Beachfront vacation rentals in Wailea

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.

4.97 out of 5 average rating, 108 reviews

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms

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4.86 out of 5 average rating, 248 reviews

Ocean Bliss - Walk to Everything + Strong AC

Maui Surf Condo ~ Amazing Ocean View Designer Condo - Fronting world’s best beaches. Full kitchen, Remodeled, Luxury King bed, Huge Ocean Views, huge balcony. If you found us on socials Maui Surf Condo, message us for discount airbnb. Walk to everything (no car needed!) – food, drinks, surf/sup, dive, beach, snorkeling, skating, playground, volleyball, tennis, basketball and more! Views of the islands, whales! Fastest internet speed. Construction is completed. Please note our signed rent

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4.99 out of 5 average rating, 138 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.

BeachWalkabilityCheckout

This image showcases a balcony view overlooking a vibrant scene filled with palm trees and lush greenery. A sparkling pool can be seen in the distance, and the ocean glimmers under a clear blue sky. Sunlight filters through the palm fronds, enhancing the serene atmosphere.

4.97 out of 5 average rating, 174 reviews

The Pi Life: Ocean Views · 99 Steps from the Beach

We're Airbnb Superhosts w/ 100+ 5 Star Reviews. Welcome to The Pi Life! A cute and cozy condo, with gorgeous oceans views, that's 99 steps from the beach. We have everything you need for a perfect Maui vacation, including: ★ Ocean Views ★ Resort Amenities ★ Beach & Restaurant Access And, perhaps most importantly, we're deeply caring and responsive hosts ❤️ Our goal is to make your experience as fun, relaxing, and comfortable as possible. So please let us know how we can be helpful :)

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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, 234 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, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, come stay with us! We have the best PM in Maui, Tracy O'Reilly, to take amazing care of you!

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4.92 out of 5 average rating, 100 reviews

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Aloha and Welcome to Oceanfront Maui Ohana! Relax at this tropical retreat, perfectly situated within a short walk to Wailea in the Kihei Surfside Resort. Boasting stunning ocean views, direct access to Maui’s best beach, Keawakapu, and a sprawling lawn with a heated oceanside pool, perfect for sunsets and whale watching, this condo offers the ultimate Hawaiian getaway. With modern comforts, thoughtful family-friendly amenities, and a location second to none, your dream vacation awaits!

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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, 285 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.

BeachWalkabilityTV

4.96 out of 5 average rating, 149 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.

BeachWalkabilityAccuracy

A sparkling saltwater pool is surrounded by palm trees, providing a serene setting with views of Keawakapu Beach. Guests can be seen enjoying the pool area, while beachgoers relax along the shoreline in the background, with vibrant blue ocean and sky complementing the scene.

4.91 out of 5 average rating, 268 reviews

Beachfront Condo in Kihei

Located on the shores of beautiful Keawakapu Beach lies your next island paradise vacation. The Mana Kai Maui resort straddles the communities of Kihei and Wailea offering the beauty and privacy of Wailea beaches with the value of Kihei. This Maui beachfront condo offers stunning ocean views from a private lanai and is just steps to the beach, with access to a swimming pool, general store and beach equipment rental. With 2 bedrooms and 2 baths, it sleeps four people comfortably.

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The living area features a light-toned sofa adorned with decorative pillows, accompanied by a round coffee table. A view of the ocean is visible through floor-to-ceiling sliding glass doors, with tropical greenery framing the scene. A ceiling fan enhances the airy feel of the space.

4.97 out of 5 average rating, 181 reviews

Stunning Ocean Views

Welcome to our slice of paradise in Maui! Enjoy breathtaking 180° ocean views just steps from the sandy shores of Kamaole I Beach and a short stroll to restaurants, shops and bars. Our newly remodeled coastal-modern condo features A/C throughout, a luxurious Cal King bed, private lanai, fully equipped kitchen, ultra-fast Wi-Fi, in-unit washer/dryer and beach gear. Relax by the pool, enjoy rooftop BBQs with ocean views, or unwind on your lanai with an unforgettable Maui sunset.

BeachWalkabilityQuiet

4.86 out of 5 average rating, 139 reviews

The oceanfront pool area is surrounded by swaying palm trees, providing a serene setting. Lounge chairs are arranged around the pool, which features a curved shape, complemented by a tiled deck. The expansive ocean view is framed by a cloudy sky.

Townhouse in Wailea

Wailea Villa with Oceanfront Pool

Aloha, if you are looking for the perfect place to call home in Maui, you just found it! Our Wailea Ekahi Villa is a spacious and private home away from home that makes you feel far from it all yet is still close to everything! Wailea Ekahi is like your own private oasis w/ 35 acres of open grassy spaces, private walk paths and the most AMAZING oceanfront pool to relax in and melt all your worries away! NOTE - main pool closed Aug 10 to Oct 15 - discount included in price.

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A clear view of a swimming pool is presented, surrounded by lounge chairs and tropical greenery. Palm trees frame the scene, with the ocean visible in the background under a bright blue sky dotted with clouds.

4.93 out of 5 average rating, 200 reviews

3BR spacious Condo with Ocean View in top location

Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

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Popular amenities for Wailea beachfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

A serene beach scene at sunset showcases soft hues of orange, pink, and purple in the sky. Silhouetted figures walk along the shoreline, while a tall palm tree stands nearby, framing the tranquil landscape and creating a sense of calm.

4.84 out of 5 average rating, 436 reviews

Ocean View Superior Deluxe - 200

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4.95 out of 5 average rating, 42 reviews

Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach

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4.91 out of 5 average rating, 11 reviews

The living room features a comfortable sofa, accent chairs, and a coffee table. Two upholstered ottomans offer additional seating. A large flat-screen TV is mounted on the wall. Sliding glass doors open to outdoor seating, allowing natural light to fill the space.

Apartment in Wailea

Paradise! Ground Floor 1BR AC Kamaole lll beach

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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.

4.94 out of 5 average rating, 83 reviews

Oceanfront renovated luxury-best location! SBR 404

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4.97 out of 5 average rating, 29 reviews

Condo in Maalaea

Steps to Beach Sand & Surf

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Townhouse in Kihei

Maui Beach House

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4.86 out of 5 average rating, 94 reviews

A serene beach scene is captured with gentle waves lapping the shore, where the word 'MAUI' is written in the sand. The sun is rising in the background, illuminating the coastline and creating a tranquil atmosphere.

4.67 out of 5 average rating, 15 reviews

Sugar Beach Bliss 2 - Oceanfront

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A private lanai features a round dining table with woven chairs, overlooking the ocean at sunset. Palm trees frame the view, while soft colors of the sky transition from blue to orange. The tranquil scene is enhanced by the calm water reflecting the fading light.

Beautiful Top Floor Oceanfront Condo with A/C!

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Beachfront home rentals with a pool

4.76 out of 5 average rating, 134 reviews

Apartment in Kihei

Updated 1st Floor Maui condo

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An open living area includes a dining table with four chairs, a well-equipped kitchen with stainless steel appliances, and a comfortable seating area with a wicker chair. Large sliding glass doors provide views of the patio and nearby greenery, allowing natural light to fill the space.

4.85 out of 5 average rating, 169 reviews

Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore

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The spacious living area features a comfortable blue sofa, two accent chairs, and a wooden coffee table. A large window offers views of the balcony and surrounding palm trees, while a vibrant ocean-themed artwork enhances the room's bright interior.

4.95 out of 5 average rating, 103 reviews

Epic View! Lovely 2BR Beach Condo in Kihei/Wailea

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4.93 out of 5 average rating, 164 reviews

An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.

Apartment in Kihei

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

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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, 151 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

BeachWalkabilityCleanliness

An aerial view of a circular saltwater pool surrounded by lush tropical landscaping. Palm trees frame the image, extending toward the clear blue sky. In the background, ocean views are visible, showcasing the vibrant greenery of the resort's surroundings.

4.83 out of 5 average rating, 136 reviews

Ocean View Penthouse, Steps to World Class Beach

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Superhost

A spacious outdoor lanai features a dark dining table surrounded by several chairs, offering breathtaking views of palm trees and the sandy beach. The ocean stretches out in the distance under a clear blue sky, creating an inviting atmosphere for relaxation.

4.83 out of 5 average rating, 108 reviews

Beach Dream Suite-Mana Kai Maui Resort

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A contemporary kitchen is presented, featuring sleek white cabinetry and modern stainless steel appliances. A large marbled countertop provides ample space for meal preparation. Two wooden bar stools are positioned at the counter, inviting casual dining. Soft lighting enhances the bright, airy atmosphere.

4.96 out of 5 average rating, 252 reviews

Fully remodeled, Ocean View, 3 mins walk to beach

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Private beachfront home rentals

4.99 out of 5 average rating, 111 reviews

A panoramic view of the ocean is framed by lush palm trees, with gentle waves lapping at the shore. The sky is filled with scattered clouds, casting soft shadows on the tranquil water. A railing borders the view, enhancing the sense of openness.

Condo in Maalaea

Oceanfront Maui - 2 King Suites, AC & Lanai

WalkabilityViewQuiet

4.95 out of 5 average rating, 129 reviews

A serene outdoor seating area features a small round table and two chairs, overlooking the ocean with distant mountains under a clear blue sky. Nearby, a cozy indoor space showcases a soft couch adorned with decorative throws, complemented by a light wooden accent table with greenery.

Condo in Maalaea

Oceanfront Spectacular Condo

WalkabilityViewOutdoor spaces

A panoramic ocean view is presented from the lanai, overlooking lush greenery and palm trees. The road leading to the beach is visible, along with nearby coastal scenery and gentle waves. A clear blue sky enhances the serene atmosphere of this tropical setting.

4.95 out of 5 average rating, 100 reviews

Maui Kamaole Oceanfront Oasis - South Kihei

WalkabilityBeachQuiet

4.91 out of 5 average rating, 136 reviews

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.

Apartment in Kihei

Charley's Hideaway (Oceanfront)

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A serene lanai is equipped with two sleek swivel chairs and a small dining table. The view beyond showcases a vibrant landscape of lush greenery and ocean hues, visible between the palm trees under a clear sky.

4.96 out of 5 average rating, 157 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

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A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.

4.96 out of 5 average rating, 316 reviews

Beauty & the Beach: Huge SALE! Remodeled + OcnView

BeachViewOutdoor spaces

5.0 out of 5 average rating, 26 reviews

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

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