filters

Search results; Over 1,000 homes in Wailea, Wailea-Makena

Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
9–14 Aug
,
4.95 out of 5 average rating, 198 reviews
Top guest favourite
Apartment in Wailea
Wailea Beauty - walk to the beach & shops
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.95 out of 5 average rating, 167 reviews
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 80 reviews
Superhost
Apartment in Kihei
1 bedroom Kihei Condo, AC, walk to beach & shops
1 bedroom, 2 beds, 2 bathrooms
12–17 Aug
New place to stay
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 64 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
20–25 Aug
4.97 out of 5 average rating, 143 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.93 out of 5 average rating, 101 reviews
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
1 bedroom, 2 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
11–16 Aug
4.9 out of 5 average rating, 357 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 42 reviews
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Kihei
Kamaole Beach | Tropical Kihei Retreat
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 39 reviews
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
New place to stay
Guest favourite
Flat in Kihei
Wailea Ekahi Ocean View Unit | Walk to Beach | AC
1 bedroom, 3 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 7 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Wailea
Luxury Vacation at Special Summer 2026 Rates
1 bedroom, 2 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 69 reviews