Pet-friendly vacation rentals in Kapalua

Haleakala Cottage - private hot tub, pool access

Come enjoy the ultimate Hawaiian oasis nestled in the corner of our lush tropical gardens and organic homestead. Haleakala Cottage is the perfect place to relax and unwind. Enjoy a chilled glass of wine in your own private hot tub and gaze up at our beautiful stars - the perfect romantic honeymoon hideaway! ★Jump Start to The to the Road to Hana! ✔ ★NEW CENTRAL AC ✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool (shared) ✔ ★King Bed ✔ ★Outdoor Shower✔ ★Sunrise View ✔ ★Cliff Walk ✔ ★Full Kitchen ✔

Outdoor spaces · Walkability · Bathroom

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

Pets · Outdoor spaces · Family

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!

Outdoor spaces · Walkability · Shared spaces

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!

Walkability · Hospitality · Nearby

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

Outdoor spaces · Pets · Pool

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.

Pets · Outdoor spaces · Condition

Ocean View - Private Cabin

NOTE: 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. Located on a working coffee plantation and food forest, this restored cabin is private but close to lots of upcountry activities. Kitchen, ocean view, open concept, great lanai spaces, plenty of off-street parking, access to private hiking trails.

Walkability · Pets · Beach

Ocean View Superior Deluxe - 200

Superior Deluxe Ocean View 1 bedroom/1 bathroom 580sf recently remodeled, new AC. Bedroom furniture California king size 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, and some beach toys. Washer/Dryer in the unitl. Everything you will need for a carefree vacation! Unobstructed view of the beach, right across the street. corner unit.

Outdoor spaces · Walkability · Wifi

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.

Outdoor spaces · Walkability · View

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.

Walkability · Location · Sleep quality

Sleeps 8 Ocean View 3bth Kamaole Beach 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.

Walkability · Laundry · Getting around

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Welcome to Happy Everything! Wailea Ekolu Complex A fun, fully re-modeled, well appointed and comfortable townhome situated on hole 10 of the famous Wailea Blue Golf Course at beautiful Wailea, Maui. Comfortably sleeps 6. Spectacular views of the Ocean and Neighbor Islands. Close to beaches, shopping, restaurants, Wailea Resorts and just a chip shot away from the golf course and brand new Wailea Village shops.

Walkability · Outdoor spaces · Value