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Beachfront holiday rentals in Wailea-Makena

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Popular amenities for beachfront rentals in Wailea-Makena

Pet-friendly beachfront home rentals

Guest favourite
Flat in Wailuku
4.95 out of 5 average rating, 41 reviews

2 bd Maui Retreat - 5 miles of beach

DemarisRating, 5 stars2 weeks ago
We had a great time at Alexi’s place! It is indeed a gorgeous condo, just as described. It was super clean and well-maintained, with everything we needed for a comfortable stay. We especially loved the W/D in the unit. The location was perfect for us. It was centrally located and close to everything. We had direct access to the beach. Alexi was very helpful and responsive. He gave us some great local food recommendations. The building manager was also super nice and gave us some tips and guidance that made our trip very enjoyable. This was our first trip to Maui and we loved it so much that we are looking forward to coming back.
Flat in Wailea
5 out of 5 average rating, 3 reviews

Paradise awaits! Hale Kamaole unit 175 South Kihei

PeterRating, 5 stars2 weeks ago
This one-bedroom, air-conditioned condominium is a gem, offering exceptional comfort, cleanliness, and a truly relaxing atmosphere. From the moment we walked in, we were struck by how immaculate the condo was. It's clear the owners take great pride in maintaining a high standard. The decor throughout the unit is harmonious, with a pleasing color palette and a continuity in the decorations that creates a serene and welcoming environment. The comfortable furniture was an added bonus, making it easy to unwind after a day of exploring. The living room features a large TV equipped with most of the popular streaming app subscriptions, which was a nice touch for evening relaxation. One of the standout features for us was the bedroom. The king-sized bed provided the best sleep I’ve had in years! It came with a thick foam topper, which was heavenly. For those who prefer a different feel, the topper can be easily removed. Thanks, Gail. We are coming back next year.
Guest favourite
Apartment in Lahaina
4.89 out of 5 average rating, 131 reviews

Beautiful Views~

RebeccaRating, 5 stars3 weeks ago
Beautiful place and area. Right on the beach, which was amazing. Lots of towels, no need to bring your own shampoo, etc. as those are provided. Well stocked kitchen too. Beach chairs, etc. were also provided. Great trip! We will be back!
Townhouse in Kihei
4.92 out of 5 average rating, 86 reviews

Maui Beach House

VanessaRating, 5 stars2 months ago
The stay was special to say the least. It was private and the walkable beach was quiet and beautiful. The town of Kihei has everything you need with close stores, restaurants, gas stations and snorkel rental. The house was perfect for our family with a space our child could sleep free of noise from the rest of the house while we were awake so we could enjoy the ocean from the porch and the jacuzzi tub. Would definitely stay again while on Maui!
Flat in Lahaina
5 out of 5 average rating, 4 reviews

Maui Westin Kaanapali Ocean Resort Studio

Marise and JonRating, 5 stars29 months ago
Robert was amazing to deal with! Great communicator, very accommodating of the guest, and seemed very genuine. The Westin at Kaanapali speaks for itself! It has everything…pools, great location, awesome beach front ! Had a great ocean view! And view of the pools! The room was very spacious. It was just two of us but we could have had two more people on the sofa bed easily. Small kitchen with full fridge and ice maker allowed for in room meal accommodations and cold refreshments. Spacious bathroom . It was five star plus! We had a hard time leaving… it was perfect and there is always so much to do in Hawaii.
Apartment in Lahaina
5 out of 5 average rating, 3 reviews

Entire Villa at Nanea Ocean Villas, Maui

EricaRating, 5 stars4 months ago
Gary's place is beautiful! The description on the listing does not do it justice. The Nanea is a dream resort with everything you need. I would stay here again, without hesitation.
Superhost
Apartment in Kihei
5 out of 5 average rating, 4 reviews

Breathtaking Location-Sugar Beach #129

BrettRating, 5 stars10 months ago
This place is an absolute oasis. The freedom to walk a mere few steps directly into the Pacific Ocean was bliss. It wasn't cheap, but it was worth every dollar and I definitely intend to return some day. Highly recommend.
Guest favourite
Apartment in Wailuku
4.88 out of 5 average rating, 107 reviews

Oceanfront 5th floor Views, Ma'alaea Bay

JaimieRating, 5 stars6 days ago
We stayed from June 5-12 and saw soooo many sea turtles from the lanai. Not sure if you can see them year round or just during this time, but it was a real highlight for us! We loved the 5th floor view, both rooms are very comfortable and accommodated two couples well. They have three AC units in the apartment that made it comfortable to sleep at night without getting too hot. The complex has a heated pool that is open until 9PM and scarcely used by others during our visit. They also had beach essentials like folding chairs, a cooler, umbrella, and towels that made our beach trips luxurious! We will definitely look to rent this place again for our future trips to Maui!

Beachfront home rentals with a pool

Guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 207 reviews

Fully remodeled, Ocean View, 3 mins walk to beach

LizetteRating, 5 stars2 weeks ago
We had a fantastic stay! The place was spotless and had everything we needed for a comfortable visit. From the well-stocked kitchen to the cozy linens, every detail was thoughtfully taken care of. Check-in was smooth, and communication with the host was excellent. We’d definitely stay here again and highly recommend it.
Guest favourite
Apartment in Kihei
4.93 out of 5 average rating, 326 reviews

Oceanfront Kihei Condo Free SUP & Resort Pools!

JimmyRating, 5 stars2 weeks ago
Lovely condo with great amenities in a fantastic location. Apartment was peaceful and very comfortable. Jill was a communicative and helpful host.
Guest favourite
Apartment in Wailea
4.92 out of 5 average rating, 130 reviews

Maui Kamaole A114 Kihei Ocean View & Whales!

ChristinaRating, 5 stars1 month ago
A weekend at marks humble Hawaiian condo will have you in vacation mode the minute you walk in the door. From the beautiful Hawaiian art to the gorgeous view of the ocean from the couch to most importantly fluffy pillows. He even has some beach accessories with snorkel gear that is essential for any beach day. Can’t wait to come back to visit. Thanks mark for letting us stay at your place!
Guest favourite
Flat in Kihei
4.91 out of 5 average rating, 130 reviews

Sugar Beach Resort #532 - Maui HI

RachelRating, 5 stars3 weeks ago
We came here for our 20th anniversary. The views and beach are unparalleled. It is a more private setting and not walkable to downtown Kihei. This was perfect for us because we just wanted a chill place to be. It is still very accessible to the entire island and Kihei is really easy to get to. We will absolutely stay here again when we come back to Maui!
Guest favourite
Apartment in Kihei
4.96 out of 5 average rating, 113 reviews

Modern & Polished Oceanfront Vistas

AmandaRating, 5 stars2 weeks ago
We had a lovely stay at Aaron's apartment. It was exactly as described... and more! Spacious, pristine, modern, comfortable, and peaceful - we were very comfortable throughout our stay. There were thoughtful touches throughout & Aaron was extremely proactive in checking in throughout our stay. All beach equipment (towels, chairs, umbrellas, cooler) was in great condition, Keurig coffee pods were provided, and appliances/dishware were all seemingly in new condition. The water pressure was excellent, and the air conditioning was perfectly functional. We loved the property's location as well -- a short drive to lots of great restaurants & the Kam beaches. It's also right on a park where we watched sunset from the beach. The pool & hot tub were a great touch and we met many other friendly neighbors. Highly recommend Aaron as a host, and this condo for your Maui stay!
Top guest favourite
Apartment in Kihei
4.96 out of 5 average rating, 268 reviews

60% Off: Beauty & the Beach: OceanVws! A+ Location

BlakeRating, 5 stars1 week ago
Tracy’s place was great! Amazing location with beach access & convenient for food selection.
Top guest favourite
Apartment in Kihei
4.91 out of 5 average rating, 133 reviews

Stylish Maui Condo Maui Vista

VanessaRating, 5 stars1 month ago
Lori’s condo is in a fantastic location and had everything you could think of to enjoy our vacation! My family loved being minutes away from the beach, restaurants/food trucks, and local shops. We would absolutely stay here again when we return to Maui! Mahalo!
Guest favourite
Apartment in Kihei
4.89 out of 5 average rating, 171 reviews

Waiohuli Beach Hale – Oceanfront Condo

ZiyadRating, 5 stars2 weeks ago
As always this location is our favorite and Hiroshi’s place had everything we needed.

Private beachfront home rentals

Guest favourite
Apartment in Wailea
4.96 out of 5 average rating, 51 reviews

Newly Remodeled-AC-Ocean Views-Modern Finishes

MichaelRating, 5 stars4 months ago
We had a fantastic experience staying here. The check in and check out was easy and the grounds of the condos are really well kept and beautiful.
Guest favourite
Townhouse in Kihei
5 out of 5 average rating, 27 reviews

*Nani Kai Hale 409* Maui Beachfront with Split A/C

DaneRating, 5 stars2 weeks ago
This place was absolutely perfect for us! The location couldn’t have been better—right in the heart of everything we wanted to do. It offered easy access to the airport and grocery stores, was less than an hour’s drive to Kaanapali for snorkeling, and under 30 minutes to Makena, with plenty to explore in between. The unit itself was amazing—very comfortable and thoughtfully stocked with everything you could need after a long day at the beach or for a relaxing evening in. We cooked nearly every day in the well-equipped kitchen, which made us feel right at home. And the views… just wow. The balcony floats above the beach, making it the perfect spot for morning coffee or dinner with a sunset backdrop (definitely the highlight for us). The sound of the waves filled the space day and night—even with the windows closed—which added a whole other layer of tranquility. It’s one of those rare places you almost don’t want to share, because it’s just that special.
Guest favourite
Apartment in Wailea
4.92 out of 5 average rating, 77 reviews

Wailea Elua 1101 - Beachfront Section - Ocean View

LisaRating, 5 stars2 months ago
Beautiful location and setting. Very well organized and equipped. Especially nice bathroom and kitchen. She was also very thoughtful on the smaller details too, such as hooks to hang towels, clothes line in tub, non scented cleaning products . Also Very nice setup on the lanai
Guest favourite
Apartment in Wailea
4.94 out of 5 average rating, 52 reviews

Gorgeous Condo in Wailea Ekahi Village!

JamieRating, 5 stars1 month ago
We had the most lovely stay at this resort! Jordan’s place is exactly like the photos and is beautifully private. While you cannot exactly see the ocean from the condo—the trees and foliage has now grown too high—we loved opening the late sliding doors and listing to the ocean whenever we were at the home. The kitchen was wonderfully stocked and we loved having access to all of the coffee and appliances supplied. The walk to the beach is easy and the pool has all the amenities you can imagine. There a many places to eat, grab coffee, and activities in a close drive to the location. We did see a singular cockroach inside near where a screened window was ajar. Jordan was very responsive when we message him about this. We had absolutely no concerns about the cleanliness of the condo throughout the rest of our stay. Overall, this was a tropical luxury stay perfect for a honeymoon filled with privacy and easy access to all things one could want in Maui.
Superhost
Apartment in Wailea
5 out of 5 average rating, 4 reviews

Maui Resort Rentals: Polo Beach Club 608

JeremyRating, 5 stars2 weeks ago
I have been to Wailea many times, probably 20 at this point in my life. This is probably the best location of any location in all of Wailea to stay in! The small beach in front of the complex has beautiful sand and it's situated away from all of the other busy beaches in Wailea which is fantastic. You also have the Fairmont Hotel right next door and so if you want to go grab a coffee there or sit in one of their wonderful couches looking out at the ocean you can always do that as well. The unit we stayed in at the polo Beach Club, 608, was fantastic we were two people two bedrooms with a beautiful view out over the water and North past the Fairmont to Wailea point. If there's anything that the pictures don't quite show on the listing, it's that the unit is back from the absolute front of the building by two other units and so on the left side when looking out at the water you do have a wall but it does not really take away from the view at all, it's still a beautiful view of paradise.
Superhost
Apartment in Wailea
4.82 out of 5 average rating, 99 reviews

Luxury Wailea Remodel - Beachfront Community

DanielRating, 5 stars2 days ago
The place was exactly as described; comfortable and well-equipped. The kitchen had everything we needed, which made cooking easy and enjoyable. The beach is within walking distance, and the walk itself is very pleasant. The home was spotless, cleaning was truly top-notch. The host was very responsive and helpful throughout our stay. While the property is near a street, it’s not an overly busy one, so noise was never an issue. Overall, a great stay that we would gladly recommend.
Guest favourite
Apartment in Wailea
4.98 out of 5 average rating, 86 reviews

Maui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK

JenniferRating, 5 stars1 month ago
We’ve stayed in this complex a few times before and keep coming back because we always love it! Debra’s place is one of the best equipped ones we’ve stayed in! Kitchen made it easy to cook and beach equipment was appreciated. Being a second floor unit with high ceilings means it takes a while to cool down. Only one thing that could be improved: If you’re a person who likes to sleep with the ceiling fan on, the bedroom has one, but it really needs to be replaced — it’s very noisy (the one in the living room is silent in comparison). After a couple of nights with the noisy fan, we chose to keep it off and were reasonably comfortable with the AC unit. Otherwise we would stay again!
Top guest favourite
Apartment in Wailea
4.98 out of 5 average rating, 60 reviews

Mana Kai Palms: Oceanfront Resort ~Keawakapu Beach

EmilyRating, 5 stars1 month ago
We had an amazing experience staying here! It had a very warm welcoming feeling and everything was very clean. The views are exactly as pictured! The beds were very comfortable and they had all the amenities we needed. We will definitely be staying here again in the future!

Quick stats about beachfront rentals in Wailea-Makena

  • Total rentals

    170 properties

  • Nightly prices starting at

    $129 SGD before taxes and fees

  • Total number of reviews

    7.1K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Rentals with a pool

    160 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

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