Wailea Luxury Residence Hoolei 23-3

Wailea, HI 3 Bedrooms Vacation Rental

3 Beds 3.5 Baths Sleeps 6
Take in panoramic ocean views from the spacious lanai at Wailea Luxury Residence Hoolei 23-3.
Wailea Luxury Residence Hoolei 23-3 blends island charm and ocean views in a luxe open layout.

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Rooms

  • bed icon

    Bedroom # 1

    Primary Bedroom

    1 King

  • bed icon

    Bedroom # 2

    Guest Bedroom 1

    1 King

  • bed icon

    Bedroom # 3

    Guest Bedroom 2

    1 King

3 Beds 3.5 Baths Sleeps 6

Amenities

Air conditioning
Ocean View
Walk to Shops / Restaurants
Fitness Room

Reviews

  • Jan 27, 2025 非常好 亮 陈
  • Aug 27, 2024 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. Matt S.
  • Aug 27, 2024 Good The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Generally, it was good, and as expected for what we paid. Drawbacks include 2x we had the upstairs A/C unit stop working during 65%+ humidity and 80+ degree days, and that was frankly unacceptable considering the price we paid to stay in a luxury rental condo. Property maintenance team responded within 24 hours from notification of the first outage (day 2 of the stay) and did not respond on the last day of our stay. We did have another incident unrelated that they called in a plumber to remedy and that was a timely resolution. Overall the stay was good. Matthew R.
  • Jul 12, 2024 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. Brian S.
  • May 20, 2025 Beautiful Home Beautiful home. Great host. Eric G.
  • May 20, 2025 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. Matt S.
  • May 20, 2025 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. Brian S.
  • May 20, 2025 Fantastic Vacation This property was perfect for our vacation. Beautifully decorated and close to everything we wanted to do. We will definitely be back!!! Jennifer P.

Description

Wailea Hoolei 23-3 Luxurious 3BD w Ocean Views for Whale Watching Waterfall Pool

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

Room

Beds


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

full bathroom


Guest Bathroom 2

full bathroom


Guest Bathroom 1

full bathroom


Half Bathroom

half bathroom

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

Amenities

  • Dryer
  • Essentials
  • Fitness Room
  • Garage
  • Hair Dryer
  • High Chair
  • Iron
  • Linens
  • Pack and Play
  • Parking space
  • Private Entrance
  • Shampoo
  • Washer
  • Wifi/Internet

Suitability

  • Air Conditioning
  • Bath Tub
  • Ceiling fans
  • Children Welcome
  • Free Parking
  • Hot Water
  • Pets Not Allowed
  • Smoking Not Allowed

Cleanliness

  • Self Check In / Check Out

Safety Features

  • Carbon Monoxide Detector
  • Fire Extinguisher
  • Outdoor Lighting
  • Smoke Detector

Entertainment

  • Laptop Friendly
  • Satellite or Cable TV
  • Smart TV
  • Television

Pool/Spa

  • Community Hot Tub
  • Community Pool

Internal Amenities

  • Beach Chairs
  • Beach Towels
  • Boogie Boards

Themes

  • Family
  • Luxury

Car

  • Car Necessary
  • Car Recommended

Location/Property Types

  • Beach View
  • Near Ocean
  • Ocean View
  • Private Gated Community
  • Resort
  • Walk to Shops / Restaurants
  • Walk to beach

Outdoor Amenities

  • Beach Umbrella
  • Cooler - Ice Chest
  • Lanai/Balcony
  • Outdoor seating

Nearby Activities

  • Cycling
  • Fishing
  • Golfing
  • Hiking
  • Horseback riding
  • Museums
  • Scuba diving or Snorkeling
  • Shopping
  • Spa and wellness
  • Tennis
  • Watersports

Accommodations

  • Elevator in the building

Property Manager

  • The Stice Team

Promos

  • Holidays

Leave a review:

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Comments

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Jan 27, 2025 非常好 亮 陈
Aug 27, 2024 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. Matt S.
Aug 27, 2024 Good The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Generally, it was good, and as expected for what we paid. Drawbacks include 2x we had the upstairs A/C unit stop working during 65%+ humidity and 80+ degree days, and that was frankly unacceptable considering the price we paid to stay in a luxury rental condo. Property maintenance team responded within 24 hours from notification of the first outage (day 2 of the stay) and did not respond on the last day of our stay. We did have another incident unrelated that they called in a plumber to remedy and that was a timely resolution. Overall the stay was good. Matthew R.
Jul 12, 2024 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. Brian S.
May 20, 2025 Beautiful Home Beautiful home. Great host. Eric G.
May 20, 2025 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. Matt S.
May 20, 2025 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. Brian S.
May 20, 2025 Fantastic Vacation This property was perfect for our vacation. Beautifully decorated and close to everything we wanted to do. We will definitely be back!!! Jennifer P.

May 2025

S M T W T F S
        01 02 03
04 05 06 07 08 09 10
11 12 13 14 15 16 17
18 19 20 21 22
$599
23
$599
24
25 26
$599
27
$599
28
$599
29 30 31

June 2025

S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12 13 14
15 16 17 18 19
$2,908
20
$2,872
21
$2,528
22
$838
23 24 25 26 27 28
29 30          

July 2025

S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
$828
27
$822
28
$823
29
$948
30
$1,016
31    

August 2025

S M T W T F S
          01 02
03 04 05 06 07 08 09
10 11 12 13
$858
14
$884
15
$971
16
$935
17
$968
18
$993
19
$1,039
20
$1,022
21
$877
22
$925
23
$840
24
$788
25
$712
26
$768
27
$824
28
$806
29
$815
30
$815
31
$847
           

September 2025

S M T W T F S
  01 02 03 04 05 06
07
$766
08
$736
09
$770
10
$751
11
$821
12
$845
13
$754
14
$803
15 16 17 18 19
$811
20
$797
21
$765
22
$736
23
$778
24
$794
25
$837
26
$854
27
$852
28
$779
29
$760
30
$790
       

October 2025

S M T W T F S
      01
$833
02
$889
03
$778
04
$775
05
$722
06
$770
07
$805
08
$854
09
$902
10
$949
11
$952
12
$885
13
$854
14
$840
15
$865
16
$831
17
$836
18
$774
19
$718
20
$747
21
$742
22 23 24
$824
25
$822
26
$790
27
$792
28
$782
29
$780
30
$721
31
$782
 

November 2025

S M T W T F S
            01
02 03 04 05 06 07 08
$1,113
09
$1,092
10
$1,005
11
$974
12
$976
13
$885
14
$824
15
$850
16
$826
17
$829
18
$863
19
$896
20
$894
21
$1,176
22
$1,249
23
$1,231
24
$1,558
25
$1,558
26
$1,592
27
$1,616
28
$1,653
29
$1,607
30
$1,106
           

December 2025

S M T W T F S
  01
$1,094
02
$1,075
03
$1,147
04
$1,158
05
$1,216
06
$1,208
07
$1,165
08
$1,142
09
$1,102
10
$1,130
11
$1,149
12
$1,195
13
$1,198
14
$1,176
15
$1,168
16
$1,119
17
$1,162
18
$1,195
19
$1,495
20
$1,557
21
$1,900
22
$1,965
23
$2,115
24 25 26 27
28 29 30 31      

January 2026

S M T W T F S
        01 02
$2,946
03
$2,912
04
$1,792
05
$1,510
06
$1,476
07
$1,470
08
$1,523
09
$1,529
10
$1,509
11
$1,520
12 13 14 15 16 17
18 19 20 21 22 23 24
$1,510
25
$1,507
26
$1,485
27
$1,484
28
$1,447
29
$1,532
30
$1,540
31
$1,529

February 2026

S M T W T F S
01
$1,541
02
$1,537
03
$1,523
04
$1,500
05
$1,583
06
$1,603
07
$1,584
08
$1,594
09 10 11 12 13 14
15 16 17 18 19 20 21
22
$1,556
23
$1,507
24
$1,466
25
$1,465
26
$1,499
27
$1,511
28
$1,508

March 2026

S M T W T F S
01
$1,501
02
$1,475
03
$1,497
04
$1,515
05
$1,530
06
$1,526
07
$1,517
08
$1,490
09
$1,464
10
$1,480
11
$1,475
12
$1,464
13
$1,722
14
$1,879
15
$1,837
16
$1,829
17
$1,819
18
$1,815
19
$1,807
20
$1,802
21
$1,805
22
$1,782
23
$1,495
24
$1,502
25
$1,499
26
$1,488
27
$1,476
28
$1,442
29
$1,412
30
$1,417
31
$1,397
       

April 2026

S M T W T F S
      01
$1,364
02
$1,421
03
$1,407
04
$1,378
05
$1,392
06
$1,429
07
$1,411
08
$1,316
09
$1,316
10
$1,305
11
$1,245
12
$1,277
13
$1,325
14
$1,319
15
$1,325
16
$1,358
17
$1,341
18
$1,277
19
$1,298
20
$1,259
21
$1,217
22
$1,234
23
$1,250
24
$1,204
25
$1,158
26
$1,163
27
$1,142
28
$1,097
29
$1,134
30
$1,183
   
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Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

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