Cottage vacation rentals in Wailea, Wailea-Makena
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Top-rated cottage rentals in Wailea, Wailea-Makena
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea, Wailea-Makena cottage rentals
Cottage rentals with a hot tub
Cottage in Haiku-Pauwela
4.8 out of 5 average rating, 177 reviewsHawaiian DreamTemple- Tropical Oasis BBPH20120004
Cottage in Haiku-Pauwela
5 out of 5 average rating, 9 reviewsPrivacy, Luxury, Ocean View Cottage, HotTub, K-Bed
Cottage in Wailuku
5 out of 5 average rating, 8 reviewsRomantic and Private Cottage and Gazebo for two!
Cottage in Makawao
4.99 out of 5 average rating, 164 reviewsLuxury Upcountry retreat with breathtaking views!
Cottage in Kihei
4.98 out of 5 average rating, 227 reviewsLuxury Cottage, Saltwater Spa, Walk to Beach/Dining/Shops
Cottage in Haiku-Pauwela
4.99 out of 5 average rating, 75 reviewsLeilani's "Leimomi" Cottage - County Licensed
Cottage in Kihei
4.83 out of 5 average rating, 69 reviewsTropical Getaway: Maui's Best - Honeymoon Suite
Private cottage rentals
Cottage in Paia
4.74 out of 5 average rating, 19 reviewsWalk to small beach, charming cottage
Cottage in Lahaina
4.8 out of 5 average rating, 40 reviewsKaanapali Cottage ICC24 ocean view- House for rent
Cottage in Paia
4.84 out of 5 average rating, 82 reviewsCharming Plantation Style Cottage in Kuau
Cottage in Lahaina
4.59 out of 5 average rating, 78 reviewsPrivate Hawaiian Cottage Gem 3/2 🌺 Stellar Lanai
Cottage in Kihei
5 out of 5 average rating, 48 reviewsBeautiful Beach Cottage: lush garden paradise
Cottage in Kihei
4.91 out of 5 average rating, 22 reviewsRemodeled 2BR | Deck | Washer/Dryer
Cottage in Kihei
Cozy Cottage in Beautiful Wailea
Cottage in Lahaina
Beautiful Cottage 5 Minutes From Beach
Luxury cottage rentals
Cottage in Maui County
4.77 out of 5 average rating, 70 reviewsEco-Living Bamboo Bliss! Oceanview's & Waterfalls
Cottage in Hana
4.96 out of 5 average rating, 47 reviewsHana Bay Manini Cottage
Cottage in Paia
4.72 out of 5 average rating, 207 reviewsLani Paradise Oceanfront Cottage
Cottage in Lahaina
4.95 out of 5 average rating, 22 reviewsPuamana: New, bright, clean, modern gem!
Cottage in Lahaina
4.71 out of 5 average rating, 56 reviewsPono Plantation Maui-'Summer In Paradise-3 Bedroom
Cottage in Maui County
4.79 out of 5 average rating, 156 reviewsHoneymoon Haven: Ocean Vista BambooTemple Bliss!
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