Vacation rentals in Wailea Beach

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Wailea Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
A modern open-concept living area features a round wooden dining table in the foreground, surrounded by white chairs. In the background, a well-equipped kitchen displays sleek appliances. A cozy seating area with light-colored couches is visible, complemented by natural lighting from large sliding glass doors.
Condo in Kihei
4.93 out of 5 average rating, 211 reviews

StunningReno*Palms in Wailea Condo-Beach*Golf*Pool

New 160K Renovation+Redecoration for a Hawaiian Beach Vibe.Wailea is one of the most sought after resort on Maui. Here you can relax in luxury of the beautiful grounds + refreshing swimming pool and spa. World Class Golf+Shopping. Ground floor condo with private lanai that overlooks the grass. King Master Bed with private bath,2 Uber deluxe pull out Queen bed couches.Short stroll to Keawakapu Beach from condo where you can snorkel+take long beach walks. EverythingProvidedBeach items+Yeti+ more

Top guest favorite
A stunning beach scene captures vibrant sunset colors reflecting off wet sand. Rocky outcrops frame the tranquil waters, while palm trees sway gently in the foreground. Wispy clouds stretch across the sky, adding depth to the evening landscape.
Condo in Kihei
4.99 out of 5 average rating, 196 reviews

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Our condo is not suitable for children or infants.

Top guest favorite
An expansive covered lanai features comfortable seating with plush cushions, accented by a decorative table. String lights adorn the ceiling, and panoramic ocean views showcase a vibrant sunset over palm trees and neighboring properties.
Guest suite in Kihei
4.99 out of 5 average rating, 142 reviews

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

Top guest favorite
Condo in Wailea
4.95 out of 5 average rating, 168 reviews

Fairway-front 2BR, pool, walk to Wailea Beach

Your private lanai opens onto the 2nd fairway of the Wailea Blue — enjoy the sunsets, outdoor dining, and quiet. Inside, a remodeled 2BD/2BA that sleeps 6, with local Hawaii art throughout. Walk across the golf course to Ulua Beach and Wailea Beach. The Shops at Wailea, Monkeypod, and Akamai Coffee are all minutes away. 2 shared swimming pools + Hot tubs + BBQ Areas. Wailea tennis center next door, free reserved parking steps from your door. Welcome to your new favorite Maui retreat!

Guest favorite
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 Kihei
4.98 out of 5 average rating, 106 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.

Guest favorite
Condo in Kihei
4.88 out of 5 average rating, 147 reviews

*Last Minute Deal*Luxurious*2b/2b OceanView Wailea

This ground floor 1071 square foot unit is situated just above the 11th fairway of the Wailea Blue Course. The living room and master bedroom have private lanais that step out to a relaxing open lawn with sweeping ocean views. Features include AC throughout the property, bamboo floors throughout, brand new tile in the master bathroom, granite counter tops, and cherry cabinets. Tastefully decorated this spacious condo truly has everything you will need!

Top guest favorite
A spacious living room is presented with comfortable seating options, including a sofa and decorative chairs. Natural light floods the area through large windows, highlighting the neutral color palette. A wooden coffee table is centered on a textured rug, offering a cozy gathering space.
Condo in Kihei
4.94 out of 5 average rating, 85 reviews

Wailea Hidden Gem

Aloha and welcome to The Palms at Wailea! Escape to paradise in this ground level unit, including a serene bedroom, two full bathrooms, full kitchen, living room with queen-sized easy-to-close Murphy bed, and complimentary parking space. This vacation condo is fully equipped with beach gear, in-unit laundry, free WIFI, covered patio and outdoor dining, pool accessibility and hot tub, and central location to all of Maui’s most beautiful destinations.

Luxe
Condo in Kihei
4.98 out of 5 average rating, 65 reviews

Wailea Ekolu – Oceanview in the Heart of Wailea

PRICE REDUCED!! Wailea Ekolu #207 is a luxurious accommodation located in the heart of Wailea, offering breathtaking views of the Pacific Ocean. The name “Ekolu” holds significance as it means “three” in Hawaiian, representing the fact that it was the third complex built in Wailea back in 1979. The suite itself provides stunning views of the three islands: Molokini, Kaho'olawe, and Lanai, further embodying the essence of “Ekolu”.

Guest favorite
A modern kitchen features sleek white cabinets and a spacious granite countertop, with stainless steel appliances. A decorative arrangement of tropical flowers is positioned on the counter. A sliding glass door leads to a private lanai with ocean views, furnished with a dining table and chairs.
Condo in Wailea
4.96 out of 5 average rating, 200 reviews

Wailea Gem-Remodeled Ocean View

Beautiful, fully remodeled Wailea Jewel! Peaceful and private location with expansive ocean views. Our newly renovated, one bedroom, 2 bathroom condo has everything you need to enjoy your Maui getaway. Located a short drive from the airport and just minutes away from some of the best beaches and dining in Hawaii. You will truly feel like you're in paradise during your stay.

Top guest favorite
Condo in Wailea-Makena
4.98 out of 5 average rating, 207 reviews

Ocean/Golf Course Views, Tropical Resort in Wailea

Breathe in and exhale slowly while gazing at the beautiful ocean, serene greenery and misty mountaintops. Make the most of a country-club setting by lounging on sun decks and swimming in heated pools. Retreat to an updated condo to unwind and fall asleep in a comfy bed. (This unit is suitable for a maximum of four (4) guests. Infants of any age are counted as guests.)

Top guest favorite
A light-filled living room features a large gray sectional sofa and a 70-inch Smart TV mounted on the wall. Above the TV, a colorful 'ALOHA' sign is displayed. Sliding glass doors offer views of a spacious lanai overlooking lush green fairways.
Condo in Wailea-Makena
5 out of 5 average rating, 141 reviews

Wailea Surf Shack: Beaches, Shops & Golf!

Welcome to Wailea Surf Shack, a beautifully renovated Maui retreat in the heart of Wailea. Book with confidence knowing that we live on the island, personally manage and care for the condo, and truly treat our guests like family. We go above and beyond to make sure your stay is comfortable, relaxing, and filled with wonderful Maui memories.

Top guest favorite
A well-appointed kitchen area features a spacious granite countertop with rich wooden cabinetry. Hanging red pendant lights provide soft illumination. Large windows offer views of lush greenery and the ocean, enhancing the inviting atmosphere of the space.
Condo in Wailea
4.94 out of 5 average rating, 181 reviews

Gorgeous 2 Story Townhouse in Wailea w/ Ocean View

Perfect Wailea location! First-row condo on the Blue Golf Course, next to Wailea Village Shopping Center and across from The Shops at Wailea & Grand Wailea. Fully renovated with open floor plan and soaring 20-ft cathedral ceilings. Steps to restaurants, shops, groceries & world-class beaches.

Popular amenities for Wailea Beach vacation rentals