Condo holiday rentals in Wailea-Makena

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Top-rated condo rentals in Wailea-Makena

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Guest favourite

Condo in Kihei

4.89 out of 5 average rating, 132 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwasher quartz counters and new thick futon mattresses. The view from the lanai is over the resort's beautiful grounds (with largest private pool in Kihei) to the ocean. Good architecture and concrete construction keep units in this well managed complex private and safe. High speed internet (196Mbps).

Top Guest favourite

Condo in Kihei

4.91 out of 5 average rating, 132 reviews

Stylish Maui Condo Maui Vista

Maui vista condo complex is located in the heart of Kiehi. Restaurants, shopping, you can enjoy walking out to dinner . Beaches are across the street . A great beginner surf spot Kam 1. Charley Young Beach is a beautiful cove for swimming & sun bathing . Sunsets are a must to explore with a glass of wine . If you enjoy walking take the wagon to Food Land Grocery store . This location has much to offer . I have 4 people allowed it is a 1 bedroom condo . I stay with my family we do well.

Guest favourite

Condo in Kihei

4.96 out of 5 average rating, 113 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Designed as our personal 2nd home, this beautifully furnished and decorated condo features high-end appliances. Your 5th-floor unit offers an unobstructed ocean view—no sidewalks, power lines, or parking lots in sight. Enjoy tennis, pickleball, pool, BBQ area, putting green, hot tub, and direct beach access—just steps away! The free parking lot is out-of-eyesight. 17.5% TA Tax is included. Sunsets are magical from your lanai. Both your living room & bedroom boast breathtaking ocean views.

Guest favourite

Condo in Kihei

4.89 out of 5 average rating, 156 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!

Top Guest favourite

Condo in Kihei

4.99 out of 5 average rating, 116 reviews

Stunning Ocean Views · Steps to Beach · Comfort

Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

Guest favourite

Condo in Kihei

4.95 out of 5 average rating, 118 reviews

Luxurious Condo in South Kihei

Beautiful fully renovated condo. Located in the best complex in Kihei, Maui Kamaole. Walking distance to the beach, shops, restaurants and bars. This condo has everything a renter needs during vacation. Full kitchen, washer and dryer, beach gear, towels, bedding and more. The complex offers two swimming pools, bbqs, tennis courts and outdoor picnic areas. This location is next to fun activities such as swimming, snorkeling, diving, surfing, kayaking, fishing, volleyball and more.

Superhost

Condo in Wailea

4.83 out of 5 average rating, 146 reviews

Beautiful Palms At Wailea #608-April/May Discount

Beautiful Palms At Wailea ,2BR/2BA,Condo, located in the heart of Wailea. 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., 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!

Superhost

Condo in Lahaina

4.82 out of 5 average rating, 162 reviews

Whale Season Special! T-046-692-0448-02

We love to host! Listing was paused to help fire families! Read our 5*reviews! Directly across from a State Beach Park with morning sea turtles and the best Maui Sunsets. Food Trucks,Grocery store, Badass coffee, Miso Phat Sushi all in walking distance and give it a neighborhood feel. Onsite BBQ, Newly Updated Pool and Free Parking! 10 min to Kaanapali / Napili. Beach towels/Chairs provided. Clean, comfortable unit with lots of privacy and a great local vibe!

Guest favourite

Condo in Wailuku

4.91 out of 5 average rating, 209 reviews

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

Top Guest favourite

Condo in Kihei

4.93 out of 5 average rating, 222 reviews

Beautiful & clean condo w/ excellent location

This condo is marked with special touches to accent the beauty of the location. The condo is beautifully decorated with local and tropical art and furniture. We value cleanliness, comfort, beauty and exceptional service and hospitality. Whenever we have the chance, we escape to our condo and feel the peace and tranquility the space and surrounding location has to offer. We return to our busy lives feeling refreshed and invite you to do the same.

Guest favourite

Condo in Kihei

4.87 out of 5 average rating, 187 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.

Superhost

Condo in Kihei

4.82 out of 5 average rating, 140 reviews

My Maui Beach Condo #3318

Unit # 3318 of Maui Vista in South Kihei. Steps away from Charley Young Beach, Kalama Surfing Beach, close to groceries and shops. There are 3 swimming pools with lounging areas, bbq grill, tennis courts, + (1) vehicle parking. Garden view end unit located further from the road, offers privacy and quiet space. Porcelain ceramic tiles floor for a rustic cool ambience. Shady private patio facing west Maui mountains.