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

Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 private bathroom
2–7 Oct
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4.94 out of 5 average rating, 95 reviews
Superhost
Apartment in Kihei
3BR Luxury Villa w/ AC Superb Views - HLR 23-3
3 bedrooms, 3 king beds
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kihei
Summer Sale OceanView21-6
3 bedrooms, 4 beds
2–7 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds
1–6 Sept
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds
1–6 Sept
4.94 out of 5 average rating, 85 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
1 bedroom, 1 king bed
11–16 Oct
4.98 out of 5 average rating, 238 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds
25–30 Sept
5.0 out of 5 average rating, 85 reviews
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds
4–9 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds
1–6 Sept
4.88 out of 5 average rating, 172 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed
1–6 Sept
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Wailea
Modern Renovated Palms at Wailea Condo!
1 bedroom, 2 beds
11–16 Sept
4.97 out of 5 average rating, 114 reviews
Top guest favourite
Apartment in Wailea
A.R.A retreats: The OG
2 bedrooms, 3 beds
4–9 Sept
4.91 out of 5 average rating, 353 reviews
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms, 4 beds
13–18 Sept
4.95 out of 5 average rating, 102 reviews
Top guest favourite
Flat in Kihei
Stunning Sunsets & Ocean Views Every Day!
1 bedroom, 1 king bed
6–11 Sept
5.0 out of 5 average rating, 13 reviews