Waterfront vacation rentals in Wailea, Wailea-Makena
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Top-rated waterfront rentals in Wailea, 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, Wailea-Makena waterfront rentals
Waterfront apartment rentals
Apartment in Kihei
4.92 out of 5 average rating, 140 reviewsBeautiful Oceanfront Condo
Apr 26 – May 3
Apartment in Kihei
4.91 out of 5 average rating, 150 reviewsStunning Luxury Oceanview Condo
Feb 14 – 21
Apartment in Kihei
4.92 out of 5 average rating, 112 reviewsCaptivating Modern 2-Bedroom for a Dream Vacation!
Mar 6 – 13
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
Aug 29 – Sep 5
Apartment in Lahaina
4.89 out of 5 average rating, 167 reviewsOceanfront- 5 minutes from Kaanapali!
Oct 3 – 10
Apartment in Lahaina
4.93 out of 5 average rating, 100 reviewsMaui Oceanfront Condo Kahana/ Kaanapali!
Aug 16 – 23
Apartment in Kihei
4.8 out of 5 average rating, 122 reviewsSpring Special! Pele’s Penthouse Book Now!
Nov 20 – 27
Waterfront house rentals
Home in Kihei
4.94 out of 5 average rating, 201 reviewsThe Maui Beach Ohana• Prime Location• Maui Vibes
Feb 1 – 8
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Sep 5 – 12
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Jan 11 – 18
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
Feb 17 – 24
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
Oct 15 – 22
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
Mar 12 – 19
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Surf Cottage
Oct 28 – Nov 4
Home in Kihei, Maui
4.67 out of 5 average rating, 3 reviewsBeautiful Ocean View Bliss Awaits! -Royal Mauian #
Oct 3 – 10
Waterfront condo rentals
Condo in Kihei
4.95 out of 5 average rating, 128 reviews3BR spacious Condo with Ocean View in top location
Mar 13 – 20
Condo in Kihei
4.96 out of 5 average rating, 115 reviews🏝 Beach / Oceanfront - Remodeled 2/2, sleeps 6
Mar 20 – 27
Condo in Kihei
4.93 out of 5 average rating, 105 reviews*OCEANFRONT**PRISTINE Remodel*UNINTERRUPTED 180°
Dec 30 – Jan 6
Condo in Lahaina
4.98 out of 5 average rating, 191 reviewsKaimana On top of the Ocean Hideaway MermaidPalace
May 29 – Jun 5
Condo in Lahaina
4.96 out of 5 average rating, 140 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
Jul 12 – 19
Condo in Wailuku
4.96 out of 5 average rating, 108 reviewsTrade Winds Blow...Surrounded by Glass...Utopia!
Aug 20 – 27
Condo in Kihei
4.88 out of 5 average rating, 108 reviewsPREMIER PANORAMIC OCEAN FRONT RETREAT UNIT 519
Sep 23 – 30
Condo in Kihei
4.93 out of 5 average rating, 207 reviewsMagnificent remodel with ocean View
Apr 7 – 14
Quick stats about waterfront rentals in Wailea, 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
160 properties are a good fit for families
Total number of reviews
4.6K reviews
Nightly prices starting at
ﺩ.ﺇ588 before taxes and fees
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