Vacation rentals with outdoor seating in Wailea-Makena

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Top-rated outdoor seating rentals in Wailea-Makena

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Guest favorite

Home in Kihei

4.96 out of 5 average rating, 409 reviews

Stunning ocean view, heated pool at home by Wailea

Last minute bookings 5 days before arrival, and week long stays are 10% off. Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Guest favorite

Condo in Kihei

4.96 out of 5 average rating, 104 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

Superhost

Condo in Kihei

4.86 out of 5 average rating, 125 reviews

100KContemporaryHawaiian Reno in Wailea-Beach/Golf

Stunning 100K Recent Reno+New Decor for a Hawaiian Beach Vibe. Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa. World Class Golf+Shopping. Ground flr condo with private wrap around lanai. King Master Bed with a contemporary private bath,2 Uber deluxe pull out Queen bed couches.Short stroll to Keawakapu Beach from condo where you can snorkel or take long tropical beach walks.BOOK UP TO 365 DAYS

Guest favorite

Condo in Wailea

4.93 out of 5 average rating, 157 reviews

Stunning ocean view! 2/2 in the heart of Wailea

FALL SPECIAL November and December - All prices in the $200’s! 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 condo is in the Wailea Resort area, and does not infringe upon nor remove housing from the local neighborhoods of Maui.

Guest favorite

Guesthouse in Kihei

5 out of 5 average rating, 224 reviews

Standalone Guesthse 180° View Private Hot Tub

PRIVATE LUXE w100% 5-star reviews! 500ft above sea level on Haleakala above Wailea. 1-BR, 1.5 bath SkyGuesthouse w unparalleled 180+ocean views+islands beyond. You+your beloved in our luxurious space, stargazing, hot-tubbing, sunset watching. Romantic+sensual. L/T rental -Standalone home 704 sq ft -Private hot tub+outdoor cabana drapery -300 sq ft deck w/dining+seating -Private entrance -180-degree ocean views -Large gourmet kitchen/living room -Bedroom, king bed, en suite full bath -1/2 bath

Guest favorite

Condo in Wailea-Makena

4.97 out of 5 average rating, 101 reviews

Grand Island Paradise on Golf Course w/Ocean Views

🌅 Relax and enjoy sunset ocean views every night! 🏖️We are <1 mile from Wailea Beach! Our home is spacious, in a perfect location, and newly renovated! Inside are 3 bedrooms w/ a King, Queen, 4 Twin, and 2 trundle beds! There are 2 private balconies, private laundry, LARGE kitchen and it's ground level- NO STAIRS! The complex has 2 POOLS and HOT TUBS! Parking for 2+ cars. Super close to Wailea, Makena, Keawakapu! ❤️ We provide more than the average host- (beach & baby gear) ask us about it!

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 169 reviews

Mana Kai 608- Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on incredible Keawakapu beach! This location is ideal, right on the border of Wailea and Kihei. We have designed our remodel 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 come stay with us! We have hired the best Property Manager in Maui, Tracy O'Reilly to take care of our guests.

Guest favorite

Condo in Wailea-Makena

4.98 out of 5 average rating, 156 reviews

Grand Champions 169 Beautiful 3 BR on the Fairway!

LOCATION LOCATION LOCATION! Beautiful Ocean and Fairway Views! Rare 3 bedroom, Split System AC in all rooms!! Luxury awaits you in this beautiful ground floor unit with total of 1,698 square ft of living and a wrap around lanai! You will enjoy everything needed for your comfort stay! This central Wailea resort location makes it favorable as you can walk to Wailea Tennis Club, Wailea Blue Course, 5 star hotels, Shops at Wailea & Restaurants. Beautiful Beaches are approximately ¼ mile away!

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 103 reviews

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and ocean front views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (unit 806) that 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 body surfing, whale watching, snorkeling, scuba diving paddle boarding and kayaking literally at your doorstep.

Guest favorite

Rental unit in Kula

4.91 out of 5 average rating, 1,019 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 169 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.

Guest favorite

Condo in Wailea

4.96 out of 5 average rating, 114 reviews

A.R.A Retreats: Big Blue Pacific

Nicknamed “Big Blue Pacific” for its absolutely stunning view of the Pacific Ocean from the living room, kitchen and master bedroom. Our vacation rental condo is located in Wailea Ekolu, the well-known luxury resort community of Wailea. It offers a relaxing 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 and when the sun goes down, watch your favorite shows on on our smart tvs!