Entire home

Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven!

Photo gallery for Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven!

Pool
Property grounds
Exterior detail
Outdoor dining
Interior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 8251 sq m

Popular amenities

  • Parking available
  • Washer
  • Hot tub
  • Outdoor space
  • Gym
  • Air conditioning

Explore the area

Map
Kihei, Hawaii
  • Wailea Beach
    ‪12 min walk‬
  • Polo Beach
    ‪3 min drive‬
  • Keawakapu Beach North
    ‪5 min drive‬
  • Kahului, HI (OGG)
    ‪34 min drive‬

Room options

About the area

Kihei

With a stay at this vacation home in Kihei (Wailea), you'll be within a 15-minute drive of Wailea Beach and Kamaole Beach Park. .This vacation home is 0.6 mi (0.9 km) from Shops at Wailea and 1 mi (1.5 km) from Ulua Beach Park.

What's nearby

  • Shops at Wailea - 9 min walk - 0.8 km
  • Wailea Beach - 12 min walk - 1.0 km
  • Polo Beach - 3 min drive - 1.9 km
  • Keawakapu Beach North - 5 min drive - 3.2 km
  • Kamaole Beach Park - 13 min drive - 6.8 km

Getting around

  • Kahului Airport (OGG) - 34 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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven!

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
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. A Smart television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a phone, as well as a microwave and a coffee/tea maker.
Enjoy recreational amenities such as a hot tub and a fitness center.
Guests will find features like internet access and onsite parking.

Property manager

Coldwell Banker Island Vacations

Languages

English

Property amenities

Beach

  • Near the beach

Pool/Spa

  • Shared/communal pool
  • A hot tub
  • Massages

Internet

  • Free Wi-Fi, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices)

Parking and transport

  • On-site parking options include a garage
  • On-site parking
  • Car recommended

Kitchen

  • Fridge (mini)
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Toaster
  • Ice maker
  • Cookware/dishes/utensils
  • Coffee/tea maker

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bed sheets provided

Bathrooms

  • 3.5 bathrooms
  • Bath
  • Towels provided
  • Hairdryer

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite service
  • DVD player

Outdoor areas

  • Balcony
  • Fenced garden
  • Gas grills

Laundry

  • Washing machine and dryer
  • Near a laundromat

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Phone

Location highlights

  • Near the sea
  • Near a hospital
  • Near the bay

Things to do

  • Fitness centre
  • Fitness facilities nearby
  • Golf on site
  • Tennis on site
  • Whale watching nearby
  • Hiking nearby
  • Ecotours nearby
  • Windsurfing nearby
  • Fishing nearby
  • Swimming nearby
  • Snorkelling nearby
  • Mountain biking nearby
  • Surfing/body boarding nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)

General

  • Gated community
  • Unit size: 2700 sq ft (251 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Onsite 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 there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number 210081190063, GE-041-265-9712-02, TA-041-265-9712-02

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Vrbo Property
90

Breathtaking views! Ho'olei 39-3! Welcome to Your Own Private Island Haven! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 37 out of 40 reviews
Rating 8 - Good. 3 out of 40 reviews
Rating 6 - Okay. 0 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Maneesh S.

Liked: Cleanliness
Home away from home
We stayed at this beautiful home for just under a week. My family (wife, 3 children ages 2 - 4, and I) and my brother's family (brother, his wife, and 2 children ages 7-9) were all very comfortable. CB Islands was extremely responsive and the location and view could not be beat. We will be back again!
Stayed 6 nights in Feb 2025

10/10 Excellent

Jim S.

Liked: Cleanliness
Repeat Customer
We love this property enough that this is the second time we rented it. We highly recommend it.
Stayed 14 nights in Dec 2024

10/10 Excellent

Brian H.

Liked: Cleanliness
Awesome Stay
This was one of the best stays we've ever had! This was perfectly appointed wirh every annenity. The views were beautiful. The property was perfectly maintained. We are so grateful to have had such a luxurious experience!
Stayed 5 nights in Oct 2024

10/10 Excellent

Connie R.

Liked: Cleanliness
Reiten Hawaiian vacation
My husband and I took our kids to Hawaii 20 years ago and thought we do it again with their significant others who had never been. We all had a fantastic time making memories of cooking together in the huge kitchen, adventures and family game night and sunsets. We would definitely return here.
Stayed 4 nights in Sep 2024

10/10 Excellent

Leo Z.

Liked: Cleanliness
Amazing!
I rented this place for a month for my family and we were not disappointed. Really one of the best places to stay in Ho'olei. The view from the Lanai is incredible and the place comes with 8 beach chairs, 2 umbrellas, and plenty of beach towels great for going to any beach. The pool area in the community is great with a gym and two big jacuzzis and waterfalls. The only thing I would improve is the downstairs bedroom's bathroom's water pressure and shower. The water pressure is too weak and the shower is awkward in my opinion. If the unit is available when I come back for my next trip I will be booking it again.
Stayed 28 nights in Dec 2023

10/10 Excellent

Julie S.

Liked: Cleanliness
Highly Recommend
Gorgeous villa, beautifully decorated and appointed. View is magnificent, and access to Grand Wailea for beach is very convenient. Property manager was attentive and pleasant throughout our stay. Highly recommend - we’ll be back!
Stayed 6 nights in Jul 2023

10/10 Excellent

Crissa C.

Liked: Cleanliness
Maui Paradise
Property and location perfect.
Stayed 7 nights in Mar 2023

8/10 Good

Dan L.

Liked: Cleanliness
Review
Great location and view May benefit from having more services available
Stayed 4 nights in Mar 2023

10/10 Excellent

Hoon K.

Liked: Cleanliness
Five star experience
Five star experience all around with one of our best vacation rental experiences. Thanks for the memories!
Stayed 5 nights in Aug 2022

10/10 Excellent

Laura R.

Liked: Cleanliness
Excellent stay!
We took our kids to Hawaii for the first time which was deemed the best vacation ever. This condo was perfect! Perfect location, perfect set-up and allowed us to relax and enjoy a beautiful space with excellent amenities. Communication with the agency was easy and responsive. There were a couple of items that needed to be fixed which were addressed immediately. Our only complaint was getting fresh towels which housekeeping didn't leave with each cleaning in the master bath but we got new ones with request. (just the request shouldn't have to have been made since we paid extra for cleanings during our stay). The condo came with everything we needed during our stay and the washing/drying machines are full size which was nice for cleaning towels every day as we used the ones provided. I would definitely recommend this condo and would stay here again in the future without hesitation!
Stayed 10 nights in Jul 2022

10/10 Excellent

Jan M., Salem, OR

Liked: Cleanliness
Breath taking views! Perfect in every way!
We love this location. It was our second time staying at Ho-olei Resort. The condo was nice and spacious and offered all of the amenities. We love the views and the pool area the best! We will definitely be returning on our next visit.
Stayed 8 nights in Apr 2022

8/10 Good

Pat G.

Liked: Cleanliness
Enjoyable Stay
Patio, Living area, Kitchen and downstairs bedrooms all very nice and well equipped. The main floor bedroom for two adults was quite small, difficult to maneuver into bed and use small chest in bedroom. Chest in closet was extremely difficult to even get to. Closet could also use more hangers.
Stayed 4 nights in Apr 2022

10/10 Excellent

Cynthia A., WEST VANCOUVER, Canada

Liked: Cleanliness
Wailea luxury
We really enjoyed our stay, the property wAs immaculate, easy check in and we’ll stocked kitchen made it very easy to entertain. Highly recommend to any larger groups easily sleeps 3 couples with lots of privacy!
Stayed 13 nights in Apr 2022

10/10 Excellent

Laurie O.

Liked: Cleanliness
Amazing vacation
We loved our stay at Ho'olei. The condo was perfect. Had everything we needed and even more. The location is perfect. Walking distance to the beach and shops. My family also enjoyed the pool.
Stayed 10 nights in Mar 2022

8/10 Good

Douglas S.

Always a pleasure.
Ho'olei is a fine place to stay in Wailea.
Stayed 21 nights in Jan 2022

10/10 Excellent

Allison L.

Liked: Cleanliness
Incredible vacation
This property exceeded our expectations in terms of location, view, amenities, and design. Our family consisted of 6 adults (couples) and a 5 year old. Each family had their own room with en-suite bathroom providing personal space. The lanai provided gorgeous panoramic views of the ocean and mountains. Kitchen was large and accommodated everyone while cooking. Every amenity we needed was available. This was by far the top rated vacation rental we’ve had.
Stayed 7 nights in Jan 2022

10/10 Excellent

Konnie P., Napa, California, USA

Liked: Cleanliness
Wonderful villa with amazing views!
What a wonderful place to celebrate our 40th Anniversary with our children and grandchild! The home is beautiful and has gorgeous views from both upstairs and downstairs. The location is a fairly easy walk to the pool and a short drive to many beautiful beaches. It was sparkling clean and well equipped with everything one would need. The management was very responsive to any of our requests. We would definitely stay here again!
Stayed 8 nights in Sep 2021

10/10 Excellent

Ty J.

Liked: Cleanliness
All We Needed and Wanted for Our Family Vacation.
Our family of seven (2 adults, 3 teenagers, 2 smaller kiddos) stayed here for a week and we couldn’t have asked for more. The location isn’t a far walk from the resort style pool which we used almost every day. The ocean and a nice beach is also not a far walk (through the Grand Wailea resort). As far as the condo is concerned, this place may have been too nice :). There’s plenty of space for everyone to stretch out and then some. The dining room area was not used because of the massive lanai. We ate most of our meals outside so we could enjoy the view. The outside grill was also a nice touch. We utilized all the beds that were offered and I didn’t hear any complaints. It was also nice that each bedroom had a full bathroom attached. The kitchen was spacious and had everything we needed. The refrigerator was also large so it should be able to handle your Costco purchases. I had a couple of questions for the property owners and they were very helpful and quick with the answers. I’d definitely stay here again. Highly recommend for families.
Stayed 6 nights in Aug 2021

10/10 Excellent

Sher V.

Liked: Cleanliness
What a Wonderful World!
We we’re in town for a wedding at the Grand Wailea. The Ho’olei Villas are the perfect location to everything. The Villa has amazing views!! We enjoyed dinner on the lanai many nights. The home was spotless, tastefully decorated, fully stocked, soft towels, comfy beds and even beach toys for the kiddos. The master bathroom is everything!! Wonderful stay and we can’t wait to visit again! Mahalo!
Stayed 7 nights in Jul 2021

10/10 Excellent

Michael F.

Liked: Cleanliness
Wonderful stay
My family and I had a wonderful stay here! It was a very clean, well appointed home. We had spectacular views and enjoyed cooking on the lanai. Having gym and pool access was also great. Would definitely recommend and hope we get to stay here again!
Stayed 5 nights in Mar 2021

10/10 Excellent

Becca B.

Liked: Cleanliness
Amazing vacation
What an amazing villa... the amenities and staff are top notch. The villas was so beautiful and the view was unbeatable. We loved the pool and the location. The decor was gorgeous.
Stayed 7 nights in Feb 2021

10/10 Excellent

Nancy W.

Liked: Cleanliness
Great vacation
We had a fabulous time- great place and so clean! Thank you - we’ll be back!
Stayed 6 nights in Feb 2021

10/10 Excellent

George C.

Liked: Cleanliness
Awesome escape from reality
After many months of COVID restrictions 2 weeks at Ho’olei was a perfect end to the year and 39-3 was an awesome experience.
Stayed 15 nights in Dec 2020

10/10 Excellent

Chuck F.

Liked: Cleanliness
Great view
Hassle free