
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

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

Hale Luana 4B House pool/spa/AC, STKM2023/00001

Gorgeous Views! - Kihei Surfside #109

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

Wailea Ike by AvantStay | Walk to the Beach, Views

Island Comfort - Prime Kihei Location - 2 bedrooms

Centrally located and steps to the beach!

Kihei Gem: Walk to Kam I Beach!
Weekly house rentals

Wailea Ekahi 6E Island Time!

Kihei maui getaway unit 2119

South Maui Estate

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

The Classic Cottage

Kuau Beachy Family Cottage Maui

PAIA HALE Walk to beach and town

Brand New 1bed/1Ba
Private house rentals

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Remodeled One BD Ocean, AC,wifi, pool D202

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Aloha Aku Honu Suite – Experience the Spirit of Al

Aloha Aku Hula Suite – Find Peace by the Shore
Quick stats about house rentals in Wailea
Total rentals
60 properties
Nightly prices starting at
$96 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 a patio Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Changs Beach
- Pahoa Beach
- Manele Golf Course
- Kaipukaihina
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kapua
- Oneloa Beach
- Mokulau Beach
- Puu Olai Beach
- Wailea Golf Club
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau