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

9.8 (53 Reviews) |   3 Bedrooms  3 Bathrooms  8 Guests
Wailea Villa | Indulge in Maui luxury: private lanai, gourmet kitchen, waterfall pool & jacuzzi

Experience Ho'olei 55-3: Your Gateway to Gorgeous Upscale Living!

Indulge in the luxurious ambiance of Ho'olei 55-3, a stunning villa that promises an unforgettable stay in Wailea. This exquisite property is nestled in a private gated community, allowing you to escape into a serene and upscale living environment during your Maui vacation.

The expansive upper living area effortlessly merges with the outdoors through large stackable sliding glass doors, leading to a spacious covered lanai. Here, you can savor outdoor dining with seating for six while enjoying the convenience of a large gas grill. The top level also boasts a beautifully designed living room characterized by a bright and open floor plan that flows seamlessly into a gourmet kitchen. Cook like a pro in this chef's haven, equipped with a gas stove, high-end appliances, and a substantial refrigerator complemented by multiple freezer drawers. You’ll find everything you need, from cookware to tableware, to make your culinary dreams come true.

Retreat to your primary suite located on the lower level, complete with a King Bed and a lavish ensuite bathroom featuring a soaking tub, walk-in shower, dual vanity sinks, and a spacious walk-in closet. Step out onto your own private ground-floor outdoor lanai equipped with lounge chairs for ultimate relaxation. The second primary bedroom is also situated downstairs, offering a King Bed and its own full ensuite bathroom. On the top floor, you will discover a guest bedroom with two full-size beds and a private ensuite bathroom. The main living area includes a convenient half bath, perfect for entertaining family and friends.

This villa comes with a range of modern amenities, including full central air conditioning, a full-sized washer and dryer, a private garage, and a covered carport. For beach outings or lounging by the property pool, you'll have beach chairs and towels readily available.

At Ho'olei, enjoy access to an impressive community pool featuring a waterfall, grotto, and sandy beach area for kids, as well as two relaxing jacuzzis. Feel free to bring the beach towels provided in your unit to the poolside. A fitness center adjacent to the pool and a covered kitchen pavilion enhance your stay, while poolside massages can be arranged. This gated community boasts 24-hour security for your peace of mind.

For those looking to explore further, beach access is conveniently located just across the street through the nearby resort. You can dine at various restaurants within the resort and arrange spa appointments. However, please note that pool access at the adjacent resort is not included with your stay at this villa.

Please keep in mind that while we strive to keep all images current, there may be updates to furniture or decor that differ from the original photographs. Rest assured, the property’s functionality, seating, and sleeping arrangements remain consistent or may even improve.

After confirming your reservation, we will request your personal email address to send a specific rental agreement. Once completed, detailed arrival instructions will be sent to you one week before your check-in date.

Registration number: 210081190105, TA-188-260-1984-01

Where to Stay in Kihei: Experience Wailea's Luxurious Charm

Wailea, a stunning gem nestled on the southwestern coast of Maui, Hawaii, is known for its breathtaking beaches, upscale resorts, and laid-back lifestyle. This picturesque destination offers travelers an escape into paradise with its lush landscapes, tranquil atmosphere, and vibrant sunsets. Unique elements such as the renowned Wailea Beach Path, luxury shopping at The Shops at Wailea, and world-class golf courses make it an ideal location for those seeking both relaxation and recreation. When considering where to stay in Kihei, Ho'olei at Grand Wailea stands out with its exquisite villas that blend comfort and sophistication within a private, gated community.

While staying at Ho'olei 55-3, you will have easy access to a plethora of activities that capture the spirit of Maui. Just steps away, discover the pristine beaches of Wailea, perfect for sunbathing or snorkeling in crystal-clear waters. Explore nearby attractions like the stunning Maui Ocean Center and indulge in fine dining at acclaimed restaurants within the adjacent resort. Your luxurious villa features a gourmet kitchen for home-cooked meals and ample outdoor space for dining under the stars. Spend your days lounging by the magnificent pool with waterfalls, enjoy massages, or take advantage of the fitness center—all while knowing the sumptuous comforts of your two-story villa await your return. Your Hawaiian getaway promises to be unforgettable, making Ho'olei a prime choice for discerning travelers.

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Wailea, 96753, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
PoolPool
TVTV
ViewView
Ocean ViewOcean View
Balcony/TerraceBalcony/Terrace
OceanfrontOceanfront
Security/SafetySecurity/Safety
Sports/ActivitiesSports/Activities
Bedding/LinensBedding/Linens
Wellness FacilitiesWellness Facilities
Fireplace/HeatingFireplace/Heating
EntertainmentEntertainment
Barbecue/Outdoor CookingBarbecue/Outdoor Cooking
Child FriendlyChild Friendly
Hot TubHot Tub
InternetInternet
KitchenKitchen
LaundryLaundry

Facility Overview

Air ConditionerAir Conditioner
  • HeatingHeating
  • Air conditioningAir conditioning
BathroomsBathrooms
  • Towels providedTowels provided
  • BathtubBathtub
  • Hair dryerHair dryer
  • 3+ bathrooms3+ bathrooms
BedroomBedroom
  • Bed sheets providedBed sheets provided
  • 3 bedrooms3 bedrooms
  • Dining tableDining table
  • Living roomLiving room
KitchenKitchen
  • MicrowaveMicrowave
  • StovetopStovetop
  • Coffee/tea makerCoffee/tea maker
  • Cookware/dishes/utensilsCookware/dishes/utensils
  • Kitchen islandKitchen island
  • DishwasherDishwasher
  • Ice makerIce maker
  • RefrigeratorRefrigerator
  • OvenOven
LaundryLaundry
  • Washing machine and dryerWashing machine and dryer
  • Laundry facilitiesLaundry facilities
  • Near laundromatNear laundromat
Ocean viewOcean view
  • Near the beachNear the beach
ParkingParking
  • Onsite parkingOnsite parking
  • Onsite parking options include a garageOnsite parking options include a garage
  • Car recommendedCar recommended
Pet FriendlyPet Friendly
  • No pets allowedNo pets allowed
AccessibilityAccessibility
  • Smoke-free propertySmoke-free property
ActivitiesActivities
  • Tennis on siteTennis on site
  • Horse riding nearbyHorse riding nearby
  • Golfing on siteGolfing on site
  • Mountain biking nearbyMountain biking nearby
  • Swimming nearbySwimming nearby
  • Windsurfing nearbyWindsurfing nearby
  • Fitness centerFitness center
  • Marina nearbyMarina nearby
  • Birdwatching nearbyBirdwatching nearby
  • Hiking nearbyHiking nearby
  • Jet skiing nearbyJet skiing nearby
  • Fishing nearbyFishing nearby
  • Fitness facilities nearbyFitness facilities nearby
EntertainmentEntertainment
  • TV with cable/satellite serviceTV with cable/satellite service
  • DVD playerDVD player
  • StereoStereo
GeneralGeneral
  • Unit size: 2426 sq ft (225 sq m)Unit size: 2426 sq ft (225 sq m)
  • EnglishEnglish
  • Near a hospitalNear a hospital
  • Near the seaNear the sea
Guest ServicesGuest Services
  • PlaygroundPlayground
  • Iron/ironing boardIron/ironing board
  • Housekeeping (on request)Housekeeping (on request)
InternetInternet
  • Free WiFi, with speed of 100+ Mbps (good for 1–2 people or up to 6 devices)Free WiFi, with speed of 100+ Mbps (good for 1–2 people or up to 6 devices)
OutdoorsOutdoors
  • BalconyBalcony
  • Gas grillGas grill
  • Fenced yardFenced yard
Security/SafetySecurity/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
SpaSpa
  • Heated poolHeated pool
  • Shared/communal poolShared/communal pool
  • MassagesMassages
  • Hot tubHot tub

Policies

Check-in
Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out
Check-out
Check-out before 10:00 am
Child Policy
Child Policy
Children are welcome.
Event Policy
Event Policy
No events allowed
Pet Policy
Pet Policy
Pets not allowed
Smoking Policy
Smoking Policy
Smoking is not permitted
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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited property registration number ge-188-260-1984-01, 210081190105, ta-188-260-1984-01 special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
License number: GE-188-260-1984-01, 210081190105, TA-188-260-1984-01

Reviews

Kathleen F.
Aug 14, 2025 09:32:44 PM
Review Score:   10
Summary: Check in was so easy. Kitchen facilities were top notch
See All Reviews

FAQ's

Is this Wailea villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Wailea villa have a swimming pool?

Yes, this Wailea villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Wailea villa?

Best-rates for the Wailea villa starts from $1,167 per night with includes Bedding/Linens, Laundry, Pool, Wellness Facilities, Hot Tub, Internet, Parking, TV, View, Ocean View, Balcony/Terrace, Oceanfront, Security/Safety, Sports/Activities, Fireplace/Heating, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Kitchen, Air Conditioner with all amenities included. HawaiiVillas pairs each traveler with their ideal accommodation, whether traveling with a group, family, friends, or pets.

Is Wailea villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Wailea villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Wailea villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Wailea villa?

Based on the information reported by the owner or manager, the Wailea villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Wailea villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the Wailea villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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