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
Apartment in Kihei
4.92 out of 5 average rating, 137 reviewsBeautiful Oceanfront Condo
Oct 27 – Nov 3
Apartment in Kihei
4.91 out of 5 average rating, 149 reviewsStunning Luxury Oceanview Condo
Apr 17 – 24
Apartment in Kihei
4.92 out of 5 average rating, 111 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
Nov 27 – Dec 4
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
Dec 11 – 18
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
Sep 15 – 22
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
Apr 6 – 13
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Apr 20 – 27
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 Kaunakakai
4.93 out of 5 average rating, 14 reviewsGetaway at Molokai Shores
Jul 16 – 23
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
Nov 23 – 30
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
Oct 27 – Nov 3
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 Wailuku
4.94 out of 5 average rating, 163 reviewsRare Beachfront Ground floor Oceanview from Lanai!
Aug 30 – Sep 6
Condo in Kihei
4.96 out of 5 average rating, 114 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
Oct 17 – 24
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 Kihei
4.96 out of 5 average rating, 224 reviewsBeauty & the Beach: Car not needed! A+ Location!
Jul 20 – 27
Condo in Kihei
4.96 out of 5 average rating, 119 reviewsBamboo Forest Getaway- Oceanfront, View, Renovated
Nov 23 – 30
Condo in Wailuku
4.93 out of 5 average rating, 110 reviewsIncredible Maui Views Direct Beachfront Top Floor
Jul 15 – 22
Condo in Wailuku
4.97 out of 5 average rating, 110 reviewsRelaxing ocean-front views! Island Sands Condo
Mar 26 – Apr 2
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
€ 149 before taxes and fees
Destinations to explore
- Kailua-Kona Vacation rentals
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