Beachfront vacation rentals in Wailea, Wailea-Makena
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Top-rated beachfront rentals in Wailea, Wailea-Makena
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wailea, Wailea-Makena beachfront rentals
Pet-friendly beachfront home rentals
Condo in Kihei
4.97 out of 5 average rating, 32 reviewsOceanfront luxury, best location! Sugar Beach 404
Condo in Kihei
Sugar Beach Bliss 2 - Oceanfront
Condo in Kihei, Maui
Breathtaking Location-Sugar Beach #129
Condo in Lahaina
4.88 out of 5 average rating, 122 reviewsBeautiful Views~
Condo in Kihei
4.62 out of 5 average rating, 21 reviewsVillaKayaBeachPoolGolfSurfServiceDogsOK-KiheiAkahi
Condo in Kihei
4.63 out of 5 average rating, 112 reviewsBeach Across The Street! 2 Bedrooms!
Condo in Kihei
4.75 out of 5 average rating, 63 reviewsAuthentic Ocean Views Two Bedroom Penthouse
Rental unit in Lahaina
5 out of 5 average rating, 4 reviewsMaui Westin Kaanapali Ocean Resort Studio
Beachfront home rentals with a pool
Condo in Wailuku
4.99 out of 5 average rating, 159 reviewsBeautiful Oceanfront Condo- Great View, A/C,Wi-Fi
Condo in Wailuku. Maui
4.87 out of 5 average rating, 241 reviewsOceanfront Condo. Pool & Spa, 1 Br.
Condo in Kihei
4.88 out of 5 average rating, 109 reviewsPREMIER PANORAMIC OCEAN FRONT RETREAT UNIT 519
Condo in Kihei
4.95 out of 5 average rating, 132 reviews3BR spacious Condo with Ocean View in top location
Condo in Kihei
4.96 out of 5 average rating, 124 reviews'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens
Condo in Kihei
4.96 out of 5 average rating, 168 reviewsRomantic 1bed/1bath Idyllic Resort Condo Oceanview
Condo in Kihei
4.98 out of 5 average rating, 118 reviews*25% Off-Steps to Beach-AC in Every Room-Remodeled
Condo in Kihei
4.96 out of 5 average rating, 167 reviewsFully remodeled, Ocean View, 3 mins walk to beach
Private beachfront home rentals
Condo in Kihei
4.89 out of 5 average rating, 168 reviewsBeachside Bliss! June 14-17 LMin $120
Condo in Wailea
4.91 out of 5 average rating, 23 reviewsGorgeous Condo in Wailea Ekahi Village!
Condo in Kihei
4.97 out of 5 average rating, 67 reviewsMaui Retreat Ekahi 50F - All YOU Need!
Rental unit in Kihei
4.89 out of 5 average rating, 83 reviewsOcean Front With Ocean View! AC, King Bed, 2 Bath!
Condo in Wailuku
5 out of 5 average rating, 44 reviewsCoastal Dream Oceanfront Condo!
Condo in Kihei
4.99 out of 5 average rating, 96 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
Condo in Kihei
4.95 out of 5 average rating, 59 reviewsOceanfront! Sugar Beach Resort Penthouse with a/c
Condo in Kihei
4.96 out of 5 average rating, 27 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
Quick stats about beachfront rentals in Wailea, 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
$130 before taxes and fees
Destinations to explore
- Beachfront rentals Hawaii
- Beachfront rentals Hawaii
- Beachfront rentals Maui
- Beachfront rentals Waikiki Beach
- Beachfront rentals Maui County
- Beachfront rentals Wailea-Makena
- Kid-friendly rentals Wailea
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- Family-friendly rentals Wailea
- Fitness-friendly rentals Wailea
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- Monthly Rentals Wailea
- House rentals Wailea
- Rentals with pools Wailea
- Cottage rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Hotel rentals Wailea
- Apartment rentals Wailea
- Rentals with a washer and dryer Wailea
- Rentals with a hot tub Wailea
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