
Vacation rentals with outdoor seating in Wailea
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Top-rated outdoor seating rentals in Wailea
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Maui's Best - Wailea Ekahi 47A
Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

A.R.A Retreats: The Molokini
FULLY Renovated Summer 2023! Nicknamed “Molokini” this condo has stunning ocean view front and center of Molokini, you can witness multiple humpbacks jumping and playing during whale season from the comfort of your own private lanai. This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views

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.

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Sweeping Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

Wailea Couples Retreat, 300 FT To Keawakapu 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.

3 minutes walk to the beach 2BR/2BA Top floor
You'll love this stylish newly renovated condo. Enjoy easy walks to everything you desire for the perfect Maui vacation. This truly is the best holiday location on the island. You'll love the neighborhood, the shopping, the beaches, the pool, the kitchen, sunsets, restaurants, cafes, bars, turtles & whales! You'll be staying directly opposite the famous Charley Young beach! In the cutest little beach town on island. Complementary car park

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.

Wailea Ekolu Village 2/2 with stunning ocean view!
Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean and island views, and surrounded by brilliant, lush, flowery grounds. Super-close to dining, golf, shopping, and only a short stroll to award-winning Wailea and Ulua beaches! Please note that this Wailea Resort condo has received government approval to operate as a vacation rental for the next 5 years.

Steps to Beach, Shops & Dining w Views!
Exquisitely remodeled top floor studio 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 & restaurants and lounge in the multiple pools & hot tubs on property! Everything is recently remodeled and stocked with everything you'll need to feel right at home (including 2 beach chairs and a beach umbrella).

*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

Grand Champions - King Bed - Close to Wailea Beach
We are located in the heart of Wailea at the Grand Champions Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next to the Wailea Tennis Club and Wailea Blue Golf Course. Have fun with the whole family at this stylish place.
Popular amenities for Wailea outdoor seating rentals
House rentals with outdoor seating

Cajudoy's Hale - STKM 2O13-OO18 / TA-081-709-8752-01

Mana Hale Vacation Rental

South Maui Guesthouse

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Oceanview Home with Private pool and hot tub

40% off monthly stay! 4 Bed Family Home (Kihei)

PAIA HALE Walk to beach and town
Apartment rentals with outdoor seating

Location! Tropical King Suite: Steps to Beach

Maui Banyan 1bd steps to beach & restaurants

Wailea Ocean View Escape

High-end, On Beach, View Balcony, with Pool & BBQ!

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Walk to Everything- Beach, Eat, Shop, Whale Watch!

Oceanfront penthouse with amazing views at Kauhale

Maui Condo across fm Kam 2 in HOTEL Zoned Resort
Condo rentals with outdoor seating

Walk to Beach & Dining | Resort Like Amenities

Maui Kamaole A114 Kihei Ocean View & Whales!

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Oceanfront Spectacular Condo, New Listing

Maui Banyan 1BR With View Across from Beach

200 Steps from the Beach | Sunset views!

Maui Vista Ground Floor Across Street From Beach

Remodeled Ground Floor| 3 mins walk to Kam I beach
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$70,924 GYD | G$73,226 GYD | G$73,226 GYD | G$64,439 GYD | G$57,534 GYD | G$59,417 GYD | G$57,325 GYD | G$54,396 GYD | G$52,513 GYD | G$56,698 GYD | G$63,811 GYD | G$77,828 GYD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Quick stats about vacation rentals with outdoor seating in Wailea

Total vacation rentals
Explore 770 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$23,014 GYD per night before taxes and fees

Verified guest reviews
Over 31,530 verified reviews to help you choose

Family-friendly vacation rentals
430 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
730 properties feature pools

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wi-Fi availability
770 of Wailea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.8 Average rating
Wailea stays are highly rated by guests—averaging 4.8 out of 5!
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- Maui
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