
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 $191 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.

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.

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.

*Last Minute Deal * Fully Remodeled, Luxury Condo
This is an exclusive, elegant, fully remodeled 650 sq ft condo in a fantastic location. Pools, hot tubs, tennis courts, BBQ /picnic areas, and beautiful Hawaiian greenery dot the grounds of this sought after complex. Sip a Mai Tai on your private lanai and admire the foliage below. Sink into your comfortable bed and marvel at the palm trees peeking through your windows. Appreciate the hardwood floors, tiled shower, and custom Hawaiian touches of this luxury unit. The perfect vacation awaits.

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.

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.

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.

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!

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!

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

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! 🌺

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.

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
Weekly apartment rentals

Tropical Beachfront Paradise

Wailea Escape/Golf Views, Beaches & Family Comfort

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

Wailea Ocean View Escape

Wailea Ekahi Ocean View Studio!

Spacious 3BR/2BA Condo in Wailea

Stunning Sunsets & Ocean Views Every Day!

Amazing location! Chic Maui Getaway (ground floor)
Private apartment rentals

Modern Chic Kihei Villa • 3-Min Walk to Ocean

Kihei Maui Getaway

Beautiful Wailea Condo on the Golf Course GC147

Kihei 525-OceanView, 5 min drive to stores/food

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort

Oceanview Condo 174

Family Oceanview | Beach, Pool, Hot Tub, AC

Kihei Surfside 108 - Ground Floor - Oceanfront -AC
Apartment rentals with a hot tub

Family Friendly Loft Style Kihei Condo 2BD/2BA

Beautiful Studio Oasis Maui Banyan

Maui Banyan condo w/ BBQ grill and pool

Let's Do Sunset On Maui! 1 Minute Walk to Beach

Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108

South Kihei condo w/ pool, hot tub & lanai

Steps to Charley Young Beach • Remodeled• Pool •AC

Charming Studio steps to beach with washer/dryer
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $604 NZD | $671 NZD | $607 NZD | $474 NZD | $451 NZD | $491 NZD | $479 NZD | $458 NZD | $462 NZD | $462 NZD | $494 NZD | $593 NZD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Destinations to explore
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