filters

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

Guest favourite
Flat in Wailea
Ocean View w/AC - Wailea Elua 306
2 bedrooms, 2 beds, 2 private bathrooms
1–6 Sept
,
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
5–10 Oct
4.94 out of 5 average rating, 332 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
4.95 out of 5 average rating, 358 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 bathroom
27 Oct – 1 Nov
4.96 out of 5 average rating, 677 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
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 62 reviews
Guest favourite
Apartment in Wailea
Gaze out at Panoramic Ocean Views from an Airy Coastal Oasis
1 bedroom, 2 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 55 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Home in Kihei
South Maui Guesthouse
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 316 reviews
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds, 2 bathrooms
1–6 Sept
4.94 out of 5 average rating, 85 reviews
Guest favourite
Apartment in Kihei
*Last Minute Deal*Luxurious*2b/2b OceanView Wailea
2 bedrooms, 2 king beds, 2 bathrooms
26 Nov – 1 Dec
4.88 out of 5 average rating, 147 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 26 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds, 2 bathrooms
5–10 Sept
4.98 out of 5 average rating, 65 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
12–17 Oct
4.93 out of 5 average rating, 102 reviews
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 45 reviews
Superhost
Apartment in Kihei
First Floor Unit w Ocean Views. Walk to Beach!
1 bedroom, 2 beds, 2 bathrooms
12–17 Sept
New place to stay
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
4.99 out of 5 average rating, 151 reviews
Top guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 85 reviews