
Holiday rentals with outdoor seating in Wailea
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Wailea

Total holiday rentals
Explore 800 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $142 AUD per night before taxes and fees

Verified guest reviews
Over 32,990 verified reviews to help you choose

Family-friendly holiday rentals
470 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
780 properties feature pools

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wi-Fi availability
800 of Wailea holiday 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!
Top-rated Holiday Houses with Outdoor Seating in Wailea
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Charming Art Studio on a Scenic Mountain Slope
Kula Jasmine studio is reached by a bridge pathway. The shared barbecue area just steps from your studio offers a place to prep your own meals. We provide reverse osmosis filtered water in the outdoor kitchen sink, so there is no need to buy bottled water. We also provide coffee, tea, oil, vinegar, salt, and pepper. You can either dine on the waterfall deck or the barbecue area while you watch the sunset. With years as AirBnb super hosts, we've got everything you need. Permit # BBMP20160004

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, 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, stay with us! We have the best Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

Spacious garden oasis near Maui's best beaches!
Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located next to Keawakapu Beach and minutes to Wailea. Our condo is perfectly suited for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ a pull-out sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Soak in paradise on two lush garden patios!

Wailea Beauty - walk to the beach & shops
Our locally-owned, newly redesigned 2BD/2BA modern Maui condo is located on the award-winning Wailea Blue Golf Course at The Grand Champions Villas. The Villas are nestled in the heart of tropical Wailea; minutes from shopping, tennis, restaurants and pristine beaches. Stroll to upscale boutiques and restaurants, or take a short walk to some of the most beautiful beaches in the world. Our condo features local Hawaii art and is your perfect home away from home on the beautiful island of Maui.

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.

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.

Modern Renovated Palms at Wailea Condo!
MODERN CONDO WITH ATTENTION TO DETAIL! 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!

Luxury Condo in Wailea Ekahi w/Direct Beach Access
Do you want direct and private access to probably the best beach (i.e. Keawakapu) on Maui? Then look no further than our unit in the Wailea Ekahi complex! This quiet and spacious condo has every amenity you could want to make your Maui vacation truly unforgettable. You are also in walking distance to the stores and restaurants at the Shops at Wailea and also the Wailea Beach Path. This condo has everything you need to make your Maui experience memorable, luxurious, and convenient.

A.R.A Retreats: Garden Oasis
Nicknamed “Garden Oasis” for its beautiful little garden walk out off the Lanai onto a beautiful field. While it also has a amazing view of the pacific ocean the beautiful private walkout really set the tone for a relaxing and private oasis. Wailea Ekolu Village is a three-minute drive or 18 minute walk to the beautiful golden sands of Wailea Beach. The Shops at Wailea, Monkeypod Kitchen and so much more just a short walk away!

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.

*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

130K Hawaiian Reno on Wailea Blue Golf *Ocean View
BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of WaileaCheck out our other property #201 VRBO (2050379)+#1905 VRBO(1222713) in The Palms we are Super Host with 5 STAR reviews)!! BOOK UP TO 365 DAYS.
Popular amenities for Wailea outdoor seating rentals
Holiday House Rentals with Outdoor Seating

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

South Maui Guesthouse

Hunter Hales Hoku cottage, Haiku, Maui

Go for an Ocean Swim From a Fun Beach Villa

12 Minute Walk Kamaole Beach II-Quiet Private Easy

PAIA HALE Walk to beach and town

Stunning ocean view, heated pool at home by Wailea

Cozy Beach House in Kihei BBKM 2018/0002
Apartment rentals with outdoor seating

Ocean View, 1 minute walk to the beach 2BR/2BA

Updated 1st Floor Maui condo

Steps to Charley Young Beach • Remodeled• Pool •AC

2BR Oceanview | Beach, Pool, Hot Tub, AC, Sleeps 5

Next to Beach, Foods & Shops - Updated w/ View!

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Charming Studio steps to beach with washer/dryer

Remodeled, 40% off, steps from the beach, private
Condo rentals with outdoor seating

Oceanfront Getaway, Brand New, Steps To Beach

Ocean View! Pool! Ho'okipa @ Wailea Ekolu Village!

3 Bedrooms & Sofa Sleeper w/office, sleeps 8!

Spacious S. Kihei Suite New A/C across from Kam 3

Wailea Hidden Gem

3BR spacious Condo with Ocean View in top location

Ekahi Ocean Studio: Wailea Paradise by the Beach

Luxurious Tropical Retreat with Oceanview
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $538 AUD | $562 AUD | $498 AUD | $437 AUD | $390 AUD | $403 AUD | $389 AUD | $369 AUD | $356 AUD | $385 AUD | $433 AUD | $528 AUD |
| 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 |
Destinations to explore
- Rentals with a sauna Wailea
- Townhouse rentals Wailea
- Condo rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a kayak Wailea
- Beach condo rentals Wailea
- Hotel rooms Wailea
- Apartment rentals Wailea
- House rentals Wailea
- Rentals with a patio Wailea
- Rentals with pools Wailea
- Rentals with an EV charger Wailea
- Family-friendly rentals Wailea
- Luxury rentals Wailea
- Pet-friendly rentals Wailea
- Rentals with beach access Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Waterfront rentals Wailea
- Rentals with outdoor seating Maui County
- Rentals with outdoor seating Hawaii
- Rentals with outdoor seating United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Old Lahaina Luau
- Whalers Village
- Ka'anapali Golf Courses
- Maui Vista Condominium
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Maui Ocean Center
- Kihei Kai Nani
- Hāmoa Beach
- Maui Arts & Cultural Center
- Peahi
- KOA Resort
- Haleakala National Park
- PacWhale Eco-Adventures
- Kahana Beach
- Things to do Wailea
- Art and culture Wailea
- Tours Wailea
- Sports activities Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Things to do Maui County
- Sports activities Maui County
- Art and culture Maui County
- Tours Maui County
- Nature and outdoors Maui County
- Food and drink Maui County
- Things to do Hawaii
- Art and culture Hawaii
- Wellness Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States







