
House vacation rentals in Wailea
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Top-rated house rentals in Wailea
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Wailea house rentals
House rentals with a pool

Kihei 533- A/C, Free Parking, and WiFi

Gorgeous Views! - Kihei Surfside #109

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Walk to the Beach, Balcony w/ View, Communal Pool

Island Comfort - Prime Kihei Location - 2 bedrooms

Centrally located and steps to the beach!

Kamaole Sands FRONT ROW OCEAN Unit 116

South Maui • Pool • Hot Tubs• Beach • Ocean View
Weekly house rentals

Hale Makai Maui

Wailea Ekahi 6E Island Time!

S. Kihei 2br/2ba - 650' to Ocean

exquisite condo in KKN #174

3 Bedroom Private House Kihei /Wailea Maui

The Classic Cottage

PAIA HALE Walk to beach and town

Sand +Surf! Brand New
Private house rentals

Gingerbread House-Paia/North Shore Beaches

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Aloha Aku Hula2 Suite – Beachfront Bliss

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Remodeled One BD Ocean, AC,wifi, pool D202

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Quick stats about house rentals in Wailea
Total rentals
60 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
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Rentals with beach access Wailea
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- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Cottage rentals Wailea
- Pet-friendly rentals Wailea
- Beach condo rentals Wailea
- Luxury rentals Wailea
- Rentals with a sauna Wailea
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- Apartment rentals Wailea
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- Rentals with a kayak Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
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- Villa rentals Wailea
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- House rentals Wailea
- House rentals Maui County
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Wailea Golf Club