check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar

Closest to Beach & Pool! We own five homes at Ho'olei!

19 Reviews
Bedrooms 3
Half Baths1
Property type condo
Minimum Stay 5 - 10 nights

Pay with confidence

When you book through the HomeAway checkout, your booking is backed by our Book with Confidence Guarantee™ offering comprehensive payment protection.

Learn more


Half Baths
Minimum Stay
5 - 10 nights


Wailea Condo Rental Photos and Description

Villa, 3 Bedrooms + sofa sleeper, 3.5 Baths, (Sleeps 8)


PLEASE NOTE: The calendar appears open, which means we have this home or another home at Ho'olei available for your requested dates! Please send me your details and I will assist you in finding the right home for your family and friends!


This is not just another villa at Ho'olei, and we are not just another owner.

This home is privately owned and managed. We take pride in offering you and your family a unique experience in our homes. We offer the entire package. We are partners with Hawaiian Airlines, Enterprise Rental Car, L'OCCITANE and a variety of Maui's locally made products for you to enjoy during your stay!

Our homes are not affiliated with the Grand Wailea pools. Ho’olei has a less crowded, 5-star pool with a baby beach, nineteen foot waterfall, swim-in-grotto, two whirlpools, men’s and women’s sauna and beautiful locker rooms with showers, all surrounded by lush environment.

We greet your family at the unit and give you a tour of the beautiful pool with waterfalls, jacuzzi, sand beach side and exercise room. We explain all the functions of this state-of-the-art home and answer any questions you might have regarding the Ho’olei experience and the island of Maui. We have put together a list of 'Family Favorites' that will give you a local insight of the island that can only be achieved by living on the island for many years.

Clean and Green . . . Another reason to sit back and breathe easy on your vacation. We are happy to announce our new Clean and Green program. Our team is now cleaning your vacation home using all natural, home safe and chemical-toxin free products made by Method, Seventh Generation and Mrs. Meyers Clean Day.

Whether you have lots of little children, adults or seniors this unit is recommended for all. There is an elevator to work around anyone that might not be comfortable with stairs. We can offer baby play pen, stroller and highchair upon request. We offer an early arrival package that allows you to select grocery items. Your selections will be stocked in the kitchen upon arrival. The home has three flat screens and I-Pod port.

This spacious, professionally decorated town home has all the comforts you expect from a five-star experience. The world renowned Grand Wailea resort and the Four Season's Wailea are across the street if you wish to spend the day at the spa, in the shops or on the beach. We are also located next to the Wailea Beach Villas.


We can also provide an evening or two of babysitting or if you wish to have extra cleaning services during you stay, we can accommodate, for a minimal fee.


We are also proud to be part of the L'Occitane 'family' by providing these beauty essentials during your stay. For over 30 years L'Occitane has best drawn inspiration from Mediterranean and traditional Provencal techniques to create a natural beauty product dedicated to your well-being. L'Occitane has just opened it's newest store inside the Wailea Shops.

Property Description: Maile Floor Plan, 3,159 Square Feet, Home Number 12-2, Building S Home 2.

If you wish to look at other options please click on 'All My Rental Listings', below the calendar button, to see all of our homes.


-Gated, Electronically Controlled Entry and 24-Hour On-Site Security

-Property Management Office On-Site (Ho'olei)

-Valet and Reception Services

-Poolside Massage

-Full Concierge Services Including Childcare Arrangements

-Lush Tropical Pool With Sandy Beach, Dramatic 19' Waterfall And Swim-in-Grotto

-Two Whirlpool Spas

-Children's Pool with Sandy Beach Entry

-Outdoor Kitchen and Covered Pavilion for Pool Side Entertaining

-State-Of-The-Art Fitness Facility with Cardiovascular and Weight Training Equipment, Men's and Women's Saunas, Locker Rooms and Showers

Please let us know what you are looking for in an ideal vacation and we will be at your service!


More Details
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair accessible

Chrissy Houldsworth or Innovar Homes
Member since: 2008
Speaks: english, french, spanish, russian, hungarian, Tagalog
Response time:
Within 12 hours
Response rate:
Calendar last updated:
October 20, 2016
Call Owner

About Chrissy Houldsworth or Innovar Homes

Our family has been living and enjoying Maui for years. We have built a portfolio of exceptional properties that we now offer to those who wish to have a higher level of service that is not attainable at hotels or through rental agencies. We have assembled a superior staff, who maintains the grounds, property, and all the services to make your ultimate family vacation. Sarah's sister, Chrissy, Daisy and all of our staff will assist you through out your vacation preparation and stay with us.

Scott and Sarah have made Maui home with their six children who range from six to twenty-years-old. The family spends time in Europe where several of the children play in the European tennis circuit and they spend summers in Martha’s Vineyard.

Chrissy Houldsworth or Innovar Homes purchased this condo in 2009

Why Chrissy Houldsworth or Innovar Homes chose Maui

This property is all about convenience and location. The location could not be better. It is close to the pool and gym area. This property is also ideal for those with children and having the one room with the two queen beds make it very popular when you need an extra bed.

What makes this condo unique

Let us be your one stop shop.

Guestbook comments from the owner

Hi Chrissy,

Just wanted to say what a great time we had in Maui! The villa is absolutely beautiful! It had everything we needed and more. It was great to have the pool to use and to have a very short walk to the beach. The kids were very happy to have their own beds and it was great for my daughter to have her own space. I would definitely recommend your unit to our friends and family. Hoping we can come back soon.

Thanks again.

Dec 2013
  • 1 of 7


based on 19 traveler reviews

Closest to Beach & Pool! We own five homes at Ho'olei!
average rating of 5.0 based on 26 reviews

Clean, well-kept, with excellent amenities.

  • 5 of 5

A very well-maintained luxury condominium in a complex right across the street from the Grand Wailea resort.

The listing was accurate - everything was found to be as described.

Everything was clean, everything worked properly.

Tastefully decorated but still with a contemporary modern theme.

Kids enjoyed the HDTV flatscreens in almost every room, each with DVD players. The washer and dryer were very useful.

The pool for the condominium was in excellent condition, and had its own waterfall and grotto. It was never crowded.

The Grand Wailea resort was just across the street, and the beach was only a ten minute walk from the front door of the condo.

Very close to many shopping and dining opportunities. Highly recommend the Monkeypod kitchen.

  • Submitted: Aug 7, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Fantastic property.

  • 5 of 5

Team was great. Property fantastic. Will definitely come back.

  • Submitted: Jun 21, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Very room, nicely appointed.

  • 5 of 5

We chose his complex and the unit in general primarily because of the pool for our then 2 yr 4 month old daughter. The pool is great - well designed so even if it is busy it doesn't feel like you're at a las vegas pool. It is about a 2 minute walk

We had my five adults and one toddler and there was plenty of room.

The unit is well appointed. In the words of my mother-in-law, if you haven't found what you're looking for, you just haven't looked long enough.

The owner and her reps were helpful, prompt and acted very professionally.

Beach via the Grand Wailea is about a ten minute walk with a toddler and her paraphernalia in tow.

The Lanai is very large and well shaded so you could use it all day long.

Just because you can't have every thing, please note that you can see the ocean in the distance when you're standing on the lanai, but not when you're sitting down and enjoying you Mai Tai. (I knew this when I booked the unit.)

Skip the food Grand Waliea, which is lifeless and they genuinely seemed displeased to see us.

I recommend a nice night out at the lobby bar at the Four Seasons. Nothing cheap about it, but nice drinks, good pupus (spelling) and their is some quality live music including traditional Hawaiian music and dance. Great atmosphere.

Monkey Pod is good. Great happy hour.

Halimale General Store is my favorite restaurant on the Island. I've had my last three birthday lunches there. I recommend going for lunch and then going to Makawao (spelling) and Paia. Also during the day, you can see the pineapple fields.


  • Submitted: Apr 22, 2016
  • Stayed: Nov 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

B-E-A-U-T-I-F-U-L Home

  • 5 of 5

This was my first time in Hawaii and this place is beautiful. The maintenance guy at the place was so helpful, even helped us pack all our stuff in the house. Being right across the street from the Grand Wailea was pretty cool too. Not too far from shopping, eating and just laxing in the sun. Would differently stay here again. The place was stocked with all that is needed to have a great week.

  • Submitted: Apr 15, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Toronto, Canada

Stop searching, this is THE place!

  • 5 of 5

This is an outstanding condo - it is very spacious and very clean we felt right at home -- our plans changed at the last minute and there were only 4 of us traveling, so the third bedroom went unused, but it did give us a few extra towels to use! We bbq'd a few nights on the wonderful lanai, but ate out most nights, Monkey Pod was our favourite and we went there a few times. The greeter/property manager was very helpful and answered all of our questions. The only downside to accommodations of this sort is you have to launder your own towels, but plenty of beach towels and bath towels are provided and it is really not a big deal to throw in a load every couple of days to have fresh towels for the next day.....a small price to pay for space and luxurious surroundings you find yourself in at the end of the day. The condo is well equipped with almost everything you need from two styles of wine openers, to a juicer to a Keurig and a regular coffee pot to aluminum foil and ziplock bags.

Yes you have to realize you have no privileges at Grand Wailea hotel across the street (can't use their pool or sign to your room), but we did use the Spa and I highly recommend it! We walked through the GW everyday to the beach and it is a very nice walk through the immaculate grounds of the Grand Wailea -- plenty of others doing it so not a problem at all. There is a private elevator in the unit but we did not use it, but would be great for anyone with a physical disability.

One thing not to miss is the sunrise and bike ride down Haleakala! Well worth the 3am pickup time and you only bike down from about 7000 feet and it wasn't as scary as I thought.

  • Submitted: Jan 8, 2016
  • Stayed: Dec 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
San Carlos, Califfornia

Spacious, comfortable and luxurious. Great complex and location.

  • 5 of 5

We spent a week at the home and everything was perfect. Our party consisted of 2 families with children aged from 3 to 14. The home is furnished with style and has excellent accommodations and all ammenities necessary for a perfect stay. The lanai is very large and has a very nice barbecue and dining table as well as lounge chairs. All bedrooms are large and beds are very comfortable. The bathroom next to the master bedroom is very spacious and cozy. The back yard is very private - it felt as if it was only for us to use. The garage has all the beach gear we neeeded - niche chairs and umprella as well as many other toys.

The Ho'olei complex itself is very nice with the pool being much better than many resort pools on Maui. There are at least 5 amazing beaches located within a 5 minute drive from the home with convenient loading/unloading zones and plenty of parking.

We would defintely recommend this home to anyone and would certainly loved to come back in the future.

  • Submitted: Sep 11, 2014
  • Stayed: Apr 2014
  • Source: VRBO, from HomeAway
Did you find this review helpful?
2 0


Kahului Airport
"Transfer time from Kahului Airport is about 25 minutes. Taxi, car rental and limousine servi..."
The Shops at Wailea
"The Shops at Wailea is the premier shopping complex in Maui and arguably the nicest in all o..."
"Chef Bev Gannon's newest venture offers a truly distinctive dining experience with tradition..."
Wailea Emerald Course
"Designed to be fun for practically every player. The Emerald delights players with it's carp..."
Maui Ocean Center
"Top rated attraction in Hawaii"
Spa Grande at the Grand Wailea
"Voted "Top 10 spas in the United States" by Conde Nast Traveler and Travel and Leisure Magaz..."
Nearest Airport
27 Miles
Kahalui International Airport - OGG
Nearest Barpub
0.1 Miles
Valcano Bar at the Grand Wailea or HumuHumu
Nearest Ferry
18 Miles
Lahaina Town - Boating Excursions
Nearest Golf
0.1 Miles
Golden, Emerald and Blue Courses
Nearest Train
22 Miles
Lahaina Tourist Pineapple Train - Great for Kids
Nearest Motorway
2 Miles
Pi'ilani Highway
Nearest Restaurant
0.15 Miles
Spago's at the Four Seasons
Nearest Beach
0.1 Miles
Wailea Beach
Car: recommended

Ho'olei is in the town of Wailea and nestled in between the Four Seasons Resort and the Grand Wailea Resort. The shops at Wailea are within walking distance. One of the most beautiful beaches in the world is just across the street. The spa at the Grand Wailea is also voted to be one of the best Spas in the world year after year. There are some great restaurants with high marks on Zagat. There is also a wonderful beach path that is perfect for an early morning job or an evening stroll.


Rates & Availability

Wailea Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Fall Season
Sep 1 2016 - Nov 18 2016
5 night minimum stay
Nov 19 2016 - Nov 30 2016
7 night minimum stay
Early Winter
Dec 1 2016 - Dec 19 2016
5 night minimum stay
Holiday Season
Dec 20 2016 - Jan 4 2017
5 night minimum stay
Winter 2017
Jan 5 2017 - Feb 28 2017
5 night minimum stay
Mar 1 2017 - Apr 8 2017
5 night minimum stay
Late Spring
Apr 9 2017 - May 31 2017
5 night minimum stay
Jun 1 2017 - Aug 20 2017
5 night minimum stay
Aug 21 2017 - Nov 17 2017
5 night minimum stay
Nov 18 2017 - Nov 26 2017
7 night minimum stay
Nov 27 2017 - Dec 20 2017
5 night minimum stay
Dec 21 2017 - Jan 6 2018
10 night minimum stay
My Standard Rate
5 night minimum stay

Additional information about rental rates

Exit Cleaning Fee $475 + Tax
Refundable damage deposit $1,500
Tax Rate 13.42%

Rates can vary slightly based on number of guests and length of stay.
We do require a 7-night stay. We will allow a 5-night minimum, if it falls nicely into the calendar.
New Year/Holiday Rate is $1,950.00 and has a 10 night minimum.

No additional resort fees

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Enter dates for accurate pricing
Send a Message
Available arrival
Available stay (no arrival)


Wailea Condo Accommodation and Amenities

Property Type:
  • condo
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 3159 sq. ft.
Location Type:
  • Beach View ...
  • Downtown ...
  • Golf Course View ...
  • Near The Ocean ...
  • Ocean View ...
  • Resort ...
  • Water View
  • Family
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer ...
  • Covered Parking ...
  • Elevator ...
  • Fitness Room / Equipment ...
  • Free Long Distance ...
  • Garage ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Shared Kitchen ...
  • Stove ...
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 5 people
  • 3 Bathrooms
  • 1 Half Bath
  • Powder Room - Gorgeous Powder off Main Living Area
    Bathroom Suite Two - Lovely Bathroom inside Bedroom Suite Two
    Bathroom Suite Three - Walk-in Shower Inside Suite Bedroom Three
    Master Bathroom - toilet , shower , jetted tub , Walk-in closet with safe, Walk-in Shower and Jetted Tub
  • Kohler Tubs and Rohl Plumbing Fixtures, Personal Safe, Granite Counter Tops, Walk in Shower
  • 3 Bedrooms, Sleeps 8
  • Convertible bed(s) - 2 sleep sofa /futon , 5' mattress, located in main living room
    Bedroom Suite 1 - 1 king , Master Bedroom with Full Bath
    Bedroom Suite Two - 2 queen , Great for larger families
    Bedroom Suite Three - 1 queen , Off the lower level lanai and backyard
  • EXTRAS: 1-Baby Crib, 1-High chair, Pak-n-Play, Stroller, 1-Pull-out couch with brand New 5' Mattress Sofa Sleeper!
  • CD Player
  • DVD Player ...
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Toys ...
  • Golf ...
  • Lanai / Gazebo ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Tennis ...
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • non smoking only ...
  • pets not allowed ...
  • wheelchair accessible ...
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • Hot Tub ...
  • Sauna ...
Onsite Services:
  • Concierge
  • Massage
  • Private Chef
  • Staff
  • botanical garden
  • churches
  • cinemas
  • health/beauty spa
  • marina
  • restaurants
  • winery tours
Leisure Activities:
  • beachcombing
  • boating
  • eco tourism
  • luaus
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • mountain climbing
  • paragliding
  • parasailing
  • rafting
  • rock climbing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
You will be welcomed with a tray of products to enjoy during your stay. from the island of Maui. Arrive to your vacation with a stocked kitchen. We will provide you with a grocery ckeck-off list prior to your arrival. Babysitting, and addional Cleaning Services avail., upon request for a minimal fee.

Partner Offers

You might like these similar properties