Pet-friendly holiday rentals in Kaanapali

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

Ocean View Superior Deluxe - 200

Superior Deluxe Ocean View 1 bedroom/1 bathroom 580sf recently remodeled, new AC. Bedroom furniture Cal king mattress & Sleeper sofa in living room w/memory foam mattress, FULLY equipped kitchen, all appliances and utensils, condiments spices, coffee maker, toaster. Beach towels, chairs, umbrella, boogie board, Washer/Dryer. Unobstructed view of the beach, right across the street. corner unit. Great location in Kihei at Kamaole II beach, proximity to world-class beaches, top-rated golf courses

*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.

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

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.

5 Star Best Beaches, Amazing Views

Now booking amazing view vacation destination at El Dorado Resort. Our 5 star spotless 2 bed 2bath en-suite condo sleeps up to 8 guests. Enjoy our uncrowded world renowned clean beaches & snorkeling by Black Rock. Our large 1500 Sq. Ft. condo offers 3 pools, a gym, a huge private lanai, a FREE trolley that will take you to & from Whalers Village, fine shops & restaurants. Our beach cabana offers fresh towels, lounges & chairs plus a fully equipped kitchen, showers and bathrooms for your use.

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

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.

Pookela Paradise-Newly Renovated, Fantastic Views!

Please note, this is a permitted vacation rental property. Maui County Permit: STMP 2016/0002, Hawaii Tax Numbers: TA-042-382-9504, GE-042-382-9504, Maui County Tax Number: TA-042-382-9504, Maui County TMK: (2) 2-4-007:017 This house is private and provides plenty of parking and security for vehicles and/or bikes and ocean toys. Newly renovated with spectacular West Maui and South Shore views, this home is centrally located for all your North Shore and Upcountry activities.

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.