Condo vacation rentals in Wailea

A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.

4.99 out of 5 average rating, 204 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, right 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 Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

A clear blue pool is surrounded by palm trees, creating a relaxing atmosphere. Lounge chairs are positioned along the deck, offering spots for sunbathing. Umbrellas provide shade for outdoor dining tables nearby, all with a scenic view of the ocean in the background.

4.95 out of 5 average rating, 212 reviews

Maui's Best - Wailea Ekahi 47A

Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

The image captures a vibrant sunset over the ocean, with hues of orange, pink, and purple reflected across the water. Silhouetted palm trees line the foreground, adding a tropical feel. The landscape features rocky shorelines and gentle waves under the colorful sky.

4.99 out of 5 average rating, 126 reviews

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

An open dining area features a round table made of natural wood, surrounded by woven chairs. A well-equipped kitchen with stainless steel appliances and quartz countertops is visible in the background. Large sliding glass doors provide unobstructed views of the ocean and nearby palm trees.

4.94 out of 5 average rating, 298 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

4.99 out of 5 average rating, 124 reviews

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.

A stunning beach scene captures vibrant sunset colors reflecting off wet sand. Rocky outcrops frame the tranquil waters, while palm trees sway gently in the foreground. Wispy clouds stretch across the sky, adding depth to the evening landscape.

4.99 out of 5 average rating, 174 reviews

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.

A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.

4.99 out of 5 average rating, 233 reviews

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.

An open-concept living area features a spacious dining table with blue upholstered chairs, complemented by a calming color palette. The kitchen, equipped with modern appliances, is visible in the background, while natural light fills the space through large windows.

4.95 out of 5 average rating, 130 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!

4.94 out of 5 average rating, 127 reviews

A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.

Condo in Wailuku

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

Superhost

A view from the second floor displays lush tropical landscaping with palm trees and vibrant greenery. The ocean is visible in the background, framed by a clear blue sky. The scene offers a serene outdoor ambiance typical of Wailea.

4.89 out of 5 average rating, 111 reviews

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.

A modern kitchen features sleek white cabinets and a spacious granite countertop, with stainless steel appliances. A decorative arrangement of tropical flowers is positioned on the counter. A sliding glass door leads to a private lanai with ocean views, furnished with a dining table and chairs.

4.95 out of 5 average rating, 176 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.

4.97 out of 5 average rating, 183 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

An outdoor dining area features a glass table and white chairs, situated on a balcony with a view of the ocean. Palm trees frame the scene, and distant mountains can be seen across the water, creating a serene coastal atmosphere.

4.92 out of 5 average rating, 120 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

A spacious bedroom features a comfortable bed with a light-colored, art-inspired bedspread. A wooden dresser stands opposite a corner television. Large windows provide views of the surrounding tropical landscape, while soft lighting enhances the serene atmosphere.

4.92 out of 5 average rating, 78 reviews

Wailea Elua 1101 - Beachfront Section - Ocean View

A dining area features a circular bar with four woven stools and multi-colored pendant lights overhead. The textured orange walls and bamboo ceiling create a warm ambiance. A small desk with a chair is visible against the wall, along with decorative artwork and shelving.

4.95 out of 5 average rating, 58 reviews

Gorgeous Condo in Wailea Ekahi Village!

A modern kitchen and dining area is featured, with light-colored cabinetry and a spacious countertop. Pendant lights illuminate the space. A vibrant mural depicts tropical foliage on the wall. Large glass doors provide views of the lush outdoor area, enhancing the bright atmosphere.

4.94 out of 5 average rating, 108 reviews

☀Very Desirable South Kihei | Enlivening Getaway ☀

An open-concept living area displays a modern sofa and coffee table, surrounded by greenery visible through large sliding glass doors. A dining table is set with a woven basket centerpiece, creating a warm and inviting space that blends indoor and outdoor elements.

4.97 out of 5 average rating, 90 reviews

Modern Renovated Palms at Wailea Condo!

An outdoor lanai is equipped with a decorative table and six chairs, providing a comfortable area for dining. Lush greenery is visible in the surrounding landscape, alongside sweeping views of the fairway and the ocean in the distance, under a clear blue sky.

4.98 out of 5 average rating, 171 reviews

Grand Champions 169 Beautiful 3 BR on the Fairway!

A scenic view of the beachfront property showcases lush green lawns and swaying palm trees near the ocean. The sandy beach lies just beyond the rocky shore, inviting guests to enjoy the coastal beauty and tranquility of the Wailea Elua Village.

5 out of 5 average rating, 72 reviews

Luxe 2bed Wailea, 5-min walk to beach, ocean view,

A spacious kitchen area features rich cherry wood cabinets and elegant granite countertops. The kitchen island offers ample workspace, while modern appliances are included. To the side, a bright living area with comfortable seating overlooks the ocean, enhanced by sliding glass doors that connect to the outdoor space.

4.99 out of 5 average rating, 113 reviews

Beachfront Maui Oasis- Fully Remodeled, Beautiful

Pet-friendly condo rentals

A clear view of the ocean is presented from the lanai, framed by swaying palm trees. The expansive sky reflects vibrant shades of blue, while green grounds stretch toward the shoreline, creating a serene coastal atmosphere.

4.79 out of 5 average rating, 273 reviews

Amazing Oceanfront Apartment

A private lanai offers views of palm trees swaying in the breeze and the ocean in the distance. Two outdoor chairs are positioned next to a wooden table, creating a relaxing spot to enjoy the scenery.

4.81 out of 5 average rating, 26 reviews

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

A clear swimming pool is surrounded by spacious stone decking, offering lounge chairs arranged neatly under shaded umbrellas. Lush landscaping and palm trees are visible in the background, with a peaceful view of the surrounding hills.

4.6 out of 5 average rating, 30 reviews

Hale Kamaole 106: 1BR Oceanview | Pool

An aerial view of the Island Surf Building in Kihei, highlighting its convenient location near the ocean and Kalama Park. Lush greenery surrounds the building, and various vehicles are parked nearby, indicating a bustling environment. The coastline and blue waters stretch into the distance.

4.93 out of 5 average rating, 30 reviews

High-Floor Island Surf | AC | Walk to Beach

Superhost

A private lanai is showcased with woven seating and a wooden table, offering a view of vibrant green grass that leads to the ocean. Palm trees frame the scene against a clear blue sky, enhancing the relaxing beachside atmosphere.

5 out of 5 average rating, 4 reviews

Breathtaking Location-Sugar Beach #129

An open living area features high ceilings and natural light from large windows. Two upholstered armchairs with floral patterns are positioned near a wooden coffee table. A dining table for four is set next to a well-equipped kitchen, while a spiral staircase leads to an upper level.

4.86 out of 5 average rating, 14 reviews

2BR dog friendly condo with furnished lanai, W/D

An aerial view captures the condo complex nestled alongside the ocean, with the shimmering blue water and sandy shoreline in the foreground. Lush palm trees and greenery surround the buildings, while a shared pool area is visible within the complex, highlighting the inviting outdoor space.

4.75 out of 5 average rating, 65 reviews

Fall Specials. Nice Ocean Views, Two Bed, King bed

A modern living area features a comfortable sofa and a chair, with a flat-screen TV situated on a wooden media console. Large sliding glass doors provide access to a private lanai, with views of palm trees and the ocean in the background.

4.98 out of 5 average rating, 66 reviews

Oceanfront renovated luxury-best location! SBR 404

Condo rentals with a pool

A modern kitchen is visible, featuring light cabinetry, stainless steel appliances, and a tile backsplash. A round dining table is surrounded by cushioned chairs, while bar stools are positioned at the countertop. The open layout reveals sliding glass doors leading to a covered lanai with tropical views.

4.96 out of 5 average rating, 74 reviews

Gem near Keawakapu Beach - Privacy and Ocean Views

A spacious living area features large windows offering views of the surrounding greenery. The open floor plan includes a dining table set for six, with a central decorative piece. A modern kitchen with stainless steel appliances is visible, complemented by stylish light fixtures and ceiling fan.

4.92 out of 5 average rating, 49 reviews

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

The open concept living area features a spacious kitchen with granite countertops and a breakfast bar. Large glass sliding doors provide views of the ocean and access to the balcony. Comfortable seating arrangements create an inviting space to relax and enjoy the scenery.

4.94 out of 5 average rating, 52 reviews

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

A stunning ocean view is presented, featuring calm blue waters and distant islands. Lush greenery in the foreground adds depth, while the landscape is complemented by clear skies and gentle clouds. This scene captures the serene beauty of the Maui coastline.

5 out of 5 average rating, 54 reviews

Amazing Ocean Views at Wailea Ekolu Village!

An expansive garden view is presented, featuring lush greenery and vibrant flowering plants. Palm and tropical trees are visible, framed by a clear blue sky. The peaceful landscape invites a sense of tranquility and connection with nature.

4.96 out of 5 average rating, 90 reviews

Maui Retreat Ekahi 50F -All YOU Need!

A spacious living area features a large gray sectional sofa adorned with colorful pillows. Bright artwork, including vibrant landscape photographs, decorates the walls. Natural light fills the room, highlighting a coffee table with fresh flowers. A soft blue area rug adds a cozy touch to the space.

4.91 out of 5 average rating, 45 reviews

NOV 18-26 $275nt Gorgeous Full AC Remodeled 10/24

A private balcony is furnished with two comfortable chairs and a small table, overlooking lush tropical greenery and the ocean. The sunset casts golden hues across the sky, providing a serene backdrop to the scene, with palm trees gently swaying in the breeze.

4.97 out of 5 average rating, 32 reviews

Wailea Elua: Huge Ocean Views, Pool, AC & Hot Tub

A spacious living room is presented with comfortable seating options, including a sofa and decorative chairs. Natural light floods the area through large windows, highlighting the neutral color palette. A wooden coffee table is centered on a textured rug, offering a cozy gathering space.