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Beachfront vacation rentals in Wailea

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Quick stats about beachfront rentals in Wailea

  • Total vacation rentals

    Explore 210 vacation rentals in Wailea

  • Nightly prices starting at

    Wailea vacation rentals start at $167 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    210 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    210 of Wailea vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wailea rentals

  • 4.9 Average rating

    Wailea stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated beachfront rentals in Wailea

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favourite
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.
Condo in Wailea

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

4.97 out of 5 average rating, 105 reviews
Guest favourite
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.
Condo in Wailea

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, 142 reviews
Top guest favourite
Condo in Wailea

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.

4.99 out of 5 average rating, 134 reviews
Top guest favourite
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.
Condo in Wailea

Mana Kai 608: Oceanfront Remod- February Now OPEN!

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!

4.99 out of 5 average rating, 232 reviews
Top guest favourite
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.
Condo in Kihei

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.

4.92 out of 5 average rating, 148 reviews
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.
Condo in Wailea

Beach Dream Suite-Mana Kai Maui Resort

Unforgettable ocean views are yours at the amazing Mana Kai Resort! One of One, directly on one of Maui’s best beaches! Our popular suite boasts serene decor, quality linens, fine finishes, tasteful furnishings, equipped kitchen w/island, AC, WiFi, Smart TV, lanai, free parking! Features combined with all there is to do equals vacation success! A state-of-the-art fitness center and business office on lower floor. Heated pool, lounges+tables. Note: The BEDROOM SPACE is OPEN TO LIVING AREA.

4.84 out of 5 average rating, 103 reviews
Guest favourite
Condo in Wailea

Top floor central AC| Two king suites| Kam 3 beach

A bright, quiet top-floor unit directly across from Kamaole III beach park, one of Maui's best swimming and snorkeling beaches. Central, whisper-quiet AC keeps the whole unit comfortably cool. Remodeled with modern bathrooms, kitchen, and wood floors. Two king suites, each with a private ensuite bathroom. The large covered lanai has ocean views on one side and Haleakala mountain views on the other, perfect for your morning coffee or sunset wine. Beach towels, chairs, and gear are available.

4.96 out of 5 average rating, 114 reviews
Top guest favourite
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

Oceanfront Maui Escape for Two | Private Lanai

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

4.95 out of 5 average rating, 115 reviews
Top guest favourite
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.
Condo in Kihei

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.

4.99 out of 5 average rating, 278 reviews
Top guest favourite
Condo in Wailea

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.

4.96 out of 5 average rating, 149 reviews
Superhost
The sleeping area features a spacious bed with a light-colored quilt and decorative pillows. Large sliding glass doors provide an expansive view of the ocean and palm trees, with soft curtains framing the scenic backdrop.
Condo in Kihei

Amazing views at Oceanfront Studio

Maui welcomes you! We are so happy you are choosing Maui as your vacation destination. Either you are from here, frequent visitor, or first timer, we are thrilled to have you at our studio. The unit is a remodeled 433 sqft, top floor corner unit with ocean and mountain views. Sunrise can be enjoyed in summer, sunset views in winter. You can enjoy moon rise from Haleakala in summer. The complex has pool, hottub, and BBQ area. Thank you for your consideration.

4.85 out of 5 average rating, 570 reviews
Guest favourite
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!

E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

4.93 out of 5 average rating, 161 reviews

Popular amenities for Wailea beachfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly beachfront home rentals

Top guest favourite
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.
Condo in Kihei

Ocean View Superior Deluxe - 200

4.84 out of 5 average rating, 431 reviews
Guest favourite
Condo in Kihei

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

4.95 out of 5 average rating, 37 reviews
Top guest favourite
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.
Condo in Kihei

Oceanfront renovated luxury-best location! SBR 404

4.94 out of 5 average rating, 81 reviews
Guest favourite
Apartment in Maalaea

Steps to Beach Sand & Surf

4.94 out of 5 average rating, 17 reviews
Guest favourite
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

4.91 out of 5 average rating, 11 reviews
Townhouse in Kihei

Maui Beach House

4.86 out of 5 average rating, 94 reviewsA 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.
Condo in Kihei

Sugar Beach Bliss 2 - Oceanfront

4.67 out of 5 average rating, 15 reviewsA 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.
Condo in Kihei

Beautiful Top Floor Oceanfront Condo with A/C!

Beachfront home rentals with a pool

Guest favourite
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

4.86 out of 5 average rating, 139 reviews
Top guest favourite
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.
Condo in Wailea

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

4.97 out of 5 average rating, 149 reviews
Guest favourite
A scenic view showcases swaying palm trees against a vibrant blue sky, with a glimpse of the ocean in the background. Lush greenery frames a pool area, inviting relaxation, while the buildings provide a residential atmosphere. The beach appears just beyond the manicured lawns.
Condo in Kihei

Lovely Oceanfront Condo with pool

4.92 out of 5 average rating, 174 reviews
Top guest favourite
Apartment in Kihei

Updated 1st Floor Maui condo

4.75 out of 5 average rating, 130 reviews
Guest favourite
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

4.93 out of 5 average rating, 165 reviews
Guest favourite
Silhouetted palm trees frame a golden sunset over the ocean, with the sun partially obscured by clouds. Gentle waves reflect the warm light, and grassy areas are visible in the foreground, contributing to a serene coastal scene.
Condo in Kihei

Stunning Ocean Views - September Specials $189

4.94 out of 5 average rating, 234 reviews
Top guest favourite
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

4.96 out of 5 average rating, 125 reviews
Top guest favourite
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.
Condo in Wailea

Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore

4.85 out of 5 average rating, 167 reviews

Private beachfront home rentals

Guest favourite
The image captures a sunset at Charley Young Beach, with soft waves lapping the shore. Silhouettes of people walking along the sandy beach and various hues of orange and purple fill the sky. Lush greenery frames the scene, creating a serene coastal atmosphere.
Apartment in Kihei

Classic Beachfront Studio

4.9 out of 5 average rating, 194 reviews
Top guest favourite
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

4.99 out of 5 average rating, 110 reviews
Guest favourite
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.
Condo in Kihei

Beachfront Maui Oasis- Fully Remodeled, Beautiful

4.98 out of 5 average rating, 128 reviews
Guest favourite
Condo in Kihei

Wake Up in Maui — Walk Out & Start Your Beach Day

4.93 out of 5 average rating, 377 reviews
Guest favourite
Apartment in Wailea

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub

4.94 out of 5 average rating, 16 reviews
Top guest favourite
Condo in Wailea

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

5.0 out of 5 average rating, 23 reviews
Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances, including a microwave and refrigerator. A large window provides views of palm trees and the ocean. Four bar stools are positioned along the countertop, creating an inviting space for casual meals.
Condo in Wailea

Newly Remodeled-AC-Ocean Views-Modern Finishes

4.97 out of 5 average rating, 62 reviews
Guest favourite
Apartment in Wailea

Wailea Ekahi Ocean View Unit | Walk to Beach | AC

5.0 out of 5 average rating, 10 reviews

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