Family-friendly holiday rentals in Maui County

Surfers Hale Across From S-Turns

My place is very close to the beach, just a 2 minute walk! It is also a short two minute walk to a pizza restaurant, sushi bar or a beach bar. It is located between the Kapalua and Kaanapali Resorts. We have free parking just outside the door. High ceilings, full kitchen, very cozy, a pullout sofa bed good for two small kids, super comfy king size bed! A/C in bedroom and Living area. My place is good for couples, and solo adventurers. Washer and dryer too! Hawaii Tax ID TA-(PHONE NUMBER HIDDEN)

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

Oceanfront Kihei Condo Free SUP & Resort Pools!

This beautifully appointed 800 sq ft ground-floor condo features free paddleboard (a $50/day value) just 200 steps from sand. Enjoy resort-style amenities including a sparkling pool, soothing hot tub, kiddie pool, and pickleball courts nearby. Marvel at whale sightings (Dec-Apr) from your lanai or kitesurfing from shore. Stay productive with blazing 500 Mbps fiber WiFi and unlimited AC. We provide beach gear, parking, aon-site laundry. Our prime Kihei location offers the ultimate Maui escape

Hana Maui Luxury Elua Cottage

OCEANFRONT SPLENDOUR IN PERFECT HARMONY WITH NATURE This beautiful cottage is set directly on the bluffs of Hana Bay surrounded by beaches and black-lava landscapes. Popolana at Hana Bay Elua Cottage is perfectly situated for all kinds of island adventures on the Eastern tip of Maui. The spirit of Old Hawaii lives on in Hana from its long-held traditions to the inspired natural beauty of this idyllic retreat. This cottage has been extensively renovated with updated finishes and furnishings.

Stunning Ocean Views

Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

Newly Renovated Corner Unit w/ View at Maui Vista

Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

JJ’s Hāna Hale - Farm Style Cottage STHA2021/0001

Forget your worries in this spacious serene space. Private air conditioned one bedroom cottage located on a 6 acre farm that is home to many rescued animals. A second bedroom can be made available for a fee please inquire prior to booking. Have as little or as much interaction as you wish. A fully equipped kitchen with a gas stove, full bathroom, a comfy bedroom a spacious living room w Smart TV and separate dining area. Wifi is also provided. Bikes available for two.

Kalani at Haiku Garden Cottages Farm Sanctuary

Welcome to Haiku Garden Cottages, a licensed Farmstay and B&B on Maui’s North Shore (Permit #BBPH2017/0002). Kalani is a charming cottage where you can sip coffee on the lanai, wander garden paths, harvest seasonal fruit, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and relaxed indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, beaches, hiking trails, restaurants, and farmers markets.

North Shore Ocean View Cottage

This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views! Please Note: State of Hawaii Maui County adds 17.96% tax to your guest fees. TA-060-126-6176-01 GE-060-126-6176-01 BBPH 2016/0001 SUP 2 2015/0008

Stylish 1 br. gr. floor unit. Steps from the beach

Discover an exceptional South Maui escape just steps from the pristine sands of Kamaole III Beach, one of Kihei’s most celebrated stretches of shoreline. This elegantly furnished 800 sq. ft. residence offers a refined yet relaxed island experience, ideal for up to four guests seeking comfort, convenience, and an unbeatable location. Both short and long terms stays are available.

Ala Aina Ocean Vista - Hana Bed & Breakfast

Ala Aina Ocean Vista is a private ohana with its own private front and back entrances. It is situated on an old banana plantation located on an exotic, lush, tropical property. It provides guests with peace & quiet and offers gorgeous vistas of tropical trees, flowers, rolling green lawns and sweeping ocean views in the distance. Permit BBHA2013/002 SUP2-2001/0016

Rustic Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!