
Apartment holiday rentals in Wailea
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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 $203 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.

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!

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 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

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.

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

*Last Minute Deal! Beautiful by TOP Swimming Beach
Nestled steps from stunning sunsets and moonrises, this 778 sq ft partial ocean view unit is an ideal island getaway. Revel in its bright ambiance and spacious kitchen. Unwind on the private lanai, overlooking the pool or savor views of waves and playful whales off Maui's coast. Perfectly situated across from Kam III beach, this family-friendly condo is your gateway to a memorable Maui experience.

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.

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

Wailea Ocean View Escape

Spacious 3BR/2BA Condo in Wailea

Ocean View w/AC - Wailea Elua 306

[Summer promotion]Chic Tropical Getaway

Classic Beachfront Studio

Wailea Ekahi Ocean View Unit | Walk to Beach | AC
Private apartment rentals

Modern Chic Kihei Villa • 3-Min Walk to Ocean

Kihei Maui Getaway

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

Kamaole Beach condo w/ heated pool and spa

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

Oceanview Condo 174

Kihei Surfside 108 - Ground Floor - Oceanfront -AC

Newly Remodeled-Quiet Location
Apartment rentals with a hot tub

Modern Oceanview! Sleeps 4 | Beach, Pool, Hot Tub!

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

Beautiful Wailea Condo on the Golf Course GC147

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

Sugar Beach Resort #532 - Maui HI

Steps to Charley Young Beach • Remodeled• Pool •AC

Charming Studio steps to beach with washer/dryer

Maui Kihei One Bedroom - Steps from Ocean & Beach
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $505 AUD | $561 AUD | $508 AUD | $396 AUD | $377 AUD | $411 AUD | $400 AUD | $383 AUD | $386 AUD | $386 AUD | $413 AUD | $496 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
- Whalers Village
- Wailea Beach
- Polo Beach
- Honolua Bay
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- Maui Vista Condominium
- Old Lahaina Luau
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Ka'anapali Golf Courses
- Haleakala National Park
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- KOA Resort
- Hāmoa Beach
- PacWhale Eco-Adventures
- Peahi
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