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

Top guest favourite
Condo in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 private bath
Aug 24–29
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4.96 out of 5 average rating, 676 reviews
Top guest favourite
Condo in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 baths
Aug 27–Sep 1
4.94 out of 5 average rating, 331 reviews
Top guest favourite
Condo in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 baths
Aug 23–28
4.98 out of 5 average rating, 206 reviews
Top guest favourite
Condo in Wailea
A.R.A Retreats: The Waterfall
2 bedrooms, 3 beds, 2 baths
Aug 27–Sep 1
4.94 out of 5 average rating, 262 reviews
Guest favourite
Apartment in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds, 2 baths
Aug 13–18
5.0 out of 5 average rating, 5 reviews
Guest favourite
Condo in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds, 1 bath
Nov 30–Dec 5
4.98 out of 5 average rating, 44 reviews
Guest favourite
Apartment in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds, 2 baths
Oct 22–27
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Condo in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds, 1 bath
Oct 26–31
5.0 out of 5 average rating, 45 reviews
Guest favourite
Condo in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 baths
Sep 2–7
5.0 out of 5 average rating, 17 reviews
Condo in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 baths
Aug 27–Sep 1
Top guest favourite
Condo in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 baths
Aug 25–30
5.0 out of 5 average rating, 140 reviews
Superhost
Condo in Wailea
Polo Beach Club 409 | Ocean View, Pool + Hot Tub
2 bedrooms, 3 beds, 2 baths
Aug 15–20
Top guest favourite
Condo in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bath
Aug 23–28
4.94 out of 5 average rating, 94 reviews
Top guest favourite
Condo in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 baths
Aug 28–Sep 4
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 baths
Sep 3–8
4.99 out of 5 average rating, 142 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 baths
Oct 12–17
4.93 out of 5 average rating, 102 reviews
Top guest favourite
Condo in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bath
Aug 21–26
4.94 out of 5 average rating, 66 reviews
Guest favourite
Condo in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds, 2 baths
Aug 29–Sep 3
4.93 out of 5 average rating, 203 reviews
Guest favourite
Condo in Wailea
Gaze out at Panoramic Ocean Views from an Airy Coastal Oasis
1 bedroom, 2 beds, 2 baths
Aug 13–18
4.91 out of 5 average rating, 55 reviews