Pet-friendly holiday 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

Mana Hale Vacation Rental

This private home is nestled in a beautiful garden just 1 mile from the ocean. The house is spacious with 2 bedrooms & 2 full bathrooms. Front and back decks offer ample opportunity for lounging with a good book, grilling, visiting with friends and family or even just a romantic getaway. The house is close to cafe's, shopping, restaurants and many of the idyllic maui beaches. Perfect for retreat, fun and healing in paradise. STKM 2018/0002 HITax # GE-087-066-3168-01 HI TAT # TA-087-066-3168-01

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!

Ke Kīhāpai Bed and Breakfast

Ke Kīhāpai translates to "small farm" and sits on the slopes of Haleakalā mountain. Panoramic views of the West Maui Mountains below and the top of Haleakalā, a 25 minute drive to the entrance of Haleakalā National Park. At night, witness a galaxy of stars. Ke Kīhāpai is listed as a permitted B & B. Breakfast foods will be provided by the host. We are a local Hawaiian family, born and raised in the islands and steeped in the knowledge of our culture. We love to share what makes Maui so special.

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

Sugar Beach Bliss - Best Oceanfront Vacay Ever!

At Sugar Beach Resort, guests will enjoy our NEWLY renovated condo (Summer 2023) fully appointed for a perfect vacay! The Space -YOU'RE ON THE SAND -Lounges Oceanside -Beautiful Ocean and Haleakala views -Sparkling Pool & Jacuzzi -BBQs -Spacious Lanai -Gourmet Equipped Kitchen -King Bed in Master -Queen Sleeper in Living Room -Quiet Central Air -Secure WIFI Internet -New 65" Smart TV in LR -New 36" Smart TV in Bdrm -Full Size Washer/Dryer -Beach Chairs/umbrella/cooler -Pool/Beach Towels

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.

Steps from Beach • Park at YOUR Private Back Door

Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

Oceanfront renovated luxury-best location! SBR 404

Aloha! Welcome to Sugar Beach Resort, #404! This beautifully renovated condo is fully equipped for a fabulous Maui vacation, just steps from the soft sand of Sugar Beach, Maui’s 5-mile paradise. Sip your morning coffee with sweeping ocean views and watch humpback whales (Nov–Apr) right from your lanai. Centrally located for effortless exploring—15 mins to OGG, Costco & Whole Foods; 30 mins to Lahaina, Paia & Upcountry—so you spend less time driving, more time in paradise.

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.

A New Piece of Paradise in Kihei # BBKM20150003

A clean, sanitized, and comfortable place at a great price. The pool is right outside your front door. Located in North Kihei, just off the highway, 10-minute walk to the beach, 15-minute walk to Safeway and a 20-minute drive to the airport. We are just a couple of short blocks from most of Maui's best beaches, restaurants and nightclubs. This is a beautiful place for a great price. Come stay with us! TA-009-635-8400-1, GE-009-635-8400-1