
House holiday rentals in Wailea
Find and book unique houses on Airbnb
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 house rentals in Wailea
House rentals with a pool

Wailea Ekahi 6E Island Time!

Luxury Oceanview Wailea Retreat with Sunset Views

Authentic Hawaii Beach Home & Gardens

Gorgeous Views! - Kihei Surfside #109

Wailea Ike by AvantStay | Walk to the Beach, Views

Island Comfort - Prime Kihei Location - 2 bedrooms

Centrally located and steps to the beach!

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Weekly house rentals

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

The Classic Cottage

Remodeled One BD Ocean, AC,wifi, pool D202

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Aloha Aku Honu Suite – Experience the Spirit of Al

Aloha Aku Hula Suite – Find Peace by the Shore
Private house rentals

Aloha Aku Bamboo2 Suite – A Serene Sea Retreat

Gorgeous Oceanfront Condo! - Sugar Beach #518

Vineyard Village Maui Ohana 2BR/1 Bathroom

Aloha Aku Hula2 Suite – Beachfront Bliss

Aloha Aku Ohana2 Suite – Relaxing Garden Views Awa

Oceanfront Living is the Best!! -Kamaole Nalu #602

Keawakapu Beach Cottage

Beautiful Beach Front Condo-Sugar Beach #534
Quick stats about house rentals in Wailea
Total rentals
60 properties
Nightly prices starting at
$90 SGD 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 sauna Wailea
- Villa rentals Wailea
- Waterfront rentals Wailea
- Rentals with pools Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Cottage rentals Wailea
- Luxury rentals Wailea
- Family-friendly rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Pet-friendly rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with an EV charger Wailea
- Beach apartment rentals Wailea
- Apartment rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Flat rentals Wailea
- Hotel rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- House rentals Wailea
- House rentals Maui County
- House rentals Hawaii
- House rentals United States
- 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