
Condo vacation rentals in Wailea
Find and book unique condos on Airbnb
Top-rated condo rentals in Wailea
Guests agree: these condos are highly rated for location, cleanliness, and more.

Ocean view and beach by Wailea
Infants and children welcome! Ocean views, beach across the street. Large lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite, east facing second lanai off bedroom. Guest bathroom living room. Double height single air mattress, pac n play, high chair. Comfortable and quiet split system A/C. Toys, beach wagon, umbrellas, beach chairs, boogie boards, beach towels provided. Close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

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 1 bedroom 2 bath condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. 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 Not suitable for children or infants.

Stunning Ocean Views
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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.

Turtle Cove Oceanfront Views Island Sands Resort
This rare ocean-front condo (LEGAL vacation Rental) is stunning! We call it a "Cruise ship view" cause you can't get any closer to the water than this! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles frolicking all year long! Fully stocked, has A/C in living room and bedroom. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor!

A.R.A Retreats: The Curved Slab
Nicknamed “Curved Slab” for its massive peninsula in the kitchen which has a subtle but sleek curve. This Slab is 105 inches by 67. The peninsula is perfect for family cooking and eating, providing ample space for preparing and enjoying meals together. Located in Grand Champions Villas in the luxury, resort community of Wailea. Newly renovated and decorated. Guests can enjoy the spacious and comfortable condo that has everything you should need for your trip.

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 April Specials
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 Ekolu - Gorgeous Ocean View - AC, Smart TV!
E Komo Mai to our luxury 2 bedroom unit on the 2nd floor with a beautiful ocean view and a spacious interior. From our comfortable lanai seating you have a full 180 degree view of the islands of Molokini, Kahoolawe, Lanai, and the West Maui Mountains while enjoying your morning coffee, evening cocktail, or anytime meal. Enjoy the luxurious grounds, pristine pool and scenic nearby beach walk.

Stylish 1 br. gr. floor unit. Steps from the beach
Discover an exceptional South Maui escape just steps from the pristine sands of Kamaole III Beach, one of Kihei’s most celebrated stretches of shoreline. This elegantly furnished 800 sq. ft. residence offers a refined yet relaxed island experience, ideal for up to four guests seeking comfort, convenience, and an unbeatable location. Both short and long terms stays are available.
Popular amenities for Wailea condo rentals
Weekly condo rentals

Tropical Escape to Wailea with Stunning Oceanview

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

Tiki Tiki - A Gorgeous Boho Beach Hideaway!

Maui Resort Rentals: Polo Beach Club 608

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

Amazing Ocean Views at 'Ike Kai at Wailea Ekolu!

Modern Renovated Palms at Wailea Condo!

Ground floor, oceanview, updated coastal style gem
Pet-friendly condo rentals

Condo w/ Private Lanai, Ocean View & On-Site Pool!

Steps to Beach & Ocean Views by Bijou Getaways

High-Floor Island Surf | AC | Walk to Beach

The Lava Shack

Beautiful Top Floor Oceanfront Condo with A/C!

Luxury condo 20 steps from beach/pool/hot tub #103

*Rare Find* Quiet Ocean View Condo in Sunny Kihei

Walk to Beach-1BR w/ Full Kitchen/Resort Amenities
Condo rentals with a pool

New Listing! Beautiful 2bd condo in Wailea

Luxury Wailea Beach Condo

Maui Banyan 1bd/2ba, AC, quite, steps to the beach

Maui Retreat Ekahi 50F -All YOU Need!

Romantic Beach Retreat, New King Bed & A+ Wi-fi

Reno 10/2025 Bose Sunrise Sunset view near Resorts

Breathtaking Location-Sugar Beach #129

Tropical Wailea Retreat
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$69,433 GYD | G$72,152 GYD | G$71,942 GYD | G$62,741 GYD | G$54,793 GYD | G$56,257 GYD | G$54,375 GYD | G$52,493 GYD | G$50,611 GYD | G$52,493 GYD | G$61,486 GYD | G$74,661 GYD |
| 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 condo rentals in Wailea

Total vacation rentals
Explore 1,460 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$31,370 GYD per night before taxes and fees

Verified guest reviews
Over 41,430 verified reviews to help you choose

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

Vacation rentals with a pool
1,400 properties feature pools

Rentals with dedicated workspaces
890 properties have a dedicated workspace

Wi-Fi availability
1,450 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!
Destinations to explore
- Rentals with pools Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with a washer and dryer Wailea
- Villa rentals Wailea
- Apartment rentals Wailea
- Rentals with a sauna Wailea
- Beach house rentals Wailea
- Serviced apartment rentals Wailea
- Waterfront rentals Wailea
- Rentals with a kayak Wailea
- Family-friendly rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Beach condo rentals Wailea
- House rentals Wailea
- Rentals with an EV charger Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Pet-friendly rentals Wailea
- Hotel rooms Wailea
- Condo rentals Wailea
- Condo rentals Maui County
- Condo rentals Hawaii
- Condo rentals United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Polo Beach
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
- Ulua Beach
- Old Lahaina Luau
- Big Beach
- Whalers Village
- Black Rock Beach
- Haleakala National Park
- Peahi
- Maui Vista Condominium
- Maui Arts & Cultural Center
- Black Sand Beach
- Kihei Kai Nani
- Kahana Beach
- Maui Sunset




