Pet-friendly vacation rentals in Wailea

*Rare Find* Quiet Ocean View Condo in Sunny Kihei

🌺 Aloha! Maui Welcomes You! 🌺 Experience beautiful ocean views, breathtaking sunsets, and Humpback whale activity (Nov-April) from the privacy of your own lanai. This perfectly located slice of paradise in Kihei is only a few short blocks to Charley Young and famous Kamaole beaches. Walk to Kihei's premiere spots to sun, surf, snorkel, paddleboard, shop, and dine. Take your photo with the famous birds of Lahaina who relocated near the gourmet food carts in the beautiful South Maui Garden.

Enjoy paradise living at the THERE Maui House!

Permit #STKM 2018/0006 Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this cozy, two bedroom house with newly added split AC system awaits! Whether you decide to dance to Don Ho on vinyl, try a new recipe, or play the ukulele, this space was thoughtfully designed to inspire you to be THERE & enjoy your time in paradise! For more pictures & tips, check out the THERE Maui House on our blog at there maui dot com and on IG at @livetravelbe.there

2B/2B Cottage/Cozy/Central/Private/Historic town

2B/2B cottage, in the heart of Maui, in historic Wailuku town... home of the famous Iao theater and minutes from Iao Valley National Park & the famed "Needle Mountain". Private, fully furnished, and equipped with all amenities needed for a comfortable short-term stay. Easy access to Beaches,Airport & all parts of the island within a 10–30 minute drive. It's great for business travelers doing business in Wailuku, Hikers, Bikers, & true Hawaiiana- seeking tourists. Check out Wailuku First Friday!

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Relax in the hot tub and sauna. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

40% off monthly stay! 4 Bed Family Home (Kihei)

4 BEDROOMS, 2 FULL BATHROOMS - FULLY REMODELED HOME Located in central Kihei just two blocks from the beach, Starbucks, golf courses, Kalama park, restaurants, movie theater, food trucks, entertainment, Foodland, etc. This property is secured and fully fenced. The common area consists of a driveway, garden and 2 outdoor showers. A/C in all rooms + private outdoor BBQ and laundry. You will be staying in the main house of the property and will have your private parking spot with EV charger.

Maui Sunset Oasis- Top Unit w/AC

A stunning oceanfront sunset condo in Kihei! This updated top unit 2-bdr, 2-bath with AC offers stunning sunsets from manicured grounds. Step onto the private lanai to unwind and enjoy panoramic ocean views! Take a dip in the pool or stroll to two beautiful beaches. Groceries, coffee shops, and restaurants are a short walk away. Inside, enjoy recent updates, air-conditioned bedrooms, and a fully equipped kitchen. Experience unforgettable sunsets, pristine beaches, and the best of Kihei, Maui.

High-Floor Island Surf | AC | Walk to Beach

Welcome to our cozy condo in the Island Surf Building, Kihei, Hawaii. It is on the 5th floor of this 6-story building, perfect for couples visiting Maui, and conveniently located near key attractions. Right next door to South Maui Gardens, a gem in Kihei where you can enjoy coffee, movie nights, and some of the best food trucks on the island, and across the street from Kalama Park. ★ If you enjoy this listing, click the heart icon ❤ in the top-right corner to bookmark it for easy access!

Paradise! Ground Floor 1BR AC Kamaole lll beach

Kihei-Recently renovated condo., 1 br (very comfortable king size bed) & flat screen TV, 1 ba, living room w/Q sofa bed, lg flat screen TV, wireless modem & high speed internet. Ceiling fans in bedroom & living room. New A/C in bedroom. Fully equiped kitchen loaded w utensils, pots & pans, coffee maker, toaster, microwave & blender. This Gem Condo is all one level. Steps away from the lower pool, bbq, tennis/pickleball courts & of course the beach. I’m available by phone or text anytime.

Luxury condo 20 steps from beach/pool/hot tub #103

Aloha, and welcome to Sugar Beach Resort, Unit 103! This fully renovated (2023) ground-floor condo offers a high-end, fully stocked kitchen, easy walk-out access, and is just steps from Sugar Beach. Enjoy a heated pool, jacuzzi, and dry sauna after a day in the sun. Beach chairs and towels are provided for easy, stress-free beach days. Sugar Beach Resort is centrally located — just 15 minutes to OGG, Costco, Target, Whole Foods, and Walmart, and 30 minutes to Lahaina, Paia, or upcountry.

Sunflower Suite

Our Sunflower suite. This cozy one-bed and one-bath is most comfortably spaced for an individual or an intimate couple. Keep it simple at this peaceful and centrally-located place. Come on in through a private and dedicated entryway into your own kitchen and living room area as you unwind from the beautiful island day. Walking distance to boardwalk along the shore. Also enjoy the walking distance to Church, Foodland, Shops, Restaurants, Nightlife, Movie theaters, Starbucks and beaches.

Maui Meadows Ocean View Cottage

Our 1 bedroom Ocean view cottage offers the maximum in privacy and convenience. Located in Sunny South Maui, just above the Wailea Resort, our cottage has everything you need to Maui Maui your Home. AC, WiFi, Fully equipped kitchen, covered carport and more... We are a Maui County permited B&B and our quoted price will include Hawaii State and Maui County taxes of 18.72%. Be sure to always confirm if your rental is permitted and if tax is included in the price quoted.

Ocean View 3 bedroom 3bath Full AC Beach Access

Location, Location Location! Right in the middle of all the action in Kihei, Maui. Quick Walk to the Beach, Restaurants, Grocery and Shops. Directly across the street from World Class Beach Kamaole 1. Your Dream Hawaiian Vacation starts at our Comfortable Condo with a Fully Stocked Kitchen, complete with Comfortable beds, Quality Linens, Soft Beach & Bathroom Towels and Split System AC Enjoy the complimentary Welcome snacks upon arrival.