Luxury Maui villa with private pool and beach access

No detail was missed in this living space~ with cove lighting.
Seamless indoor/outdoor living
Gorgeous Private lanai!
Open and inviting living area!
Great open floor plan!
Don't miss out! Price and availability may change

Villa in Wailea

8 guests · 3 bedrooms · 4 baths

Reasons to book

Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Enhanced cleaningExtra health and hygiene measures to ensure your safety

Rooms

Bedroom 1
1 King
Bedroom 2
1 King
Bedroom 3
2 Doubles

About this villa rental

Hoolei 55-3

Ho'olei 55-3 gorgeous upscale living!
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.

Amenities at Luxury Maui villa with private pool and beach access

Free Parking
Air conditioning
Pool
Non-smoking
Gym
TV
Heating
Coffee/tea maker
Refrigerator
Spa
Kitchen
Balcony/Terrace
WiFi/Internet
Hot tub/Jacuzzi
Parking Available
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Garden
Oven
Laundry services
Waterfront
Private entrance
Bathtub
Outdoor Cooking
Family friendly
Ironing facilities
Dining area
Shampoo
Towels
Linens
Fan
Dining table
Hairdryer
Contactless check-in/out
Fire alarm
Fire extinguisher
Tennis court
Cleaning products

Map of Wailea


Things to know

Check-in: 4:00 PM
Check-out: 10:00 AM
Early check-ins and late check-out requests will be accommodated upon request and based upon availability. Unauthorized early check-ins and late checkouts will incur a penalty fee.
House rules
  • Kids allowed, fees apply
  • No parties or events allowed without prior approval, fees apply
  • Must be 25 or older to rent

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All RedAwning properties are professionally cleaned after each stay. In addition, RedAwning includes $3,000 USD of damage waiver coverage in the cleaning fee price in place of traditional damage deposits so you can have a carefree stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps RedAwning provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner RedAwning
  • RedAwning is a trusted partner with over 1 million guests served.
  • Contact RedAwning customer service 24/7 via live chat.
  • No booking fees, with easy credit card payments.

About our partner

This property is managed by RedAwning - a trusted partner that has served over 1 million guests

redawning logo

7,000+

5-star reviews on TrustPilot

14+

Years of service

15,000+

Vacation rentals across 1,000 destinations

FAQs

Does this property follow enhanced cleaning procedures?

Yes, this villa has implemented enhanced cleaning procedures and processes to keep you healthy and safe.

Is parking included with this villa?

Yes, parking is listed as an amenity at Hoolei 55-3. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

Yes, a swimming pool is available for use at Hoolei 55-3. Enjoy the water!

Is Hoolei 55-3 pet friendly?

Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Hoolei 55-3?

We found 42 amenities for this rental. This includes free parking, air conditioning, pool, non-smoking, and gym.

What payment types are supported?

This property accepts Visa, Mastercard, American Express, Discover, and Diners Club. Some card brands may not be accepted if you are located in a country or using a currency they don't support.