Hoolei 23-3 with private lanai access.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Start your day or wind down on the lanai at Wailea Luxury Residence Hoolei 23-3 with ocean views.
    Start your day or wind down on the lanai at Wailea Luxury Residence Hoolei 23-3 with ocean views.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Savor grilled meals with sweeping views on the lanai at Wailea Luxury Residence Hoolei 23-3.
    Savor grilled meals with sweeping views on the lanai at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Gather with loved ones on the breezy lanai at Wailea Luxury Residence Hoolei 23-3 and soak in the view.
    Gather with loved ones on the breezy lanai at Wailea Luxury Residence Hoolei 23-3 and soak in the view.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Wailea Luxury Residence Hoolei 23-3’s lanai flows into the home for effortless island living.
    Wailea Luxury Residence Hoolei 23-3’s lanai flows into the home for effortless island living.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Relax on the lanai at Wailea Luxury Residence Hoolei 23-3 and soak in the ocean’s calming beauty.
    Relax on the lanai at Wailea Luxury Residence Hoolei 23-3 and soak in the ocean’s calming beauty.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Elegant and airy, the living room at Wailea Luxury Residence Hoolei 23-3 opens to ocean views.
    Elegant and airy, the living room at Wailea Luxury Residence Hoolei 23-3 opens to ocean views.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Gather in the spacious living room at Wailea Luxury Residence Hoolei 23-3—modern, cozy, and inviting.
    Gather in the spacious living room at Wailea Luxury Residence Hoolei 23-3—modern, cozy, and inviting.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Wailea Luxury Residence Hoolei 23-3’s open-concept layout connects lounging, dining, and cooking.
    Wailea Luxury Residence Hoolei 23-3’s open-concept layout connects lounging, dining, and cooking.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - The open kitchen island at Wailea Luxury Residence Hoolei 23-3 is perfect for meals and mingling.
    The open kitchen island at Wailea Luxury Residence Hoolei 23-3 is perfect for meals and mingling.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Celebrate your stay at Wailea Luxury Residence Hoolei 23-3 with champagne and local treats.
    Celebrate your stay at Wailea Luxury Residence Hoolei 23-3 with champagne and local treats.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Brew the perfect cup in Wailea Luxury Residence Hoolei 23-3’s kitchen with top-tier appliances.
    Brew the perfect cup in Wailea Luxury Residence Hoolei 23-3’s kitchen with top-tier appliances.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Cook with ease and style in Wailea Luxury Residence Hoolei 23-3’s elegant, fully equipped kitchen.
    Cook with ease and style in Wailea Luxury Residence Hoolei 23-3’s elegant, fully equipped kitchen.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Gather around the kitchen island at Wailea Luxury Residence Hoolei 23-3 for wine or casual bites.
    Gather around the kitchen island at Wailea Luxury Residence Hoolei 23-3 for wine or casual bites.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Dine with family under a modern chandelier and ocean views at Wailea Luxury Residence Hoolei 23-3.
    Dine with family under a modern chandelier and ocean views at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Gather for laughter and shared meals in the welcoming dining area at Wailea Luxury Residence Hoolei 23-3.
    Gather for laughter and shared meals in the welcoming dining area at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Relax in the serene primary suite at Wailea Luxury Residence Hoolei 23-3, styled with tropical touches.
    Relax in the serene primary suite at Wailea Luxury Residence Hoolei 23-3, styled with tropical touches.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Soak and unwind in the spa-like tub at Wailea Luxury Residence Hoolei 23-3’s tranquil primary bath.
    Soak and unwind in the spa-like tub at Wailea Luxury Residence Hoolei 23-3’s tranquil primary bath.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Unwind in the spa-like ensuite at Wailea Luxury Residence Hoolei 23-3 with a deep soaking tub.
    Unwind in the spa-like ensuite at Wailea Luxury Residence Hoolei 23-3 with a deep soaking tub.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Drift into restful sleep in the serene bedroom at Wailea Luxury Residence Hoolei 23-3.
    Drift into restful sleep in the serene bedroom at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Refresh in the sleek bathroom at Wailea Luxury Residence Hoolei 23-3 with a walk-in shower.
    Refresh in the sleek bathroom at Wailea Luxury Residence Hoolei 23-3 with a walk-in shower.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Refined design and curated art welcome you upstairs at Wailea Luxury Residence Hoolei 23-3.
    Refined design and curated art welcome you upstairs at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - The powder room at Wailea Luxury Residence Hoolei 23-3 is a stylish and serene island retreat.
    The powder room at Wailea Luxury Residence Hoolei 23-3 is a stylish and serene island retreat.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Enjoy the ease of full laundry amenities at Wailea Luxury Residence Hoolei 23-3 with modern appliances.
    Enjoy the ease of full laundry amenities at Wailea Luxury Residence Hoolei 23-3 with modern appliances.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Beach towels and gear await at Wailea Luxury Residence Hoolei 23-3 for your next adventure.
    Beach towels and gear await at Wailea Luxury Residence Hoolei 23-3 for your next adventure.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Stay fit while on vacation at Wailea Hoolei Resort 23-3's fully equipped fitness area.
    Stay fit while on vacation at Wailea Hoolei Resort 23-3's fully equipped fitness area.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Tropical greenery surrounds the sparkling pool at Wailea Luxury Residence Hoolei 23-3.
    Tropical greenery surrounds the sparkling pool at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Waterfalls cascade into the tranquil pool at Wailea Luxury Residence Hoolei 23-3.
    Waterfalls cascade into the tranquil pool at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Enjoy the serene pool and hot tub with a gentle waterfall near Wailea Luxury Residence Hoolei 23-3.
    Enjoy the serene pool and hot tub with a gentle waterfall near Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Dive into the vibrant blue pool framed by a dramatic rock waterfall at Wailea Luxury Residence Hoolei 23-3.
    Dive into the vibrant blue pool framed by a dramatic rock waterfall at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Stone pathways lead to the serene pool at Wailea Luxury Residence Hoolei 23-3.
    Stone pathways lead to the serene pool at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Hangout in style in the flower-draped outdoor kitchen at Wailea Luxury Residence Hoolei 23-3.
    Hangout in style in the flower-draped outdoor kitchen at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Aerial view captures the lush resort and pool at Wailea Luxury Residence Hoolei 23-3.
    Aerial view captures the lush resort and pool at Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Discover your private escape at Wailea Luxury Residence Hoolei 23-3 tucked perfectly into paradise.
    Discover your private escape at Wailea Luxury Residence Hoolei 23-3 tucked perfectly into paradise.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Tee off with sweeping ocean views on Wailea’s championship golf course, minutes from Wailea Luxury Residence Hoolei 23-3.
    Tee off with sweeping ocean views on Wailea’s championship golf course, minutes from Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Aerial view of Wailea Luxury Residence Hoolei 23-3
    Aerial view of Wailea Luxury Residence Hoolei 23-3
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Golden sand and lush greenery meet the sea near Wailea Luxury Residence Hoolei 23-3.
    Golden sand and lush greenery meet the sea near Wailea Luxury Residence Hoolei 23-3.
  • Wailea Vacation Rentals, Wailea Luxury Residence Hoolei 23-3 - Gaze out over the brilliant blue ocean and soft sand near Wailea Luxury Residence Hoolei 23-3.
    Gaze out over the brilliant blue ocean and soft sand near Wailea Luxury Residence Hoolei 23-3.

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.

Welcome to Ho‘olei Residence 23-3 (L3), a show-stopping 3-bedroom, 3.5-bath villa set within Wailea’s coveted, gated Ho‘olei enclave on Maui’s sun-kissed south shore. Spanning 2,700 sq ft of indoor living and an additional 700 sq ft of covered lanais, this two-level retreat (with private elevator) pairs unobstructed panoramic ocean views—Kaho‘olawe to West Maui—with high-end Bassman Blaine furnishings, and exclusive access to resort privileges just a stroll from Wailea Beach.

What You’ll Love About Ho‘olei Residence 23-3
* Commanding Ocean & Three-Island Views – Soak in sweeping scenes of Kaho‘olawe, Lana‘i, and Molokini by day; fiery sunsets and winter whale breaches by dusk.
* Luxury Layout for Couples & Families – Three king suites, each with spa-style ensuite, plus a convenient powder room off the great room.
* Seamless Indoor–Outdoor Living – Fleetwood pocket doors disappear, linking vaulted interiors with two expansive, view-front lanais.
* Gourmet Show Kitchen – Dual Sub-Zero fridges, Wolf appliances, Italian cherry cabinetry, and granite counters invite culinary creativity.
* Resort-Style Amenities – Lagoon pool with waterfall grotto, kids’ sand entry, two hot tubs, fitness center, sauna, and in-villa massage options.

Living and Dining
The upper great room stuns with vaulted ceilings, limestone tile flooring, and designer furnishings—all centered around a wall of glass framing the Pacific. An adjacent eight-seat dining table hosts sunset dinners, while a covered lanai with Wolf BBQ and beverage fridge elevates alfresco evenings.

Chef-Ready Kitchen
Wolf 6-burner gas range, double ovens, microwave, two Sub-Zero refrigerators with four freezer drawers, wine chiller, and a stocked pantry keep the chef inspired. Granite prep space and bar seating keep conversations flowing.

Two-Level Outdoor Oasis
Both lanais command postcard vistas. Grill steaks upstairs as plumeria perfume the air; sip morning Kona coffee downstairs amid tropical gardens. Seasonal fireworks light the sky above Wailea’s shoreline resorts.

Sleeping Quarters
* Primary Suite (ground level) – King Tempur-Pedic bed, walk-in closet, coffee bar with beverage fridge, lanai access, ensuite with dual vanities, walk-in shower, and soaking tub.
* Second Suite (ground level) – King bed, garden lanai access, private ensuite with walk-in shower.
* Third Suite (upper level) – King bed and ensuite bathroom off the main living area—ideal for added couples or grandparents.
A private elevator and wide interior staircase ensure seamless connection between floors.

Extras
Attached one-car garage + covered stall • Central A/C • High-speed Wi-Fi • In-villa washer/dryer • Beach chairs, umbrellas, cooler, towels & cart • Pack-’n-Play on request.

Ho‘olei Community Highlights
Resort lagoon pool, waterfall grotto & dual hot tubs • Kids’ sandy play pool • Fitness center & sauna • Poolside BBQ pavilions • Gated security, on-site concierge, and easy pedestrian access to Wailea Beach and Grand Wailea dining/spa.

Nearby
Wailea, Ulua & Polo Beaches (5 min walk or shuttle) • Wailea Blue, Emerald & Gold Golf (3 min drive) • Wailea Tennis & Pickleball Club • Luxury shopping and dining at The Shops at Wailea • Coastal boardwalk, snorkeling, and paddleboarding launches within minutes.

Good to Know
* Private pools at neighboring resorts are not included, but guests may dine or book spa services at Grand Wailea and nearby properties.
* Hawaii Tax ID: TA-067-130-7776-01
* TMK 210081190069

Exclusively offered by The Stice Team–powered by Gather, Hoolei Residence 23-3 delivers Wailea’s premier ocean panoramas, resort amenities, and designer comfort in equal measure. Secure your stay today and indulge in Maui luxury that feels unmistakably like home.

Entertainment
Laptop Friendly
Satellite or Cable TV
Smart TV
Television
Accommodations
Elevator in the building
Amenities
Dryer
Essentials
Fitness Room
Garage
Hair Dryer
High Chair
Iron
Linens
Pack and Play
Parking space
Private Entrance
Shampoo
Washer
Wifi/Internet
Car
Car Necessary
Car Recommended
Cleanliness
Self Check In / Check Out
Internal Amenities
Beach Chairs
Beach Towels
Boogie Boards
Kitchen and Dining
BBQ
Blender
Coffee Maker
Dining Area
Dishes Utensils
Dishwasher
Espresso Machine
Freezer
Ice Machine
Kitchen
Kitchen Basics
Microwave
Mini Fridge (Hotel Size)
Oven
Refrigerator
Stove
Toaster
Location/Property Types
Beach View
Near Ocean
Ocean View
Private Gated Community
Resort
Walk to Shops / Restaurants
Walk to beach
Nearby Activities
Cycling
Fishing
Golfing
Hiking
Horseback riding
Museums
Scuba diving or Snorkeling
Shopping
Spa and wellness
Tennis
Watersports
Outdoor Amenities
Beach Umbrella
Cooler - Ice Chest
Lanai/Balcony
Outdoor seating
Pool/Spa
Community Hot Tub
Community Pool
Property Manager
The Stice Team
Safety Features
Carbon Monoxide Detector
Fire Extinguisher
Outdoor Lighting
Smoke Detector
Suitability
Air Conditioning
Bath Tub
Ceiling fans
Children Welcome
Free Parking
Hot Water
Pets Not Allowed
Smoking Not Allowed
Themes
Family
Luxury
LEAVE A REVIEW
October 11, 2025 - Manual Entry

by Kathryn T

This was a beautiful home! It was very clean and the furniture was updated and comfortable. 

The view is incredible! When we were home, we spent most of our time on the lanai enjoying coffee (a lovely bag of Hawaiian coffee was provided), meals and playing cards.

The Gather team responded in a timely manner to accommodate a request to lounge by the pool prior to check in time. Thank you so much!

October 2, 2025 - Manual Entry

by Bon S

Ho’olei Villas 23-3 was the perfect balance of luxury and comfort. Great to look at and equally ready to live in/use. Plenty of useful amenities and then there’s that ever present view from the lanai. 

Team Stice (Megan and co.) from Gather Vacations matched friendly with professional, timely with considerate. 

Our family looks forward to our return visit.

September 7, 2025 - Manual Entry

by Corbett W

Wonderful location, beautiful views. Gourmet kitchen with bbq on the deck. We will be back!

 

August 17, 2025 - Manual Entry

by Carllyne M

We absolutely loved our stay at this location. It was right across the street from the Wailea shoppes and wailea beach. My young adult kids walked everyday to the shoppes, coffee shop, restaurants, and beach. It was very safe and absolutely beautiful!! I would definitely come back to this location.

 

December 5, 2024 - Manual Entry

Beautiful Home

by Eric G.

 

Beautiful home. Great host.
August 27, 2024 - Manual Entry

Can’t say enough about this place

by Matt S.

This place had all of the luxury, view, privacy, and convenience staying in Wailea, and this is our 5th time in Maui. Will definitely be coming back in the future.

August 27, 2024 - Manual Entry

Can’t say enough about this place

by Matt S.

This place had all of the luxury, view, privacy, and convenience staying in Wailea, and this is our 5th time in Maui. Will definitely be coming back in the future.

July 12, 2024 - Manual Entry

Maui Family Vacation

 

Excellent overall experience, Great location. Great view. All of the comforts to make our vacation an extremely positive experience. Everything was thought out well by our host.
May 29, 2024 - Manual Entry

Fantastic Vacation

by Jennifer P.

This property was perfect for our vacation. Beautifully decorated and close to everything we wanted to do. We will definitely be back!!!

    Available     Unavailable  Check-In Only  Check-Out Only

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Room Beds Amenities
Primary Bedroom
King (1)
Celling Fan, Television, Ensuite Bath, Central Air Conditioning
Guest Bedroom 1
King (1)
Celling Fan, Television, Ensuite Bath, Central Air Conditioning
Guest Bedroom 2
King (1)
Celling Fan, Television, Ensuite Bath, Central Air Conditioning
Primary Bathroom
Guest Bathroom 2
Guest Bathroom 1
Half Bathroom
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