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

Top guest favourite
Apartment in Wailea
Elua 1310 Oceanfront -Family Managed-Remodeled9/25
1 bedroom, 2 beds, 1 private bathroom
25–30 Sept
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5.0 out of 5 average rating, 22 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
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
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
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
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
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
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
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
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
Superhost
Apartment in Kihei
Wailea Ekolu 1203 | Golf Walk-Out & Walkable
1 bedroom, 2 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 31 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
9–14 Sept
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