Waterfront vacation rentals in Wailea-Makena
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Top-rated waterfront rentals in 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-Makena waterfront rentals
Waterfront apartment rentals
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, 100 reviewsOcean Front With Ocean View! AC, King Bed, 2 Bath!
Rental unit in Kihei
4.9 out of 5 average rating, 117 reviewsSugar Beach Resort #532 - Maui HI - Big Discount!
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, 164 reviewsBeautiful Oceanfront Condo
Rental unit in Lahaina
4.86 out of 5 average rating, 218 reviewsBeautiful, Remodeled Ocean View Condo
Rental unit in Kihei
4.95 out of 5 average rating, 119 reviewsWailea Couples Retreat, 300 FT To Keawakapu Beach
Rental unit in Lahaina
4.98 out of 5 average rating, 248 reviews180* Oceanfront View w/ AC! Remodel+2Pools+Clean
Waterfront house rentals
Home in Paia
4.87 out of 5 average rating, 60 reviewsHale Hookipa Kai House, County Licensed
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 Lahaina
5 out of 5 average rating, 6 reviewsKapalua Golf Villas ~ 11P 5-6 ~
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
4.5 out of 5 average rating, 4 reviewsSummer Rates: Oceanview Penthouse and Beach Bliss!
Home in Kihei, Maui
4.33 out of 5 average rating, 3 reviewsOceanfront Living is the Best!! -Kamaole Nalu #602
Waterfront condo rentals
Condo in Kihei
5 out of 5 average rating, 13 reviewsFull Ocean View Beachfront Condo! #1
Condo in Lahaina
4.97 out of 5 average rating, 33 reviewsDiscounted Rates! 311 Beautiful 2 bed / 2 bath
Condo in Kihei
4.94 out of 5 average rating, 18 reviewsUnwind in Style: Stunning Oceanfront Maui Condo.
Condo in Wailuku. Maui
4.87 out of 5 average rating, 262 reviewsOceanfront Condo. Pool & Spa, 1 Br.
Condo in Lahaina
4.8 out of 5 average rating, 59 reviewsKS 942 Spacious Penthouse Studio w Ocean View Pool
Condo in Kihei
4.84 out of 5 average rating, 99 reviewsDIRECT Oceanfront 2nd Floor! Refresh, Relax, Enjoy
Condo in Wailuku
5 out of 5 average rating, 9 reviewsOceanfront 5 star Retreat
Condo in Lahaina
4.95 out of 5 average rating, 39 reviewsYou'll Love this Direct Ocean Front one bedroom!
Quick stats about waterfront rentals in Wailea-Makena
Total rentals
270 properties
Nightly prices starting at
$120 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
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Kihei Vacation rentals
- Kailua Vacation rentals
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- Kaanapali Vacation rentals
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