
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.

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.

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.

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.

Full Ocean- Full Sunsets- Beaches at Royal Mauiian
Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 18.5% included in final price.

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 w/wide Ocean View (Palms at Wailea)!
There is no better location than Wailea to experience your Maui vacation! This quiet and spacious condo has every amenity you could want to make your Maui vacation truly unforgettable. This condo is only a short walk to one of the best beaches (Keawakapu) on Maui and is also in close proximity to the Shops at Wailea. We spared no expenses in stocking this condo with everything you need to make your Maui experience memorable and luxurious.

Luxury Vacationing Modern Condo Aug Specials $349
JUST RENOVATED THIS BEAUTIFUL CONDO IS BORDERING KIHEI AND WAILEA. THE CONDO BOASTS 17 FT CEILINGS, 1025 sq ft, 4 FRENCH DOORS THAT OPEN OUT TO A DOUBLE BALCONY WITH INCREDIBLE VIEWS OF THE OCEAN AND VOLCANO. TENNIS COURTS, SWIMMING POOL, BOCCE BALL, SHUFFLE BOARD,PUTTING GREEN AND ACROSS THE STREET FROM KEAWAKAPU BEACH. PERFECT FOR A FAMILY VACATION. ***ALL HAWAII STATE TA GE TAXES ARE INCLUDED IN THESE PRICES **

130K Hawaiian Reno on Wailea Blue Golf *Ocean View
BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of WaileaCheck out our other property #201 VRBO (2050379)+#1905 VRBO(1222713) in The Palms we are Super Host with 5 STAR reviews)!! BOOK UP TO 365 DAYS.

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.

Ocean/Golf Course Views, Tropical Resort in Wailea
Breathe in and exhale slowly while gazing at serene greenery and misty mountaintops. Make the most of a country-club setting by lounging on sun decks and swimming in heated pools. Retreat to an updated condo to unwind and fall asleep in a comfy bed. (This unit is suitable for a maximum of four (4) guests. Infants of any age are counted as guests.)
Popular amenities for Wailea condo rentals
Weekly condo rentals

Stunning Ocean Views

Upscale and Elegant Vistas

Luxurious Condo in South Kihei

Last Minute Deal! Wailea Condo Oceanfront Complex

Mana Kai 608- Oceanfront Remod! Modern Surf Vibe

Wailea Resort studio suite

Ekahi 22C Toes in the Sand in Under 2 Minutes

Romantic One BR Condo (Remodeled)
Condo rentals with a pool

Gem near Keawakapu Beach - Privacy and Ocean Views

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

Wailea Elua 401 | Ocean Views | Pool | Hot Tub

Gorgeous Condo in Wailea Ekahi Village!

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

Ocean View! Pool! 'Ike Kai at Wailea Ekolu Village

Aloha Moon - The Honeymoon Hideaway

Wailea Ekolu Village 2/2 with stunning ocean view!
Private condo rentals

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

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

Wailea Ekahi Getaway•Walk to Keawakapu Beach

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

A bit of paradise - Ocean Views Villa 1 bedroom

21A Grand Champions 1 Bed - Ulua & Mokapu beaches

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

Direct Oceanfront Condo Sugar Beach Resort Kihei
Destinations to explore
- Beach house rentals Wailea
- Rentals with a washer and dryer Wailea
- House rentals Wailea
- Rentals with pools Wailea
- Rentals with a hot tub Wailea
- Waterfront rentals Wailea
- Hotel rooms Wailea
- Family-friendly rentals Wailea
- Apartment rentals Wailea
- Townhouse rentals Wailea
- Rentals with beach access Wailea
- Rentals with a kayak Wailea
- Beachfront rentals Wailea
- Rentals with outdoor seating Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- Beach condo rentals Wailea
- Rentals with a patio Wailea
- Rentals with an EV charger Wailea
- Fitness-friendly rentals Wailea
- Villa rentals Wailea
- Condo rentals Wailea
- Condo rentals Maui County
- Condo rentals Hawaii
- Condo rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Whalers Village
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Old Lahaina Luau
- Big Beach
- Ka'anapali Golf Courses
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Kihei Kai Nani
- Maui Ocean Center
- Kamaole Beach Park II
- Hāmoa Beach
- KOA Resort
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Peahi
- Kahana Beach





