Apartment holiday rentals in Wailea

Find and book unique apartments on Airbnb

Quick stats about apartment rentals in Wailea

  • Total holiday rentals

    Explore 250 holiday rentals in Wailea

  • Nightly prices starting at

    Wailea holiday rentals start at $188 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,390 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Wailea holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wailea rentals

  • 4.9 Average rating

    Wailea stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated apartment rentals in Wailea

Guests agree: These apartments are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
A spacious living area features a large sectional sofa adorned with various throw pillows. A wooden coffee table sits in front of the sofa, while built-in shelves display decorative items and a flat-screen TV is positioned for easy viewing.
Apartment in Wailea
4.88 out of 5 average rating, 168 reviews

Go Golfing from a Peaceful Apartment in a Beach Community

Unit #903 – Key Features Garden views, ground floor A/C (3 zones) Lanai seating Quiet Updated appliances; washer/dryer Primary: king bed Second: twins (convert to king) Sleeper sofa Kitchen TV, Wi-Fi Free U.S./Canada calls Amenities Beach chairs, umbrella, boards, cooler, towels Baby gear: Pack ’n Play Pool, hot tubs Location Wailea—near beaches, golf, shops, dining. Keawakapu Beach is a short walk. Guest Support On-island contact after booking. Parking Dedicated space + guest parking.

Top Guest favourite
An outdoor dining area is presented on a covered balcony, featuring a wooden table set with plates adorned with pink flowers. The view includes palm trees and neighboring structures, with a bright sky in the background.
Apartment in Wailea
4.89 out of 5 average rating, 111 reviews

Wailea Large Ocean View Condo

Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area which opens to a covered lanai area for outdoor entertaining and dining with lush tropical, ocean views and stunning sunsets. Why stay in a crowded hotel when you can relax in the safety of your own large condo. Long stay discounts.

Top Guest favourite
A modern kitchen is presented with light cabinetry and a gray countertop. Stainless steel appliances include an oven, microwave, and refrigerator. A dining island features two patterned stools, and a textured backsplash adds visual interest. The space is well-lit, enhancing functionality.
Apartment in Wailea
4.93 out of 5 average rating, 297 reviews

Spring Special / One Bedroom- Closest to beach!

We're happy to assure you that our condo in South Maui is fully compliant and properly zoned for short-term rentals. Book with confidence! As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan.. We bought our condo with a long-term goal in mind.. retirement later but fun now. We ask that if you choose to stay with us that the rental agreement that will be sent to you is respected and followed. Welcome to paradise!

Guest favourite
A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.
Apartment in Kihei
4.93 out of 5 average rating, 160 reviews

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

Guest favourite
A modern living area features a comfortable sofa and armchairs arranged around a wicker coffee table. A large wall-mounted television displays a scenic beach image. Floor-to-ceiling glass doors provide views of the ocean and tropical landscape, allowing natural light to fill the space.
Apartment in Kihei
4.94 out of 5 average rating, 102 reviews

Upscale Oceanfront Penthouse Vistas

Full remodel and decorated ourfitted with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach. Beach chairs, umbrellas, towels, and a cooler are all provided. We offer a fully stocked kitchen for those who want to cook. Experience the resort's many amenities such as beach access with snorkeling, a private pool, and grills.

Guest favourite
An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.
Apartment in Kihei
4.92 out of 5 average rating, 158 reviews

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

E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

Guest favourite
A serene view showcases a circular pool surrounded by palm trees and tropical greenery. The backdrop features a cloudy sky over the ocean, with a glimpse of beach access visible. Smaller images highlight the interior amenities, including a modern bathroom and living area with ocean views.
Apartment in Kihei
4.9 out of 5 average rating, 337 reviews

Ocean View, 1 minute walk to the beach 2BR/2BA

You'll love this stylish newly renovated condo with stunning ocean view. Enjoy easy walks to everything you desire for the perfect Maui vacation. This truly is the best holiday location on the island. You'll love the neighborhood, the shopping, the beaches, 3 pools, sunsets, restaurants, cafes, bars, turtles & whales! You'll be staying directly opposite the famous Charley Young beach! In the cutest little beach town on island Complementary parking

Top Guest favourite
A covered private lanai features a comfortable seating arrangement with a coffee table, while natural light enhances the space. Sunset views are visible through palm trees, providing a serene backdrop. The entrance to the indoor living area is seen through glass doors.
Apartment in Wailea
4.95 out of 5 average rating, 195 reviews

Ocean Front Vibes Maui

Wake up to panoramic ocean views and end your day with sunsets from your private lanai in this top-floor corner condo at Haleakala Shores. Just steps to Kamaole Beach Park III with easy elevator access. Beautifully remodeled in 2020, fully stocked, and walkable to dining, shops & snorkeling. Light road noise possible. See more videos & details on social at oceanfrontvibesmaui Maui's airport code is OGG

Top Guest favourite
A balcony view showcases a table with two chairs and colorful cushions, overlooking lush green landscaping and a pool. Palm trees frame the scene as vibrant sunset hues paint the sky above the ocean, creating a serene and inviting atmosphere.
Apartment in Kihei
4.97 out of 5 average rating, 101 reviews

Sweeping Ocean Views • Beach Access • Powerful AC

✨ Airbnb Superhosts | 250+ 5 Star Reviews ✨ Welcome to Beachy Couture ✧˖° – your Maui dream home! Wake up to stunning ocean views, walk 5 minutes to the beach, and explore local shops & eateries. 🏖 Why You’ll Love It: 🌊 Breathtaking Ocean Views 🏝 Steps from the Beach ❄️ Cool & Comfy – AC in Every Room We’re here to make your stay fun, stress-free & unforgettable! 🌺

Guest favourite
Apartment in Maalaea
4.94 out of 5 average rating, 163 reviews

Steps to Beach! Ocean View Retreat | Pool +Hot Tub

🌊 Stunning oceanfront condo just 20 steps from the beach! Recently renovated with panoramic ocean views, new kitchen & appliances. Corner unit privacy on ground floor with direct beach access. Heated pool, hot tub & BBQ on-site. Watch whales from your living room in winter! Perfect Ma'alaea location near Maui's longest beach.

Top Guest favourite
A stylish living area features bamboo flooring, a sectional sofa with bright orange cushions, and a round wicker coffee table. A glass dining table accommodates four, and a large wall art piece depicting tropical leaves adds vibrancy. Natural light fills the space through floor-to-ceiling windows with views of the garden.
Apartment in Kihei
4.81 out of 5 average rating, 307 reviews

Maui Banyan 1bd steps to beach & restaurants

Stay steps from stunning Kamaole Beach! This 1-bedroom retreat features a king bed, sofa bed, central A/C, and a fully equipped kitchen for easy meals. Relax on your private patio after a day at the beach. Surrounded by cafés and restaurants, you’ll enjoy the perfect blend of comfort and convenience. Free parking included.

Top Guest favourite
An open living area features a modern kitchen with stainless steel appliances and a light countertop. A comfortable gray sectional sofa is arranged around a small coffee table on a patterned rug. Shelving displays decor, and a large mirror reflects the space, enhancing brightness.
Apartment in Kihei
4.95 out of 5 average rating, 217 reviews

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

Centrally located in south Downtown Kihei. The place is literally next to the world famous Kameole Beach, next to many restaurants, next to bakery, next to ice cream shop, next to bar, next to small market. Literally walk to everything. Your family will be close to everything when you stay at this centrally-located place.

Popular amenities for Wailea apartment rentals

When is the best time to visit Wailea?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$596 NZD$663 NZD$599 NZD$468 NZD$445 NZD$485 NZD$473 NZD$452 NZD$456 NZD$456 NZD$488 NZD$586 NZD
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Wailea
  6. Apartment rentals