Vacation rentals in Wailea-Makena
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Wailea-Makena
Guests agree: these stays 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-Makena vacation rentals
Other great vacation rentals in Wailea-Makena
Condo in Wailea
4.94 out of 5 average rating, 155 reviewsSpectacular Ocean View condo beautiful inside out.
Aug. 20 – 27
Apartment in Kihei
4.97 out of 5 average rating, 62 reviewsWonderful Wailea Condo with Lanai Water Views
Mar. 9 – 16
Condo in Wailea
4.89 out of 5 average rating, 19 reviewsGorgeous Condo in Wailea Ekahi Village!
Jan. 23 – 30
Condo in Kihei
4.97 out of 5 average rating, 63 reviewsMaui Retreat Ekahi 50F - All YOU Need!
Apr. 25 – May 2
Guest suite in Kihei
5.0 out of 5 average rating, 78 reviewsSweeping Panoramic Ocean Views - Private Ohana
Jan. 28 – Feb. 4
Condo in Wailea-Makena
4.95 out of 5 average rating, 60 reviewsLuxury Condo w/wide Ocean View (Palms at Wailea)!
Nov. 29 – Dec. 6
Condo in Kihei
4.97 out of 5 average rating, 95 reviewsBarefoot Luxury at its Finest! WBV PHJ206
Oct. 19 – 26
Condo in Kihei
5.0 out of 5 average rating, 24 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
Sep. 24 – Oct. 1
Quick stats about vacation rentals in Wailea-Makena
Total rentals
1.9K properties
Rentals with dedicated workspaces
960 properties have a dedicated workspace
Rentals with a pool
1.7K properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
1.1K properties are a good fit for families
Total number of reviews
43K reviews
Destinations to explore
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Kihei Vacation rentals
- Kailua Vacation rentals
- Lahaina Vacation rentals
- Kaanapali Vacation rentals
- Kahului Vacation rentals
- Hana Vacation rentals
- Maui Vacation rentals
- O‘ahu Vacation rentals
- Honolulu Vacation rentals
- Waikiki Beach Vacation rentals
- Serviced apartment rentals Wailea-Makena
- Family-friendly rentals Wailea-Makena
- Rentals with an EV charger Wailea-Makena
- Condo rentals Wailea-Makena
- Pet-friendly rentals Wailea-Makena
- Rentals with a washer and dryer Wailea-Makena
- Rentals with outdoor seating Wailea-Makena
- Apartment rentals Wailea-Makena
- Wheelchair accessible rentals Wailea-Makena
- Waterfront rentals Wailea-Makena
- Rentals with a hot tub Wailea-Makena
- Villa rentals Wailea-Makena
- Rentals with pools Wailea-Makena
- Beachfront rentals Wailea-Makena
- Townhouse rentals Wailea-Makena
- Hotel rentals Wailea-Makena
- Fitness-friendly rentals Wailea-Makena
- Rentals with beach access Wailea-Makena
- House rentals Wailea-Makena
- Rentals with a patio Wailea-Makena
- Monthly Rentals Wailea-Makena
- Kid-friendly rentals Wailea-Makena
- 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