Waterfront vacation rentals in Wailea, Wailea-Makena
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Top-rated waterfront rentals in Wailea, Wailea-Makena
Guests agree: these waterfront rentals 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 waterfront rentals
Waterfront apartment rentals
Rental unit
4.79 out of 5 average rating, 126 reviewsPele’s Penthouse Top Floor Book Now!
Rental unit
4.91 out of 5 average rating, 164 reviewsStunning Luxury Oceanview Condo
Rental unit
4.92 out of 5 average rating, 107 reviews100 steps from the beach! Tranquil Seaside Oasis
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4.9 out of 5 average rating, 117 reviewsSugar Beach Resort #532 - Maui HI - Big Discount!
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4.92 out of 5 average rating, 144 reviewsBeautiful Ocean Front Condo on Maui
Rental unit
4.91 out of 5 average rating, 162 reviewsBeautiful Oceanfront Condo
Rental unit
4.86 out of 5 average rating, 217 reviewsBeautiful, Remodeled Ocean View Condo
Rental unit
4.88 out of 5 average rating, 192 reviewsOur Little Slice of Oceanfront Paradise!
Waterfront house rentals
Home
4.95 out of 5 average rating, 22 reviewsLuana Kai C209
Home in Kihei
5 out of 5 average rating, 7 reviewsBeautiful Beachfront Townhouse !
Home
4.93 out of 5 average rating, 14 reviewsMaalaea Kai 307 - Maui Prime Oceanfront
Home
5 out of 5 average rating, 38 reviewsCentrally located and steps to the beach!
Home
New place to stayWestin Ka'anapali Ocean Resort Villas North- 2bd
Home
4.5 out of 5 average rating, 4 reviewsSummer Rates: Oceanview Penthouse and Beach Bliss!
Home
4.95 out of 5 average rating, 64 reviewsHale Ho'okipa Kai Cottage, County Licensed
Waterfront condo rentals
Condo in Kihei
5 out of 5 average rating, 28 reviewsSpectacular Ocean & Beach Views 1 bdrm/ 1 bath
Condo in Kihei
4.93 out of 5 average rating, 58 reviewsOceanfront condo steps to the beach w/ pool & A/C
Condo
4.93 out of 5 average rating, 119 reviewsIncredible Maui Views Direct Beachfront Top Floor
Condo
5 out of 5 average rating, 9 reviewsOceanfront Elua Condo -Family Managed- Beachfront!
Condo in Kihei
4.96 out of 5 average rating, 46 reviewsStayBytheC506 at Kihei Akahi - Ocean Views
Condo
4.98 out of 5 average rating, 43 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
Condo
4.98 out of 5 average rating, 103 reviewsKihei Akahi D213 Maui Ocean View & Whales!
Condo in Kihei
4.97 out of 5 average rating, 98 reviewsNEW Ocean View 1 Bedroom Condo with Common Hot Tub
Quick stats about waterfront rentals in Wailea, Wailea-Makena
Total rentals
270 properties
Nightly prices starting at
€ 111 before taxes and fees
Total number of reviews
5.2K reviews
Family-friendly rentals
170 properties are a good fit for families
Rentals with a pool
260 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Destinations to explore
- Waterfront rentals Hawaii
- Waterfront rentals Maui
- Waterfront rentals Waikiki Beach
- Waterfront rentals Wailea-Makena
- Villa rentals Wailea
- Fitness-friendly rentals Wailea
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- Townhouse rentals Wailea
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- Kid-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Hotel rentals Wailea
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- Rentals with a hot tub Wailea
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- Monthly Rentals Wailea
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- Apartment rentals Wailea
- House rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a washer and dryer Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Family-friendly rentals Wailea
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