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

Total holiday rentals
Explore 1,410 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $188 NZD per night before taxes and fees

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

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

Holiday rentals with a pool
1,360 properties feature pools

Rentals with dedicated workspaces
820 properties have a dedicated workspace

Wi-Fi availability
1,410 of Wailea holiday rentals include Wi-Fi 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

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

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Stunning Full Renovation and Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the lanai.We are perfectly located just down from Money Pod+across from The Wailea Village popular with all the best restaurants. The Shops of Wailea with all of the exclusive brands is a short walk down the hill. Resort style amenities with 2 pools. Everything provided from Beach towels, Boogie Board, Yeti cooler and more.

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

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.

Wailea Beauty - walk to the beach & shops
Our locally-owned, newly redesigned 2BD/2BA modern Maui condo is located on the award-winning Wailea Blue Golf Course at The Grand Champions Villas. The Villas are nestled in the heart of tropical Wailea; minutes from shopping, tennis, restaurants and pristine beaches. Stroll to upscale boutiques and restaurants, or take a short walk to some of the most beautiful beaches in the world. Our condo features local Hawaii art and is your perfect home away from home on the beautiful island of Maui.

Beach Dream Suite-Mana Kai Maui Resort
Unforgettable ocean views are yours at the amazing Mana Kai Resort! One of One, directly on one of Maui’s best beaches! Our popular suite boasts serene decor, quality linens, fine finishes, tasteful furnishings, equipped kitchen w/island, AC, WiFi, Smart TV, lanai, free parking! Features combined with all there is to do equals vacation success! A state-of-the-art fitness center and business office on lower floor. Heated pool, lounges+tables. Note: The BEDROOM SPACE is OPEN TO LIVING AREA.

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Modern Renovated Palms at Wailea Condo!
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!

Luxury Condo in Wailea Ekahi w/Direct Beach Access
Do you want direct and private access to probably the best beach (i.e. Keawakapu) on Maui? Then look no further than our unit in the Wailea Ekahi complex! This quiet and spacious condo has every amenity you could want to make your Maui vacation truly unforgettable. You are also in walking distance to the stores and restaurants at the Shops at Wailea and also the Wailea Beach Path. This condo has everything you need to make your Maui experience memorable, luxurious, and convenient.

Upscale and Elegant Vistas
Spacious and elegant condo in the much sought after Wailea area. Fantastic unobstructed ocean and sunset views. Completely remodeled and freshly outfitted. No expense was spared to create our ocean view oasis. This one-bedroom, two-bathroom condo features thoughtful luxurious finishes throughout. Located in sunny and luxurious Wailea, with all of Maui is within reach. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy a day at the beach nearby.

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.
Popular amenities for Wailea condo rentals
Weekly condo rentals

Remodeled Oceanfront I Royal Mauian 509

Romantic, Luxury Condo with Spectacular Ocean View

Spacious garden oasis next to Maui's best beaches!

Mana Kai 608: Oceanfront Remod! Modern Surf Vibe

*Fully Remodeled* Modern Island Style*

*Last Minute Deal*Luxurious*2b/2b OceanView Wailea

Ekahi 22C Toes in the Sand in Under 2 Minutes

Gorgeous 2 Story Townhouse in Wailea w/ Ocean View
Pet-friendly condo rentals

Ocean View Superior Deluxe - 200

1BR Kihei Condo, Full Kitchen, Walk to Beach

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

Surf Rider| Remodel • Ocean View • 350 steps Kam 1

*Rare Find* Quiet Ocean View Condo in Sunny Kihei

Oceanfront renovated luxury-best location! SBR 404

Maui Sunset Oasis- Top Unit w/AC

High-Floor Island Surf | AC | Walk to Beach
Condo rentals with a pool

Aloha Moon - The Honeymoon Hideaway

Luxurious Tropical Retreat with Oceanview

Beach Front Wailea, Full Ocean View A/C, ELUA102

Wailea Elua 401 | Ocean Views | Pool | Hot Tub

Beach Front Luxury in Makena

Gorgeous Condo in Wailea Ekahi Village!

Wailea Hidden Gem

Stunning Wailea 2/2, AC, Upper Fl, walk to beach
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