Vacation rentals with a patio in Wailea-Makena

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Top-rated accommodations with an outdoor patio in Wailea-Makena

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Guest favourite

Condo in Kihei

4.98 out of 5 average rating, 127 reviews

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

Pi (π) is an irrational number. There's no fraction, formula or pattern that represents it. It’s stubborn. And you can say, it kinda likes to do its own thing. At The Pi Life, we want your experience to be the same. There doesn’t need to be a rhyme or reason for your trip or how your time is spent. The plan is for you to “do you,” and let us do everything we can to make it a special experience. ★ Panoramic ocean view ★ Walk to beach + restaurants ★ Resort amenities 100+ 4.99 Star Reviews :)

Sep. 17 – 24

$546 CAD per night

Guest favourite

Condo in Kihei

4.95 out of 5 average rating, 88 reviews

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

Hale Kamaole: Romantic Bright & Airy Beach Condo Across The Street from Kamaole III Beach in South Kihei! Tasteful heritage decor, fast internet, King bed, walk-in shower, 1st floor unit. Perfect for couple's getaway, anniversaries, 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:17.712% Hawaiian Transient Tax

Oct. 10 – 17

$487 CAD per night

Guest favourite

Apartment in Kihei

4.97 out of 5 average rating, 62 reviews

Wonderful Wailea Condo with Lanai Water Views

Discover paradise in this stunning 1-bedroom, 2-bathroom apartment located in the heart of Wailea/Kihei, Hawaii. Enjoy breathtaking ocean views from the comfort of this peaceful home and take advantage of the prime location. You'll be just steps away from the beautiful beaches and a very short drive from shopping, dining, and entertainment. This fully equipped condo offers everything you need for a comfortable and relaxed stay in Wailea. Book now and experience the best that Maui has to offer!

Nov. 14 – 21

$716 CAD per night

Guest favourite

Condo in Wailea-Makena

4.93 out of 5 average rating, 29 reviews

#21B Grand Champions Studio -Ulua & Mokapu beaches

Located in the heart of Wailea. Wailea Grand Champions is a 4-star world-class resort that features two pools with whirlpool spas, Barbecue facilities, and amazing beaches within walking distance! Please note that this studio DOES NOT include a full kitchen, washer/dryer. The studio has a very comfortable California king bed, Luxury mattress, Top, mini refrigerator, microwave, coffee pot, toaster, table for two, sofa, RokuTV, and a large lanai. FREE Guest Parking space in the complex.

May 31 – Jun. 7

$328 CAD per night

Guest favourite

Condo in Kihei

5.0 out of 5 average rating, 24 reviews

Mana Kai Palms: Oceanfront Resort ~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 and 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!

Oct. 4 – 11

$1,145 CAD per night

Guest favourite

Condo in Kihei

4.99 out of 5 average rating, 131 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.

Nov. 23 – 30

$1,219 CAD per night

Guest favourite

Condo in Kihei

4.93 out of 5 average rating, 46 reviews

Modern Renovated Palms at Wailea Condo!

KITCHEN RENOVATION COMPLETED MAY 2023! Our bright, modern island condo awaits you! Breathe easy knowing that you have everything at your fingertips. Enjoy your morning coffee on the large lanai. Pack a beach bag and head to one of the best beaches just a 10 minute walk away. Explore the Shops at Wailea. You will feel right at home cooking in our fully equipped kitchen. Close out your day by watching the sunset from the pool area and then stargazing on the lanai. Then repeat!

Oct. 1 – 8

$712 CAD per night

Guest favourite

Condo in Kihei

4.95 out of 5 average rating, 141 reviews

Minimalist + Newly Renovated Beach Paradise

Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

Jul. 19 – 26

$586 CAD per night

Guest favourite

Condo in Wailea-Makena

4.95 out of 5 average rating, 60 reviews

Luxury Condo w/wide Ocean View (Palms at Wailea)!

There is no better location than Wailea to experience your Maui vacation! This quiet and spacious condo has every amenity you could want to make your Maui vacation truly unforgettable. This condo is only a short walk to one of the best beaches (Keawakapu) on Maui and is also in close proximity to the Shops at Wailea. We spared no expenses in stocking this condo with everything you need to make your Maui experience memorable and luxurious.

Nov. 6 – 13

$919 CAD per night

Guest favourite

Condo in Wailea-Makena

5.0 out of 5 average rating, 65 reviews

*Fully Remodeled* Modern Island Style*

I am looking forward to hosting you at the Palms at Wailea 606 and making your vacation fun and enjoyable. The Palms is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all within a few minutes. I offer you a clean, comfortable and memorable stay on the island. I want to make your Maui dreams come true! Mahalo and looking forward to seeing you! -Aini

Sep. 23 – 30

$865 CAD per night

Superhost

Condo in Kihei

4.78 out of 5 average rating, 68 reviews

Luxury Wailea Remodel - Beachfront Community

Aloha and welcome to one of the most incredible remodels you will find in Wailea Ekahi Village - a 34 acre beachfront community - located about 0.4 miles from Keawakapu beach, one of Maui’s most popular pristine white sandy beaches. We would love to have you stay with us - max 2 guests per stay - so you can experience this magical place! The entire unit will be exclusively yours to relax and unwind.

Dec. 4 – 11

$620 CAD per night

Guest favourite

Condo in Wailea-Makena

4.98 out of 5 average rating, 43 reviews

Maui Wailea Brand New Modern Spacious Condo

Beautifully designed, modern, and brand new vacation condo is situated on the Wailea Blue golf course and the Wailea tennis club. Walk to Shops at Wailea and 3 min drive to Keawakapu Beach. Brand new kitchen, spa like bathroom with walk in shower, in-unit laundry. Relax with friends and families at this peaceful place to stay. Book your vacation today : )

Apr. 13 – 20

$683 CAD per night