Beachfront holiday rentals in Wailea, Wailea-Makena

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Popular amenities for beachfront rentals in Wailea, Wailea-Makena

Pet-friendly beachfront home rentals

Guest favourite
Flat in Wailuku
4.95 out of 5 average rating, 40 reviews

2 bd Maui Retreat - 5 miles of beach

DavidRating, 5 stars3 weeks ago
We had a wonderful stay at this place! Gorgeous, very well-supplied, great kitchen, comfortable beds, nicely decorated. We would stay again!
Flat in Kihei
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.
Home in Lahaina
4.56 out of 5 average rating, 88 reviews

Walk to Front St., ALOHA CABANA, "PEOPLES CHOICE"

EricRating, 5 stars23 months ago
Great location. Had a minor issue, but Lisa was on top of it . Making sure we were enjoying our trip. Would recommend to anyone visiting Maui! Mahalo!

Beachfront home rentals with a pool

Guest favourite
Apartment in Lahaina
4.94 out of 5 average rating, 108 reviews

Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)

SandeepRating, 5 stars2 weeks ago
This place at Mahana is seriously the best place to stay if you want to enjoy the tranquility of Maui and the insanely beautiful ocean views and the blue water. Prakash was really proactive in sharing instructions, in informing us about activities in the building etc. The place was clean, the furnishings were perfect, aptly sufficient without making the place cluttered. Would definitely go back the next time we visit Maui.
Guest favourite
Apartment in Wailuku
4.97 out of 5 average rating, 118 reviews

Surrounded by Glass! Ocean All Around.

SaurabhRating, 5 stars1 month ago
Everything was great and as described in listing and the other great reviews. Condo is great, very neat and as described in the listing. Views are amazing from the condo. Sea turtle spotting is very common. The bay is shallow on the low tide, and you might spot people snorkling. Barbara is a very helpful host. The only complain that I had were winds. For some reason it was always windy there during our stay while ’twas quieter on other places in the island. There is only one convenience shop where you can find good brunch and beer.
Guest favourite
Flat in Kihei
4.91 out of 5 average rating, 141 reviews

100 steps from the beach! Tranquil Seaside Oasis

KristineRating, 5 stars2 weeks ago
We really enjoyed the relaxing environment. It was close to the beach. The complex was quiet and we enjoyed the hot tub a couple of the evenings.
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
4.88 out of 5 average rating, 178 reviews

Island Surf #206 Your South Maui Gem is here

CherieRating, 5 stars5 days ago
Fabulous condo. Exactly how it was described. Had everything I needed to make my stay comfortable. Walking distance to the beach, food trucks and Foodland was a plus. Looking forward to staying again
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!
Guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 117 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

SarahRating, 5 stars2 weeks ago
Me and my husband loved the ocean front view! We enjoyed all the things that came with the condo, as snorkel gear,beach chairs, to laundry soap if needed! Fully stocked kitchen with dishes, and pots pan utensils. We did have a problem with the WiFi which we reached out to Dan and it was resolved very quickly! The place is so central and local to everywhere we wanted to explore! We truly enjoyed it!
Top guest favourite
Apartment in Kihei
4.99 out of 5 average rating, 270 reviews

Modern studio by the beach - Taxes included

IsabellaRating, 5 stars4 weeks ago
I really enjoyed staying at Truman’s property. I came with a friend for another friend’s wedding and it was very close to things, especially snorkeling. Just about 10 min drive to really good snorkeling. If you do the molokini crater snorkel, there are boat options that pick you up in Kihei. The property was really clean and honestly had everything I could have possibly needed. They had a steamer, sunblock, aloe, snorkeling kits, etc. Only thing is I wish they had conditioner. A/C worked well and the kitchen and bathroom were so clean. Unfortunately, I had to leave early but they were great in terms of communication. If I ever come back to Maui, I’d definitely stay again!

Private beachfront home rentals

Top guest favourite
Apartment in Maalaea
4.96 out of 5 average rating, 129 reviews

Spectacular Oceanfront views!

MarissaRating, 5 stars1 week ago
Beautiful space- views and ocean front sounds of crashing waves were amazing. And so much sea turtle activity. Never stayed in a place with such a well stocked kitchen with pans and cooking implements. First rate. Very quiet area and a larger beach for swimming is a couple blocks walk away.
Guest favourite
Apartment in Wailea
4.92 out of 5 average rating, 77 reviews

Wailea Elua 1101 - Beachfront Section - Ocean View

LisaRating, 5 stars1 month 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 Kihei
4.82 out of 5 average rating, 98 reviews

Luxury Wailea Remodel - Beachfront Community

HeatherRating, 5 stars4 days ago
Wonderful stay and location. We realized too late in our trip the easy access to the beach!
Guest favourite
Apartment in Kihei
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 Kihei
4.96 out of 5 average rating, 268 reviews

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

BlakeRating, 5 stars5 days ago
Tracy’s place was great! Amazing location with beach access & convenient for food selection.
Top guest favourite
Apartment in Kihei
4.99 out of 5 average rating, 116 reviews

Stylish Kihei Condo in Oceanfront Resort Complex

JennyRating, 5 stars5 days ago
Wonderful property! Karma is a great host: quick to respond, flexible and kind. She went above and beyond to help make our trip enjoyable. The condo itself is very well stocked and comfortable. Really appreciated all of the beach gear (chairs, sand toys, goggles/masks and boogie boards!). Beds and sheets were sooo nice, and there were lots of extra beach and bath towels. While at the condo we spent lots of time watching the birds from the lanai, enjoyed walks on the beach and sunsets from the rooftop. Kehei is a small, safe town in a great location to begin/end all of our Maui adventures. A few of our favorites: Palauea Beach, Monkeypod restaurant, Duo (splurge at the Four Seasons), Trilogy snorkel tour to Kaanapali, North Shore Zipline, hula show at South Maui Gardens. Thank you Karma for a magical first trip to Maui.
Superhost
Apartment in Kihei
5 out of 5 average rating, 4 reviews

PUN 202 Oceanfront Condo w Stunning Ocean Views

JaclynRating, 5 stars1 month ago
The condo is located directly on the beach with beautiful views of the nearby island and the crater. We could easily walk down to a small beach directly behind the condo where turtles come up every day to rest. The condo itself was comfortable for my boyfriend and me. Furnishings and appliances are a bit outdated, but nothing was in poor shape. Location is walkable to a great food truck “court”, coffee shops, and restaurants. Parking spaces are tight, although a minivan and mid size truck managed to park beside us. The stay included free tickets for activities. We took advantage of the Maui Gold Pineapple Farm tour and loved it.

Quick stats about beachfront rentals in Wailea, Wailea-Makena

  • Total rentals

    170 properties

  • Nightly prices starting at

    ₹8,609 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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