
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

Luxury Oceanview Wailea Retreat with Sunset Views

Gorgeous Views! - Kihei Surfside #109

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

Island Comfort - Prime Kihei Location - 2 bedrooms

Centrally located and steps to the beach!

Remodeled One BD Ocean, AC,wifi, pool D202

Kamaole Sands FRONT ROW OCEAN Unit 116

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

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

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

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

exquisite condo in KKN #174

The Classic Cottage

PAIA HALE Walk to beach and town

Brand New 1bed/1Ba

Aloha Aku Bamboo Suite – Discover Beachfront Seren
Private house rentals

Paia Family Cottage

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

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

Aloha Aku Hula2 Suite – Beachfront Bliss

Aloha Aku Ohana2 Suite – Relaxing Garden Views Awa

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Aloha Aku Honu Suite – Experience the Spirit of Al

Keawakapu Beach Cottage
Quick stats about house rentals in Wailea
Total rentals
60 properties
Nightly prices starting at
R1,235 ZAR 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
- Townhouse rentals Wailea
- Rentals with a sauna Wailea
- Rentals with pools Wailea
- Rentals with a washer and dryer Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Hotel rentals Wailea
- Family-friendly rentals Wailea
- Beach condo rentals Wailea
- Serviced apartment rentals Wailea
- Fitness-friendly rentals Wailea
- Condo rentals Wailea
- Rentals with an EV charger Wailea
- Luxury rentals Wailea
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- Rentals with a hot tub Wailea
- Cottage rentals Wailea
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- House rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Wailea Beach
- Kaipukaihina
- Kapua
- Oneloa Beach
- Changs Beach
- Palauea Beach
- Puu Olai Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Wailea Golf Club
- Mokulau Beach