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2 Bedroom Wailea Vacation Rentals

Browse 213 professionally managed vacation rentals with at least 2 bedrooms in Wailea with Emerald Kite. Showing 1–24 of 213 matching vacation rentals, page 1 of 9. Closest capacity matches first.

About Wailea - Maui
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Platinum Luxury Two Bedroom Wailea Vacation Condo Sleeps Four Guests
Wailea - Maui

Luxury Two Bedroom Wailea Vacation Condo Sleeps Four Guests

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $1,087 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Stunning Views Wailea Luxury Vacation Condo Sleeps 7 Guests
Wailea - Maui

Stunning Views Wailea Luxury Vacation Condo Sleeps 7 Guests

2 Bedrooms · 2 Bathrooms · Sleeps 7
From $2,370 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Wailea Two Bedroom Rental Enjoys the Best Amenities
Wailea - Maui

Wailea Two Bedroom Rental Enjoys the Best Amenities

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,150 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Wailea Maui Vacation Rental
Wailea - Maui

Wailea Maui Vacation Rental

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $887 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Maui Vacation Rentals - Wailea Condo Retreat
Wailea - Maui

Luxury Maui Vacation Rentals - Wailea Condo Retreat

2 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Maui Beachfront Vacation Rental - Wailea Oceanfront Condo
Wailea - Maui

Maui Beachfront Vacation Rental - Wailea Oceanfront Condo

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,686 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Two Bedroom Oceanfront Vacation Rental in Wailea
Wailea - Maui

Two Bedroom Oceanfront Vacation Rental in Wailea

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $748 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold New Addition to the Wailea Beachfront Vacation Market
Wailea - Maui

New Addition to the Wailea Beachfront Vacation Market

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,504 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Ocean View Two Bedroom Vacation Condo in Wailea
Wailea - Maui

Ocean View Two Bedroom Vacation Condo in Wailea

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,171 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beach Front Kihei Vacation Condo two Bedroom
Wailea - Maui

Beach Front Kihei Vacation Condo two Bedroom

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $1,169 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Perfect Location Getaway! Beautiful Two Bedroom Condo in Wailea
Wailea - Maui

Perfect Location Getaway! Beautiful Two Bedroom Condo in Wailea

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $788 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Upscale Two Bedroom Vacation Rental in Wailea
Wailea - Maui

Upscale Two Bedroom Vacation Rental in Wailea

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $894 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Top Floor Condo Two Bedrooms Amazing Ocean Views
Wailea - Maui

Luxury Top Floor Condo Two Bedrooms Amazing Ocean Views

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $906 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxurious Wailea Vacation Rental with Stunning Ocean Views
Wailea - Maui

Luxurious Wailea Vacation Rental with Stunning Ocean Views

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,447 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Upscale Two Bedroom Vacation Condo in Wailea
Wailea - Maui

Upscale Two Bedroom Vacation Condo in Wailea

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $750 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Kihei Vacation Condo Two Bedroom Walk to Beach
Wailea - Maui

Kihei Vacation Condo Two Bedroom Walk to Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $664 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Wailea - Maui Condo 1055669
Wailea - Maui

Wailea - Maui Condo 1055669

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Great Island Condo with Ocean View, Beach, Shared Pool & Spa
Wailea - Maui

Great Island Condo with Ocean View, Beach, Shared Pool & Spa

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,340 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Two Bedroom Vacation Rental on the Beach in Wailea
Wailea - Maui

Two Bedroom Vacation Rental on the Beach in Wailea

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,202 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Wailea Vacation Condo Two Bedrooms Walk to Beach Sleeps 6
Wailea - Maui

Wailea Vacation Condo Two Bedrooms Walk to Beach Sleeps 6

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,229 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Two Bedroom Exclusive Vacation Rental in Wailea
Wailea - Maui

Two Bedroom Exclusive Vacation Rental in Wailea

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,061 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Fantastic Vacation Condo with 2 Bedrooms & Steps from Beach
Wailea - Maui

Fantastic Vacation Condo with 2 Bedrooms & Steps from Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $767 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Fantastic condo for 8 people
Wailea - Maui

Fantastic condo for 8 people

2 Bedrooms · 2 Bathrooms · Sleeps 8
From $643 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Two Bedroom Vacation Condo in Wailea Close to Beach Sleeps 4
Wailea - Maui

Two Bedroom Vacation Condo in Wailea Close to Beach Sleeps 4

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $725 / night
Call to confirm availability941.500.4555 Request a callback & quote

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