Apartment holiday rentals in Wailea

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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 $154 AUD 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, Wi-Fi 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
The exterior of the end unit on the second floor is showcased, featuring a light-colored facade with green accents. Lush tropical plants surround the base, and a set of stairs leads to the entrance, providing a sense of privacy.
Apartment in Wailea
4.95 out of 5 average rating, 156 reviews

Private Top-Floor Apartment with Mountain and Ocean Views

Many units in the Palms only have air conditioning in the master bedroom. We substantially upgraded the unit (new floors, cabinets, appliances), and while we were at it we installed AC throughout the unit. -Unit #906 -Beautiful Views -End Unit on Second Floor Provides Awesome Privacy -Air conditioning throughout unit...3 zones -Private Lanai With It's Own Weber Gas BBQ -2 Lounge Chairs -Quiet Location -All New Appliances -Brand New Full Sized Washer And Dryer -Luxury King Bed In The Master Bedroom -2 Twin Beds In The Second Bedroom can Also be Converted into a King Sized Bed -Free WiFi Internet -Free Local And Long Distance Phone Calls Within US And Canada -Pullout Sleeper Sofa -Fully Equipped Kitchen With BBQ Platters And Utensils -Flat Screen TV In The Living Room -Pac-n-Play and Booster Seat for young ones -Keawakapu Beach just a short walk away -Tommy Bahama Beach Chairs -Boogie Boards -Beach Umbrella -Beach Coolers -Pool / Beach Towels -Large Pool Area -Hot Tubs The entire condo and grounds are yours to enjoy. Wonderful pool and spa just a 2 minute walk from the unit. My On-Island Representative is available when needed. She lives in Kiehi and is handles several units for me. You will receive her phone number and email address upon booking the unit. Rest assured someone is on call should you need help. If golf, shopping, and being pampered is the aim, then Wailea is ideal. Walk to Keawakapu, one of Maui’s best beaches, play at 3 championship courses at Wailea Golf Club, and choose from 3 top spas. For an ocean adventure, rent an outrigger canoe. One dedicated parking spot just outside the front door to your condo. Multiple first come first serve parking spaces 40 feet away from this spot. We provide beach gear (chairs, umbrella, boogie boards, cooler) and baby gear (booster seat, pack n play).

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Superhost
An inviting private balcony features comfortable seating, including a round, woven chair and rattan seats with cushions. A telescope is positioned for views of the ocean and adjacent landscaped garden, showcasing palm trees swaying in the breeze and a glimpse of the heated pool.
Apartment in Kihei
4.88 out of 5 average rating, 139 reviews

The Whale Watch 208-Oceanfront Kihei

HOTEL ZONED, NOT affected by new Hawai’i legislation banning 1/2 of Maui’s Airbnbs Next to Pacific Whale Sanctuary, this newly renovated 2bed, 2bath is a modern oceanfront oasis. On the 2nd floor, overlooking a heated pool with sweeping ocean, sunset, and mountain views. Steps away to a protected ancient Hawaiian beach perfect for snorkeling, viewing sea turtles and whales shopping, dining and sightseeing just moments away. Sip cocktails or grill out on the rooftop deck with 360* views of Maui.

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Top Guest favourite
Apartment in Kihei
4.89 out of 5 average rating, 213 reviews

Family Oceanview | Pool + Hot Tub | Private Lanai

Make family memories in this top-floor ocean-view condo in Kihei. Enjoy Pacific views, ocean breezes, year-round sunsets, and seasonal whale watching from the private lanai. Just steps away, the beach across the street is ideal for morning walks, beachcombing, dipping your feet in the water, and sunset strolls. The shallow, rocky shoreline is not ideal for swimming, but some of South Maui’s favorite swimming beaches are just a short drive away. A comfortable home base for Maui adventures nearby.

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Guest favourite
Apartment in Kihei
4.85 out of 5 average rating, 140 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!

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Top Guest favourite
Apartment in Kihei
4.76 out of 5 average rating, 132 reviews

Updated 1st Floor Maui condo

A welcoming 1st floor, one bedroom 723 sq ft condo at Kihei Kai Nani complex across from beautiful Kamaole II beach, in Kihei. It is recently updated, fully furnished and equipped with full kitchen, Queen size bed and a crib for an infant and a twin air mattress (no sofa-bed). NOTE: The Kihei Kai Nani resort has been zoned as a Hotel / Business Resort since it was built in the 70's. It is not one of the resorts being targeted by current legislation to curb Short Term Rentals on Maui.

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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

Experience Maui from your spacious retreat in the heart of Wailea. Enjoy ocean views, tropical breezes and beautiful sunsets from your covered lanai. Walk to The Shops at Wailea and restaurants, with golf and tennis nearby and Wailea Beach just a 5-minute drive. The bright, open-plan living area provides plenty of space to relax after exploring Maui. Skip the crowded hotel and enjoy the privacy of your own island home. Come experience the warmth of aloha and beauty of Wailea.

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Guest favourite
A spacious living area featuring high vaulted ceilings and large windows offering ocean views. Comfortable seating arrangements include an oversized sofa and stylish armchairs. A dining table accommodates four, complemented by a decorative feature wall. Natural light enhances the airy atmosphere throughout the room.
Apartment in Wailea
4.98 out of 5 average rating, 108 reviews

Luxurious Wailea Ocean Vistas

Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful lushness while enjoying a charming well-designed hideaway. We have considered every detail to provide the most effortlessly luxurious stay possible. With beaches nearby and two pools onsite, this island paradise has everything and more.

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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
4.96 out of 5 average rating, 202 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

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Superhost
Apartment in Kihei
4.85 out of 5 average rating, 168 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.

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Guest favourite
Tall palm trees frame a view of a serene coastline at dusk, where gentle waves meet the shore. The scene includes a hammock suspended between two trees, and soft pastel hues illuminate the sky, transitioning from light blue to warm pink. A green lawn completes the tranquil atmosphere.
Apartment in Kihei
4.91 out of 5 average rating, 136 reviews

Charley's Hideaway (Oceanfront)

Say Aloha to this 2 bedroom, attached beach bungalow built for family, friends and guests to relax and read, nap in the afternoon and play in the surf. Places like this have become a rarity in the islands, this charming, old Hawaiian house sits on a bluff overlooking the beach and predates a time before resorts and generic condo’s became the norm.

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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.

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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, 224 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.

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Popular amenities for Wailea apartment rentals

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Avg. price$488 AUD$543 AUD$491 AUD$452 AUD$414 AUD$390 AUD$387 AUD$371 AUD$373 AUD$373 AUD$400 AUD$480 AUD
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