Pet-friendly vacation rentals in Kaanapali

Beachside Bliss,Couples Retreat, New AC, May $139

Low/no fees Compare 5 nt = $1,180! You'll love it! New split AC offers a cool, peaceful sleep. Our 'studio only' complex is perfect for couples. Our private entry, corner unit is surrounded by tropical plantings, double lanai, full kitchen. 80 Steps to 14 mi of beach, sunsets, turtles. Super clean and comfortable. We are so proud of our 5☆ reviews. Guests love our quiet, central location. Resort fun, large pool, hot tub, bbq, tennis. Golf, pickleball close by 100% 30 day refund, no pets.

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!

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!"

Resort Studio–Walk to Beach, Kitchenette, WiFi, AC

Stroll a lush garden path to Kamaole Beach II from this stylish Maui Banyan studio! Featuring 2 double beds, a modern bathroom, kitchenette, and private balcony with tropical views. We provide beach gear—boogie board, umbrella, chairs, cooler and a wagon to haul it all! Enjoy resort amenities—2 pools, 2 hot tubs, tennis, BBQs, and free parking. Walk to beaches, dining, and shops—everything for a perfect Maui getaway! We will be happy to answer any other questions, feel free to reach out!

Spacious Private 3 BR Home: A/C, WiFi & CBL

Hale Roselani is a 2,000 sq ft private home, situated on a quiet family oriented culdesac just below the Pauwela Cannery in Haiku. It is equipped with everything you'll need while you are here on your Hawaiian holiday. The open floor plan with large windows & doors opening up to the spacious lani offers an inviting space to spend time with family & friends. Our place is great for couples, ocean & outdoor enthusiast, & families looking for a quiet getaway on Maui's charming North Shore.

Oceanside Ohana & Banana Bread Near Beach-OGG-MACC

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. 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

Great location, Oceanfront, adjacent Beach Park!

This two bedroom, two bath direct oceanfront condo has an amazing view of the gorgeous Maui Sunsets and the neighboring islands of Molokai and Lanai! Centrally located between Kaanapali and Kapalua, you can experience the world-class beaches and golf courses. You will find a variety of things to do, restaurants, shopping, grocery stores, fish market and the farmers market all close by. Perfect for a romantic couples getaway or for a fun filled family vacation!

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