Apartment holiday rentals in Wailea, Wailea-Makena
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Wailea, Wailea-Makena
Guests agree: these apartments 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 Wailea, Wailea-Makena apartment rentals
Weekly apartment rentals
Flat in Kihei
4.88 out of 5 average rating, 102 reviewsWailea Large Ocean View Condo
9–16 Sep
Flat in Kihei
4.78 out of 5 average rating, 139 reviewsUpdated Condo Just Steps Away from Beach!
20–27 May
Flat in Kihei
4.9 out of 5 average rating, 212 reviewsCozy Central Kihei Condo
18–25 Mar
Flat in Kihei
4.9 out of 5 average rating, 135 reviewsUpdated! Walk to Beach, Restaurants & Shops
4–11 Jul
Flat in Kihei
4.85 out of 5 average rating, 140 reviewsWork from Paradise - Top Floor Ocean View with Balcony
20–27 Aug
Flat in Kihei
4.82 out of 5 average rating, 155 reviewsMaui Vista
18–25 Sep
Flat in Kihei
4.85 out of 5 average rating, 424 reviewsGreat 1 Bdrm Across fr Beach OceanView!
7–14 Jan
Flat in Kihei
4.92 out of 5 average rating, 112 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
20–27 Apr
Private apartment rentals
Flat in Kihei
4.89 out of 5 average rating, 82 reviewsOcean Front With Ocean View! AC, King Bed, 2 Bath!
29 Jun – 6 Jul
Flat in Wailea-Makena
5.0 out of 5 average rating, 18 reviewsA.R.A Retreats: Birds Eye View
31 Oct – 7 Nov
Flat in Kihei
5.0 out of 5 average rating, 16 reviewsKamaole Sands condo with ocean view. Split AC
29 Jul – 5 Aug
Flat in Kihei
5.0 out of 5 average rating, 9 reviewsLanai Oceanview * Updated * A/C * Kamaole Nalu 503
5–12 Dec
Flat in Kihei
5.0 out of 5 average rating, 52 reviewsThe Whale Watch 208-Oceanfront Kihei
11–18 Sep
Flat in Kihei
4.87 out of 5 average rating, 63 reviewsMaui Oceanfront Penthouse - Nani Kai Hale, APT 609
10–17 Jul
Flat in Kihei
4.97 out of 5 average rating, 33 reviewsModern Maui Getaway
18–25 Jun
Flat in Kihei
5.0 out of 5 average rating, 4 reviewsStunning remodeled oceanview in the heart of Kihei
13–20 Dec
Apartment rentals with a hot tub
Flat in Kihei
4.95 out of 5 average rating, 248 reviewsPacific Shores-Ocean View Top Floor-A/C All Rooms
6–13 Feb
Flat in Kihei
4.78 out of 5 average rating, 142 reviewsOceanview Remodl, Sleeps 8@Kam 2, HotTub, 5 Stars!
14–21 May
Flat in Kihei
4.79 out of 5 average rating, 150 reviewsSummer Special! Remodel Great Value Book Now!
1–8 Apr
Flat in Kihei
4.91 out of 5 average rating, 141 reviewsBeautiful Ocean Front Condo on Maui
2–9 Sep
Flat in Kihei
4.8 out of 5 average rating, 293 reviewsAloha Nani Beach Retreat: tropical studio
10–17 Mar
Flat in Kihei
4.89 out of 5 average rating, 360 reviewsTranquil Kihei 2 Bedroom Condo
2–9 Jun
Flat in Kihei
5.0 out of 5 average rating, 29 reviewsYour Perfect Kihei Vacation full of ALOHA
6–13 Aug
Flat in Kihei
5.0 out of 5 average rating, 3 reviewsKihei Beach Retreat: Ocean Views and Sandy Feet!
30 Jun – 7 Jul
Quick stats about flat rentals in Wailea, Wailea-Makena
Total rentals
130 properties
Wifi availability
130 properties include access to wifi
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Rentals with a pool
120 properties have a pool
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
3.6K reviews
Destinations to explore
- Serviced apartment rentals United States
- Flat rentals United States
- Flat rentals Hawaii
- Serviced apartment rentals Hawaii
- Flat rentals Hawaii
- Serviced apartment rentals Hawaii
- Flat rentals Maui
- Serviced apartment rentals Maui
- Flat rentals Waikiki Beach
- Serviced apartment rentals Maui County
- Flat rentals Maui County
- Flat rentals Wailea-Makena
- Serviced apartment rentals Wailea-Makena
- Apartment rentals Wailea
- Rentals with a sauna Wailea
- Fitness-friendly rentals Wailea
- Villa rentals Wailea
- Waterfront rentals Wailea
- Family-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with pools Wailea
- House rentals Wailea
- Monthly Rentals Wailea
- Wheelchair-accessible rentals Wailea
- Rentals with an EV charger Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Beach house rentals Wailea
- Family-friendly rentals Wailea
- Hotel rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Cottage rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Beach apartment 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