Wailea-Makena beach vacation rentals

4.83 out of 5 average rating, 144 reviews

A spacious living area is furnished with two light-colored sofas adorned with patterned cushions. A glass coffee table sits at the center, complemented by a potted plant in the corner. Natural light enters through large windows with sheer curtains, enhancing the inviting atmosphere.

Condo in Wailea

Beautiful Palms At Wailea #608-2 BR/2 BA

Beautiful Palms At Wailea Condo, located in the heart of Wailea, surrounded by $mil.homes. 5* location. Vinyl wood flooring & Split Air-Cond. system in hallway & in master-B/R. Fans through-out. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., 2BR/2Ba, wide open floor plan ,2nd. fl.unit. Low rise complex. Very private. Large lanai . Barbecue grills located near entryway of complex. Views from the Club House & Pool.The best place to stay!

5 out of 5 average rating, 7 reviews

A vibrant sunset displays a gradient of purple, pink, and blue hues across the sky, silhouetting tall palm trees against the horizon. The ocean can be seen in the background, adding to the tranquil coastal atmosphere.

Townhouse in Kihei

Top beach in World/2 bdm/full bath/4 Island views!

Welcome back to MAUI! Priority, U feeling at peace & at home. Best beaches, sunsets, calm ocean on one side, surf waves on the other. Snorkel/swim with turtles/reefs/dolphins and more. Walk, run, drive, bus, bike, and find more stunning beach/coastal views near. Entertainment/ award winning eateries are walking distance from your Maui home. The space is roomy, very clean, cool, comfy, quiet, private and right by ocean, having all you need for your amazing Maui getaway, business trip/ event.

Apartment in Wailea-Makena

5 out of 5 average rating, 4 reviews

A.R.A Retreats: Ocean Breeze

Located in Wailea Ekolu, the well-known luxury resort community of Wailea, this condo features beautiful ocean views from the living areas and primary bedroom. Relax and unwind after you spend all day taking in the sunshine around the island on the spacious ocean-facing lanai with comfortable seating. The moment you arrive, stepping into your private retreat, you’ll feel the unique charm of this special place—a favorite getaway for both first-time visitors and returning guests year after year.

4.97 out of 5 average rating, 61 reviews

A serene beach scene is captured, featuring soft waves lapping at the shore. Gentle hills are visible in the background under a clear sky, with a few scattered clouds. The shoreline is lined with palm trees and some distant figures walking along the water's edge.

Apartment in Kihei

Sugar Beach! Direct Ocean Front! Best Views! #620

Best views! Penthouse #620! Best kitchen! Direct Ocean & Beachfront Penthouse Condo in a Spectacular Setting With Breathtaking Front Row Seats For Whale Watching Season! See The Romantic, Soothing Waves! Heated Pool, Extra Large Spa, Cent A/C & Washer & Dryer in the unit! Looking for the best view in Maui direct ocean? This is it! Updated & upgraded gorgeous granite kitchen! The super bowl of beds & so much more! Maui’s Most Magical, Full Panoramic View of the Ocean, Beach and Islands beyond!

5 out of 5 average rating, 9 reviews

A spacious living area showcases natural wooden elements, with a light-colored bamboo sofa and matching chairs. Large glass doors frame a stunning seaside view, allowing soft light to illuminate the room. A ceiling fan provides ventilation, complementing the relaxed ambiance of the space.

Home in Kihei

Beautiful Beachfront Townhouse !

OUR MAUI BEACH HOUSE... This is the perfect place for a family vacation and retreat!! And it is right on the beach! Many of our guests enjoy staying right on our property or on our beach -- no need to leave. A very large two bedroom, three bath custom redwood townhouse we built in 1977 as a family retreat, with a fully-equipped kitchen and laundry. This is a comfortable beach house and we have done remodeling, refurnishing and updating recently. The master bedroom has huge ocean views.

A vibrant pool is surrounded by well-manicured gardens and palm trees, leading to a sandy beach. The clear ocean reflects the sunlight, and a few figures can be seen enjoying the shoreline. The overall scene emphasizes the tropical coastal setting.

4.89 out of 5 average rating, 154 reviews

*** Beautiful Oceanfront Maui Condo ***

🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Vacation Rental (STVR) condo and have been Superhosts on Airbnb for 10+ years. While Lahaina town is closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful tourism is highly encouraged. Please feel free to book any open dates on our calendar and Mahalo for helping to support Maui. 🌴☀️🌴 Come explore Maui from our beautiful centrally located Oceanfront Condo right on Sugar Beach!

4.99 out of 5 average rating, 80 reviews

Guesthouse in Kihei

Stunning remodeled treehouse cottage with views

Our cozy cottage is close to the beach, family-friendly activities, nightlife, public transport, tennis court, gym, shopping, bike rentals, and much much more right in central Kihei. Hosts live on property and are extremely accommodating and helpful. Enjoy the partial view of the ocean and spectacular morning views of Haleakala. The private outdoor patio/lanai is ideal for private sunset views, and meals. Licensed with the County of Maui B&B License BBKM20090013 TMK (2) 3-9-033:019

4.88 out of 5 average rating, 52 reviews

A private balcony overlooks the ocean, featuring a round dining table with two chairs and a lounge chair. The space is surrounded by a railing and offers a clear view of the water, with distant islands visible under a blue sky.

Condo in Wailuku

Great Listing and Price!

Come on over and sit in a lounge chair on the water's edge, watch the turtles in the water right in front of you, read a book or snooze to the sound of the waves. Check the calendar and reserve now! "My place is close to the airport, art and culture, parks, and great views" say the owners, the LeMotts. "You’ll love my place because of the coziness, the views, the location, and the people. My place is good for couples, solo adventurers, business travelers, and families (with kids)."

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.

4.91 out of 5 average rating, 102 reviews

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. Recently replaced bed. Walk to restaurants, steps to Kam 1 beach, close to many shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - just across the street. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry

4.91 out of 5 average rating, 199 reviews

A tranquil beach scene is depicted, featuring soft sandy shores that gently meet the rolling waves. Lush greenery lines the coastline, while distant mountains provide a stunning backdrop under a partly cloudy sky.

Condo in Wailuku

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

A balcony view showcases a lush green landscape with palm trees swaying gently in the breeze. A small table with a white floral arrangement is visible, inviting relaxation. The distant ocean can be seen beyond manicured gardens, enhancing the tranquil setting.

4.88 out of 5 average rating, 178 reviews

Relaxing Kihei Condo right on the Beach in Maui

Escape to a ocean view condo right on a white sandy beach! Sunsets with inviting central AC, pool, spa, WiFi and fully equipped kitchen where you'll be sure to feel right at home. Enjoy breakfast on the balcony or tuck in and watch your favorite shows on the 2 flat screen smart TVs. Delicious local restaurants. Play tennis, mini golf, hit the sauna or grill some Ahi on the outdoor BBQs. Private free parking, beach equipment and sauna.

An oceanfront view showcases swaying palm trees, a vibrant lawn, and the calm waves of the beach. A glimpse of the inviting pool is visible alongside the lush greenery. The inset images capture a spacious living area with comfortable seating and a serene bedroom with a well-made bed.

4.82 out of 5 average rating, 171 reviews

Spectacular Direct Ocean Front location!

Spectacular oceanfront location only steps away from the beach! This stunning space provides everything a Maui vacation should offer. Positioned right on the water, this quaint condo offers direct ocean views and access along with a dreamy sight of the West Maui mountains. Wake up in paradise to the sound of the ocean waves crashing right outside your door!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wailea-Makena vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wailea-Makena's top sights

Kamaole Sands3 locals recommend

Wailea Beach35 locals recommend

Mana Kai Maui Resort12 locals recommend

Kamaole Beach Park II201 locals recommend

Cafe O'Lei Kihei241 locals recommend

Monkeypod Kitchen by Merriman240 locals recommend

Other great vacation rentals in Wailea-Makena

A partial ocean view is showcased through palm trees, overlooking a lush green lawn. The vast blue sky is dotted with soft clouds, while the distant ocean glimmers under the sunlight. Trees frame the scene, providing a tranquil backdrop to the view.

4.92 out of 5 average rating, 89 reviews

Kamaole Sands - Remodeled - King Bed - Ocean View!

An aerial view of Koa Resort, showcasing the lush tropical landscaping and well-maintained grounds. Nearby, palm trees dot the landscape, and the ocean stretches into the distance under a bright blue sky. The serene environment is framed by the resort buildings, creating a peaceful atmosphere.

4.87 out of 5 average rating, 102 reviews

Tropical Paradise Close to Everything

4.9 out of 5 average rating, 169 reviews

The image captures a serene evening view of the complex, featuring lush greenery and palm trees. Soft lighting from tiki torches illuminates the pathway leading to the pool area, with the ocean visible in the distance against a colorful sunset.

Apartment in Kihei

Stunning Luxury Oceanview Condo

A kitchen area is presented with light-colored cabinets and countertops. Appliances include a stove, microwave, and refrigerator. The adjacent area leads to a workspace with a chair and a mirror, while the open design offers views of the living space and natural light from nearby windows.

4.81 out of 5 average rating, 306 reviews

Ocean view studio. 1k ft from water!June $149 m-th

4.95 out of 5 average rating, 111 reviews

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.

Condo in Wailea-Makena

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

A modern kitchen showcases sleek wooden cabinetry and stainless steel appliances, including a refrigerator and microwave. A spacious countertop with an integrated cooktop provides ample cooking space. Large windows offer views of the outdoors, complementing the open living area with a comfortable sofa and seating.

4.79 out of 5 average rating, 128 reviews

Ocean View 1 BR sleeps 4, Steps to the Beach!

4.95 out of 5 average rating, 40 reviews

A swimming pool is shown, with a mosaic pattern featuring sea turtles on the bottom. Palm trees sway around the pool area, and umbrellas provide shade for lounge chairs positioned on the deck. Clear blue skies reflect sunlight onto the water's surface.

Condo in Wailea-Makena

Serene Luxury Golf & Tennis Villa