
Holiday rentals with outdoor seating in Wailea
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Wailea
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Go Golfing from a Peaceful Apartment in a Beach Community
Unit #903 – Key Features Garden views, ground floor A/C (3 zones) Lanai seating Quiet Updated appliances; washer/dryer Primary: king bed Second: twins (convert to king) Sleeper sofa Kitchen TV, Wi-Fi Free U.S./Canada calls Amenities Beach chairs, umbrella, boards, cooler, towels Baby gear: Pack ’n Play Pool, hot tubs Location Wailea—near beaches, golf, shops, dining. Keawakapu Beach is a short walk. Guest Support On-island contact after booking. Parking Dedicated space + guest parking.

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

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

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.

Luxurious Condo in South Kihei
Beautiful fully renovated condo. Located in Maui Kamaole, the best resort complex in South Kihei. 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 has two swimming pools, barbecues, tennis courts and outdoor picnic areas. This location is next to fun activities such as swimming, snorkeling, diving, surfing, kayaking, fishing, and more.

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!

Luxurious Wailea Ocean Vistas
Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful lushness while enjoying a charming well-designed hideaway. We have considered every detail to provide the most effortlessly luxurious stay possible. With beaches nearby and two pools onsite, this island paradise has everything and more.

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.

*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.

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 outdoor seating rentals in Wailea
House rentals with outdoor seating

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

South Maui Guesthouse

Go for an Ocean Swim From a Fun Beach Villa

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Oceanview Home with Private pool and hot tub

PAIA HALE Walk to beach and town

Cozy Beach House in Kihei BBKM 2018/0002

Stunning ocean view, heated pool at home by Wailea
Apartment rentals with outdoor seating

Maui Banyan 1bd steps to beach & restaurants

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

Updated 1st Floor Maui condo

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

Steps to Charley Young Beach • Remodeled• Pool •AC

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

Ocean Front Vibes Maui

Maui Oceanfront Penthouse at Nani Kai Hale (609)
Apartment rentals with outdoor seating

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

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

Grand Champions 169 Beautiful 3 BR on the Fairway!

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

Wailea Ekolu Village 2/2 with stunning ocean view!

Gorgeous 2 Story Townhouse in Wailea w/ Ocean View
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $491 SGD | $514 SGD | $455 SGD | $399 SGD | $357 SGD | $368 SGD | $355 SGD | $337 SGD | $326 SGD | $351 SGD | $396 SGD | $482 SGD |
| 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 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 $130 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
800 of Wailea holiday rentals include wifi 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!
Destinations to explore
- Flat rentals Wailea
- Beach apartment rentals Wailea
- Pet-friendly rentals Wailea
- Waterfront rentals Wailea
- Townhouse rentals Wailea
- Rentals with pools Wailea
- Rentals with beach access Wailea
- Rentals with a washing machine and dryer Wailea
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- Rentals with a hot tub Wailea
- Family-friendly rentals Wailea
- Rentals with a patio Wailea
- Beachfront rentals Wailea
- Rentals with a kayak Wailea
- Hotel rooms Wailea
- Fitness-friendly rentals Wailea
- House rentals Wailea
- Apartment rentals Wailea
- Rentals with outdoor seating Maui County
- Rentals with outdoor seating Hawaii
- Rentals with outdoor seating United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Old Lahaina Luau
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Ka'anapali Golf Courses
- Haleakala National Park
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- KOA Resort
- Hāmoa Beach
- PacWhale Eco-Adventures
- Peahi
- Aston Mahana at Kaanapali
- Things to do Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Sports activities Wailea
- Art and culture Wailea
- Tours Wailea
- Things to do Maui County
- Tours Maui County
- Art and culture Maui County
- Sports activities Maui County
- Wellness Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Tours Hawaii
- Food and drink Hawaii
- Things to do United States
- Tours United States
- Food and drink United States
- Sports activities United States
- Art and culture United States
- Nature and outdoors United States
- Sightseeing United States
- Wellness United States
- Entertainment United States







