Entire home

Summer Deal Wailea Oceanfront Villa with Pool Hot Tub and Sunsets

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Photo gallery for Summer Deal Wailea Oceanfront Villa with Pool Hot Tub and Sunsets

A heated pool
Smart TV, DVD player
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Property grounds
Beach nearby

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 8251 sq m

Popular amenities

  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View in a map
Kihei, HI
  • Place, Wailea Beach
    ‪9 min walk‬
  • Place, Shops at Wailea
    ‪9 min walk‬
  • Place, Polo Beach
    ‪7 min drive‬
  • Airport, Kahului, HI (OGG)
    ‪33 min drive‬

Room options

Similar properties

About this property

Entire place

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

Summer Deal Wailea Oceanfront Villa with Pool Hot Tub and Sunsets

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
During your stay at this vacation home, you're just a quick walk from Grand Wailea. A gym, a hot tub, and laundry facilities are available. Free WiFi and a kitchen are available in the vacation home.
  • Air-conditioned home with kitchen, washer/dryer, and 3.5 bathrooms
  • Free WiFi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Amenities include laundry facilities and an elevator
  • Onsite recreation includes tennis courts, a gym, and a playground
  • Within a 10-minute walk of Grand Wailea and Shops at Wailea
This vacation home offers its guests a hot tub and a fitness center. This vacation home also features barbecue grills, laundry facilities, and an elevator.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Massage

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 private bathrooms
  • Bathtub
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Fenced yard
  • Gas grill

Laundry

  • Laundry facilities
  • Washer/dryer

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 a hospital
  • Near the bay
  • Near the sea

Things to do

  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Mountain biking nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Whale watching nearby
  • Windsurfing nearby
  • Winery tours 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 (host has indicated there is a smoke detector on the property)

General

  • Gated community
  • Housekeeping (on request)
  • Property located in a resort
  • Unit size: 2,700 square feet

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
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
Property Registration Number 210081190063, GE-041-265-9712-02, TA-041-265-9712-02
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Vrbo Property
90

Summer Deal Wailea Oceanfront Villa with Pool Hot Tub and Sunsets Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 44 out of 47 reviews
Rating 8 - Good. 3 out of 47 reviews
Rating 6 - Okay. 0 out of 47 reviews
Rating 4 - Poor. 0 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

9.8/10

Cleanliness

Reviews

Verified

10/10 Excellent

Arol A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Top notch place to stay! Great location even better view!
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Marcus F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home is nicely appointed with all the kitchen tools you need.
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

Crissa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Maui Paradise

Property and location perfect.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Nancy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation

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

10/10 Excellent

Heather B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot for 2 families!

We loved the location and access to the beach. Great to be able to stop in at the pool after the beach on the way up the hill. Views from the terrace were fabulous and we loved the whale watching. Kitchen nicely organized and stocked for all of our needs.
Stayed 9 nights in Mar 2025
Verified

10/10 Excellent

Brian H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Julie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Jim S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Maneesh S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Chuck F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great view

Hassle free
Verified

8/10 Good

Dan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Review

Great location and view May benefit from having more services available
Stayed 4 nights in Mar 2023
Verified

10/10 Excellent

Connie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Leo Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

Mike W.

Beautiful place with amazing views!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was our 2nd Airbnb of the Trip. We had amazing views overlooking the ocean and the Four Seasons hotel. It was a short walk to the beach and we had access to the restaurants and bars at the Four Seasons as well!
From a partner site

10/10 Excellent

Jim M.

A wonderful property

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent. It was good to have a representative meet us and show us around when we arrived. It is in a great location and very relaxing.
From a partner site

10/10 Excellent

Jan M.

OUR GO-TO MAUI VACATION SPOT!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Amazing as always! We love staying at Ho'olei and CB island Vacations is the BEST when it comes to our booking and rental needs.
From a partner site

10/10 Excellent

Jim S.

Perfect Location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was a wonderful location for our family and we had an incredible week at this property.
Stayed 7 nights in Jan 2023
From a partner site

10/10 Excellent

Tracey Ann L.

MUST SEE TO BELIEVE!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything about this villa was amazing. Well stocked with all you will need for a great time. Extremely clean, comfortable, and could not ask for anything more. Best view and beautiful sunsets from the lanai.
Verified

10/10 Excellent

Hoon K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Laura R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

A guest from ,

Amazing Property!!!!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This property is amazing. At check-in it was extremely clean and ready when promised. The home is decorated beautifully and has everything you could want for cooking as well as going to the beach. The management team was very responsive and helpful. Amazing sunsets from the lanai.
From a partner site

10/10 Excellent

Edwin P.

Awesome

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place. Great views. Friendly host.
Stayed 5 nights in Jun 2022
From a partner site

10/10 Excellent

Kathleen D.

Amazing Trip!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful condo, well taken care of. Tons of space. The view from the outdoor space is absolutely beautiful. Easy walk to the beach & great condo pool. Would definitely recommend!
Stayed 7 nights in Jun 2022
From a partner site

10/10 Excellent

Linda L.

Ho’olei 39-3 - May 2022

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The condo was perfect for our family of 8. It is beautifully decorated and well equipped. The location in Wailea was very convenient for shopping. Our family would highly recommend this rental.
Verified

10/10 Excellent

Jan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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