Pet-friendly holiday rentals in Kaanapali

*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

Tropical Oasis By The Sea

Lush ground floor 2bed 2 bath condo just steps to the ocean. Clean Ocean view. All New chef's dream kitchen with granite counters, fully stocked down to garlic presser. New A/C, comfortable king bed with cotton sheets, new SS appliances. A short walk to restaurants, shops, and markets. This is a really Hawaiian lush ground complex where one can really appreciate why you came to enjoy Maui. Free parking. All bookings require a cleaning fee & Hawaii City & State taxes. Laundry room on-premises.

Ho’oko’ana Maui Farm Stay. On Staycation TV

🌺 Featured on Staycation TV Located in the heart of the north shore of Maui, this charming 3 bedroom residence is a refuge for those who want to experience the beauty of Maui in comfort and tranquility. The house is 2,254 square feet and has beautiful views of a Hawaiian native forest. It has a master suite, two bedrooms, and two bathrooms. Our kitchen is fully equipped and worthy of a master chef. It also has a jacuzzi, fire pit, and parking space. This will be an unforgettable experience.

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!"

The Lava Shack

Welcome to The LAVA SHACK🌋 The perfect blend of Hawaiian charm & central convenience! It’s the ideal home base for soaking in everything Maui has to offer. Perfectly located between Kihei & Wailea, you’ll be less than 250 steps from breathtaking beaches, great restaurants, & local shops! Tucked away at the end of a quiet cul-de-sac, our place is peaceful, private, and away from street noise. We can’t wait for you to experience our happy place. We know you’ll fall in love. 🌺ALOHA AWAITS🌺

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.

Pool, Hot Tub, Beach, West Maui Mountain View

Imagine waking on your private lanai to West Maui mountain views, the famous Banyan Tree below. Bright, updated mountain view studio inside beachfront Lahaina Shores, the only condo resort on Front Street to survive the 2023 fires. Sleeps four in two queens, granite kitchen, AC, Smart TV. Honu turtles and monk seals doze on the sand; whales pass the lawn in season. Direct beach access for swim, surf, snorkel. Pool, hot tub, BBQ. Stroll Front Street; Kaanapali minutes away. Mahalo!

OceanFront 1BR Westin Kaanapali Villa North Condo

Beautiful location ideal for your relaxing, yet invigorating vacation experience. Nestled between the shimmering Pacific Ocean & West Maui Mountains, this resort is your pristine surfside retreat on Maui's beautiful North Kā‘anapali Beach. This luxury 1-Bedroom villa features fully-furnished kitchen, king-size Westin Heavenly® Bed, Heavenly Bath with a whirlpool tub, in-room washer/dryer, Free Parking, Free Wi-Fi, and everything you need to cast your cares away.