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
Condo in Kihei
4.96 out of 5 average rating, 28 reviewsOceanfront luxury, best location! Sugar Beach 404
Aug. 19 – 26
Condo in Lahaina
4.92 out of 5 average rating, 12 reviewsGorgeous Ocean Front Oasis
Aug. 18 – 25
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. 24 – Oct. 1
Apartment in Lahaina
Westin Ka'anapali Maui studio
Jun. 9 – 14
Condo in Lahaina
4.88 out of 5 average rating, 120 reviewsBeautiful Views~
Nov. 15 – 22
Condo in Wailuku
4.72 out of 5 average rating, 102 reviewsSuite Maui Paradise Condo
Mar. 21 – 28
Condo in Kihei
4.6 out of 5 average rating, 20 reviewsVillaKayaBeachPoolGolfSurfServiceDogsOK-KiheiAkahi
May 14 – 21
Beachfront home rentals with a pool
Condo in Kihei
4.89 out of 5 average rating, 138 reviewsMaui Banyan 1BR With View Across from Beach
Sep. 17 – 24
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, 121 reviews'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens
Mar. 19 – 26
Apartment in Kihei
4.92 out of 5 average rating, 137 reviewsBeautiful Oceanfront Condo
Feb. 9 – 16
Condo in Kihei
4.86 out of 5 average rating, 432 reviewsAmazing views at Oceanfront Studio
Sep. 21 – 28
Condo in Kihei
4.96 out of 5 average rating, 114 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
Sep. 21 – 28
Condo in Wailuku
4.91 out of 5 average rating, 102 reviewsLuxury Beachfront Condo with Amazing Ocean Views
Sep. 30 – Oct. 7
Townhouse in Kihei
4.79 out of 5 average rating, 283 reviewsKihei Bay Surf #149 / HI Taxes included in price
Oct. 8 – 15
Private beachfront home rentals
Condo in Kihei
4.94 out of 5 average rating, 155 reviewsNear CharlieYoung Beach w/pickleball, tennis, pool
Jun. 13 – 20
Condo in Wailea
4.89 out of 5 average rating, 19 reviewsGorgeous Condo in Wailea Ekahi Village!
Oct. 25 – Nov. 1
Condo in Kihei
4.98 out of 5 average rating, 62 reviewsMaui Retreat Ekahi 50F - All YOU Need!
Jun. 28 – Jul. 5
Condo in Kihei
5.0 out of 5 average rating, 24 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
Oct. 4 – 11
Condo in Kihei
4.99 out of 5 average rating, 94 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
Dec. 10 – 17
Condo in Wailea-Makena
5.0 out of 5 average rating, 15 reviewsWailea Elua #202 — Huge Views — Luxury Remodel
Sep. 2 – 9
Condo in Kihei
4.92 out of 5 average rating, 52 reviewsBeachfront! Oceanview! New Remodel! Mana Kai Condo
Sep. 29 – Oct. 6
Condo in Kihei
4.86 out of 5 average rating, 81 reviewsWailea Getaway (2BD/2BTH) in Best Location!!!!!
Jul. 7 – 14
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
$178 CAD before taxes and fees
Destinations to explore
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Kihei Vacation rentals
- Kailua Vacation rentals
- Lahaina Vacation rentals
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