We rented whole compound for my sons wedding . We hosted the ceremony and reception there . We stayed for 6 days . Everyone enjoyed their stay. The main house needs some updates and repairs but the other units are great and well decorated. Team was responsive to all our needs and requests. Would strongly recommend and look forward to coming back .
Kihei, Maui · Wailea Inn
Wailea Inn Estate
10 bedrooms · 14 baths · Sleeps 36 · 6,500 sq ft
Wailea Inn Villa is a newly renovated, gated estate in sunny South Maui, just steps from the beach. This expansive multi-level property offers four private condominium suites, making it ideal for large groups, wellness retreats, weddings, corporate off-sites, and family gatherings. When renting the entire villa, guests enjoy exclusive access to the full estate, comfortably accommodating up to 36 guests. Located just minutes from Wailea’s world-class beaches, restaurants, cafés, and shopping, Wailea Inn combines boutique luxury, flexibility, and the warm spirit of aloha—ideal for both intimate escapes and full-estate celebrations.
Inside Wailea Inn Estate
The property features a private heated swimming pool, yoga studio, poolside BBQ area, and beautifully landscaped common areas, creating a serene tropical setting designed for both connection and relaxation.
Villa Accommodations
Lele Penthouse
4 Bedrooms | Loft Space | 5 Full Bathrooms + 2 Half Bathrooms | Sleeps 16
Located on the second level at the top of a grand staircase, this two-level penthouse offers expansive open-concept living with ocean-inspired design. Two additional loft spaces on the upper level share a bathroom, making it ideal for larger families or group stays.
Lele Hideaway
2 Bedrooms | 3 Bathrooms + Family Room & Bonus Bathroom | Sleeps 8
A cozy ground-floor suite featuring a private garden-view lanai. Lele Hideaway shares an identical floor plan with the Poolside Bungalow.
Poolside Bungalow
2 Bedrooms | 3 Bathrooms + Family Room & Bonus Bathroom | Sleeps 8
An end-unit located just steps from the pool, offering easy access to outdoor amenities. This suite shares the same layout as Lele Hideaway.
Ohana Hale
2 Bedrooms | 2 Bathrooms | Sleeps 4
A spacious ground-floor end-unit designed for comfort and privacy—perfect for couples or smaller families.
What guests can use
Guests have exclusive access to the communal yoga studio, pool, BBQ area with gas grill, beach chairs and boogie boards, an umbrella, and a beach cooler.
We are located only 50 yards from beaches, snorkeling, surfing, and stand-up paddleboarding.
The neighborhood
For the active and adventurous traveler, our prime location offers easy access to sunbathing, swimming, surfing, snorkeling, diving, stand-up paddleboarding, kayaking, and whale watching. Also, a golfer's paradise with nearby world-class golf clubs less than 10 minutes away in Wailea and Makena. Restaurants, shops, nightlife, cafes, farmer’s markets, and Kalama Park are within a 5-10 minute walk.
Things to do nearby
Minutes away from shops, restaurants, playgrounds, tennis courts and skate-parks. All are within walking distance from our beautiful property.
Concierge & extras
Guests have access to our complimentary private Concierge service for assistance with arranging group activities such as luau's, whale watching and snorkel boat tours, private chefs/caterers, pre-arrival grocery service, in-residence spa services and group transportation.
Your hosts
The Property Manager is available by phone and frequents the property daily as needed. We're a locally owned and family-operated business, and we’re proud to call Maui our home. Because we live right here on the island, we’re able to offer a level of care and hospitality that truly sets your stay apart. We encourage our guests to reach out if they need any assistance during their stay.
Amenities
- Beach access
- Outdoor pool
- Air conditioning
- Kitchen
- Dishwasher
- Dryer
- Free parking on premises
- Free parking on street
- BBQ grill
- Patio or balcony
- Beach essentials
- Coffee maker
All 67 amenities
- Baking sheet
- Barbeque utensils
- Bathtub
- Beach
- Bed linens
- Blender
- Cable TV
- Carbon monoxide detector
- Ceiling fan
- Clothing storage
- Cookware
- Cycling
- Dining table
- Dishes and silverware
- Dryer in common space
- Enhanced cleaning practices
- Essentials
- Extra pillows and blankets
- Fire extinguisher
- First aid kit
- Fishing
- Garden or backyard
- Golf - Optional
- Hair dryer
- Hangers
- High chair
- Hot water
- Internet
- Iron
- Kettle
- Luggage dropoff allowed
- Microwave
- Near Ocean
- Outdoor seating (furniture)
- Oven
- Pack ’n Play/travel crib
- Private entrance
- Private pool
- Refrigerator
- Shampoo
- Shopping
- Smoke detector
- Stair gates
- Stove
- Suitable for children (2-12 years)
- Suitable for events
- Suitable for infants (under 2 years)
- Toaster
- Towels provided
- TV
- Washer
- Washer in common space
- Water Sports
- Wine glasses
- Wireless Internet
Guest reviews
Good to know
- Check-in from 4:00 PM
- Check-out by 11:00 AM
- 3-night minimum stay
- Self check-in with a lockbox — arrive on your own schedule
- Rates shown in USD; Hawaii GET and TAT taxes added at checkout
Hawaii transient accommodations license TA-105-767-3216-01
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