Beachfront vacation rentals in Wailea-Makena

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Popular amenities for Wailea-Makena beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Apartment in Wailuku
4.95 out of 5 average rating, 40 reviews

2 bd Maui Retreat - 5 miles of beach

DavidRating, 5 stars2 weeks ago
We had a wonderful stay at this place! Gorgeous, very well-supplied, great kitchen, comfortable beds, nicely decorated. We would stay again!
The living room features a comfortable sofa, accent chairs, and a coffee table. Two upholstered ottomans offer additional seating. A large flat-screen TV is mounted on the wall. Sliding glass doors open to outdoor seating, allowing natural light to fill the space.
Apartment in Kihei
5 out of 5 average rating, 3 reviews

Paradise awaits! Hale Kamaole unit 175 South Kihei

PeterRating, 5 stars1 week 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 favorite
A spacious bedroom features a large bed dressed in a light blue quilt, complemented by decorative pillows. Two bedside lamps illuminate the room, while sliding glass doors provide views of the surrounding lush greenery and mountains. A decorative tray with cups and flowers rests on the bed.
Condo in Lahaina
4.89 out of 5 average rating, 131 reviews

Beautiful Views~

RebeccaRating, 5 stars2 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!
A private deck offers seating with patterned cushions around a wooden table. Palm trees surround the area, contributing to the tropical ambiance. The vibrant sunset can be seen in the background, with the horizon blending into the serene ocean.
Townhouse in Kihei
4.92 out of 5 average rating, 85 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!
A resort pool is surrounded by palm trees and lush landscaping, offering an ocean view. Thatched-roof cabanas are positioned nearby, and lounge chairs are placed along the pool's edge, inviting relaxation under the clear blue sky.
Apartment 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.
A large resort-style pool is surrounded by lush palm trees and vibrant tropical landscaping. Natural rock formations with a waterfall feature enhance the scenery, while clear blue water reflects the sky. Sunlight creates a serene atmosphere around the inviting swimming area.
Condo 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
A private lanai is showcased with woven seating and a wooden table, offering a view of vibrant green grass that leads to the ocean. Palm trees frame the scene against a clear blue sky, enhancing the relaxing beachside atmosphere.
Condo in Kihei
5 out of 5 average rating, 4 reviews

Breathtaking Location-Sugar Beach #129

BrettRating, 5 stars9 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.
A modern kitchen is presented with dark wood cabinetry and granite countertops. Stainless steel appliances, including an oven and microwave, complement the space. A view of the adjacent dining area is visible through an open layout, with natural light filtering in from the windows.
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 favorite
A turquoise swimming pool is surrounded by lounge chairs, with palm trees and lush greenery in the background. A low fence lines the pool area, providing a sense of privacy. Sunny skies and a few clouds create a bright atmosphere.
Condo in Kihei
4.97 out of 5 average rating, 206 reviews

Fully remodeled, Ocean View, 3 mins walk to beach

RajkumarRating, 5 stars3 weeks ago
We had a bit of a different experience in Maui as our daughter got sick as soon as we landed so we ended up spending a lot of time at Hasan's place (probably more than other people that stay here do). The place itself was great (even though our trip had its hiccups hah). We were stuck inside at Hasan's place for a couple days but the place had everything we could ever need. The kitchen was great and had everything we needed to make quick meals and having the extra space was really helpful with a sick kid. Hasan was also super responsive (when the battery on the door was low, someone changed it within the hour; when I asked whether we can have a rental company drop off a crib he coordinated drop off and pickup). Once we were ready to venture out again it was great having 2 beaches nearby we could walk to sinc ewe didn't want to venture too far (and having all the beach stuff we'd need already in the apartmetn including towels, sand toys, etc) meant we didn't have to plan anything!
Guest favorite
A swimming pool is surrounded by lush palm trees and outdoor lounge chairs. The pool's clear blue water reflects the bright sky, providing a refreshing atmosphere. Nearby buildings are visible, enhancing the resort's tropical setting.
Condo in Lahaina
4.95 out of 5 average rating, 123 reviews

Ocean Views- Beachfront- Steps to a Sandy Beach!

KatieRating, 5 stars1 week ago
Helene and Michael’s home in paradise is a true gem. We enjoyed a beautiful four nights here taking in the spectacular views from the patio, watching turtles swim by, and swimming at the beach right off the back deck. Helene’s home felt peaceful and had every amenity you could need. The kitchen was well equipped as was the bbq area. The location is prime and walkable to shops and restaurants while not feeling busy or crowded. The lack of AC was not an issue as it was nicely cool at night with breezes and plenty of fans throughout the unit. Helene was responsive and helpful throughout our stay. We only wished we could have stayed longer here in paradise and are already planning our return. Mahalo 🌺💕
Guest favorite
A vibrant sunset is captured over the ocean, framed by tropical palm trees and lush greenery. The sky is painted with warm hues of orange and yellow, contrasting with the deep blues of the water. The serene landscape invites tranquility and connection with nature.
Condo in Kihei
4.92 out of 5 average rating, 130 reviews

Maui Kamaole A114 Kihei Ocean View & Whales!

ChristinaRating, 5 stars3 weeks 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!
Top guest favorite
Condo in Lahaina
4.99 out of 5 average rating, 122 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

JensonRating, 5 stars2 weeks ago
Melissa's place in Kapalua delivered exactly what was promised. The location is perfect for exploring this beautiful area of Maui, and the property matched the listing description completely. Melissa was excellent to work with - she responded quickly to messages and kept communication clear throughout our stay. Kapalua is an incredible spot on the island, and this rental gave us the ideal base to enjoy everything the area offers. We'd definitely book with Melissa again.
Guest favorite
A swimming pool is situated on a sunlit deck, bordered by lounge chairs. Lush greenery and palm trees provide shade, while views of the ocean can be seen in the background. The building features multiple balconies, enhancing the tropical atmosphere.
Condo in Wailuku
4.97 out of 5 average rating, 117 reviews

Surrounded by Glass! Ocean All Around.

RobinRating, 5 stars5 months ago
Barbara was wonderful. Gave good instructions on how to enter the property. There are elevators, so don’t feel you have to lug your luggage up three flights like we did. BE SURE your rental can clear six feet to enter the parking structure. Any issues were met with prompt solutions, many times going above what was expected. The view from the condo was incredible!! We chose to stay in the second room as we could see sunrise WHILE LAYING IN BED!! You WILL view sea turtles just off the lanai every single day, especially during high tide. Two couples can stay comfortably, however, there is only one stand up shower (other is a tub/shower without doors). Bedrooms are right next to each other & second bedroom closes off as a room with an accordian wall. The list of recommendations were on point & we found ourselves going to Cafe Ole every chance we had. The plantation around Cafe Ole was beautiful. Great spot to walk around, eat, and shop for gifts and local food. We highly recommend.
Guest favorite
Condo in Kihei
4.97 out of 5 average rating, 227 reviews

Oceanfront Penthouse Vistas

IsabelleRating, 5 stars4 weeks ago
After discovering the apartment we had reserved had been rented to someone else, we were lucky and very happy to find Aaron's apartment. Aaron was very responsive, and quickly fixed the shower not draining properly. There was everything we needed and more: Beach towels and seats, cooler... We will gladly come back!
Guest favorite
A light-filled living area showcases a beige couch and two patterned chairs, positioned around a wooden coffee table. Floor-to-ceiling windows reveal expansive ocean views, allowing natural light to enhance the space. A ceiling fan adds to the comfort, while a mounted TV is visible on the sideboard.
Condo in Lahaina
4.97 out of 5 average rating, 123 reviews

Beachfront Designer Remodel/AC, 180⁰ Ocean Views

KingRating, 5 stars1 week ago
We had an amazing stay at Janice’s place in Maui! The condo was spotless, beautifully maintained, and exactly as described. It was peaceful and quite perfect for relaxing after a day of exploring the island. Janice was a fantastic host very easy to communicate with and super helpful throughout our stay. 10/10 would absolutely recommend this place to anyone visiting Maui. Mahalo, Janice!
Top guest favorite
A swimming pool is framed by tropical landscaping, with lounge chairs and umbrellas positioned around the perimeter. The pool features a gentle curve and a ladder for easy access. Sunlight casts playful reflections on the water's surface, creating a relaxed ambiance.
Condo in Kihei
4.91 out of 5 average rating, 132 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!

Private beachfront home rentals

Guest favorite
Condo in Kihei
4.96 out of 5 average rating, 50 reviews

Newly Remodeled-AC-Ocean Views-Modern Finishes

MollieRating, 5 stars4 months ago
This was our third stay @ Ekahi Village. This unit was our favorite, with exception of road noise. Amenities, updates, manager responsiveness all was amazing.
Guest favorite
A spacious bedroom features a comfortable bed with a light-colored, art-inspired bedspread. A wooden dresser stands opposite a corner television. Large windows provide views of the surrounding tropical landscape, while soft lighting enhances the serene atmosphere.
Condo 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 favorite
A dining area features a circular bar with four woven stools and multi-colored pendant lights overhead. The textured orange walls and bamboo ceiling create a warm ambiance. A small desk with a chair is visible against the wall, along with decorative artwork and shelving.
Condo in Wailea
4.94 out of 5 average rating, 52 reviews

Gorgeous Condo in Wailea Ekahi Village!

JamieRating, 5 stars3 weeks 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
A modern living space features a comfortable sofa and stylish armchairs, arranged around a sleek coffee table. Expansive glass doors lead to a patio with lush garden views. Architectural lighting and a ceiling fan provide a well-lit and inviting environment.
Condo in Kihei
4.81 out of 5 average rating, 97 reviews

Luxury Wailea Remodel - Beachfront Community

ShiyuanRating, 5 stars6 days ago
Beautiful condo, close to beach, awesome welcome snack
Superhost
A comfortable living area features a large sofa adorned with decorative cushions, paired with an accent chair and a coffee table. A surfboard is mounted on the wall, while the kitchen area is visible in the background, showcasing modern appliances and bar seating.
Condo in Kihei
4.85 out of 5 average rating, 118 reviews

Beautiful Maui Beach Condo Steps from the Shore!

RyanRating, 5 stars1 month ago
I really enjoyed my stay here! Nick and Chelsea were very responsive regarding any questions I had. The location is near everything - beaches, shopping, restaurants. I also appreciated that there were ample amounts of parking. If you are planning on staying in Kihei, do not hesitate to book this spot! I will definitely be back!
Guest favorite
An expansive garden view is presented, featuring lush greenery and vibrant flowering plants. Palm and tropical trees are visible, framed by a clear blue sky. The peaceful landscape invites a sense of tranquility and connection with nature.
Condo in Kihei
4.98 out of 5 average rating, 86 reviews

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

JenniferRating, 5 stars3 weeks 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 favorite
A picturesque view captures a beach at sunset with vibrant orange and purple hues in the sky. Swaying palm trees line the shoreline, where beachgoers can be seen enjoying the golden sand and gently lapping waves. The grassy area near the beach is dotted with lounge chairs.
Condo in Kihei
4.98 out of 5 average rating, 60 reviews

Mana Kai Palms: Oceanfront Resort ~Keawakapu Beach

EmilyRating, 5 stars3 weeks 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!
Top guest favorite
A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.
Condo in Kihei
4.96 out of 5 average rating, 266 reviews

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

ElizabethRating, 5 starstoday
Tracy’s place in Kihei was perfect. It’s close to everything—beaches, food, shops, you name it. The unit was spotless, felt like home, and had everything we needed for both the stay and the beach. Waking up to the ocean view and walking down to Lava Java for coffee each morning was the cherry on top. We loved our time here and will definitely be back!

Quick stats about beachfront rentals in Wailea-Makena

  • Total rentals

    170 properties

  • Nightly prices starting at

    G$20,984 GYD 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

Destinations to explore

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  2. United States
  3. Hawaii
  4. Maui County
  5. Wailea-Makena
  6. Beachfront rentals