Family-friendly holiday rentals in Wailuku

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Top-rated family-friendly rentals in Wailuku

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Superhost

Condo in Wailuku

4.8 out of 5 average rating, 426 reviews

Romantic Beachfront Getaway

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

Top Guest favourite

Condo in Kihei

4.95 out of 5 average rating, 365 reviews

65% Off: TTT#2 of 4 Best in Maui Corner Penthouse

***Tracy's Tropical Treasures were NAMED the #1 Vacation Rentals in all of Maui TWICE and #1 in Kihei for FOUR YEARS. I own 4 Tropical Treasures in Maui and have been a SUPERHOST over 40 times! We also made the shortlist of "Radical Businesses in the 50th State" Corner Penthouse! No Resort Fees Guests pay 13.255% tax NOT 18% Only 300 Steps to Beach Free Parking AC Washer/Dryer Fast/Reliable WIFI Pool Hot Tub Tennis BBQ TV/Cable/Streaming Fully Equipped Kitchen Remodeled A+ ALOHA HOSPITALITY!

Guest favourite

Apartment in Wailuku

4.88 out of 5 average rating, 211 reviews

Breathtaking, FRONT ROW seat to the azure Pacific

Oceanfront and Comfort are found here in this tranquil, Full ocean view 555 sq ft unit located in the very popular Maalaea Banyans. This stunning, one bedroom/one bathroom condo features a number of upgrades and is perfectly located, allowing you to access all parts of the island! Just steps to the longest uninterrupted stretch of beach on Maui, it is a perfect place to watch the Hawaiian sea turtles, humpback whales (in winter months), and enjoy the views and natural surroundings in paradise.

Guest favourite

Apartment in Wailuku

4.87 out of 5 average rating, 239 reviews

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!

Guest favourite

Condo in Wailuku

4.99 out of 5 average rating, 183 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

Superhost

Condo in Kihei

4.79 out of 5 average rating, 385 reviews

Tropical Resort Across Beach With Turtles!

Turtle to whale watching! Kihei Resort offers a true Hawaiian ambiance with a pool and a spa. 15 minutes to the airport and a reserved parking space next to the condo. 2 A/C units and many extras. Maui's one of the top beaches, Kalepolepo Beach Park, known for humpback whale watching and for its old fish pond that provides a family friendly swimming atmosphere with many turtles, is directly across the street. Major grocery stores and shopping centers are within a 10-minute walking distance.

Guest favourite

Condo in Wailuku

4.92 out of 5 average rating, 236 reviews

Makani A Kai B12 beachfront Maui, pool, a/c, w/d

Halerentals MAK B12 is a completely renovated Makani A Kai condo with high-end RH furniture, quality white cotton sheets, Sonos audio, marble shower, gourmet kitchen, motorized shades, & A/C in every room-- steps away from 3 miles of undeveloped Sugar Beach! Bright spacious 2nd floor 2bed/2bath condo with vaulted ceilings, stocked kitchen, and views of the bay, Haleakala volcano, and Haycraft Park. Great spot for swimming, SUP, snorkeling, and surfing-- amazing value for families or couples.

Guest favourite

Condo in Kihei

4.84 out of 5 average rating, 302 reviews

★Couples Paradise w/ Lanai★ 3 min. walk to beach!

This 1 bedroom condo is in a perfect central coastal location on Maui in Kihei. It's simple just like island living should be! The complex is right across the street from Kamaole Sands Beach II which hosts amazing Maui sunsets. Snorkeling, dining & shopping are walking distance. The walk to the beach takes only about 3 minutes, if that. Quiet Lanai to enjoy your morning coffee and listen to the birds. Plenty of beach equipment to use during your stay as well!

Guest favourite

Condo in Wailuku

4.91 out of 5 average rating, 211 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Guest favourite

Condo in Wailuku

4.89 out of 5 average rating, 177 reviews

Island treasure, Ocean Front Maui

Please note the price includes taxes! We hope you enjoy this quiet, tropical paradise: linens, bathroom items, cooking materials, beach paraphernalia (chairs, boogie boards,) binoculars for whale watching Wi-fi, desk space in bedroom, plenty of DVDs and books, games. Split A/C which we have never even used (ceiling fans work great!) We welcome people of ALL persuasions and cultures. This is a NO SMOKING/VAPING building. CLOSE TO EVERYWHERE!

Guest favourite

Home in Kihei

4.96 out of 5 average rating, 430 reviews

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Top Guest favourite

Condo in Maalaea

4.96 out of 5 average rating, 126 reviews

Spectacular Oceanfront views!

Fantastic Direct Oceanfront Views! Recently remodeled throughout! 1 bed, 1 bath, beachfront condo, Free Wi-Fi You Can Not Get Closer to the Ocean on Maui! This romantic getaway is quiet & private yet central to everything. Watching the turtles graze on the rocks right in front of the unit is amazing. When the whales are in the bay, you have a perfect view from the lanai. Sleeps 2.