
House vacation rentals in Wailea, Wailea-Makena
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Top-rated house rentals in Wailea, Wailea-Makena
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wailea, Wailea-Makena house rentals
House rentals with a pool

Newly Remodeled Cottage

ICC 20 Remodeled 2BD Hawaiian Cottage w Pool AC

Luana Kai C209

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Centrally located and steps to the beach!

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

Oceanfront 2BR Condo w/ Pool Access & Sunset Views

CLOUD 9 BEACH HOUSE - pool, walk to beach, legal
Weekly house rentals

Mahalo Pono @ Ka 'anapali Royal

Paia Family Cottage

Island-Inspired 2BD Oceanfront ~ Quam Properties

Hunter Hales KALA cottage Haiku Maui

3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!

5 Star 4 Bdrm Private Home in Kihei! 2 K 2 Q
Private house rentals

3 Bedroom Private House Kihei /Wailea Maui

House of light

One Block to the Beach! Cozy Beach House in Kihei

Gratitude Bed and Breakfast BBWK2022/0001

Come Back to Puamana Nani

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC

Charming 2bd/1ba downstairs Unit with AC

Beautiful ocean view home with central A/C
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$97 CAD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Rentals with pools Wailea
- Rentals with beach access Wailea
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- Sandy Beach
- Laie
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaulana Beach
- Mokulau Beach
- Hallulu
- Papaloa Beach
- Ka'anapali Golf Courses
- Wailea Golf Club
- Maluaka Beach
- Pahoa Beach
- Honukanaenae
- Puu Olai Beach
- Kanaio Beach
- Oneuli Beach
- Changs Beach
- Waipu
- Palauea Beach
- Pepeiaolepo Beach
- Halepalaoa Beach