Wailea Luxury Residence Hoolei 23-3
Wailea, HI 3 Bedrooms Vacation Rental
3 Beds
3.5 Baths
Sleeps 6
Show All Photos
Rooms
rooms
-
Bedroom # 1
Primary Bedroom
1 King
-
Bedroom # 2
Guest Bedroom 1
1 King
-
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
Reviews
-
Jan 27, 2025 非常好 亮 陈
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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.
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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.
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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.
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Apr 28, 2025 Beautiful Home Beautiful home. Great host. Eric G.
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Apr 28, 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.
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Apr 28, 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.
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Apr 28, 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
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
Thank you for submitting your review. It will be processed shortly!
April 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 |
| 27 | 28 | 29 | 30 |
May 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | ||||
| 04 $599 |
05 $599 |
06 $599 |
07 $599 |
08 | 09 | 10 |
| 11 | 12 | 13 | 14 | 15 | 16 | 17 |
| 18 | 19 | 20 | 21 | 22 $599 |
23 $811 |
24 |
| 25 | 26 $599 |
27 $599 |
28 $680 |
29 | 30 | 31 $654 |
June 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $739 |
02 | 03 | 04 | 05 | 06 | 07 |
| 08 | 09 | 10 | 11 | 12 | 13 | 14 |
| 15 $797 |
16 $737 |
17 $889 |
18 $799 |
19 $834 |
20 $779 |
21 $748 |
| 22 $910 |
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 $993 |
| 20 $991 |
21 $1,022 |
22 $1,015 |
23 $1,038 |
24 $1,033 |
25 $1,184 |
26 $1,179 |
| 27 $1,104 |
28 $1,150 |
29 $1,307 |
30 $1,344 |
31 $1,267 |
August 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,414 |
02 $1,495 |
|||||
| 03 $1,344 |
04 $1,306 |
05 $1,450 |
06 $1,494 |
07 $1,406 |
08 | 09 |
| 10 | 11 | 12 | 13 $1,269 |
14 $1,242 |
15 $1,269 |
16 $1,164 |
| 17 $1,089 |
18 $1,066 |
19 $1,115 |
20 $1,096 |
21 $964 |
22 $1,011 |
23 $885 |
| 24 $849 |
25 $800 |
26 $858 |
27 $907 |
28 $884 |
29 $982 |
30 $951 |
| 31 $935 |
September 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | 05 | 06 | |
| 07 $836 |
08 $799 |
09 $840 |
10 $886 |
11 $910 |
12 $923 |
13 $824 |
| 14 $881 |
15 | 16 | 17 | 18 | 19 $885 |
20 $870 |
| 21 $834 |
22 $805 |
23 $854 |
24 $872 |
25 $921 |
26 $936 |
27 $933 |
| 28 $860 |
29 $834 |
30 $868 |
October 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $916 |
02 $978 |
03 $983 |
04 $985 |
|||
| 05 $902 |
06 $966 |
07 $1,008 |
08 $1,061 |
09 $1,111 |
10 $1,140 |
11 $1,144 |
| 12 $1,051 |
13 $1,017 |
14 $989 |
15 $940 |
16 $927 |
17 $976 |
18 $970 |
| 19 $908 |
20 $940 |
21 $928 |
22 | 23 | 24 $1,035 |
25 $1,028 |
| 26 $989 |
27 $993 |
28 $979 |
29 $976 |
30 $901 |
31 $981 |
November 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | ||||||
| 02 | 03 | 04 | 05 | 06 | 07 | 08 $1,421 |
| 09 $1,397 |
10 $1,286 |
11 $1,237 |
12 $1,236 |
13 $1,108 |
14 $1,026 |
15 $1,064 |
| 16 $1,029 |
17 $1,028 |
18 $1,076 |
19 $1,120 |
20 $1,113 |
21 $1,172 |
22 $1,163 |
| 23 $1,207 |
24 $1,551 |
25 $1,553 |
26 $1,602 |
27 $1,603 |
28 $1,652 |
29 $1,611 |
| 30 $1,105 |
December 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,090 |
02 $1,072 |
03 $1,152 |
04 $1,155 |
05 $1,218 |
06 $1,215 |
|
| 07 $1,165 |
08 $1,135 |
09 $1,102 |
10 $1,135 |
11 $1,148 |
12 $1,201 |
13 $1,204 |
| 14 $1,173 |
15 $1,168 |
16 $1,121 |
17 $1,152 |
18 $1,182 |
19 $1,480 |
20 $1,541 |
| 21 $1,900 |
22 $1,981 |
23 $2,157 |
24 | 25 | 26 | 27 |
| 28 | 29 | 30 | 31 |
January 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 $2,928 |
03 $2,893 |
||||
| 04 $1,776 |
05 $1,490 |
06 $1,461 |
07 $1,455 |
08 $1,510 |
09 $1,516 |
10 $1,495 |
| 11 $1,509 |
12 | 13 | 14 | 15 | 16 | 17 |
| 18 | 19 | 20 | 21 | 22 | 23 | 24 $1,583 |
| 25 $1,499 |
26 $1,476 |
27 $1,475 |
28 $1,438 |
29 $1,521 |
30 $1,530 |
31 $1,518 |
February 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,529 |
02 $1,526 |
03 $1,512 |
04 $1,490 |
05 $1,573 |
06 $1,596 |
07 $1,576 |
| 08 $1,585 |
09 | 10 | 11 | 12 | 13 | 14 |
| 15 | 16 | 17 | 18 | 19 | 20 | 21 |
| 22 $1,700 |
23 $1,647 |
24 $1,604 |
25 $1,606 |
26 $1,646 |
27 $1,661 |
28 $1,660 |
March 2026
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,656 |
02 $1,629 |
03 $1,657 |
04 $1,678 |
05 $1,695 |
06 $1,691 |
07 $1,682 |
| 08 $1,654 |
09 $1,623 |
10 $1,640 |
11 $1,636 |
12 $1,624 |
13 $1,907 |
14 $1,892 |
| 15 $1,851 |
16 $1,839 |
17 $1,829 |
18 $1,825 |
19 $1,817 |
20 $1,811 |
21 $1,813 |
| 22 $1,878 |
23 $1,573 |
24 $1,579 |
25 $1,577 |
26 $1,565 |
27 $1,554 |
28 $1,518 |
| 29 $1,498 |
30 $1,494 |
31 $1,482 |
Available Unavailable Check-In Only Check-Out Only
Adults
Ages 18 or above
Children
Ages 2-17
Infants
Under 2
Pets
Bringing your pets?
Please select dates
+
tax/fees
Pay with ACH bank transfer, and you will have no credit card processing fees on your reservation. We’ll send you the booking confirmation with the final charge details.
Request Submitted!
Starting May 7, 2025, a REAL ID or passport is required for Domestic U.S. flights—plan ahead! Learn more HERE
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