Wailea, Wailea-Makena vacation rentals
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Top-rated vacation rentals in Wailea, Wailea-Makena
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wailea, Wailea-Makena vacation rentals
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Wailea, Wailea-Makena beachfront vacation rentals
Condo in Kihei
5.0 out of 5 average rating, 139 reviewsSugar Beach Resort Beach / Ocean Front Unit 426
Apartment in Kihei
4.91 out of 5 average rating, 158 reviewsClassic Beachfront Studio
Condo in Kihei
4.96 out of 5 average rating, 168 reviewsRomantic Fancy 1BR Kihei Condo By The Beach!
Condo in Kihei
4.99 out of 5 average rating, 150 reviewsMana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Condo in Kihei
5.0 out of 5 average rating, 166 reviewsCozy Beach Condo Ocean & Mountain View’s
Condo in Kihei
4.99 out of 5 average rating, 209 reviews“Paradise Views” Menehune Shores, Kihei, Maui
Apartment in Kihei
4.83 out of 5 average rating, 477 reviewsHawaiian Paradise Escape Across Street from Beach
Condo in Kihei
4.96 out of 5 average rating, 164 reviewsOceanfront Stunning Views I Menehune Shores 412
Wailea, Wailea-Makena home rentals
Home in Kihei
4.96 out of 5 average rating, 212 reviewsSouth Maui Guesthouse
Home in Kihei
4.94 out of 5 average rating, 210 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
Home in Kihei
4.87 out of 5 average rating, 133 reviewsCajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
Home in Haiku-Pauwela
4.99 out of 5 average rating, 117 reviewsCharming Hoku Pauwela Breathtaking ocean views!
Home in Haiku- Pauwela
4.98 out of 5 average rating, 200 reviewsHale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)
Home in Paia
4.91 out of 5 average rating, 180 reviewsPaia cottage walk to town and beach
Home in Haiku-Pauwela
4.97 out of 5 average rating, 218 reviewsLive Like a Local; near Coffee, Road to Hana and Haleakala
Home in Haiku-Pauwela
4.91 out of 5 average rating, 160 reviewsBest Location! Very Clean 3 Bedroom Cottage
Wailea, Wailea-Makena condo rentals
Condo in Kihei
4.99 out of 5 average rating, 133 reviewsMaui Dream Place at Maui Kamaole G-209, Ocean View
Condo in Maui
4.95 out of 5 average rating, 199 reviewsSeaside Tropical Maui Condo - Vaxed Only
Condo in Kihei
4.95 out of 5 average rating, 229 reviewsBeautiful Modern Decor in a Light-Filled Condo
Condo in Wailea-Makena
4.98 out of 5 average rating, 144 reviewsGrand Champions 169 Beautiful 3 BR on the Fairway!
Condo in Kihei
4.95 out of 5 average rating, 147 reviewsNewly Renovated Beach Condo
Condo in Wailea-Makena
4.97 out of 5 average rating, 132 reviewsStay at a Prestigious Tropical Resort in Wailea
Condo in Kihei
4.9 out of 5 average rating, 301 reviewsEverything you need to enjoy true paradise!
Condo in Wailea
4.93 out of 5 average rating, 147 reviewsStunning ocean view! 2/2 in the heart of Wailea
Quick stats about vacation rentals in Wailea, Wailea-Makena
Total rentals
1.9K properties
Rentals with dedicated workspaces
960 properties have a dedicated workspace
Rentals with a pool
1.7K properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
1.1K properties are a good fit for families
Total number of reviews
43K reviews
Destinations to explore
- Villa rentals Wailea
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