Condo

Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom

Photo gallery for Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom

Relax on the spacious lanai, where plush seating and panoramic ocean views create the perfect spot for morning coffee or evening sunsets.
Unwind on the lanai while soaking in the breathtaking ocean views, offering the perfect setting for relaxation and tranquility.
The open-concept living area blends modern luxury with island charm, offering expansive ocean views through wide sliding doors. The plush sectional sofa and sleek kitchen with high-end appliances create an inviting space.
The gourmet kitchen is a chef's dream, featuring a large central island with seating, top-of-the-line appliances, and rich wood cabinetry. The open design allows you to enjoy stunning ocean views while preparing meals, with elegant pendant lighting.
The resort-style pool is a true tropical oasis, surrounded by lush greenery and dramatic rock formations. The tranquil waters feature cascading waterfalls, creating a serene ambiance.

Reviews

9.8 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 6243.3 sq m

Popular amenities

  • Gym
  • Dryer
  • Parking available
  • Washer
  • Air conditioning
  • Kitchen

Explore the area

Map
Wailea, HI
  • Wailea Beach
    ‪12 min walk‬
  • Polo Beach
    ‪7 min drive‬
  • Keawakapu Beach North
    ‪8 min drive‬
  • Kahului, HI (OGG)
    ‪36 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Guest Bedroom 1

1 King Bed

Guest Bedroom 2

1 King Bed

Primary Bedroom

1 King Bed

3 bathrooms, 1 half bathroom

Guest Bathroom 1

Guest Bathroom 2

Half Bathroom

Primary Bathroom

Spaces

Kitchen
Balcony
Dining area

About this property

Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom

Welcome to Ho’olei Residence 23-3 (L3) by Gather, an exclusive offering by the Stice Team, nestled in an exclusive gated community directly across from Wailea Beach and the Grand Wailea Resort.

This luxury villa lives like a high-end home and truly is one of the most spectacular residences in this distinguished community. This property is brand new to the Ho’olei Vacation Rental Market.

Ho’olei 23-3 features three spacious king bedroom suites, all with en-suite bathrooms featuring resort-style walk-in showers (a soaking tub is available in the primary bathroom). A half bath is just off of the main living area.

This is one of the premiere ocean and surrounding three-island views in all of Ho’olei, which is best enjoyed from both covered lanais as well as much of the interior living area.

The gorgeous ocean-view kitchen is well stocked with supplies and lots of storage. The professionally designed indoor and outdoor living and dining areas, enhanced with Bassman Blaine furniture, offer elegant living at its finest.

Other features of note include a private elevator, an attached one-car garage, and an additional covered parking space. This property is perfect for couples traveling together or an extended family.

With amenities including a resort-style pool with a waterfall and grotto, two hot tubs, a kids’ sand area, a workout room, and a sauna, you will not ever want to leave the property.

Grilling steaks on the Wolf grill while sipping Mai Tais or fine wine with radiant sunsets, fragrant plumeria flowers, and whales breaching in season in the backdrop completes the experience you have earned.

This luxury residence is a new participant in the rental market, having been privately occupied for the past several years. Please see the attached video or search for the YouTube video for the full experience.

What we love about Ho’olei Residence #23-3 (L3):
- Unobstructed panoramic ocean and outer island views: Enjoy stunning, crystal-clear mornings, whale watching in the winter months, and radiant sunsets from the panoramic view decks on both levels of the residence. The residence has dramatic views of Kahoolawe, Lanai, and the peninsula that extends to West Maui.

- Spacious and luxurious living: Spanning 2,700 sq. ft. with an additional 700 sq. ft. of covered deck areas, this villa accommodates up to six guests with ease, making it perfect for family vacations.

- Resort-style living: Ho’olei offers a stellar pool with waterfalls, a romantic grotto, dual jacuzzi areas, and a sandy beach pool for little ones, all within a breathtaking setting. The on-site fitness center and available in-villa massage services ensure relaxation and wellness during your stay.

- Beaches: World-class beaches are just a short walk or quick drive away. Everything you need for a first-class day at the beach is provided, including beach chairs, umbrellas, a large ice chest with ice packs, towels, and a cart to help you get it all to the beach.

- Seamless indoor/outdoor living: Massive Fleetwood doors that tuck away completely dissolve the boundaries between the indoor and outdoor living spaces, complemented by high ceilings and abundant natural light. The beautiful upstairs lanai is equipped with an outdoor Wolf BBQ, beverage refrigerator, and comfortable lounge seating.

- Unit 23-3 features three king bedrooms, all with en-suite bathrooms—perfect for three couples traveling together or large or extended families.

- Elegant design and high-end finishes: The residence exudes luxury and sophistication with high-end Bassman Blaine designer furnishings, large limestone tile flooring, custom Italian cherry wood cabinetry, and granite countertops throughout.

- Gourmet kitchen: The fully equipped kitchen has everything needed for the traveling gourmet chef, with top-of-the-line appliances, including two Sub-Zero refrigerators with four freezer drawers, Wolf stainless steel appliances, and ample space for all your culinary needs. Whether preparing a quick breakfast or a gourmet dinner, this kitchen has everything you need to feel right at home.

- Primary bedroom retreat: The primary bedroom on the ground floor serves as a tranquil retreat, featuring a king bed, large walk-in closet, coffee bar with beverage refrigerator, and an en-suite bathroom with dual vanities, a walk-in shower, and a soaking tub that invites relaxation. This room also offers direct access to the downstairs garden lanai, making it easy to step outside and enjoy the tropical breeze.

- Second bedroom: Also located on the ground floor, this bedroom features a king bed and its own en-suite bathroom, providing comfort and privacy, as well as access to the downstairs lanai.

- Upstairs third bedroom: Perfect for additional guests, this bedroom features a king bed and a private en-suite bathroom. Just off the living area is a convenient powder room, and the villa is equipped with a private elevator for easy access between floors.

Ho’olei is a luxurious and vibrant vacation rental complex located in the heart of Wailea. Within walking distance, you’ll find some of the world’s most epic beaches, championship golf courses, tennis and pickleball facilities, as well as luxury shopping and dining at the Shops of Wailea.

While pool access at the adjacent resorts is not included with your reservation, you can dine at any of the Grand Wailea restaurants and set up spa appointments at nearby properties.

Residence 23-3 is more than just a place to stay—it’s a complete experience. The proximity to the villa’s exclusive pool and spa means relaxation is just around the corner, while the short walk through Grand Wailea’s lush gardens leads directly to the sandy shores of Wailea Beach. Unlike other units situated on steep hills, this villa is easily accessible and well placed for a leisurely stroll through the resort.

Experience the luxury and elegance of Ho’olei Residence #23-3 (L3) by Gather, exclusively offered by the Stice Team.

Book your stay today and discover why this residence is the perfect choice for your next Hawaii getaway in the heart of Wailea.

Important Note:
This is a hotel-zoned property and is not threatened by Mayor Bissen’s current bill to phase out vacation rentals in the apartment-zoned district.

TA-067-130-7776-01
TMK 210081190069

Property manager

Gather Vacations
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Gym

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House Rules

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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
Property Registration Number GE-067-130-7776-01, TA-067-130-7776-01, 210081190069

We should mention

A car is recommended for transport to and from this property

About the area

Kihei

Located by the sea, this condo is in Wailea, a neighbourhood in Kihei. Wailea Blue Golf Course and Wailea Gold Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Wailea Beach and Makena State Park. Maui Fish Pipe and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are also worth visiting. Discover the area's water adventures with scuba diving and fishing nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
Map
Wailea, HI

What's nearby

  • Shops at Wailea - 9 min walk - 0.8 km
  • Wailea Beach - 12 min walk - 1.0 km
  • Polo Beach - 7 min drive - 1.9 km
  • Keawakapu Beach North - 8 min drive - 3.2 km
  • Ulua Beach - 9 min drive - 1.8 km

Getting around

  • Kahului, HI (OGG) - 36 min drive

Restaurants

  • ‪Lappert's Hawai'i - ‬13 min walk
  • ‪Monkeypod Kitchen - ‬3 min drive
  • ‪Botero Bar - ‬8 min walk
  • ‪Manoli's Pizza Company - ‬13 min walk
  • ‪Whale's Tale - ‬4 min drive

Frequently asked questions

Does Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom have a pool?

Yes, this property has a pool.

Is Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom pet-friendly?

No, pets are not allowed at this property.

Where is Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom located?

Located in Wailea, this condo building is within a 15-minute walk of Shops at Wailea and Wailea Beach. Wailea Blue Golf Course and Ulua Beach Park are also within 1 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Christina H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

By far the best experience!

What a wonderful property! We have stayed in multiple Ho'olei's throughout the years and this one was by far the best. The check in and check out process was easy and the communications were great. The unit was stocked with amenities and the location was perfect. What a view! Thank you for making our family vacation one to remember(in a great way) I highly recommend!
Stayed 7 nights in Mar 2025

10/10 Excellent

Eric G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home

Beautiful home. Great host.
Stayed 7 nights in Dec 2024

10/10 Excellent

Matt S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Can’t say enough about this place

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.
Stayed 5 nights in Aug 2024

10/10 Excellent

Brian S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 8 nights in Jul 2024

10/10 Excellent

Jennifer P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Vacation

This property was perfect for our vacation. Beautifully decorated and close to everything we wanted to do. We will definitely be back!!!
Stayed 7 nights in May 2024

About the host

Hosted by Gather Vacations

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests