Waterfront holiday rentals in Wailea, Wailea-Makena
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Wailea, Wailea-Makena
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea, Wailea-Makena waterfront rentals
Waterfront apartment accommodation
Rental unit in Kihei
4.79 out of 5 average rating, 126 reviewsPele’s Penthouse Top Floor Book Now!
Rental unit in Kihei
4.9 out of 5 average rating, 165 reviewsStunning Luxury Oceanview Condo
Rental unit in Kihei
4.92 out of 5 average rating, 108 reviews100 steps from the beach! Tranquil Seaside Oasis
Rental unit in Kihei
5 out of 5 average rating, 4 reviewsMaui Calling! Oceanfront Condo with Amazing Views.
Rental unit in Kihei
4.9 out of 5 average rating, 117 reviewsSugar Beach Resort #532 - Maui HI - Big Discount!
Rental unit in Kihei
5 out of 5 average rating, 61 reviewsWalk to Everything! Beach, Eat, Shop, Relax!
Rental unit in Kihei
4.92 out of 5 average rating, 145 reviewsBeautiful Ocean Front Condo on Maui
Rental unit in Kihei
4.91 out of 5 average rating, 163 reviewsBeautiful Oceanfront Condo
Waterfront house rentals
Home in Kihei
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 in Kihei
5 out of 5 average rating, 40 reviewsCentrally located and steps to the beach!
Home in Wailuku
4.94 out of 5 average rating, 16 reviewsMaalaea Kai 307 - Maui Prime Oceanfront
Home in Lahaina
New place to stayWestin Ka'anapali Ocean Resort Villas North- 2bd
Home in Lahaina
4.5 out of 5 average rating, 4 reviewsSummer Rates: Oceanview Penthouse and Beach Bliss!
Home in Paia
4.95 out of 5 average rating, 64 reviewsHale Ho'okipa Kai Cottage, County Licensed
Waterfront condo accommodation
Condo in Kihei
4.94 out of 5 average rating, 63 reviewsStunning View! Beachfront Haven in Wailea/Kihei
Condo in Kihei
4.93 out of 5 average rating, 76 reviewsOceanfront! Sugar Beach Resort Penthouse with a/c
Condo in Kihei
4.8 out of 5 average rating, 220 reviewsCondo Steps from the Beach
Condo in Kihei
5 out of 5 average rating, 51 reviewsOcean View Condo w/ King Bed & Steps to the Beach!
Condo in Kihei
4.98 out of 5 average rating, 105 reviewsKihei Akahi D213 Maui Ocean View & Whales!
Condo in Kihei
4.9 out of 5 average rating, 29 reviewsKihei Beach 606 - Direct Ocean Front, Central AC!
Condo in Wailuku
4.97 out of 5 average rating, 62 reviewsOceanfront Panorama: Newly Refreshed 3rd Floor Gem
Condo in Kihei
4.87 out of 5 average rating, 99 reviewsNEW - Wailea Getaway - steps to great pool & beach
Quick stats about waterfront rentals in Wailea, Wailea-Makena
Total rentals
270 properties
Nightly prices starting at
$184 AUD 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
- Rentals with a sauna Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Kid-friendly rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
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- Rentals with pools Wailea
- Rentals with an EV charger Wailea
- Condo rentals Wailea
- Monthly Rentals Wailea
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- Rentals with a patio Wailea
- Townhouse rentals Wailea
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- Hotel rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Cottage rentals Wailea
- Beach condo rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
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