Waterfront vacation rentals in Wailea, Wailea-Makena

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Popular amenities for Wailea, Wailea-Makena waterfront rentals

Waterfront apartment rentals

Superhost
A spacious living area showcases a comfortable sofa with decorative pillows, complemented by a rustic wooden coffee table. A large flat-screen TV is mounted on the wall, displaying a scenic beach view. The open kitchen area features wooden cabinetry and modern appliances, enhancing the inviting environment.
Apartment in Kihei
4.91 out of 5 average rating, 111 reviews

Kauhale Makai - Oceanfront Property

AlfredoRating, 5 stars1 month ago
Very nice property, clean and very well located.
Guest favorite
An aerial view of Kihei showcases the coastal landscape, with the ocean's blue waters extending to the horizon. Vivid green palm trees frame the sandy beaches, while the surrounding buildings and amenities are visible. The layout of the town reflects a blend of nature and community.
Apartment in Kihei
4.92 out of 5 average rating, 132 reviews

100 steps from the beach! Tranquil Seaside Oasis

RossRating, 5 stars1 week ago
Exactly what I hoped it to be! Good price for the area, and the host really put in extra effort to have good local recommendations and to clearly communicate the instructions/expectations, plus she was very friendly and responsive. Overall, the stay was very straightforward, easy, and pleasant!
Top guest favorite
A lanai is presented with a round table and two chairs. A floral arrangement sits on the table, while the ocean and palm trees are visible in the background, suggesting a relaxing outdoor space ideal for enjoying the coastal scenery.
Apartment in Kihei
5 out of 5 average rating, 8 reviews

Maui Calling! Oceanfront Condo with Amazing Views.

LaurieRating, 5 stars3 days ago
My husband and I really enjoyed our brief stay here! The beachfront ocean view from the Lanai was absolutely stunning, definitely our favorite thing about this unit! The place was clean and looks just like the photos. King sized bed is comfortable. Theresa was very responsive. Would highly recommend anyone to stay here if you plan to be on Maui for at least several days or longer!
Guest favorite
A dining area with a wooden table and white chairs is shown, complemented by a centerpiece of an orchid in a vase. Floor-to-ceiling glass doors provide a view of the ocean, while a cozy living space includes a flat-screen TV and a ceiling fan on a green accent wall.
Apartment in Kihei
4.87 out of 5 average rating, 181 reviews

Amazing Oceanview! Beach, whales! Family Fave!

MarkRating, 5 stars1 month ago
Great stay for a week of R&R in Kihei in March 2025. Good location in North Kihei with a west view of the water. Good value for the price. Not many walkable restaurants nearby but only a 5-10 minute drive into Kihei for a bigger selection of restaurants. Was a great home-base for our visit. Would recommend to others looking for a non-resort style vacation in Maui! Worked really well.
Guest favorite
A balcony view features a dark wood table accompanied by two chairs. Lush palm trees frame the scene, which overlooks a sandy beach and calm ocean waters, under a clear blue sky. Subtle touches of tropical flora are visible on the table.
Apartment in Kihei
4.91 out of 5 average rating, 127 reviews

Sugar Beach Resort #532 - Maui HI

LisaRating, 5 stars1 week ago
We had a wonderful time at Lucy and Alan’s condo. The location is perfect - right on the beach. It is so peaceful and tranquil. It’s only a short walk down the beach to the bakery, the ABC store, shave ice place and farmer’s market stall for fresh fruit and smoothies. The complex also has a sandwich store on premises and an activity center we used to rent snorkel gear and book a luau. The pool and hot tub area was great to use after a day of exploring the island. The location is perfect - you can go north to Kaanapali, or south to Wailea both are about 20/30 minutes away. The condo had everything we needed and the central air conditioning was perfect when the days were warmer. There was nothing like hearing the waves crash and watching the canoes float by while eating breakfast every morning. I’m going to think about this trip for a long time. Lucy and Alan’s place made the trip perfect for us. Highly recommend this location for your Maui adventure. We will be back!!!
Guest favorite
Apartment in Kihei
4.99 out of 5 average rating, 134 reviews

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

AdamRating, 5 stars1 week ago
Place was perfect for our family. Literally across the street from an amazing beach. Next door to restaurants, coffee shops and ice cream shop. (Get the fish tacos at Coconuts!) We enjoyed the beach gear that was provided (chairs, umbrella, toys, cooler). Highly recommend!
Top guest favorite
A cozy living area features a dark gray sofa with plush cushions, positioned beside a coffee table with a glass top. A vibrant, multicolored area rug adds warmth. Large windows bring in natural light, revealing a glimpse of the outdoor space beyond.
Apartment in Kihei
4.9 out of 5 average rating, 108 reviews

Charley's Hideaway (Oceanfront)

CatherineRating, 5 stars3 weeks ago
I've been vacationing in Kihei, Maui, for 30 years, and this place is amazing. Walk out the door onto the Charley Young beach. Sleep hearing the waves crashing and feeling the beautiful ocean breeze. His place was super spacious. I've rented two bedrooms before, which were half the size and cost twice as much. His place is genuinely one of a kind. Fully stocked with sun umbrellas, boogie boards, and beach chairs. You'll immediately be ready to hit the beach. Derrick is a descendant of Charley Young and has an impressive amount of island knowledge, as well as wonderful adventure and food tips. Derrick is incredibly chill, and if I were to move there, I would want to be his friend.
Guest favorite
A vibrant rainbow spans the sky above a lush green landscape, with tall palm trees swaying gently in the breeze. The distant ocean reflects the blue of the sky, while a portion of the condo complex is visible to the right.
Apartment in Kihei
4.93 out of 5 average rating, 100 reviews

Oceanfront penthouse with amazing views at Kauhale

MichaelRating, 5 stars2 months ago
Gabriel was very friendly and accommodating, following up from time to time to make sure everything was in good order. His home was well furnished and well supplied. He even quenched our morning coffee craving with a well stocked supply of Keurig coffee pods! The ocean view from the condo was incredible, and the complex had nice amenities. Gabriel's home is centrally located and provides a good home base for activities all over the island. We would definitely rent Gabriel's condo again if we make it back to Maui!

Waterfront house rentals

Guest favorite
An outdoor dining area features a circular wooden table set with two glasses and a bottle of wine, illuminated by warm string lights. The backdrop is a vibrant sunset over the golf course, enhancing the serene ambiance.
Home in Lahaina
5 out of 5 average rating, 6 reviews

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

StephanieRating, 5 stars1 month ago
We loved our stay at this place. The location in Kapalua and the beautiful grounds were unbeatable. There were just a few hiccups initially but they were resolved within 24 hours. Firstly the AC was not working which was hard with 2 young kids and the warm climate. The company was going to send a tech but he wouldn't be in until the next day so luckily my husband was able to fix it in the meantime. Secondly, we had ordered and paid for a pack and play which was supposed to be in the unit on arrival but did not arrive until 9 pm (already after my child needed to go to sleep). I was told this would be refunded by the lovely manager Scott who came to deliver the pack and play. He was also kind enough to lend us his binoculars for whale watching :) The unit itself is beautiful. Very new and clean and exactly as the photos. We would 100% rebook if staying back in Kapalua, Maui.
Superhost
A spacious lanai overlooks the ocean, furnished with a circular dining table and several chairs. Comfortable seating is arranged against the railing, providing a view of the pool and beach. Palm trees and the blue sky complete the serene coastal setting.
Home in Lahaina
New place to stay

Island-Inspired 2BD Oceanfront ~ Quam Properties

LynnRating, 5 stars3 weeks ago
We stayed in two units at Hololani. This one was my fav. More spacious. Wonderful lanai. Unit is comfortable and we felt at home. Made some great dinners and enjoyed the view. This is a neighborhood condo not the high end resort. Pool amazing. 90 degrees! We loved our stay! Note units are Not air conditioned. Fans adequate. A couple of big box fans would have gone a long way to making us more comfortable.
Superhost
A covered balcony features a circular table surrounded by four colorful chairs. Sunlight streams in from the left, creating a bright atmosphere. Lush greenery and palm trees can be seen in the background, with a view of the ocean visible beyond.
Home in Paia
4.85 out of 5 average rating, 61 reviews

Hale Hookipa Kai House, County Licensed

JayRating, 5 stars14 months ago
Had an amazing time. Loved the view of the ocean and the sound of the waves. Made it my morning routine. Definitely want to come back.
Guest favorite
The bedroom features a king bed with a patterned blue and white comforter, complemented by two wooden nightstands with lamps. A dresser with a mirror is positioned nearby. Large windows allow natural light, framing views of palm trees outside.
Home in Kihei
4.95 out of 5 average rating, 22 reviews

Luana Kai C209

ShriyaRating, 5 stars6 months ago
Beautiful condo in Kihei with every possible amenity to make you feel right at home. Private and peaceful with a pool, beach access. Perfect for getting around to snorkeling which was nearby. Access to stores too. Great place from which to visit Haleakala as well!
Top guest favorite
A two-story beach house features a wooden facade, partially surrounded by lush palm trees. A spacious lanai is visible on the upper level, overlooking a sandy beach. The foreground shows calm waters reflecting the tropical landscape, enhancing the serene setting.
Home in Kihei
5 out of 5 average rating, 9 reviews

Beautiful Beachfront Townhouse !

BaqRating, 5 stars3 months ago
We had a fantastic and memorable stay at Doug's place in Kihei. You can't beat the location--right in Kihei yet set back down a private road and right on the beach. The views out of the windows are amazing, and within a short walk your feet are in the sand, at the ocean's edge where turtles are peaking their cute little heads out consistently. We even encountered a turtle lounging on the beach! The house is stocked with the basics: plates, cups, coffee maker, toaster, nice towels, etc. The beds are comfortable and with the windows open and the fans on, the island breeze keeps the house very comfortable. Doug also has beach chairs and an umbrella for easy lounging. Highly recommend Doug's place!
Top guest favorite
A refreshing swimming pool is surrounded by lounge chairs, set among tropical palm trees. The water's surface reflects the nearby buildings and sky, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment.
Home in Kihei
4.98 out of 5 average rating, 53 reviews

Centrally located and steps to the beach!

AmyRating, 5 stars1 week ago
Mike and Ashley’s place was perfect for our little getaway. It was one of our birthdays and they had a little balloon and card for us. They were very responsive when we needed a couple of things and I 10/10 recommend to stay here!
Guest favorite
A wooden dining table with eight chairs is set on a balcony that overlooks the ocean. Palm trees sway gently in the breeze, and the tranquil waters are visible in the distance, accompanied by a scenic backdrop of mountains and a colorful evening sky.
Home in Wailuku
4.96 out of 5 average rating, 25 reviews

Maalaea Kai 307 - Maui Prime Oceanfront

ChrisRating, 5 stars5 days ago
This was a fantastic place to spend our week in Maui. The condo was amazing and spacious with all the amenities you would need to enjoy your time. The location is perfect, relatively close to the airport and well situated next to route 30 so you could go everywhere on the island quite easily. The view from the condo is second to none, from the patio you can easily see the Haleakalā mountain and from the front door is a great sight of the western Maui mountains. And on top of everything this condo was much more peaceful than the huge resort areas. There were not too many people around, and even when we did go to the beach we were able to find a spot easily. I’d recommend this condo for anyone who wants to spend a week or a few days in Maui - the price is quite good compared to the normal resorts, you get a great view and anything you don’t pick up on your way from the airport you can grab on a 20 minute drive to Kihei. This place was perfect for us.

Waterfront condo rentals

Guest favorite
A bright living area features a turquoise sofa, a stylish coffee table, and a comfortable armchair. Large glass doors provide views of the outdoor space and ocean beyond. Natural light fills the room, complemented by light curtains and a ceiling fan overhead.
Condo in Kihei
4.95 out of 5 average rating, 119 reviews

Stunning Beachfront - Hale Kai O Kihei 112

TaylorRating, 5 stars3 weeks ago
Everything was perfect and the location was great! It was nice to be just steps to the beach right in front of the condo. It was wonderful for my 2 little children. Robert is very attentive and helpful! I would stay again when I return.
Guest favorite
An aerial view captures the lush greenery and sandy beach, along with nearby low-rise buildings and palm trees lining the coast. The beach extends along the water's edge, while the surrounding area features a mix of residential and commercial properties, revealing the inviting atmosphere of South Kihei.
Condo in Kihei
4.96 out of 5 average rating, 142 reviews

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

YuqiRating, 5 stars1 day ago
Lovely and clean place, responsive host, and surprise additional beach equipment
Superhost
A private balcony offers a spacious table surrounded by four woven chairs, with panoramic ocean views visible in the background. Palm trees sway gently against a bright blue sky, creating a serene atmosphere for outdoor dining and relaxation.
Condo in Wailuku
4.74 out of 5 average rating, 27 reviews

Oceanfront Condo with a 5-star view!

JackyRating, 5 stars1 month ago
We loved our stay! Communication with our host was fast and helpful, check in was easy and instructions great. Being able to see turtles from the balcony was a real treat, and having two bathrooms made it perfect for us as two couples. There were some lovely touches like beach chairs and a boogie board as well as beach towels - we really appreciated those - as well as essential supplies such as coffee and tea. Highly recommend!
Superhost
Condo in Wailuku
4.84 out of 5 average rating, 99 reviews

Amazing Oceanfront Maui with A/C

MichaelRating, 5 stars2 months ago
There is no beach at this property. It is a rocky shore that is roped off with danger signs. The balcony is smaller than how it looks in the picture. Other than these two things. The property was very nice. Great A/C, clean with plenty of towels. It is also very close to the harbor where many activities can begin.
Guest favorite
A living area features a comfortable sofa and a wooden TV stand, oriented towards a balcony with ocean views. Glass doors invite natural light and provide access to the outdoor seating area, where a small table and chairs sit against a backdrop of palm trees and the ocean.
Condo in Wailuku
4.87 out of 5 average rating, 285 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

YasmineRating, 5 stars2 weeks ago
Great location and unmatched views!
Superhost
A private lanai is showcased with a dining table surrounded by two comfortable chairs. A blue glass bottle and refreshing beverages are positioned on the table. The ocean and palm trees are visible in the backdrop under a bright blue sky.
Condo in Kihei
4.93 out of 5 average rating, 95 reviews

Remodeled Penthouse24 Ocean Front at Sugar Beach

MyRating, 5 stars2 months ago
Wonderful condo right on the beach with beautiful views of the Pacific; we could not count the number of whales we saw from the lanai. Having breakfast during sunrise ans dinner during sunset we’re one of the highlights of our days there. Can’t wait to come back.
Guest favorite
A balcony view features a table with two chairs, adorned with a vase of tropical flowers. The scene is complemented by palm trees and a sparkling ocean, with boats visible on the horizon under a clear blue sky.
Condo in Kihei
4.95 out of 5 average rating, 61 reviews

Beachfront Penthouse #25 at Sugar Beach Resort

JohnRating, 5 stars1 week ago
Chill location, swim-able beach, great sandwich shop / bar open till 10, great views, walkable to bakery, shaved ice, 10 minutes to local restaurants. Condo is well furnished and stocked for any type of stay.
Guest favorite
The living area features a comfortable sofa with decorative cushions, a wooden coffee table, and a sleek TV stand that holds a large television. A plant in a white pot adds greenery, while sliding glass doors provide natural light and views of the outdoor space.
Condo in Kihei
4.91 out of 5 average rating, 11 reviews

Enjoy Ocean Views From Lanai, Living room & Bedroo

DanielleRating, 5 stars1 month ago
We had a lovely week long stay at this location. If you're looking for a well-kept Airbnb that's close to the beach then this is the place for you. The amenities were also great. We would absolutely stay here again.

Quick stats about waterfront rentals in Wailea, Wailea-Makena

  • Total rentals

    270 properties

  • Nightly prices starting at

    ﺩ.ﺇ441 before taxes and fees

  • Total number of reviews

    5.5K 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

    180 properties have a dedicated workspace

Destinations to explore

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