
Apartment holiday rentals in Wailea
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Wailea
Guests agree: these apartments are highly rated for location, cleanliness and more.
Private Top-Floor Apartment with Mountain and Ocean Views
Many units in the Palms only have air conditioning in the master bedroom. We substantially upgraded the unit (new floors, cabinets, appliances), and while we were at it we installed AC throughout the unit. -Unit #906 -Beautiful Views -End Unit on Second Floor Provides Awesome Privacy -Air conditioning throughout unit...3 zones -Private Lanai With It's Own Weber Gas BBQ -2 Lounge Chairs -Quiet Location -All New Appliances -Brand New Full Sized Washer And Dryer -Luxury King Bed In The Master Bedroom -2 Twin Beds In The Second Bedroom can Also be Converted into a King Sized Bed -Free WiFi Internet -Free Local And Long Distance Phone Calls Within US And Canada -Pullout Sleeper Sofa -Fully Equipped Kitchen With BBQ Platters And Utensils -Flat Screen TV In The Living Room -Pac-n-Play and Booster Seat for young ones -Keawakapu Beach just a short walk away -Tommy Bahama Beach Chairs -Boogie Boards -Beach Umbrella -Beach Coolers -Pool / Beach Towels -Large Pool Area -Hot Tubs The entire condo and grounds are yours to enjoy. Wonderful pool and spa just a 2 minute walk from the unit. My On-Island Representative is available when needed. She lives in Kiehi and is handles several units for me. You will receive her phone number and email address upon booking the unit. Rest assured someone is on call should you need help. If golf, shopping, and being pampered is the aim, then Wailea is ideal. Walk to Keawakapu, one of Maui’s best beaches, play at 3 championship courses at Wailea Golf Club, and choose from 3 top spas. For an ocean adventure, rent an outrigger canoe. One dedicated parking spot just outside the front door to your condo. Multiple first come first serve parking spaces 40 feet away from this spot. We provide beach gear (chairs, umbrella, boogie boards, cooler) and baby gear (booster seat, pack n play).

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.

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

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!

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.

Leilani "Ilima" Suite- County Licensed
Maui County License: STPH2013/0020 All taxes and fees are included in nightly rate. The 400 square feet suite has lots of windows with beautiful ocean views. It offers everything you need to feel home and comfortable. Amenities include Split AC, California King bed, ceiling fan, cable TV, free wireless internet, spacious bathroom with large shower and a kitchenette.

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.
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Tropical Beachfront Paradise

Closest to the beach!

Wailea Escape/Golf Views, Beaches & Family Comfort

Ocean Views | Polo Beach Club | Groundfloor Condo

Kihei Maui Getaway

Wailea Ocean View Escape

Wailea Ekahi Ocean View Studio!

Spacious 3BR/2BA Condo in Wailea
Private apartment rentals

Modern Chic Kihei Villa • 3-Min Walk to Ocean

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

*Newly Refurnished* Coastal Condo — Paia, Maui

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

Oceanview Condo 174

Kihei Surfside 108 - Ground Floor - Oceanfront -AC

Maui Kihei One Bedroom - Steps from Ocean & Beach

Tropical Stay Near Swimmable Beach & Food Scene
Apartment rentals with a hot tub

Family Friendly Loft Style Kihei Condo 2BD/2BA

Summer Sale at Maui Bliss! Serenity & Views

Beautiful Studio Oasis Maui Banyan

Brand New Remodel-Ocean Views-AC-Quiet Location

Beautiful Wailea Condo on the Golf Course GC147

Kamaole Beach condo w/ heated pool and spa

Sugar Beach Resort #532 - Maui HI

Steps to Charley Young Beach • Remodeled• Pool •AC
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £259 | £288 | £261 | £203 | £194 | £211 | £206 | £197 | £198 | £198 | £212 | £255 |
| 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 |
Quick stats about flat rentals in Wailea

Total holiday rentals
Explore 240 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £104 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 & child-friendly amenities

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
240 of Wailea holiday rentals include wifi 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!
Destinations to explore
- Rentals with a washing machine and dryer Wailea
- Beach apartment rentals Wailea
- Rentals with beach access Wailea
- Rentals with a sauna Wailea
- Townhouse rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with a patio Wailea
- Serviced apartment rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with an EV charger Wailea
- Rentals with a kayak Wailea
- Rentals with pools Wailea
- Waterfront rentals Wailea
- Luxury rentals Wailea
- Beachfront rentals Wailea
- Family-friendly rentals Wailea
- Hotel rooms Wailea
- Fitness-friendly rentals Wailea
- House rentals Wailea
- Apartment rentals Wailea
- Flat rentals Maui County
- Flat rentals Hawaii
- Flat rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Polo Beach
- Wailea Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Old Lahaina Luau
- Big Beach
- Black Rock Beach
- Haleakala National Park
- Ka'anapali Golf Courses
- Black Sand Beach
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- Hāmoa Beach
- KOA Resort
- PacWhale Eco-Adventures
- Peahi
- Aston Mahana at Kaanapali
- Things to do Wailea
- Tours Wailea
- Art and culture Wailea
- Sports activities Wailea
- Food and drink Wailea
- Nature and outdoors Wailea
- Things to do Maui County
- Sports activities Maui County
- Art and culture Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Tours Maui County
- Things to do Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Tours United States
- Wellness United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States







