
House holiday 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.
Holiday 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

Gorgeous Views! - Kihei Surfside #109

Wailea Ike by AvantStay | Walk to the Beach, Views

Centrally located and steps to the beach!

3BR/3BA Pualei Beach House

Maalaea Kai 307 - Maui Prime Oceanfront

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Puamana Retreat by Gather: Oceanfront Luxury
Weekly house rentals

Wailea Ekahi 6E Island Time!

Kihei maui getaway unit 2119

South Maui Estate

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

Island Comfort - Prime Kihei Location - 2 bedrooms

Charming Direct Oceanfront North Shore Beach House

Kuau Beachy Family Cottage Maui

Brand New 1bed/1Ba
Private house rentals

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Hale Hookipa Kai House, County Licensed

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

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

The Classic Cottage

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Remodeled One BD Ocean, AC,wifi, pool D202

PAIA HALE Walk to beach and town
Quick stats about house rentals in Wailea
Total rentals
60 properties
Nightly prices starting at
$107 AUD 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
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Hallulu
- Mokulau Beach
- Palauea Beach
- Wailea Golf Club
- Maui Golf & Sports Park
- Old Lahaina Luau
- Pōhakukāʻanapali
- Things to do Wailea-Makena
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