
Apartment holiday rentals in Wailea
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Wailea

Total holiday rentals
Explore 240 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $200 AUD per night before taxes and fees

Verified guest reviews
Over 5,280 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
240 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.
ValueFamilyTV

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.
LocationValueKitchen

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!
FamilyValueBathroom

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!
LocationFamilyIndoor spaces

Ocean View, 1 minute walk to the beach 2BR/2BA
You'll love this stylish newly renovated condo with stunning ocean view. Enjoy easy walks to everything you desire for the perfect Maui vacation. This truly is the best holiday location on the island. You'll love the neighborhood, the shopping, the beaches, 3 pools, sunsets, restaurants, cafes, bars, turtles & whales! You'll be staying directly opposite the famous Charley Young beach! In the cutest little beach town on island Complementary parking
ValueLocationBarbecue

The Blue Door on Church Street | Vintage 1BR Villa
Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.
LocationValueCheckout

A.R.A Retreats: Garden Oasis
Nicknamed “Garden Oasis” for its beautiful little garden walk out off the Lanai onto a beautiful field. While it also has a amazing view of the pacific ocean the beautiful private walkout really set the tone for a relaxing and private oasis. Wailea Ekolu Village is a three-minute drive or 18 minute walk to the beautiful golden sands of Wailea Beach. The Shops at Wailea, Monkeypod Kitchen and so much more just a short walk away!
FamilyValueAccess

Best Location Across Best Beach! New AC throughout
This sunny second floor 621 square foot condo is located in the heart of Kihei. The complex (Kihei Kai Nani) boasts beautifully manicured tropical gardens, fruit trees, a large fresh water swimming pool, picnic tables, shuffleboard, an activity pavilion and several BBQs for our guests to use. Enjoy traditional Hawaiian decor, a private lanai and the warm Maui sunlight streaming through the many windows in this beautiful unit.
LocationValueParking

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
LocationFamilyNearby

2BR Oceanview | Beach, Pool, Hot Tub, AC, Sleeps 5
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.
LocationFamilyBarbecue

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.
FamilyValueQuiet

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.
FamilyLocationBeach
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Tropical Beachfront Paradise
FamilyValueWalkability

Wailea Escape/Golf Views, Beaches & Family Comfort
FamilyValueComfort

Ocean Views | Polo Beach Club | Groundfloor Condo
FamilyLocationAccuracy

Oceanview Condo 174
LocationWalkabilityView

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

Wailea Ocean View Escape
LocationValueParking

Spacious 3BR/2BA Condo in Wailea
LocationFamilySleep quality

[Summer promotion]Chic Tropical Getaway
ValueFamilyNearby
Private apartment rentals

Modern Chic Kihei Villa • 3-Min Walk to Ocean
LocationFamilyAir conditioning

Kihei Maui Getaway
FamilyLocationWalkability

Beautiful Wailea Condo on the Golf Course GC147
LocationNearbyQuiet

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

Kamaole Beach condo w/ heated pool and spa
FamilyLocationKitchen

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

Kihei Surfside 108 - Ground Floor - Oceanfront -AC
FamilyValueParking

Maui Kihei One Bedroom - Steps from Ocean & Beach
LocationFamilyWalkability
Apartment rentals with a hot tub

Family Friendly Loft Style Kihei Condo 2BD/2BA
LocationValueAmenities

Summer Sale at Maui Bliss! Serenity & Views
LocationFamilyParking

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

Kihei 525- A/C, Free Parking, and WiFi
ValueLocationCondition

Ocean View Condo: Cozy & Fun at The Shores of Maui
LocationAir conditioningAccuracy

Sugar Beach Resort #532 - Maui HI
ValueLocationCleanliness

Charming Studio steps to beach with washer/dryer
ValueLocationNearby

Kihei Beach Retreat: Ocean Views and Sandy Feet!
FamilyLocationLaundry
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $498 AUD | $553 AUD | $500 AUD | $390 AUD | $372 AUD | $405 AUD | $395 AUD | $377 AUD | $380 AUD | $380 AUD | $407 AUD | $489 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
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