Condo vacation rentals in Wailea, Wailea-Makena
Find and book unique condos on Airbnb
Top-rated condo rentals in Wailea, Wailea-Makena
Guests agree: these condos 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 condo rentals
Luxury condo rentals
Condo in Wailea
4.94 out of 5 average rating, 155 reviewsSpectacular Ocean View condo beautiful inside out.
Sep 8 – 15
Condo in Kihei
4.94 out of 5 average rating, 198 reviewsMana Kai Maui - Oceanfront Condo in Kihei
Mar 5 – 12
Condo in Kihei
5.0 out of 5 average rating, 211 reviewsToast the Sunset in a Dreamy Island Penthouse Loft
Sep 1 – 8
Condo in Wailuku
4.96 out of 5 average rating, 108 reviewsTrade Winds Blow...Surrounded by Glass...Utopia!
Aug 20 – 27
Condo in Kihei
4.9 out of 5 average rating, 112 reviewsSpacious 3BR/2BA Villa with Ocean & Sunset views
Apr 14 – 21
Condo in Kihei
4.96 out of 5 average rating, 114 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
Sep 21 – 28
Condo in Kihei
4.97 out of 5 average rating, 109 reviewsModern Luxury Remodel - Maui Kamaole J114
Jan 2 – 9
Condo in Kihei
4.95 out of 5 average rating, 128 reviews3BR spacious Condo with Ocean View in top location
Nov 16 – 23
Weekly condo rentals
Condo in Kihei
4.91 out of 5 average rating, 211 reviewsGorgeous Getaway on the Beach
Nov 29 – Dec 6
Condo in Kihei
4.83 out of 5 average rating, 138 reviewsUpdated Air Conditioned Condo Steps from the Beach
Sep 2 – 9
Condo in Kihei
4.95 out of 5 average rating, 141 reviewsMinimalist + Newly Renovated Beach Paradise
Jul 19 – 26
Condo in Wailea-Makena
4.97 out of 5 average rating, 129 reviewsStay at a Prestigious Tropical Resort in Wailea
Apr 18 – 25
Condo in Kihei
4.85 out of 5 average rating, 310 reviews1 minute to Beach & Downtown! Remodeled XL Apt!
Oct 6 – 13
Condo in Kihei
4.98 out of 5 average rating, 127 reviewsThe Pi Life: Ocean Views · 99 Steps from the Beach
Sep 17 – 24
Condo in Kihei
4.96 out of 5 average rating, 226 reviewsBeautiful Modern Decor in a Light-Filled Condo
Mar 17 – 24
Condo in Kihei
4.97 out of 5 average rating, 146 reviewsOceanfront, Beautiful View, Newly Renovated!
Jul 10 – 15
Pet-friendly condo rentals
Condo in Kihei
4.95 out of 5 average rating, 58 reviewsFabulous Maui Banyan King! AC/Pool/Wi-Fi/Bikes
Apr 15 – 22
Condo in Kihei
4.96 out of 5 average rating, 28 reviewsOceanfront luxury, best location! Sugar Beach 404
Aug 19 – 26
Condo in Lahaina
4.92 out of 5 average rating, 12 reviewsGorgeous Ocean Front Oasis
Aug 18 – 25
Condo in Kihei
5.0 out of 5 average rating, 4 reviewsRenovated 2BR/2BA near Kam 1 Beach, Pool, Hot Tub
Dec 8 – 15
Condo in Kihei
Sugar Beach Bliss 2 - Oceanfront
Sep 28 – Oct 5
Condo in Kihei, Maui
Breathtaking Location-Sugar Beach #129
Sep 24 – Oct 1
Condo in Lahaina
4.88 out of 5 average rating, 120 reviewsBeautiful Views~
Jan 25 – Feb 1
Condo in Wailuku
4.72 out of 5 average rating, 102 reviewsSuite Maui Paradise Condo
Mar 12 – 19
Quick stats about condo rentals in Wailea, Wailea-Makena
Total rentals
1.5K properties
Rentals with dedicated workspaces
720 properties have a dedicated workspace
Rentals with a pool
1.4K properties have a pool
Family-friendly rentals
810 properties are a good fit for families
Total number of reviews
34K reviews
Nightly prices starting at
G$20,908 GYD before taxes and fees
Destinations to explore
- Condo rentals Hawaii
- Beach condo rentals Hawaii
- Condo rentals Hawaii
- Beach condo rentals Hawaii
- Condo rentals Maui
- Beach condo rentals Maui
- Beach condo rentals Waikiki Beach
- Condo rentals Waikiki Beach
- Condo rentals Maui County
- Condo rentals Wailea-Makena
- Family-friendly rentals Wailea
- House rentals Wailea
- Rentals with a washer and dryer Wailea
- Pet-friendly rentals Wailea
- Rentals with beach access Wailea
- Rentals with pools Wailea
- Rentals with an EV charger Wailea
- Rentals with outdoor seating Wailea
- Beach house rentals Wailea
- Rentals with a hot tub Wailea
- Kid-friendly rentals Wailea
- Apartment rentals Wailea
- Cottage rentals Wailea
- Beachfront rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with a patio Wailea
- Beach condo rentals Wailea
- Serviced apartment rentals Wailea
- Waterfront rentals Wailea
- Townhouse rentals Wailea
- Monthly Rentals Wailea
- Villa rentals Wailea
- Hotel rentals Wailea
- Wheelchair accessible rentals 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