
Vacation rentals with outdoor seating in Wailea
Find and book unique outdoor seating rentals on Airbnb
Quick stats about vacation rentals with outdoor seating in Wailea

Total vacation rentals
Explore 840 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees

Verified guest reviews
Over 34,170 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
810 properties feature pools

Rentals with dedicated workspaces
540 properties have a dedicated workspace

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

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

4.9 Average rating
Wailea stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated outdoor seating rentals in Wailea
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Stunning Full Renovation and Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the lanai.We are perfectly located just down from Money Pod+across from The Wailea Village popular with all the best restaurants. The Shops of Wailea with all of the exclusive brands is a short walk down the hill. Resort style amenities with 2 pools. Everything provided from Beach towels, Boogie Board, Yeti cooler and more.

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 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.

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!

Upscale and Elegant Vistas
Spacious and elegant condo in the much sought after Wailea area. Fantastic unobstructed ocean and sunset views. Completely remodeled and freshly outfitted. No expense was spared to create our ocean view oasis. This one-bedroom, two-bathroom condo features thoughtful luxurious finishes throughout. Located in sunny and luxurious Wailea, with all of Maui is within reach. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy a day at the beach nearby.

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
Welcome to Happy Everything! Wailea Ekolu Complex A fun, fully re-modeled, well appointed and comfortable townhome situated on hole 10 of the famous Wailea Blue Golf Course at beautiful Wailea, Maui. Comfortably sleeps 6. Spectacular views of the Ocean and Neighbor Islands. Close to beaches, shopping, restaurants, Wailea Resorts and just a chip shot away from the golf course and brand new Wailea Village shops.

*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

Last Minute Deal! Wailea Condo Oceanfront Complex
Step into your own private tropical oasis in this fabulous Wailea condo! This adorable 792 square foot, ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This lavish condo boasts an open and airy living space you will love with AC throughout. Relax on the remarkable lanais with a table with seating for four.

Luxury Vacationing Modern Condo Aug Specials $275
JUST RENOVATED THIS BEAUTIFUL CONDO IS BORDERING KIHEI AND WAILEA. THE CONDO BOASTS 17 FT CEILINGS, 1025 sq ft, 4 FRENCH DOORS THAT OPEN OUT TO A DOUBLE BALCONY WITH INCREDIBLE VIEWS OF THE OCEAN AND VOLCANO. TENNIS COURTS, SWIMMING POOL, BOCCE BALL, SHUFFLE BOARD,PUTTING GREEN AND ACROSS THE STREET FROM KEAWAKAPU BEACH. PERFECT FOR A FAMILY VACATION.

Ocean/Golf Course Views, Tropical Resort in Wailea
Breathe in and exhale slowly while gazing at serene greenery and misty mountaintops. Make the most of a country-club setting by lounging on sun decks and swimming in heated pools. Retreat to an updated condo to unwind and fall asleep in a comfy bed. (This unit is suitable for a maximum of four (4) guests. Infants of any age are counted as guests.)

Wailea Surf Shack: Beaches, Shops & Golf!
Welcome to Wailea Surf Shack, a beautifully renovated Maui retreat in the heart of Wailea. Book with confidence knowing that we live on the island, personally manage and care for the condo, and truly treat our guests like family. We go above and beyond to make sure your stay is comfortable, relaxing, and filled with wonderful Maui memories.
Popular amenities for Wailea outdoor seating rentals
House rentals with outdoor seating

South Maui Guesthouse

Stunning ocean view Villa, Heated pool, Wailea

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Modern Family Kihei Home by the Beach

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

Cute Cottage-Large Outdoor Deck

Cozy Beach House in Kihei BBKM 2018/0002

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
Apartment rentals with outdoor seating

Grand Champions - Ocean & Golf View, King Bed, A/C

Go Golfing from a Peaceful Apartment in a Beach Community

Ocean Front Vibes Maui

Maui Banyan 1bd steps to beach & restaurants

Beautiful Studio Oasis Maui Banyan

Maui Oceanfront Penthouse at Nani Kai Hale (609)

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

Summer Special / One Bedroom- Closest to beach!
Condo rentals with outdoor seating

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

Spacious garden oasis next to Maui's best beaches!

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Beautiful Palms At Wailea #608-Summer Special

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

Grand Champions 169 Beautiful 3 BR on the Fairway!

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

Oceanfront Mana Kai Penthouse..Heaven meets Earth!
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,392 | ﺩ.ﺇ 1,454 | ﺩ.ﺇ 1,289 | ﺩ.ﺇ 1,131 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,043 | ﺩ.ﺇ 1,006 | ﺩ.ﺇ 955 | ﺩ.ﺇ 922 | ﺩ.ﺇ 995 | ﺩ.ﺇ 1,120 | ﺩ.ﺇ 1,366 |
| 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 |
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