Waterfront holiday rentals in Wailea, Wailea-Makena
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Wailea, Wailea-Makena
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Wailea, Wailea-Makena
Waterfront apartment rentals
Flat in Kihei
4.8 out of 5 average rating, 127 reviewsPele’s Penthouse Top Floor Book Now!
Flat in Kihei
4.95 out of 5 average rating, 39 reviewsOceanfront, amazing view, AC, private lanai & more
Flat in Kihei
4.91 out of 5 average rating, 105 reviewsKauhale Makai - Oceanfront Property
Flat in Kihei
4.91 out of 5 average rating, 115 reviews100 steps from the beach! Tranquil Seaside Oasis
Flat in Kihei
5 out of 5 average rating, 6 reviewsMaui Calling! Oceanfront Condo with Amazing Views.
Flat in Kihei
4.9 out of 5 average rating, 120 reviewsSugar Beach Resort #532 - Maui HI - Big Discount!
Flat in Kihei
4.98 out of 5 average rating, 121 reviewsNext to Beach, Foods & Shops - Updated w/ View!
Flat in Kihei
4.89 out of 5 average rating, 100 reviewsCharley's Hideaway (Oceanfront)
Waterfront house rentals
Home in Lahaina
5 out of 5 average rating, 3 reviewsBrand Newly Remodeled Luxury 2 BR - Kapalua Golf
Home in Paia
4.87 out of 5 average rating, 60 reviewsHale Hookipa Kai House, County Licensed
Home in Kihei
4.95 out of 5 average rating, 22 reviewsLuana Kai C209
Home in Kihei
5 out of 5 average rating, 8 reviewsBeautiful Beachfront Townhouse !
Home in Kihei
5 out of 5 average rating, 45 reviewsCentrally located and steps to the beach!
Home in Wailuku
4.94 out of 5 average rating, 18 reviewsMaalaea Kai 307 - Maui Prime Oceanfront
Home in Lahaina
4.5 out of 5 average rating, 4 reviewsOceanview Penthouse and Beach Bliss!
Waterfront apartment rentals
Apartment in Kihei
5 out of 5 average rating, 16 reviewsFull Ocean View Beachfront Condo! #1
Apartment in Kihei
4.95 out of 5 average rating, 115 reviewsGround Floor Beachfront with Stunning View
Apartment in Kihei
4.95 out of 5 average rating, 125 reviewsRenovated 2BD/2BA | 3 Min Walk to Beach | A/C
Apartment in Wailuku
4.6 out of 5 average rating, 5 reviewsValentines Specials! 2B/2B Direct Oceanfront, AC!
Apartment in Wailuku. Maui
4.87 out of 5 average rating, 272 reviewsOceanfront Condo. Pool & Spa, 1 Br.
Apartment in Kihei
4.94 out of 5 average rating, 54 reviewsBeachfront Penthouse #25 at Sugar Beach Resort
Apartment in Kihei
5 out of 5 average rating, 10 reviewsSteps From Beach, Ocean Views, Pool, Hot Tub, BBQ!
Apartment in Wailuku
4.86 out of 5 average rating, 59 reviewsStunning 5th Flr Oceanfront 2BR/2BA, AC, Renovated
Quick stats about waterfront rentals in Wailea, Wailea-Makena
Total rentals
280 properties
Nightly prices starting at
$162 SGD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
180 properties are a good fit for families
Rentals with a pool
270 properties have a pool
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Destinations to explore
- Waterfront rentals United States
- Waterfront rentals Hawaii
- Waterfront rentals Maui
- Waterfront rentals Island of Hawai'i
- Family-friendly rentals United States
- Rentals with pools United States
- Serviced apartment rentals United States
- Rentals with a patio United States
- Townhouse rentals United States
- Rentals with a sauna United States
- Apartment rentals United States
- Villa rentals United States
- Hotel rentals United States
- Beachfront rentals United States
- Rentals with a hot tub United States
- Beach house rentals United States
- Pet-friendly rentals United States
- House rentals United States
- Monthly Rentals United States
- Beach apartment rentals United States
- Rentals with a washing machine and dryer United States
- Luxury rentals United States
- Fitness-friendly rentals United States
- Family-friendly rentals United States
- Cottage rentals United States
- Rentals with an EV charger United States
- Rentals with beach access United States
- Rentals with outdoor seating United States
- Flat rentals United States
- Waterfront rentals Wailea-Makena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom