Waterfront vacation rentals in Wailea-Makena
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Wailea-Makena
Guests agree: these waterfront accommodations 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
Apartment in Kihei
4.92 out of 5 average rating, 137 reviewsBeautiful Oceanfront Condo
Feb. 9 – 16
Apartment in Kihei
4.91 out of 5 average rating, 149 reviewsStunning Luxury Oceanview Condo
Sep. 27 – Oct. 4
Apartment in Kihei
4.92 out of 5 average rating, 111 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
May 7 – 14
Apartment in Lahaina
4.98 out of 5 average rating, 218 reviews180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN
Mar. 7 – 14
Apartment in Wailuku
4.85 out of 5 average rating, 165 reviewsLuxury Remodeled Oceanfront—Huge Views— Sleeps 6
Oct. 21 – 28
Apartment in Lahaina
4.89 out of 5 average rating, 167 reviewsOceanfront- 5 minutes from Kaanapali!
Oct. 1 – 8
Apartment in Kihei
4.8 out of 5 average rating, 122 reviewsWELCOME TO OUR PARADISE! PELE'S PENTHOUSE UNIT 601
Nov. 24 – Dec. 1
Apartment in Lahaina
4.99 out of 5 average rating, 158 reviewsStunning Ocean View Studio in Kahana
Aug. 10 – 17
Waterfront house rentals
Home in Kihei
4.94 out of 5 average rating, 200 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
Aug. 20 – 27
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Jan. 12 – 19
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Oct. 25 – Nov. 1
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
Oct. 2 – 9
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
Nov. 23 – 30
Home in Kaunakakai
4.92 out of 5 average rating, 13 reviewsGetaway at Molokai Shores
Jun. 28 – Jul. 5
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
Feb. 21 – 28
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Maui County permit STPH 20130018
Dec. 1 – 8
Waterfront condo rentals
Condo in Kihei
4.93 out of 5 average rating, 207 reviewsMagnificent remodel with ocean View
Sep. 26 – Oct. 3
Condo in Kihei
4.96 out of 5 average rating, 114 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
Sep. 21 – 28
Condo in Kihei
4.96 out of 5 average rating, 164 reviewsRomantic and Modern Condo by the Beach!
Dec. 20 – 27
Condo in Wailuku
4.91 out of 5 average rating, 102 reviewsLuxury Beachfront Condo with Amazing Ocean Views
Sep. 30 – Oct. 7
Condo in Kihei
4.84 out of 5 average rating, 102 reviewsOceanfront*Oceanview*AC throughout*On Sandy Beach!
Jul. 22 – 29
Condo in Kihei
4.96 out of 5 average rating, 166 reviewsA-Z new, Ocean View, 3 mins walk to beach, 3D tour
Jan. 15 – 22
Condo in Wailuku
4.97 out of 5 average rating, 110 reviewsRelaxing ocean-front views! Island Sands Condo
Sep. 6 – 13
Condo in Kihei
4.89 out of 5 average rating, 111 reviewsA little beachy, bohemian slice of paradise
Jan. 19 – 26
Quick stats about waterfront rentals in Wailea-Makena
Total rentals
260 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
240 properties have a pool
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
4.6K reviews
Nightly prices starting at
$219 CAD before taxes and fees
Destinations to explore
- Kailua-Kona Vacation rentals
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