
Beach condo holiday rentals in Wailea
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Top-rated beach condo rentals in Wailea
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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, 106 reviews
Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
Maui Parkshore 114 is located in front of globally-acclaimed beautiful Kamaole Beach Parks. Here you can have fun outdoors, or enjoy and create memorable fun indoors in a very comfortable and home-like setting. New site management keeps the Aloha spirit. Being a ground unit is part of the convenience-- no elevators to ride, stairs to climb, long hallways or long hikes from the beach, or from the car with groceries or after a long day of fun. Maui Parkshore 114 creates that uplifting experience.
4.85 out of 5 average rating, 168 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.
4.99 out of 5 average rating, 135 reviews
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.
4.85 out of 5 average rating, 105 reviews
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, 116 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, stay with us! We have the best PM in Maui, Tracy O'Reilly, to take amazing care of you!
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.
4.99 out of 5 average rating, 280 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.
4.96 out of 5 average rating, 149 reviews
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.
4.93 out of 5 average rating, 167 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
4.97 out of 5 average rating, 151 reviews
Fully remodeled, Ocean View, 3 mins walk to beach
You've found it! This beautifully renovated 750 sqft 2bd/2ba is your home away from home! This 3rd floor ocean view unit is in the most perfect location - short walking distance to world famous beaches like Charley Young, Cove Park (great for surfing), and Kamaole beaches, grocery stores, amazing restaurants, shopping & night life! Shopping at the Wailea Mall and world class golfing only 2 miles away. The complex also features a swimming pool and BBQ grills.
4.96 out of 5 average rating, 248 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.
4.92 out of 5 average rating, 197 reviewsPopular amenities for Wailea beach condo rentals
Beachfront condo rentals

Oceanfront Maui - 2 King Suites, AC & Lanai
4.99 out of 5 average rating, 110 reviews
Oceanfront Spectacular Condo
4.96 out of 5 average rating, 128 reviews
Maui Kamaole Oceanfront Oasis - South Kihei
4.95 out of 5 average rating, 99 reviews
Stunning Ocean Views - September Specials
4.94 out of 5 average rating, 235 reviews
FABULOUS SPACIOUS CONDO ACROSS FROM BEACH
4.9 out of 5 average rating, 114 reviews
Top floor central AC| Two king suites| Kam 3 beach
4.96 out of 5 average rating, 115 reviews
Maui Kamaole A114 Kihei Ocean View & Whales!
4.91 out of 5 average rating, 149 reviews
Ocean view and beach by Wailea
4.98 out of 5 average rating, 182 reviewsPet-friendly beach condo rentals

Ocean View Superior Deluxe - 200
4.84 out of 5 average rating, 432 reviews
Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach
4.95 out of 5 average rating, 40 reviews
Luxury condo 20 steps from beach/pool/hot tub #103
4.97 out of 5 average rating, 31 reviews
Sugar Beach Bliss 2 - Oceanfront
4.67 out of 5 average rating, 15 reviews
Beautiful Top Floor Oceanfront Condo with A/C!

Ocean View - Deluxe Unit #201
4.88 out of 5 average rating, 418 reviews
Steps to Beach Sand & Surf
4.95 out of 5 average rating, 20 reviews
Oceanfront renovated luxury-best location! SBR 404
4.94 out of 5 average rating, 81 reviewsLuxury beach condo rentals

Beachfront Remodel with 180° Views! Epic Sunsets
4.92 out of 5 average rating, 129 reviews
Stunning Ocean Views
4.97 out of 5 average rating, 179 reviews
Oceanfront! Sugar Beach Resort Penthouse with a/c
4.94 out of 5 average rating, 126 reviews
Oceanfront 2BR/2BA •Top Floor •Sunset Views •Pool
4.91 out of 5 average rating, 227 reviews
Stunning Ocean Views I Menehune Shores 407
4.92 out of 5 average rating, 183 reviews
Ocean View Loft • Steps to Beach • Pool & Hot Tub
4.91 out of 5 average rating, 182 reviews
*25% Off-Steps to Beach-AC in Every Room-Remodeled
4.97 out of 5 average rating, 195 reviews
Penthouse: Ocean View - Right on the Beach!
4.88 out of 5 average rating, 172 reviewsDestinations to explore
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