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Indulge in Maui luxury: private lanai, gourmet kitchen, waterfall pool & jacuzzi

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A heated pool
Beach nearby
Exterior detail
Outdoor dining
Fridge, microwave, oven, stovetop

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 82426 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Wailea, HI
  • Place, Wailea Beach
    ‪5 min walk‬
  • Place, Shops at Wailea
    ‪7 min walk‬
  • Place, Polo Beach
    ‪12 min walk‬
  • Airport, Kahului, HI (OGG)
    ‪30 min drive‬

Room options

Similar properties

About the neighborhood

Kihei

With a stay at this villa in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea. .This villa is 0.8 mi (1.3 km) from Ulua Beach Park and 0.8 mi (1.3 km) from Wailea Blue Golf Course.

What's nearby

  • Wailea Beach - 5 min walk - 0.3 miles
  • Shops at Wailea - 7 min walk - 0.4 miles
  • Wailea Blue Golf Course - 12 min walk - 0.7 miles
  • Polo Beach - 12 min walk - 0.7 miles
  • Ulua Beach - 17 min walk - 0.9 miles

Getting around

  • Kahului Airport (OGG) - 31 min drive

Restaurants

  • ‪Island Gourmet Markets - ‬10 min walk
  • ‪Island Vintage Coffee - ‬11 min walk
  • ‪Loulu - ‬3 min walk
  • ‪Botero Bar - ‬6 min walk
  • ‪Humuhumunukunukuāpuaʻa - ‬6 min walk

About this property

Entire place

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

Indulge in Maui luxury: private lanai, gourmet kitchen, waterfall pool & jacuzzi

Special Luxury Promotion
Book 7 Nights and Enjoy the 8th Night Free

Indulge in the ultimate getaway at our luxury residence and extend your stay on us. Reserve seven consecutive nights and receive the eighth night completely free, the perfect way to elevate your vacation experience.

Blackout Dates: December 20 – January 4
Note: Discounts cannot be combined with any other offers.

Treat yourself to more time in paradise. Let us know when you’d like to book!

This hotel-zoned villa sits within a prestigious, gated community not impacted by recent proposed legislation, offering travelers confidence and flexibility when planning their future maui escapes.

Your private retreat is a spacious, two-story luxury villa designed for comfort, style, and effortless island living. Thoughtfully placed on the property for enhanced privacy, the expansive upper-level living space opens fully to a covered lanai through oversized stackable glass doors, creating a seamless indoor-outdoor flow. Gather around the dining table for six, fire up the outdoor gas grill, and turn meals into lasting vacation memories surrounded by lush tropical beauty and island breezes.

Inside, the open-concept top floor feels bright, airy, and refined, featuring a beautifully designed living room that connects effortlessly to the gourmet chef’s kitchen. Outfitted with a gas cooktop and premium appliances—including a large refrigerator and multiple freezer drawers—the kitchen comes fully stocked with cookware, dishware, and glassware, making it ideal for everything from morning pancakes to sunset dinners.

Downstairs, the carefully designed layout gives every guest their own space to recharge. The primary suite offers a king bed, walk-in closet, dual vanity, walk-in shower, and a deep soaking tub—your personal spa sanctuary. Step outside to your exclusive ground-floor lanai with lounge chairs, a peaceful oasis surrounded by tropical foliage. The second downstairs suite features a king bed and a full ensuite bathroom for added comfort and convenience. Completing the villa, the upper-level guest bedroom includes two full-size beds and its own private ensuite.

Added conveniences elevate every stay—enjoy full central ac in every room, a private garage and covered carport, a full-size washer and dryer, plus complimentary beach chairs and plush towels for pool days and beach adventures alike.

Within the community, resort-style amenities set the scene for relaxation and family fun: a striking waterfall pool, a shaded grotto, a sandy keiki play area for younger guests, and two inviting jacuzzis to unwind in at the end of each day. A nearby fitness center and covered kitchen pavilion offer even more spaces to enjoy, and on-site poolside massage services are available for guests wanting the ultimate indulgence. Around-the-clock gated security adds comfort and peace of mind throughout your stay.

For effortless beach days, access is located directly across the street via the neighboring resort pathways. Guests may also take advantage of the resort’s highly rated restaurants and spa services during their stay. Please note: the neighboring resort pool is not included with your villa reservation.

Furnishings and decor may occasionally vary from current photos due to upgrades, however seating, comfort, and sleeping capacity will remain the same or may be enhanced.

This villa is the perfect blend of luxury, privacy, convenience, and island lifestyle—an inviting retreat for families, long-stay travelers, and guests seeking an elevated maui experience.

Registration number 210081190105
Hawaii State Tax ID: 188-260-1984-01
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Complimentary wireless internet access keeps you connected, and a DVD player is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker, and housekeeping is provided on request.
Enjoy recreational amenities such as a hot tub and a fitness center.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Massage

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Car recommended
  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Fenced yard
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Whale watching nearby
  • Windsurfing 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

  • Housekeeping (on request)
  • Unit size: 2,426 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

Pets not allowed

Children and extra beds

Children are welcome

Events

No events 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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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 GE-188-260-1984-01, 210081190105, TA-188-260-1984-01

We should mention

A car is recommended for transportation to and from this property

Property is also known as

New Listing! Ho'olei 55 3 gorgeous upscale living!
New Listing! Ho'olei 55-3 Gorgeous Upscale Living! Villa
New Listing! Ho'olei 55-3 Gorgeous Upscale Living! Kihei
New Listing! Ho'olei 55-3 Gorgeous Upscale Living! Villa Kihei
134

Indulge in Maui luxury: private lanai, gourmet kitchen, waterfall pool & jacuzzi Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 48 out of 53 reviews
Rating 8 - Good. 4 out of 53 reviews
Rating 6 - Okay. 0 out of 53 reviews
Rating 4 - Poor. 0 out of 53 reviews
Rating 2 - Terrible. 1 out of 53 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Kathleen F.

Liked: Cleanliness
Check in was so easy. Kitchen facilities were top notch
Stayed 11 nights in Jul 2025

10/10 Excellent

Linda O.

Liked: Cleanliness

Beautiful property

Family vacation
Stayed 5 nights in Feb 2025

10/10 Excellent

Michael M.

Liked: Cleanliness

Excellent stay

Clean, beautiful area and property. Highly recommended. Easy access to public beach.
Stayed 4 nights in May 2024

10/10 Excellent

Shannon D.

Liked: Cleanliness

Great location & amenities

We enjoyed our stay. The rental had everything we could need to enjoy a beach or pool day. Staff was helpful and responsive. Would definitely book again.
Stayed 7 nights in Apr 2024

10/10 Excellent

Aren S.

Liked: Cleanliness

Excellent property

The property is beautiful, well laid out, and in a great location (steps from the pool and to the main entrance which goes to the beach). The kitchen is fully stocked and the indoor-outdoor living spaces are lovely. Our young kids really loved the pool, complete with very shallow areas and even waterfalls. Wailea beach is a short walk away through the resort. Highly recommended!
Stayed 7 nights in Apr 2024

10/10 Excellent

Heidi S.

Liked: Cleanliness

All the amenities 5 star stay

This villa has everything stocked, beautiful facilities, great location, and the lay out of the villa is perfect We had a flawless stay
Stayed 8 nights in Mar 2024

10/10 Excellent

Katie S.

Liked: Cleanliness

Great Villa!

We loved our stay at this Villa and could not have asked for anything more. The Property Manager(s) are very communicative, attentive and easy to work with. The Villa was clean, beautiful and spacious. Everything we could have possibly needed was in the Villa. The pool on the property was beautiful and a great place to relax. The walk to the beach, shops and restaurants was no problem.
Stayed 5 nights in Mar 2024

10/10 Excellent

Dan H.

Liked: Cleanliness

Beautiful property in a great location

We had a great stay. The unit was luxurious, clean, quiet, and comfortable. Highlights were the lanai, the kitchen, and the pool area. It's easily walkable to the Grand Wailea and Four Seasons.
Stayed 9 nights in Feb 2024

10/10 Excellent

cinda c.

Liked: Cleanliness

Relaxing Winter Getaway

There was plenty of room for us, two adult sons and their spouses. Small touches made all the difference--snack basket in kitchen, water bottles, utensils and supplies more than adequate. Convenient to the beach, the Wailea Grand Resort, shops at Wailea, while still peaceful and secluded. Would definitely stay again.
Stayed 9 nights in Jan 2024

10/10 Excellent

Henry

Stayed 5 nights in Jul 2023

10/10 Excellent

Tanya H.

Liked: Cleanliness

A perfect week

Everything was fantastic. The week was amazing and went by much too fast. CB was very prompt and helpful
Stayed 7 nights in Apr 2023

10/10 Excellent

Melissa C.

Liked: Cleanliness

Great time!

We loved the house and the location was great within Wailea. Everything was modern and worked great. Pro tip- the beach in front of Four Seasons has better water than in front of the Grand Wailea!
Stayed 8 nights in Apr 2023

10/10 Excellent

Roberto R.

Liked: Cleanliness

Wonderful condo in Wailea

We recently had the pleasure of staying at a condo in Wailea, Maui over the Easter weekend and it was absolutely fantastic! The condo itself was spacious, well-equipped, and beautifully furnished. It had everything we needed to make our stay comfortable and enjoyable, from the fully-equipped kitchen to the comfortable beds and great views. The location was ideal, with easy access to the beach and plenty of shops and restaurants nearby. We loved taking long walks along the beach and exploring the local area. Overall, we highly recommend this condo for anyone looking for a relaxing and enjoyable stay in Wailea, Maui. It's the perfect place to unwind, soak up the sun, and enjoy all that the island has to offer. We can't wait to come back!
Stayed 5 nights in Apr 2023

10/10 Excellent

Cindy K., Canada

Liked: Cleanliness

Amazing family vacation

The property was stunning and it felt very safe and clean (even for my germaphobic parents, they loved everything there). We had everything we needed for our stay and it was easy to contact someone if we had any problems or questions. You can see the sunset from the lanai which was amazing and the pool was also very nice too. My only regret is I wish we could have stayed longer. I would book this place again in a heart beat.
Stayed 4 nights in Mar 2023

10/10 Excellent

Leah S.

Liked: Cleanliness

Great unit in wonderful Ho'olei

We've been coming to Ho'olei for many years and have stayed in several units and this one was great. Clean, well decorated, little extras like snacks upon arrival and Saran Wrap in the cupboard make for an easy stay. Although not a "view" unit there is a little peekaboo view of the ocean as seen in the pics which was nice. Ho'lei itself is in a great location and has a nice pool and clubhouse area. Overall great stay :)
Stayed 8 nights in Feb 2023

10/10 Excellent

RYan A., Bellingham, Wa

Liked: Cleanliness

Great place

Clean, welcoming, lots of space. Property manager was very helpful.
Stayed 7 nights in Feb 2023

10/10 Excellent

Wendy W.

Liked: Cleanliness

Birthday Bliss

Absolutely beautiful spacious property with the perfect location. I can not say enough nice things about our experience! Felicity, the property manage provided exceptional customer service throughout our stay. She is truly best in class. We are already planning to go back next year!
Stayed 6 nights in Feb 2023

10/10 Excellent

Brian R.

Liked: Cleanliness

Heavenly Hawaii

What a beautiful place in a great location! You can walk to stores, restaurants and the beach. The pool area is magical. The property manager made it so easy to check in and out. The linens and towels were decent quality. Thank you so much for making our stay special. We hope to come back again. The Reids
Stayed 8 nights in Jan 2023

10/10 Excellent

Anastasia D.

Liked: Cleanliness

Beautiful Ho'olei 55-3

The villa was beautiful and in a wonderful location- our family had plenty of space and we loved the unit. We would stay here again! Additionally, our property manager Felicity was very responsive and super helpful!
Stayed 7 nights in Jan 2023

2/10 Terrible

mike k.

Disliked: Cleanliness

Well appointed spacious condo I wailea.

Property as promised Mgmt very good
Stayed 9 nights in Oct 2022

10/10 Excellent

Marc L.

Liked: Cleanliness

Awesome facility

All accommodations were first rate and 5 star. We'd stay here again for sure.
Stayed 7 nights in Oct 2022

10/10 Excellent

Andy A.

Liked: Cleanliness

Best Vacation Ever!

Such a beautiful stay with easy access to everything we needed to see during our Hawaii vacation. Booking for next year already.
Stayed 5 nights in Oct 2022

10/10 Excellent

Danielle A., Sebastopol CA

Liked: Cleanliness

Lovely property

The property was just as advertised. Beautiful, clean, and well equipped. It has a great location -pool and nearby beach are great. Property management was helpful. There were plenty of beach essentials and toys as well. We had some trouble with the outdoor grill which they came to assist with right away. I think the house should be more comfortably listed to sleep no more than six people and could used a few extra blankets as well.
Stayed 4 nights in Sep 2022

10/10 Excellent

Christiane A., Rocklin, CA

Liked: Cleanliness

So Beautiful

The property is absolutely stunning. We had so much fun at the pool. Just a quick walk across the street was the nicest beach. The property management also was very responsive if we had any concerns or questions.
Stayed 7 nights in Aug 2022

10/10 Excellent

Jenny C., Atlanta, GA

Liked: Cleanliness

Beautiful house & community

The property is located in a beautiful area and the gated community is very elegant with all the amenities that you need on vacation.
Stayed 4 nights in Aug 2022