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

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

True Hawaiiana charm, comfort, and convenience for your family vacation. Located in the heart of Maui, in historic Wailuku town, with easy access to all parts of the island for all your planned activities. Beaches within 10 minutes drive time in 3 directions and the beautiful West Maui mountains w/ Iao Valley National park behind. After a day of adventure come home to a restful time in the HOT TUB under the bright stars . Walk to boutiquey stores ,Coffee shops, First Friday party w/the locals

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 503 - Best Oceanfront Vacay!

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

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.

Maliko Retreat

NOTE: This farm stay is not being phased out by County regulations. Many oceanfront condominiums are currently under threat of a phase-out. Farm stays are a "Permissible Use" on agricultural bona fide farms by State of Hawai'i law. Be assured your reservation here will be safe from government interference. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.

Cozy Cute Condo | Maui Vista | Walk to The Beach

Located on the second floor in the front building of a three-building complex, a newly renovated pool is just a few steps away from the unit. Also steps away are two well-maintained gas barbecues in the common area and championship tennis courts. The condo complex has 3 pools, 3 grill areas and 3 tennis courts. This condo is conveniently located within walking distance to the local super market, stores/shops, restaurants, gorgeous beaches and The Cove, Maui's South shore surf beach.

Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach

Welcome to The LAVA SHACK🌋 Your Maui home base between Kihei & Wailea — just 250 steps to Kamaole Beach II, great restaurants & local shops. Stay cool with dual A/C, and the in-unit washer/dryer makes longer stays easy. Tucked at the end of a quiet cul-de-sac: peaceful, private, away from street noise. Lounge at the pool, stroll to the beach, then unwind in your clean, coastal retreat. King bed +fully stocked kitchen! Our happy place is ready to become yours. 🌺ALOHA AWAITS🌺

NEW! 1 bed | Walk to town/beach (S. Kihei)

BEAUTIFUL 1BED + SOFA BED NEWLY REMODELED Clean, safe, fully equipped, comfortable home. Located in central Kihei just two blocks from the beach, this modern beach pad was designed with an eye toward comfort and entertainment. A/C in all rooms. *5 minutes drive to Starbucks, golf, gyms, beach, parks, dining, entertainment, supermarkets, and shopping!
 The property is secured and fully fenced. The common area consists of a driveway, garden and 2 outdoor showers.

Private Ocean View Cottage Near Wailea - Sunsets

Wake up to birds chirping, tropical gardens and ocean views. Our private 1 bedroom Maui Meadows Ocean view cottage in Sunny South Maui is just above the Wailea Resort, with world class beaches, golfing, snorkeling and dining. Our cottage has everything you need to make Maui your Home. AC, WiFi, Fully equipped kitchen, washer/dryer, covered carport and more... We are a legally permited B&B. Be sure to always confirm if your rental is permitted to operate in Maui.

Kamaole Ocean View 7bd 3bth Beach Full AC HOT TUB

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.