filters

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

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
1 bedroom, 1 bed, 1 private bathroom
29 Jul – 3 Aug
,
4.98 out of 5 average rating, 476 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
4.97 out of 5 average rating, 102 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Apartment in Wailea
Beachfront in Wailea with ocean views
2 bedrooms, 2 bathrooms
7–12 Aug
Top guest favourite
Guest suite in Kihei
Panoramic ocean views from a huge lanai
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
4.98 out of 5 average rating, 62 reviews, 1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
Superhost
Flat in Wailea
Oceanfront at Polo Beach Club, Wailea
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Guest favourite
Apartment in Wailea
The BEST Condo in Wailea: Elua Resort 1002
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
Guest favourite
Flat in Kihei
Ocean-view lanai with glorious sunsets
4.91 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Flat in Kihei
Remodeled with direct ocean views in Wailea
5.0 out of 5 average rating, 103 reviews, 1 bedroom, 2 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Apartment in Wailea
Newly renovated in Wailea with ocean views
4.95 out of 5 average rating, 355 reviews, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Apartment in Wailea
Ocean-view lanai on Wailea’s golf course
5.0 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 2 bathrooms
22–27 Jul
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
4.98 out of 5 average rating, 56 reviews, 1 bedroom, 2 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
5.0 out of 5 average rating, 44 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Oct
Guest favourite
Flat in Wailea
Ocean views and direct beach access
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
4.93 out of 5 average rating, 100 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
Top guest favourite
Apartment in Kihei
Beachfront penthouse with a private lanai
4.98 out of 5 average rating, 139 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug