
Condo vacation rentals in Wailea
Find and book unique condos on Airbnb
Quick stats about condo rentals in Wailea

Total vacation rentals
Explore 1,410 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at $154 CAD per night before taxes and fees

Verified guest reviews
Over 43,650 verified reviews to help you choose

Family-friendly vacation rentals
820 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
1,360 properties feature pools

Rentals with dedicated workspaces
820 properties have a dedicated workspace

Wifi availability
1,410 of Wailea vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.8 Average rating
Wailea stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in Wailea
Guests agree: these condos are highly rated for location, cleanliness, and more.

Mana Kai Palms Oceanfront Condo: Keawakapu Beach
Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms
4.97 out of 5 average rating, 106 reviews
A.R.A Retreats: The Molokini
FULLY Renovated Summer 2023! Nicknamed “Molokini” this condo has stunning ocean view front and center of Molokini, you can witness multiple humpbacks jumping and playing during whale season from the comfort of your own private lanai. This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views
4.94 out of 5 average rating, 335 reviews
Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Our condo is not suitable for children or infants.
4.99 out of 5 average rating, 199 reviews
Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.
4.98 out of 5 average rating, 125 reviews
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei. Our condo is designed with a modern surf feel in mind, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best PM in Maui, Tracy O'Reilly to take amazing care of you!
4.99 out of 5 average rating, 232 reviews
Large 1BR, Palms at Wailea, Pool, Walk to Beach
MODERN CONDO WITH ATTENTION TO DETAIL! Our bright, modern island condo awaits you! Breathe easy knowing that you have everything at your fingertips. Enjoy your morning coffee on the large lanai. Pack a beach bag and head to one of the best beaches just a 10 minute walk away. Explore the Shops at Wailea. You will feel right at home cooking in our fully equipped kitchen. Close out your day by watching the sunset from the pool area and then stargazing on the lanai. Then repeat!
4.97 out of 5 average rating, 116 reviews
Very Comfortable Kamaole Sands Condo Sleeps 4
Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. I take my own photos for my unit.
4.99 out of 5 average rating, 151 reviews
MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
This is the one you've been waiting for! Perfect for families, couples, or anyone who loves to spread out, this 1700 sq ft Grand Champions 3 bedroom has been painstakingly remodeled with luxury finishes throughout. Two kings, two pull-out queens, plus...bunk beds! Nestled in the most peaceful corner of the resort, boasting stunning ocean views from the lanai, and minutes away from Wailea beaches, restaurants, and shopping, this is truly what Maui vacation dreams are made of!
4.95 out of 5 average rating, 155 reviews
Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Wake up to breathtaking, panoramic north-to-south ocean views from the Mana Kai’s top-floor penthouse level, just steps from Keawakapu Beach—2.75 miles of Wailea’s longest sandy shoreline at your door. Snorkel, swim, paddleboard, body surf, or watch whales from your private 200 sq. ft. lanai. This spacious 2-bedroom, 2-bath oceanfront suite sleeps four, with two king beds and a beautifully updated private bathroom for each bedroom.
4.96 out of 5 average rating, 143 reviews
*Fully Remodeled* Modern Island Style*
I am looking forward to hosting you at the Palms at Wailea 606 and making your vacation fun and enjoyable. The Palms is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all within a few minutes. I offer you a clean, comfortable and memorable stay on the island. I want to make your Maui dreams come true! Mahalo and looking forward to seeing you! -Aini
4.99 out of 5 average rating, 153 reviews
Last Minute Deal! Wailea Condo Oceanfront Complex
Step into your own private tropical oasis in this fabulous Wailea condo! This adorable 792 square foot, ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This lavish condo boasts an open and airy living space you will love with AC throughout. Relax on the remarkable lanais with a table with seating for four.
4.83 out of 5 average rating, 190 reviews
Wailea Gem-Remodeled Ocean View
Beautiful, fully remodeled Wailea Jewel! Peaceful and private location with expansive ocean views. Our newly renovated, one bedroom, 2 bathroom condo has everything you need to enjoy your Maui getaway. Located a short drive from the airport and just minutes away from some of the best beaches and dining in Hawaii. You will truly feel like you're in paradise during your stay.
4.96 out of 5 average rating, 202 reviewsPopular amenities for Wailea condo rentals
Weekly condo rentals

Ekahi Ocean Studio: Wailea Paradise by the Beach
4.96 out of 5 average rating, 149 reviews
Beach Dream Suite-Mana Kai Maui Resort
4.85 out of 5 average rating, 104 reviews
Maui Wailea Brand New Modern Spacious Condo
4.93 out of 5 average rating, 122 reviews
Sale! Gorgeous 3BR/2BA with Ocean & Sunset views
4.9 out of 5 average rating, 162 reviews
Kihei Condo: Steps from Beach & Yummy Eats!
4.85 out of 5 average rating, 153 reviews
Wailea Ekolu Village 2/2 with stunning ocean view!
4.94 out of 5 average rating, 199 reviews
King Bed + Pools | Steps to Kamaole Beach
4.96 out of 5 average rating, 238 reviews
StunningReno*Palms in Wailea Condo-Beach*Golf*Pool
4.93 out of 5 average rating, 213 reviewsPet-friendly condo rentals

Ocean View Superior Deluxe - 200
4.84 out of 5 average rating, 432 reviews
Walk to Kam Beach! King Bed, Pools, Pet Friendly.
4.95 out of 5 average rating, 114 reviews
Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB
4.86 out of 5 average rating, 108 reviews
Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach
4.95 out of 5 average rating, 40 reviews
Oceanfront renovated luxury-best location! SBR 404
4.94 out of 5 average rating, 81 reviews
*Rare Find* Quiet Ocean View Condo in Sunny Kihei
4.98 out of 5 average rating, 54 reviews
Steps to Beach Sand & Surf
4.95 out of 5 average rating, 20 reviews
High-Floor Island Surf | AC | Walk to Beach
4.95 out of 5 average rating, 42 reviewsCondo rentals with a pool

3BR spacious Condo with Ocean View in top location
4.92 out of 5 average rating, 197 reviews
Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
4.99 out of 5 average rating, 135 reviews
Maui's Best - Wailea Ekahi 47A
4.94 out of 5 average rating, 236 reviews
Fairway-front 2BR, pool, walk to Wailea Beach
4.95 out of 5 average rating, 168 reviews
Oceanfront Maui Escape for Two | Private Lanai
4.95 out of 5 average rating, 115 reviews
Grand Champions 169 Beautiful 3 BR on the Fairway!
4.98 out of 5 average rating, 195 reviews
Groovy bright condo 2 bed / 2 bath South Kihei
4.93 out of 5 average rating, 206 reviews
Upscale and Elegant Vistas
4.95 out of 5 average rating, 131 reviewsDestinations to explore
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- Maui
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