
Holiday rentals with a patio in Wailea
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Top-rated rentals with patio in Wailea
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Spacious S. Kihei Suite New A/C across from Kam 3
This spacious suite is perfect a relaxing stay for two. Brand new split system A/C in bedroom & living room to keep you cool. Peak-a-boo ocean views from the suite with glimpses of Kahoolawe. Located in S. Kihei across from one of the BEST beaches on Maui, Kamaole Beach III and steps from the Kihei Boat Ramp. Walk to shops and restaurants in South Kihei. Keawakapu Beach and Wailea is just minutes away. Choose from 2 pools or play a round of tennis or pickle ball. Large lawns and BBQ areas.

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.

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!

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!

Newly Renovated Corner Unit w/ View at Maui Vista
Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

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.

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!

Maui Banyan Top-Floor Ocean View Sanctuary
This exquisitely remodeled top-floor sanctuary is located in the highly coveted Maui Banyan, offering the perfect blend of luxury and island charm. 🌴✨ Enjoy stunning sunsets and peekaboo ocean views from your private lanai, then stroll across the street to some of South Maui’s finest beaches. Makana Condo has been completely renovated from top to bottom, serving as your ultimate Hawaiian oasis for relaxation or adventure! 🌊☀️

Only $115/night-June and July -Limited openings
🌴 Island Escape – Absolute best Kihei Location! 🌅 Our centrally located condo is the perfect home base for exploring Maui. Whether you're chasing waterfalls or just looking to relax—everything is within reach. Spend your days walking barefoot on golden sand, snorkeling with sea turtles, playing beach volleyball, and catching an epic Maui sunset every night.

Maui Wailea Brand New Modern Spacious Condo
Beautifully designed, modern, and brand new vacation condo is situated on the Wailea Blue golf course and the Wailea tennis club. Walk to Shops at Wailea and 3 min drive to Keawakapu Beach. Brand new kitchen, spa like bathroom with walk in shower, in-unit laundry. Relax with friends and families at this peaceful place to stay. Book your vacation today : )

Short Walk Keawakapu Beach*Full Remodel Oceanview
Step into luxury at this new fully renovated 2-bedroom, 1-bathroom unit boasting a stunning ocean view! Situated in a tranquil and petite complex near Keawakapu Beach, one of Maui's premier destinations. Exceptional almost 180° view of the ocean, and a head on view of the beautiful Lanai island.
Popular amenities for rentals with patio in Wailea
Flat rentals with a patio

Tropical Beachfront Paradise

Wailea Escape/Golf Views, Beaches & Family Comfort

Kihei Maui Getaway

100 steps from the beach! Tranquil Seaside Oasis

Oceanview Condo 174

Steps to Charley Young Beach • Remodeled• Pool •AC

Wailea Ocean View Escape

Walk to Everything- Beach, Eat, Shop, Relax!
House rentals with a patio

Kihei 533- A/C, Free Parking, and WiFi

Beautiful Beachfront Townhouse !

Centrally located and steps to the beach!

Ocean +Jeep

Mermaid Bungalow, cozy and ready for action.

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Ke Kīhāpai Bed and Breakfast

Island Sunset Villa: Stunning Ocean & Sunset Views
Apartment rentals with a patio

Wailea Ekahi Getaway•Walk to Keawakapu beach

All New Beachy Chic Remodel, Ocean front with AC

Endless Ocean Views - 1bd/2 bath

Refined Resort Wailea Oceanview Vistas

21A Grand Champions 1 Bed - Ulua & Mokapu beaches

Gorgeous Ocean View Condo steps to the beach

Maui is Open - Come Support the Locals

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $474 SGD | $495 SGD | $447 SGD | $387 SGD | $352 SGD | $361 SGD | $350 SGD | $336 SGD | $321 SGD | $341 SGD | $384 SGD | $458 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 a patio in Wailea

Total holiday rentals
Explore 1,590 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 50,420 verified reviews to help you choose

Family-friendly holiday rentals
920 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
1,520 properties feature pools

Rentals with dedicated workspaces
900 properties have a dedicated workspace

Wifi availability
1,580 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!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Old Lahaina Luau
- Whalers Village
- Black Rock Beach
- Big Beach
- Maui Vista Condominium
- Maui Ocean Center
- Kihei Kai Nani
- Black Sand Beach
- Hāmoa Beach
- Kahana Beach
- Maui Arts & Cultural Center
- Haleakala National Park
- KOA Resort
- PacWhale Eco-Adventures
- Maui Sunset
- Aston Mahana at Kaanapali





