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.

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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, 171 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.

Guest favourite
Apartment in Kihei
4.85 out of 5 average rating, 139 reviews

Beautiful Studio Oasis Maui Banyan

G210A - This one-bedroom/one bath studio is conveniently located on the 2nd Floor near the front entrance of the popular Maui Banyan, close to the pool, hot tub, barbecues, elevator, front office, and within a short walking distance from Kamaole Beach II and its beautiful sunsets! Many restaurants within walking distance as well. This small unit includes a compact fridge, microwave, coffee maker, toaster and a wall-unit AC. We also provide beach chairs and towels. Maui awaits your arrival!

Guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and microwave. A light grey tile backsplash complements the white marble countertop, which hosts a built-in stove. Natural light enters through a small window, enhancing the airy space.
Apartment in Kihei
4.94 out of 5 average rating, 135 reviews

High-end, On Beach, View Balcony, with Pool & BBQ!

Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

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, 299 reviews

Summer 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 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, 103 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.

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, 199 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
Apartment in Kihei
4.89 out of 5 average rating, 211 reviews

Family Oceanview | Beach, Pool, Hot Tub, AC

Experience island living in our top-floor ocean-view condo in Kihei. Wake to ocean breezes and panoramic views. Recently updated with stylish touches, it offers comfort and charm for all. Enjoy whale watching in season and year round sunsets from the private lanai. Just steps from the beach, it's a serene escape—perfect for couples, friends, or families seeking a memorable Maui getaway.

Superhost
Apartment in Kihei
4.85 out of 5 average rating, 166 reviews

OCEANFRONT, Prestigiously REMODELED Chic Condo**

An incredible beachfront location and boutique tranquility make this condo feel like your own luxury resort. Watch the waves tumble on shore as you sip your favorite cold beverage from your own private lanai facing the golden sands and turquoise waters of Kamaole I Beach. Lush garden areas, high ceilings, original artwork and a secluded feel make this unit the perfect getaway.

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, 308 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. IT'S A LEGAL VACATION RENTAL UNIT

Guest favourite
A modern living area is featured, showcasing a comfortable sofa with decorative pillows and a coffee table. The open kitchen is visible in the background, equipped with stainless steel appliances and a countertop with bar seating. Light fills the space through large windows.
Apartment in Wailea
4.94 out of 5 average rating, 118 reviews

Kamaole Sands 7-207-Stunning Remodel-Large Lanai

This 1 bedroom, 2 bathroom condo was just completely remodeled with beautiful modern finishes. The condo is located in Building 7 at Kamaole Sands and has a large lanai. PMI Maui manages many units in South Maui. Please let us know if you are interested in any of our units and we will send you the Airbnb link to view all of our listings and reviews.

Guest favourite
A private Lanai is furnished with a round glass table and four comfortable chairs, overlooking lush green lawns and distant blue mountains. The serene outdoor space invites relaxation, enhanced by a warm tropical breeze and clear blue skies.
Apartment in Wailea
4.92 out of 5 average rating, 133 reviews

Grand Champions - Ocean & Golf View, King Bed, A/C

We are located in the heart of Wailea at the Grand Champions Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next to the Wailea Tennis Club and Wailea Blue Golf Course.

Popular amenities for Wailea apartment rentals

When is the best time to visit Wailea?

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Avg. price$595 NZD$661 NZD$598 NZD$550 NZD$504 NZD$475 NZD$472 NZD$451 NZD$454 NZD$454 NZD$487 NZD$584 NZD
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