Pet-friendly vacation rentals in Wailea

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

*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.

THE NEST - Cozy, Quiet - Blocks to Beaches

Your family will be close to everything when you stay at this centrally-located Condo. Explore Kihei by foot. Charlie Young, Kam1, Kam2, and the Cove minutes away . Dining also within walking distance Condo recently renovated with new furnishings and décor. Relax in peaceful Paradise . Quite area on dead end street. Fabulous pool, on site laundry, many amenities for your comfort and excursions. Big bedroom with a king sized bed . Couch can be converted to a full bed . Pets on approval only.

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

Surf Rider| Remodel • Ocean View • 350 steps Kam 1

🌊 THE SURF RIDER 🏄🏽‍♂️—Step onto your private walk-out lanai and wake up to ocean views from this freshly remodeled Kihei retreat! Nestled between Kihei & Wailea, you’re a 5 minute walk to Kamaole Beach Park 1, world-class dining & both luxury and local shops. Beat the heat with split A/C, then enjoy resort-style amenities: sparkling pool, hot tub, sauna, BBQ grill, pickleball & bocce ball. Whether you’re chasing waves or chasing sunsets, this is your perfect Maui home base. 🌺 Aloha Awaits!

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

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.

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.

Ocean View - Deluxe Unit #201

AMAZING location 1/2 mile from Wailea one of the most upscale/expensive and prestigious parts of the island, where there are GPA golf courses, and high end shops. You can walk to 13 restaurants, coffee shops, lots of souvenir shops. Snorkeling, boating, all kinds of water sports and sightseeing. And the beautiful Kam II white sand beach is across the street! Kamaole Shopping center is next door, has Coconut's fresh food restaurant, Cones on Maui icecream shop, and much more!

Steps to Beach Sand & Surf

Aloha! We are your hosts and local Maui residents. We live right here on the island and take great pride in self-managing our units at Maalaea. ​We love the "Old Hawaii" charm of Maalaea and the central convenience it offers for exploring the island. Whether you need a recommendation for the best local poke or tips on watching the whales from the shore, we are here to help. Our goal is to make you feel like family and ensure your Maui retreat is exactly what you dreamed of.

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.