Beachfront vacation rentals in Wailea-Makena
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Top-rated beachfront rentals in Wailea-Makena
Guests agree: these beachfront homes 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 beachfront rentals
Pet-friendly beachfront home rentals
Apartment in Kaunakakai
4.8 out of 5 average rating, 400 reviews(Adventure or just relax) located at Hotel Molokai
Apr 29 – May 6
Condo in Kihei
4.97 out of 5 average rating, 29 reviewsOceanfront luxury, best location! Sugar Beach 404
Jan 9 – 16
Condo in Lahaina
4.92 out of 5 average rating, 13 reviewsGorgeous Ocean Front Oasis
Jan 15 – 22
Apartment in Kihei
5.0 out of 5 average rating, 7 reviewsSugar Beach Bliss - Best Oceanfront Vacay Ever!
Condo in Kihei, Maui
Breathtaking Location-Sugar Beach #129
Sep 26 – Oct 3
Apartment in Lahaina
Westin Ka'anapali Maui studio
Jun 13 – 18
Condo in Lahaina
4.88 out of 5 average rating, 121 reviewsBeautiful Views~
Jan 28 – Feb 4
Condo in Wailuku
4.72 out of 5 average rating, 102 reviewsSuite Maui Paradise Condo
Mar 18 – 25
Beachfront home rentals with a pool
Condo in Wailuku. Maui
4.88 out of 5 average rating, 233 reviewsOceanfront Condo. Pool & Spa, 1 Br.
Aug 21 – 28
Condo in Wailuku
4.96 out of 5 average rating, 108 reviewsTrade Winds Blow...Surrounded by Glass...Utopia!
Aug 20 – 27
Condo in Kihei
4.96 out of 5 average rating, 122 reviews'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens
Apr 12 – 19
Condo in Kihei
4.97 out of 5 average rating, 146 reviewsOceanfront, Beautiful View, Newly Renovated!
Jul 10 – 15
Apartment in Kihei
4.92 out of 5 average rating, 139 reviewsBeautiful Oceanfront Condo
Nov 24 – Dec 1
Townhouse in Kihei
4.79 out of 5 average rating, 285 reviewsKihei Bay Surf #149 / HI Taxes included in price
Oct 21 – 28
Condo in Kihei
4.84 out of 5 average rating, 199 reviewsCoastal Luxury Right On World-Famous Sugar Beach!
Sep 4 – 11
Condo in Kihei
4.86 out of 5 average rating, 182 reviewsYour Island Home - KBS
Jul 1 – 8
Private beachfront home rentals
Condo in Kihei
4.78 out of 5 average rating, 69 reviewsLuxury Wailea Remodel - Beachfront Community
Nov 1 – 8
Condo in Kihei
4.86 out of 5 average rating, 81 reviewsWailea Getaway (2BD/2BTH) in Best Location!!!!!
Oct 21 – 28
Condo in Kihei
5.0 out of 5 average rating, 24 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
Sep 24 – Oct 1
Condo in Kihei
4.99 out of 5 average rating, 95 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
Mar 9 – 16
Condo in Kihei
4.95 out of 5 average rating, 40 reviewsNewly Remodeled-AC-Ocean Views-Modern Finishes
Apr 28 – May 5
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
May 27 – Jun 3
Condo in Kihei
5.0 out of 5 average rating, 3 reviewsMakena Surf: Maui on the Beach
Oct 26 – Nov 2
Condo in Kihei
4.83 out of 5 average rating, 12 reviews•Luxurious • Ocean Views • 2 Lanais• Pickleball
Oct 28 – Nov 4
Quick stats about beachfront rentals in Wailea-Makena
Total rentals
170 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
170 properties have a pool
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
6.3K reviews
Nightly prices starting at
ﺩ.ﺇ477 before taxes and fees
Destinations to explore
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