
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 $156 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, 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.
ValueLocationAir conditioning

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.
LocationValueHot tub

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.
ValueLocationHospitality

OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
*Please note, The MAXIMUM OCCUPANCY of this 2-bedroom unit is 6 people at all times. This includes adults, children, infants, and overnight guests. Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. This ground floor, oceanfront, luxury 806 square foot unit opens up onto your very own private patio and grassy lawn. Complete with lounge chairs and outdoor seating, just steps from the turquoise waters of the Pacific Ocean, your paradise awaits.
LocationFamilyBarbecue

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.
LocationValueHospitality

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.
LocationFamilyWalkability

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!
ValueLocationPool

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!
FamilyLocationAmenities

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
LocationValueAir conditioning

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! 🌺
FamilyValueLong stay

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.
LocationFamilyDecor

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.
ValueFamilyLong stay
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Beautiful Studio Oasis Maui Banyan
ValueFamilyAmenities

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

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
LocationFamilyAmenities

Luxe Wailea Getaway | Stunning Ocean Views
LocationBathroomHospitality

Wailea Escape/Golf Views, Beaches & Family Comfort
FamilyLocationIndoor spaces

Stunning Sunsets & Ocean Views Every Day!
LocationWalkabilityBeach

Wailea Ocean View Escape
FamilyValueHospitality

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

Spacious 3BR/2BA Condo in Wailea
FamilyLocationNearby

Beautiful Wailea-Perfect Getaway
ValueLocationSleep quality

South Maui Escape
FamilyLocationCheckout

Kihei Maui Getaway
FamilyLocationParking

Oceanview Condo 174
LocationBeachCleanliness

Partial Ocean View King Condo at Maui Vista Kihei
LocationValuePool

Honu Sunset Steps to the Beach!
LocationFamilySleep quality

Modern Chic Kihei Villa • 3-Min Walk to Ocean
FamilyValueWalkability
Apartment rentals with a hot tub

Charming Studio steps to beach with washer/dryer
ValueFamilyCheckout

Family Oceanview | Beach, Pool, Hot Tub, AC
ValueLocationTV

Steps to Charley Young Beach • Remodeled• Pool •AC
LocationValueKitchen

Newly Remodeled Ocean View Condo
FamilyValueView

Maui Kihei One Bedroom - Steps from Ocean & Beach
FamilyLocationAccess

Wailea Elua 307 | Wrap-Around Lanai & Ocean View
LocationFamilyLayout

Serene Wailea retreat | Near beaches | A/C
ValueLocationAccess

Sugar Beach! Direct Ocean Front! Best Views! #620
LocationValueParking
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $495 AUD | $550 AUD | $498 AUD | $458 AUD | $419 AUD | $395 AUD | $392 AUD | $375 AUD | $378 AUD | $378 AUD | $405 AUD | $486 AUD |
| 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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- Maui
- Kaanapali Beach
- Lahaina Beach
- Polo Beach
- Wailea Beach
- Maui Vista Condominium
- Kapalua Bay Beach
- Honolua Bay
- Big Beach
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Aston Mahana at Kaanapali
- Kahana Beach
- Whalers Village
- Peahi
- Maui Tropical Plantation
- Kamaole Beach Park III
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