
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 ﺩ.ﺇ 404 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 & kid-friendly amenities

Vacation 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 vacation 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

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.

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

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.

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, we are excited to share it with you! If you enjoy Wailea's 5 star resorts 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 Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

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.

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!

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.

*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

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

Luxury Condo w/wide Ocean View (Palms at Wailea)!

Coastal Dream Oceanfront Condo!

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Last Minute Deal! Wailea Condo Oceanfront Complex

Remodeled Oceanfront I Royal Mauian 509

Ekahi 22C Toes in the Sand in Under 2 Minutes

Gorgeous 2 Story Townhouse in Wailea w/ Ocean View

Romantic, Luxury Condo with Spectacular Ocean View
Condo rentals with a pool

Tropical Escape to Wailea with Stunning Oceanview

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

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

Very Comfortable Kamaole Sands Condo Sleeps 4

Wailea Elua 401 | Ocean Views | Pool | Hot Tub

Gorgeous Condo in Wailea Ekahi Village!

Chasing Life On Maui - AC, Pool, Hot Tub

Aloha Moon - The Honeymoon Hideaway
Private condo rentals

Gem near Keawakapu Beach - Privacy and Ocean Views

Ocean View! Pool! Ho'okipa @ Wailea Ekolu Village!

Beach Front Luxury in Makena

Honalua || Wailea Ekahi Unit 2D || Lowered Rates

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

21A Grand Champions 1 Bed - Ulua & Mokapu beaches

Gorgeous Ocean View Condo steps to the beach

Wailea Blue Golf Course Condo-Walk to Shops, Beach
Destinations to explore
- Beach condo rentals Wailea
- Beach house rentals Wailea
- Rentals with a sauna Wailea
- Townhouse rentals Wailea
- Rentals with beach access Wailea
- House rentals Wailea
- Luxury rentals Wailea
- Rentals with pools Wailea
- Rentals with a kayak Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Waterfront rentals Wailea
- Apartment rentals Wailea
- Family-friendly rentals Wailea
- Hotel rooms Wailea
- Condo rentals Wailea
- Condo rentals Maui County
- Condo rentals Hawaii
- Condo rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Polo Beach
- Wailea Beach
- Maui Vista Condominium
- Kapalua Bay Beach
- Honolua Bay
- Big Beach
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Arts & Cultural Center
- Maui Ocean Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Aston Mahana at Kaanapali
- Kahana Beach
- Whalers Village
- Peahi
- Maui Tropical Plantation
- Kamaole Beach Park III





