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

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!

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

A jewel on Oceanfront & Breath Taking Views.

Now booking 5 Star rated, beautiful oceanfront ground level condo. 12feet from the ocean. Your backyard is the ocean. Enjoy 180% of amazing ocean views plus Molokai & Lanai Islands, awesome sunsets & whale watching. Explore & swim 2 reefs just outside the lanai. You got it all in our renovated private condo. New A/C in all rooms . Walking distance to town. FREE parking 12 steps to the front door. We provide a well-stocked kitchen, snorkeling gear, buggy boards, beach towels & chairs, 2 BBQ.

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 11 years with over 1,000 five star reviews. BUT this one, 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: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

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.

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.

Haiku Jungle 2: Cozy Ocean View Condo

This cozy, quaint island one bedroom condo with peekaboo view of the ocean, is perfect for traveling professionals. This space is comfortable for 1 couple or a couple with 1 child. The property spans a total of 2 acres and contains 2 buildings with a total of 5 rental units. Full-time renters on site. Dog + cat on grounds. Property common spaces are shared. Located in the quaint Haiku neighborhood nestled between Makawao and Paia - on a less busy, more laid-back side of the island.

Luxury condo, 20 steps from beach/pool/hot tub-103

Aloha, and welcome to Sugar Beach Resort, #103! This fully renovated (2023) unit has everything you need: a high-end kitchen, ground floor access, and just steps from crystal clear Sugar Beach. Did I mention a heated pool, jacuzzi, and dry sauna? Want to explore Maui? The property is the most central on the island, just 15 minutes to the airport (OGG), Costco, Target, Whole Foods, and Walmart. 30 minutes lands you in Lahaina, Paia, or upcountry.

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

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.