
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
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Popular amenities for Wailea house rentals
House rentals with a pool

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

Gorgeous Views! - Kihei Surfside #109

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

Centrally located and steps to the beach!

3BR/3BA Pualei Beach House

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Lahaina Shores Mountain View Studio 628

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

Wailea Ekahi 6E Island Time!

Authentic Hawaii Beach Home & Gardens

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

exquisite condo in KKN #174

3 Bedroom Private House Kihei /Wailea Maui

Island Comfort - Prime Kihei Location - 2 bedrooms

The Classic Cottage

Brand New 1bed/1Ba
Private house rentals

Gingerbread House-Paia/North Shore Beaches

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Hale Hookipa Kai House, County Licensed

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Remodeled One BD Ocean, AC,wifi, pool D202

PAIA HALE Walk to beach and town

Aloha Aku Honu Suite – Experience the Spirit of Al
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
- Honolulu Holiday rentals
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
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- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Princeville Holiday rentals
- Hilo Holiday rentals
- Family-friendly rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Hāmoa Beach
- Kaipukaihina
- Maui Ocean Center
- Wailea Beach
- Kapua
- Puu Olai Beach
- Changs Beach
- Oneloa Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Palauea Beach
- Ka'anapali Golf Courses
- Wailau Valley
- Wailea Golf Club
- Mokulau Beach
- Paukukalo Beach
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