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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.

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Apartment

4.81 out of 5 average rating, 302 reviews

Ocean view studio. 1k ft from water!June $149 m-th

This place has everything you need, from a full bath and full kitchen, including a dishwasher and all cooking amenities! Has ocean view lanai area in back Has a great pool, hot tub, tennis court Beach chairs and beach towels provided Workspace area/ make-up counter in the hallway area Free wifi, Free printer use (ink refill and paper not included). Enjoy the beautiful ocean view/tropical breezes and relax! (My 2b2b in kihei is only 175/nt) link is here: https://www.airbnb.com/slink/KJ0MCcci

Guest favourite

Apartment

4.89 out of 5 average rating, 125 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwasher quartz counters and new thick futon mattresses. The view from the lanai is over the resort's beautiful grounds (with largest private pool in Kihei) to the ocean. Good architecture and concrete construction keep units in this well managed complex private and safe. High speed internet (196Mbps).

Guest favourite

Apartment

4.95 out of 5 average rating, 149 reviews

Bamboo Forest Getaway- Oceanfront, View & Pool!

🌅Walk from our condo straight to the beach! 🏖️ Great location- stay close to Maui's most popular attractions! Stores & restaurants < 1 mile away! Our top-floor, bamboo-themed condo is renovated and OCEANFRONT! Watch the sunset from our balcony! We have AC in every room, laundry, and a large kitchen. Elevator accessible! Walking distance to PICKLE BALL courts! Award-winning grounds, plus a POOL and HOT TUB! Parking for 2+ cars. ❤️ We provide more than the average host- ask us about it!

Guest favourite

Apartment

4.89 out of 5 average rating, 150 reviews

*** Beautiful Oceanfront Maui Condo ***

🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Vacation Rental (STVR) condo and have been Superhosts on Airbnb for 10+ years. While Lahaina town is closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful tourism is highly encouraged. Please feel free to book any open dates on our calendar and Mahalo for helping to support Maui. 🌴☀️🌴 Come explore Maui from our beautiful centrally located Oceanfront Condo right on Sugar Beach!

Guest favourite

Apartment

4.96 out of 5 average rating, 107 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

NEW to vacation market! This condo was designed, furnished, decorated as our 2nd home using high end appliances & décor. Your 5th floor ocean view unit is unobstructed; no sidewalk, no power lines, no parking lot. Tennis/pickle ball, pool, BBQ, putting green, HOT TUB and BEACH are steps away! Your living & bedroom have ocean views. Other communities have the bedroom on the parking lot side. An exceptional Unit. 17.5% TA Tax included (not on VRBO). Sunsets are magical from your lanai.

Guest favourite

Apartment

4.89 out of 5 average rating, 108 reviews

Oceanfront Condo with Pool and Jacuzzi

Relax in this peaceful gem on Maui. Located on the ground floor, you can walk into the ocean from your back porch. You'll see Turtles on our little secluded beach, amazing sunrises and sunsets over Maalaea Bay, and Whales during whale season! Maalaea Banyan is the only property in the area that includes a pool and jacuzzi. Just 1/4 mile away is Maalaea Harbor featuring snorkel, SCUBA, and sunset boat trips, the world famous Maui Ocean Center aquarium, restaurants and gift shops!

Apartment

4.91 out of 5 average rating, 192 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Guest favourite

Apartment

4.97 out of 5 average rating, 115 reviews

Trade Winds Blow...Surrounded by Glass...Utopia!

This magnificent 2 bedroom/2 bath luxury home is waiting for you with its spacious, upscale furnishings, located steps from the ocean. Walls of glass highlight the panoramic ocean view with Haleakala as a backdrop. The sound of the ocean serenades as you read your book or meditate. Central air conditioning, in-condo washer/dryer and assigned parking are only a few of the many amenities in this third floor heaven.

Flat

4.88 out of 5 average rating, 192 reviews

Our Little Slice of Oceanfront Paradise!

Welcome to our wonderful oceanfront Condo perfectly situated in Maalaea, just 15 minutes from the airport & 10 minutes from Kihei! If you're looking for a beautiful ocean view, steps from the water & want to hear the sounds of the ocean from the lanai, this place is for you! Lovingly remodeled & ready for your Vacation! Check our video on F@cebook under the heading " Our Little Slice of Maui Oceanfront Paradise"

Guest favourite

Apartment

4.96 out of 5 average rating, 120 reviews

Spectacular Oceanfront views!

Fantastic Direct Oceanfront Views! Recently remodeled throughout! 1 bed, 1 bath, beachfront condo, Free Wi-Fi You Can Not Get Closer to the Ocean on Maui! This romantic getaway is quiet & private yet central to everything. Watching the turtles graze on the rocks right in front of the unit is amazing. When the whales are in the bay, you have a perfect view from the lanai. Sleeps 2.

Apartment

4.82 out of 5 average rating, 169 reviews

Spectacular Direct Ocean Front location!

Spectacular oceanfront location only steps away from the beach! This stunning space provides everything a Maui vacation should offer. Positioned right on the water, this quaint condo offers direct ocean views and access along with a dreamy sight of the West Maui mountains. Wake up in paradise to the sound of the ocean waves crashing right outside your door!

Guest favourite

Apartment

4.85 out of 5 average rating, 103 reviews

Ocean View Penthouse, Steps to World Class Beach

Stay in our remodeled Maui home, across from famous Charley Young Beach. Enjoy ocean views from the lanai, living room, and kitchen. One of the largest units in the complex, it offers the best ocean and pool views and a private location. Watch the sunset and whales from the lanai. Amenities include A/C, free WiFi, and an elevator.

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for waterfront rentals in Wailea, Wailea-Makena

Free parking on premises

Air conditioning

Waterfront apartment rentals

Flat

4.79 out of 5 average rating, 126 reviews

Pele’s Penthouse Top Floor Book Now!

Guest favourite

Flat

4.9 out of 5 average rating, 105 reviews

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

Guest favourite

Flat

4.92 out of 5 average rating, 111 reviews

100 steps from the beach! Tranquil Seaside Oasis

Guest favourite

Flat

5 out of 5 average rating, 5 reviews

Maui Calling! Oceanfront Condo with Amazing Views.

Guest favourite

Flat

4.9 out of 5 average rating, 117 reviews

Sugar Beach Resort #532 - Maui HI - Big Discount!

Guest favourite

Flat

4.98 out of 5 average rating, 115 reviews

Next to Beach, Foods & Shops - Updated w/ View!

Guest favourite

Flat

4.92 out of 5 average rating, 145 reviews

Beautiful Ocean Front Condo on Maui

Guest favourite

Flat

4.91 out of 5 average rating, 166 reviews

Beautiful Oceanfront Condo

Waterfront house rentals

Home

4.87 out of 5 average rating, 60 reviews

Hale Hookipa Kai House, County Licensed

Guest favourite

Home

4.95 out of 5 average rating, 22 reviews

Luana Kai C209

Guest favourite

Home

5 out of 5 average rating, 7 reviews

Beautiful Beachfront Townhouse !

Home

5 out of 5 average rating, 6 reviews

Spacious 2BR Best Ocean Views -Kapalua Golf Villas

Guest favourite

Home

5 out of 5 average rating, 44 reviews

Centrally located and steps to the beach!

Guest favourite

Home

4.94 out of 5 average rating, 16 reviews

Maalaea Kai 307 - Maui Prime Oceanfront

Home

4.5 out of 5 average rating, 4 reviews

Oceanview Penthouse and Beach Bliss!

Home

4.33 out of 5 average rating, 3 reviews

Oceanfront Living is the Best!! -Kamaole Nalu #602

Waterfront apartment rentals

Guest favourite

Apartment

5 out of 5 average rating, 13 reviews

Full Ocean View Beachfront Condo! #1

Guest favourite

Apartment

4.95 out of 5 average rating, 118 reviews

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

Guest favourite

Apartment

4.87 out of 5 average rating, 266 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

Apartment

4.94 out of 5 average rating, 52 reviews

Beachfront Penthouse #25 at Sugar Beach Resort

Apartment

4.84 out of 5 average rating, 100 reviews

DIRECT Oceanfront 2nd Floor! Refresh, Relax, Enjoy

Apartment

4.78 out of 5 average rating, 219 reviews

Oceanfront Maui Condo with a Fantastic Ocean View

Apartment

5 out of 5 average rating, 8 reviews

Steps From Beach, Ocean Views, Pool, Hot Tub, BBQ!

Apartment

4.72 out of 5 average rating, 141 reviews

Oceanfront Modern 3 Bed Loft - Near Maalaea Harbor

Quick stats about waterfront rentals in Wailea, Wailea-Makena

Total rentals
270 properties
Nightly prices starting at
£96 before taxes and fees
Total number of reviews
5.2K reviews
Family-friendly rentals
170 properties are a good fit for families
Rentals with a pool
260 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Destinations to explore