Waterfront vacation rentals in Wailea

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, 135 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

4.96 out of 5 average rating, 134 reviews

Spacious S. Kihei Suite New A/C across from Kam 3

This spacious suite is perfect a relaxing stay for two. Brand new split system A/C in bedroom & living room to keep you cool. Peak-a-boo ocean views from the suite with glimpses of Kahoolawe. Located in S. Kihei across from one of the BEST beaches on Maui, Kamaole Beach III and steps from the Kihei Boat Ramp. Walk to shops and restaurants in South Kihei. Keawakapu Beach and Wailea is just minutes away. Choose from 2 pools or play a round of tennis or pickle ball. Large lawns and BBQ areas.

4.99 out of 5 average rating, 128 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 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, 221 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, 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!

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, 140 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. 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.

4.95 out of 5 average rating, 106 reviews

A modern kitchen features sleek white cabinetry and a spacious island, with a view of the ocean visible through large glass sliding doors. Natural light fills the room, and tropical décor adds a welcoming touch, enhancing the seamless transition to the outdoor space.

Condo in Maalaea

Ocean Front Paradise! Quiet Romantic!

THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000

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, 262 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.

The open concept living area features a comfortable sofa adorned with colorful cushions. A dining table with woven chairs sits beside a large window, providing natural light. Decorative wooden paddles and plants add a tropical touch to the inviting space.

4.98 out of 5 average rating, 181 reviews

Maui Dream Place at Maui Kamaole G-209, Ocean View

Maui Dream Place is our vacation home rental property in Maui, Hawaii. This two story condo has plenty of space for your family, plus hotel-style amenities which include access to two swimming pools, hot tubs and tennis courts. In our opinion, our condo has the best views of the sunset in Kihei. Our condo is located at Maui Kamaole, a luscious and vibrant Hawaiian vacation rental community set on a hilltop on the south end of Kihei located only 25 minutes away from Kahului Airport.

A serene landscape view features tropical greenery and palm trees leading to the ocean. Sun umbrellas are visible along the shore, providing shade, while calm blue waters stretch into the distance. Lush foliage surrounds the area, enhancing the tranquil outdoor environment.

4.96 out of 5 average rating, 145 reviews

Ekahi Ocean Studio: Wailea Paradise by the Beach

Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

4.93 out of 5 average rating, 153 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 Maalaea

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.

A bright living area is featured, showcasing a red sofa adorned with cream-colored pillows. A colorful artwork is displayed above the couch. A light wooden coffee table sits in front, with a magazine resting on top, next to a lamp and a small side table.

4.96 out of 5 average rating, 138 reviews

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

Hale Kamaole: Romantic Bright & Airy Beach Condo Across Street from Kamaole III Beach in South Kihei! Tasteful heritage decor, fast internet, King bed, walk-in shower, 1st floor unit. Perfect for honeymooners. Washer/Dryer. Spacious lawns & tropical gardens w/ 2 pools, Tennis court & BBQ grills. Popular snorkeling area. Eddie Pu walking trail w/ plenty of wildlife just steps away. Walk to shops & restaurants. Free Parking Pass NB:18.71% Hawaiian Transient Tax

A bright and airy studio space features a spacious bed with layered bedding and a decorative throw. A private lanai with seating is visible through expansive glass doors, providing views of surrounding tropical greenery. The room is equipped with modern comforts, including air conditioning.

4.97 out of 5 average rating, 197 reviews

Steps to Beach, Shops & Dining w Views!

Beautifully remodeled top-floor studio in one of South Maui’s most sought-after complexes. Enjoy stunning sunsets and peekaboo ocean views from your private lanai. Walk to top beaches, shops, and restaurants, then unwind in the resort-style pools and hot tubs. Thoughtfully stocked with everything you need, including beach chairs and an umbrella—your perfect home base for a relaxing Maui getaway. 🌴✨

Popular amenities for Wailea waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

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.

4.9 out of 5 average rating, 193 reviews

Stunning Luxury Oceanview Condo

4.85 out of 5 average rating, 139 reviews

Beautiful Studio Oasis Maui Banyan

A welcoming living area features a brown leather sofa adorned with colorful pillows. A wooden coffee table sits in the center, accompanied by a remote and decorative items. Natural light enters through sliding glass doors, enhancing the cozy atmosphere.

4.93 out of 5 average rating, 207 reviews

100 steps from the beach! Tranquil Seaside Oasis

A balcony setup features a solid wood dining table accompanied by two wooden chairs with cushions. Panoramic ocean views are framed by swaying palm trees, and a vase with tropical flowers is positioned on the table, enhancing the outdoor dining experience.

4.9 out of 5 average rating, 140 reviews

Sugar Beach Resort #532 - Maui HI

The modern kitchen features white cabinetry and a central island with a stove. Light wood flooring extends into the open living area, which includes a comfortable couch and a coffee table. Large windows allow natural light and offer views of greenery outside.

4.93 out of 5 average rating, 109 reviews

Steps to Charley Young Beach • Remodeled• Pool •AC

4.88 out of 5 average rating, 207 reviews

Stunning Ocean View, modern, tropical beach vibe.

A cozy living area features a sofa and coffee table, illuminated by natural light through large sliding glass doors. An outdoor seating area overlooks a tropical garden, with BBQ grills available nearby. A view of the community pool and palm trees adds to the relaxing atmosphere.

4.95 out of 5 average rating, 112 reviews

Walk to Everything- Beach, Eat, Shop, Relax!

Tall palm trees frame a view of a serene coastline at dusk, where gentle waves meet the shore. The scene includes a hammock suspended between two trees, and soft pastel hues illuminate the sky, transitioning from light blue to warm pink. A green lawn completes the tranquil atmosphere.

4.91 out of 5 average rating, 132 reviews

Charley's Hideaway (Oceanfront)

Waterfront house rentals

A private balcony features a wooden table surrounded by four chairs, with a serene view of lush greenery and palm trees. Bright sky and the distant buildings of the resort can be seen, suggesting a peaceful outdoor setting.

4.98 out of 5 average rating, 41 reviews

Stunning One Bd Partial ocean, AC, wifi,Pool C209

The kitchen and dining area feature modern appliances and a large wooden table surrounded by a built-in bench. Natural light enters through the window, illuminating the granite countertops and stylish cabinetry, while a beach-themed artwork complements the tropical surroundings.

4.89 out of 5 average rating, 118 reviews

Chic Villa 2 | Modern Vibes by the Ocean

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.

5 out of 5 average rating, 23 reviews

Beautiful Beachfront Townhouse !

A refreshing swimming pool is surrounded by lounge chairs, set among tropical palm trees. The water's surface reflects the nearby buildings and sky, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment.

4.97 out of 5 average rating, 72 reviews

Centrally located and steps to the beach!

4.98 out of 5 average rating, 53 reviews

A relaxed living area features a blue sectional sofa with red and white decorative pillows. A coffee table sits in front, and a work desk is positioned near a glass sliding door that provides views of the ocean and surrounding palm trees.

Home in Maalaea

Maalaea Kai 307 - Maui Prime Oceanfront

A patio area features a round table with two chairs, decorated with a small potted orchid and a box of treats. Beyond the table, a lush green lawn stretches toward the ocean, with a striking weathered tree adding character to the peaceful view.

4.93 out of 5 average rating, 27 reviews

Aloha Aku Hula Suite – Find Peace by the Shore

4.96 out of 5 average rating, 77 reviews

Two red chairs are positioned on a grassy area overlooking the ocean. Palm trees frame the scene, while gentle waves and a cloudy blue sky are visible in the background, creating a serene coastal setting.

Home in Paia

Hale Ho'okipa Kai Cottage, County Licensed

A dining area features a round wooden table surrounded by four wicker chairs. Large sliding glass doors provide access to an outdoor space with ocean views and natural light. The kitchen area is partially visible, showcasing wooden cabinetry and coastal décor.

4.97 out of 5 average rating, 68 reviews

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC

Waterfront condo rentals

4.89 out of 5 average rating, 9 reviews

Private Lanai · Steps to Beach · Resort Pools · Bo

A lifeguard tower stands elevated with a warm light glowing from within, framed by the silhouettes of palm trees. The sky is painted in deep purples and oranges, hinting at a picturesque sunset over the ocean.

4.98 out of 5 average rating, 183 reviews

*25% Off-Steps to Beach-AC in Every Room-Remodeled

A scenic ocean view from the private lanai showcases swaying palm trees against a bright blue sky. The manicured lawn below invites relaxation, while the tranquil water glistens in the sunlight, creating a serene atmosphere.

4.92 out of 5 average rating, 99 reviews

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

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.

4.93 out of 5 average rating, 75 reviews

Gorgeous Condo in Wailea Ekahi Village!

5 out of 5 average rating, 16 reviews

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

5 out of 5 average rating, 4 reviews

Beautifully Updated Oceanview Condo in Wailea

The open-concept living area features large windows framing ocean views and tropical landscaping. A glass dining table with six elegant chairs is set for dining. A comfortable couch invites relaxation, while a flat-screen TV and decorative elements enhance the inviting space.

4.8 out of 5 average rating, 5 reviews

Wailea Elua Village 1201 - Stunning & Ocean Front!

A picturesque view captures a beach at sunset with vibrant orange and purple hues in the sky. Swaying palm trees line the shoreline, where beachgoers can be seen enjoying the golden sand and gently lapping waves. The grassy area near the beach is dotted with lounge chairs.