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Exclusive Gated Paradise Ho'olei Villa and Private Elevator w/ Resort Amenities!
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Reviews
10 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 82700 sq ft
Popular amenities
Explore the area

Kihei, HI
- Place, Shops at Wailea7 min walk
- Place, Wailea Beach7 min walk
- Place, Polo Beach12 min walk
- Airport, Kahului, HI (OGG)31 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Guest Bedroom
1 King Bed
Guest Bedroom
2 Queen Beds
Primary Bedroom
1 King Bed
3 bathrooms, 1 half bathroom
Guest Bathroom
Guest Bathroom
Half Bathroom
Primary Bathroom
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Dining area
About this property
Exclusive Gated Paradise Ho'olei Villa and Private Elevator w/ Resort Amenities!
This property is hotel zoned, and not being affected by the recent proposed legislation.
Breathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3 offers spacious, upscale living in a private gated community. Escape and relax at this opulent two-story Villa.
As you enter 39-3, be in awe at the impressive art pieces tastefully placed throughout the villa. Be drawn into the gloriously decorated great room and flow seamlessly out to the lanai via the grand push back, floor-to-ceiling sliding doors.
Your private patio is complete with large dining table, chaise loungers and outdoor kitchen with Wolf gas grill and Sub Zero mini fridge. Enjoy the ultimate indoor/outdoor experience and be mesmerized by views of the Pacific. While dining al fresco on the lanai or if enjoying meals at the stately formal dining table, it is hard to miss the captivating Maui sunsets.
The gourmet kitchen is equipped with state-of-the-art brands and every utensil a chef could dream of to prepare a five-star meal. Beautiful cabinetry, stone counters and large breakfast bar with additional seating for six PLUS views of the ocean complete this spectacular kitchen.
Each of the 3 luxurious bedrooms has its own en suite bathroom. The guest room, located on the main level, has two queen beds with sleeping for up to four and has a TV and DVD player.
The two Primary suites are located on the lower level along with the laundry room with full sized washer and dryer. Both suites offer king size beds with plush linens and share the lower level ocean view lanai that is perfect for morning coffee.
The larger Primary suite offers a peaceful spa-like sanctuary with huge soaking tub, separate large stone shower and massive dual vanity. A perfectly serene atmosphere to recharge after a day of adventuring.
Heavenly is the best word to describe the 2nd Primary. With the drapes drawn and sliders open, the room is bright and airy and full of natural light and ocean breezes. The plush four poster canopy bed drapes you in flowy fabrics and has enough pillows to make you feel like you are sleeping in a cloud.
Ho’olei is just moments from Wailea beach, voted one of the top beaches in the world. This amazing beach has numerous activities such as paddle boarding, snorkeling, sea kayaking, swimming, boogie boarding and relaxing on the beautiful shore. During the winter months, Humpback whales can be easily seen from Wailea beach. There is a breathtaking oceanside walking/running trail that spans 1.8 miles one way.
There is ample seating along with a fitness center. Located just moments from dining and shopping at 3 resorts as well as The Shops at Wailea. You may dine at any of the resort restaurants as well as set up spa appointments, but please note that hotel pool access at the adjacent resorts is not included with your reservation. Ho’olei offers a stunning large resort-style pool complete with water falls, a sandy artificial beach for kids and 2 hot tubs. Also provided is 24 hour on-site security and gated access.
While we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.Registration number210081190063, TA-041-265-9712-02
Breathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3 offers spacious, upscale living in a private gated community. Escape and relax at this opulent two-story Villa.
As you enter 39-3, be in awe at the impressive art pieces tastefully placed throughout the villa. Be drawn into the gloriously decorated great room and flow seamlessly out to the lanai via the grand push back, floor-to-ceiling sliding doors.
Your private patio is complete with large dining table, chaise loungers and outdoor kitchen with Wolf gas grill and Sub Zero mini fridge. Enjoy the ultimate indoor/outdoor experience and be mesmerized by views of the Pacific. While dining al fresco on the lanai or if enjoying meals at the stately formal dining table, it is hard to miss the captivating Maui sunsets.
The gourmet kitchen is equipped with state-of-the-art brands and every utensil a chef could dream of to prepare a five-star meal. Beautiful cabinetry, stone counters and large breakfast bar with additional seating for six PLUS views of the ocean complete this spectacular kitchen.
Each of the 3 luxurious bedrooms has its own en suite bathroom. The guest room, located on the main level, has two queen beds with sleeping for up to four and has a TV and DVD player.
The two Primary suites are located on the lower level along with the laundry room with full sized washer and dryer. Both suites offer king size beds with plush linens and share the lower level ocean view lanai that is perfect for morning coffee.
The larger Primary suite offers a peaceful spa-like sanctuary with huge soaking tub, separate large stone shower and massive dual vanity. A perfectly serene atmosphere to recharge after a day of adventuring.
Heavenly is the best word to describe the 2nd Primary. With the drapes drawn and sliders open, the room is bright and airy and full of natural light and ocean breezes. The plush four poster canopy bed drapes you in flowy fabrics and has enough pillows to make you feel like you are sleeping in a cloud.
Ho’olei is just moments from Wailea beach, voted one of the top beaches in the world. This amazing beach has numerous activities such as paddle boarding, snorkeling, sea kayaking, swimming, boogie boarding and relaxing on the beautiful shore. During the winter months, Humpback whales can be easily seen from Wailea beach. There is a breathtaking oceanside walking/running trail that spans 1.8 miles one way.
There is ample seating along with a fitness center. Located just moments from dining and shopping at 3 resorts as well as The Shops at Wailea. You may dine at any of the resort restaurants as well as set up spa appointments, but please note that hotel pool access at the adjacent resorts is not included with your reservation. Ho’olei offers a stunning large resort-style pool complete with water falls, a sandy artificial beach for kids and 2 hot tubs. Also provided is 24 hour on-site security and gated access.
While we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.Registration number210081190063, TA-041-265-9712-02
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- Pool
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10.0 out of 10, Exceptional, (58 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Property Registration Number 210081190063, GE-041-265-9712-02, TA-041-265-9712-02
We should mention
A car is recommended for transport to and from this property
About the area
Kihei
Located near the beach, this holiday home 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 looking for area attractions can visit Maui Fish Pipe and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters. La Kahea Community Farm and Kula Botanical Garden are also worth visiting. Snorkelling and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and mountain biking nearby.

Kihei, HI
What's nearby
- Shops at Wailea - 7 min walk - 0.6 km
- Wailea Beach - 7 min walk - 0.6 km
- Wailea Blue Golf Course - 12 min walk - 1.0 km
- Polo Beach - 12 min walk - 1.0 km
- Ulua Beach - 17 min walk - 1.5 km
Getting around
Restaurants
- Island Gourmet Markets - 13 min walk
- Loulu - 6 min walk
- Island Vintage Coffee - 13 min walk
- Humuhumunukunukuāpuaʻa - 9 min walk
- Lāhainā Brewing Co. Wailea Craft Kitchen - 13 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
9.8/10
Check-in
9.8/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
16 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Jun 2025
10/10 Excellent
Marcus F.
8 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Marcus F.
Stayed 5 nights in Nov 2025
10/10 Excellent
Crissa C.
30 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Maui Paradise
Crissa C.
Stayed 7 nights in Mar 2023
10/10 Excellent
Nancy W.
12 Feb, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great vacation
Nancy W.
Stayed 6 nights in Feb 2021
10/10 Excellent
Heather B.
6 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect spot for 2 families!
Heather B.
Stayed 9 nights in Mar 2025
10/10 Excellent
Brian H.
15 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Stay
Brian H.
Stayed 5 nights in Oct 2024
10/10 Excellent
Jim S.
12 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Repeat Customer
Jim S.
Stayed 14 nights in Dec 2024
10/10 Excellent
Julie S.
7 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly Recommend
Julie S.
Stayed 6 nights in Jul 2023
10/10 Excellent
Maneesh S.
24 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Home away from home
Maneesh S.
Stayed 6 nights in Feb 2025
10/10 Excellent
Chuck F.
26 Jan, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great view
Chuck F.
8/10 Good
Dan L.
26 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Review
Dan L.
Stayed 4 nights in Mar 2023
10/10 Excellent
Connie R.
10 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Reiten Hawaiian vacation
Connie R.
Stayed 4 nights in Sep 2024
10/10 Excellent
Leo Z.
20 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing!
Leo Z.
Stayed 28 nights in Dec 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Mike W.
20 Jun, 2023
Beautiful place with amazing views!
Mike W.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jim M.
22 May, 2023
A wonderful property
Jim M.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jan M.
18 May, 2023
OUR GO-TO MAUI VACATION SPOT!
Jan M.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jim S.
26 Jan, 2023
Perfect Location
Jim S.
Stayed 7 nights in Jan 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Tracey Ann L.
22 Nov, 2022
MUST SEE TO BELIEVE!
Tracey Ann L.
10/10 Excellent
Hoon K.
28 Aug, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Five star experience
Hoon K.
Stayed 5 nights in Aug 2022
10/10 Excellent
Laura R.
8 Aug, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay!
Laura R.
Stayed 10 nights in Jul 2022
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
A guest from ,
5 Aug, 2022
Amazing Property!!!!
A guest from ,
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Edwin P.
30 Jun, 2022
Awesome
Edwin P.
Stayed 5 nights in Jun 2022
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Kathleen D.
21 Jun, 2022
Amazing Trip!
Kathleen D.
Stayed 7 nights in Jun 2022
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Linda L.
3 Jun, 2022
Ho’olei 39-3 - May 2022
Linda L.
10/10 Excellent
Jan M.
4 May, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Breath taking views! Perfect in every way!
Jan M.
Stayed 8 nights in Apr 2022
About the host
Hosted by Coldwell Banker Island Vacations
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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