Wailea Inn Villa:
Top Unit: Lele Penthouse
3 Ground Level Villas:
Bottom left: Poolside Palisade
Bottom Middle: Lele Hideaway
Bottom right: Ohana Hale

Lele Penthouse Sunset Master EnSuite Bathroom

Lele Penthouse Sunset Master EnSuite Bathroom Rain Shower

Lele Penthouse Poolside Palisade & Stairs to Loft

Lele Penthouse Poolside Palisade EnSuite Bathroom

Lele Penthouse Haiku Suite Two Queen Beds and Full EnSuite Bathroom

Lele Penthouse Haiku Suite Two Queen Beds

Lele Penthouse Haiku Suite Full EnSuite Bathroom

Lele Penthouse Haleakala Hideaway Suite snd EnSuite Bathroom

Secret Cove Beach across the street from Wailea Inn

Poolside Bungalow Downstairs family room 2 queen beds

Lele Hideaway downstairs family room with 2 queen beds

Spiral staircase leading to downstairs family room in Lele Hideaway

All Properties

Wailea Inn Estate

Kihei
House

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.

Description

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.

Notes

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.

Neighborhood

Access

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.

Space

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.

Transit

Minutes away from shops, restaurants, playgrounds, tennis courts and skate-parks. All are within walking distance from our beautiful property.

36

Guests

10

Bedrooms

14

Bathrooms

Rooms and Beds

Bedroom

Queen Bed: 1

Bedroom

King Bed: 1

Bedroom

King Bed: 1

Bedroom

Queen Bed: 2

Bedroom

King Bed: 1

Bedroom

King Bed: 1

Bedroom

King Bed: 1

Bedroom

King Bed: 1

Bedroom

King Bed: 1

Bedroom

King Bed: 1

Full bathroom

Pool

Kitchen

Living room

Laundry room

Half bathroom

Laundry room

Living room

Laundry room

Half bathroom

Backyard

Kitchen

Living room

Kitchen

Laundry room

Living room

Kitchen

Exterior

Dining room

Downstairs Family Room

Queen Bed: 2

Downstairs Family Room

Queen Bed: 2

Upstairs Loft

King Bed: 1

Queen Bed: 2

Features and Amenities

Air conditioning

Baking sheet

Barbeque utensils

Bathtub

BBQ grill

Beach

Beach access

Beach essentials

Bed linens

Show All

Rates & Availability

Taxes and fees are additional

Green - Available for Check In/Check Out

Pink - Booked

Gray - Unavailable or Restricted Dates Such As Minimum Stays

Reviews

We rented whole compound for my sons wedding . We hosted the ceremony and reception there . We stayed for

Lee Raymundo

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 .

Wailea Inn Estate

Kihei
House

36

Guests

10

Bedrooms

14

Bathrooms

Explore other places in Kihei

Wailea Inn Estate

Description

Notes

Neighborhood

Access

Space

Transit

36

10

14

Rooms and Beds

Bedroom

Bedroom

Bedroom

Bedroom

Bedroom

Bedroom

Bedroom

Bedroom

Bedroom

Bedroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Full bathroom

Pool

Kitchen

Living room

Laundry room

Half bathroom

Laundry room

Living room

Laundry room

Half bathroom

Backyard

Kitchen

Living room

Kitchen

Laundry room

Living room

Kitchen

Exterior

Dining room

Downstairs Family Room

Downstairs Family Room

Upstairs Loft

Features and Amenities

Features and Amenities

Rates & Availability

Reviews

We rented whole compound for my sons wedding . We hosted the ceremony and reception there . We stayed for

Wailea Inn Estate

36

10

14

Price Details

Explore other places in Kihei

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