House vacation rentals in Wailea, Wailea-Makena
Find and book unique houses on Airbnb
Top-rated house rentals in Wailea, Wailea-Makena
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, Wailea-Makena house rentals
House rentals with a pool
Home in Kihei
South Kihei Condo w/AC - steps to pool and ocean!
Home in Kihei
GORGEOUS PRIVATE HOME WITH POOL
Home in Kihei
Your Own Private Resort with Breathtaking Ocean Views
Home in Kihei
Hale Alana
Home in Kihei
Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
Home in Kihei
Beachfront Condo—3 bedrooms—Fully Renovated
Home in Kihei
Centrally located and steps to the beach!
Home in Kihei
Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou
Weekly house rentals
Home in Paia
Villa Parthenope in Paia bnb #3 *****
Home in Kihei
Exclusive Beachfront Cottage, Ocean Views, WiFi/AC
Home in Kihei
Whales and sunsets, front row seats every day!
Home in Kihei
Cute Cottage-Large Outdoor Deck
Home in Makawao
Private Luxurious Cottage
Home in Kihei
Kihei Bungalow w/tennis court steps from beach
Home in Haiku-Pauwela
Romantic feel w/private bath & kitchen King bed
Home in Haiku-Pauwela
Peaceful and Spacious; North Shore Maui
Private house rentals
Home in Paia
Milo Surf Cottage
Home in Haiku-Pauwela
Pineapple Cottage Haiku Maui Lic#BBPH2015/0011
Home in Haiku-Pauwela
Hookipa Farm: County Legal 3 Bedroom Home in Haiku
Home in Paia
Huge views, one minute to beach
Home in Kihei
Hale Luana 4B Pool, Hot Tub, A/C, STKM2023/00001
Home in Paia
Paia Family Cottage
Home in Kihei
Luana Kai C209
Home in Haiku-Pauwela
Quaint 4-bedroom in Ha'iku, Maui
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
$96 CAD before taxes and fees
Destinations to explore
- Townhouse rentals United States
- Guesthouse rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- House rentals United States
- Guesthouse rentals Hawaii
- Townhouse rentals Hawaii
- Treehouse rentals Hawaii
- Tiny house rentals Hawaii
- Beach house rentals Hawaii
- House rentals Hawaii
- Guesthouse rentals Hawaii
- Townhouse rentals Hawaii
- Treehouse rentals Hawaii
- Tiny house rentals Hawaii
- Beach house rentals Hawaii
- House rentals Hawaii
- Beach house rentals Maui
- Guesthouse rentals Maui
- House rentals Maui
- Townhouse rentals Maui
- Beach house rentals Waikiki Beach
- House rentals Waikiki Beach
- Townhouse rentals Maui County
- Guesthouse rentals Maui County
- House rentals Maui County
- House rentals Wailea-Makena
- Townhouse rentals Wailea-Makena
- Family-friendly rentals Wailea
- Wheelchair accessible rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Apartment rentals Wailea
- Rentals with an EV charger Wailea
- Kid-friendly rentals Wailea
- Condo rentals Wailea
- Cottage rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with pools Wailea
- Waterfront rentals Wailea
- Monthly Rentals Wailea
- Beach house rentals Wailea
- Rentals with a sauna Wailea
- Beach condo rentals Wailea
- Rentals with a washer and dryer Wailea
- Villa rentals Wailea
- Hotel rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom