
Vacation rentals in Wailea, Wailea-Makena
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Top-rated vacation rentals in Wailea, Wailea-Makena
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea, Wailea-Makena vacation rentals
Wailea, Wailea-Makena beach vacation rentals

Beach Area Condo

Ocean property W/ king bed, AC, pool & hot tub

Luxury beachfront designer remodel - hotel zoned

Direct Beach/Ocean front, 20 Steps to the Water!

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

*Last Minute Deal*Oceanfront Maui's Sugar Beach!

"Life is a beach "Kauhale Makai 614 Oceanview

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome
Home rentals in Wailea, Wailea-Makena

Mana Hale Vacation Rental

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

South Maui Guesthouse

Perfect North Shore Location! Very Clean 2 bedroom

Stunning ocean view, heated pool at home by Wailea

PAIA HALE Walk to beach and town

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Two Bedroom Paia North Shore Beach House
Condo rentals in Wailea, Wailea-Makena

My Maui Beach Condo #3318

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

Luxurious Condo in South Kihei

Luxury 2bd2bth Kihei Maui Condo Across from Beach

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

*Maui Vista Condo* Great Location*Sleeps 4-5

Clean & Stylish Condo in heart of Kihei, Maui

Stylish Maui Condo Maui Vista
Quick stats about vacation rentals in Wailea, Wailea-Makena
Total rentals
1.9K properties
Nightly prices starting at
G$12,628 GYD before taxes and fees
Total number of reviews
49K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.8K properties have a pool
Destinations to explore
- Pet-friendly rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Manele Golf Course
- Pahoa Beach
- Maui Ocean Center
- Kaulana Beach
- Mokulau Beach
- Kailiili
- Hallulu
- Papaloa Beach
- Paukukalo Beach
- Ka'anapali Golf Courses