Family-friendly vacation rentals in Paia

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Top-rated family-friendly rentals in Paia

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Guest favorite

Condo in Kihei

4.89 out of 5 average rating, 124 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwasher quartz counters and new thick futon mattresses. The view from the lanai is over the resort's beautiful grounds (with largest private pool in Kihei) to the ocean. Good architecture and concrete construction keep units in this well managed complex private and safe. High speed internet (196Mbps).

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Condo in Kihei

4.83 out of 5 average rating, 143 reviews

Palms At Wailea #608-2 BR/2 BA. Oct./Nov Special

Beautiful Palms At Wailea Condo, located in the heart of Wailea surrounded by $mil.homes. 5* location.New Vinyl wood flooring & Split Air-system throughout.New outdoor dining set & LG dishwasher. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., 2BR/2Ba, wide open floor plan ,2nd. fl.unit. Very private. Large lanai with full size barbecue. Low rise complex with tiled pool & jacuzzi. Views from the Club House & Pool.The best place to stay!

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Condo in Kihei

4.83 out of 5 average rating, 156 reviews

Awesome Maui home away from home. Covid Cleaned.

A/C throughout. Work desk with dependable wi-fi. 2 Cable TVs . Grass area off lanai. Walk to the beach, stores, restaurants, the park or bus stop. Full kitchen, W/D, 2 queen beds and 1 queen sofabed, 4 beach chairs, 4 beach towels, a beach umbrella and travel cooler, Pak-n-Play, Booster Seat, 2 pking spaces. This condo is comfortable and well-eqipped for a wonderful stay and vacation on Maui. The pool, jacuzzi and BBQ area will be closed for renovation from July8- early October.

Guest favorite

Cottage in Maui County

4.91 out of 5 average rating, 211 reviews

Ualani Retreat. Private Ocean View Cottage.

GREAT SPECIALS THRU October Private Detached stand alone cottage home on 3 acre retreat. Beautiful ocean and mountain views. Lush Haven surrounded by fruit trees and bamboo groves. Nicely equipped kitchen. Laundry room. Cable TV. Wi-Fi. Delightful Island Home. Very Comfortable. Hot Tub. Close to enjoy some of Maui's best attractions - Haleakala Volcano, Road to Hana, Waterfalls & Baldwin Beach. Locally Owned & Occupied B&B PERMIT : BBPH 2012/0002 SUP2 2012/0001

Guest favorite

Rental unit in Kihei

4.85 out of 5 average rating, 101 reviews

Beautifully Remodeled Condo + Maui's Best Beach!

My place is close to The Cove Surfing spot, Charlie Young Beach snorkeling/swimming, South Kihei, Kamaole Beaches, Maui Coast Hotel, many restaurants and shops.. You’ll love my place because of the neighborhood, the light, the comfy bed, the kitchen, the beach.. My place is good for couples, solo adventurers, business travelers, and families (with kids). We also just installed a 24,000 BTU Mitsubishi Split AC system which keeps the condo cool even on warmer days!

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Condo in Wailuku

4.9 out of 5 average rating, 189 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 favorite

Condo in Kihei

4.82 out of 5 average rating, 148 reviews

2 Bdrm/2 Bath Condo Steps to Kamaole III Beach

Close to parks, beach, restaurants, great views, art and culture. We have a fully stocked kitchen, entertainment center and lanai. We host couples, solo adventurers, business travelers, and families. Our high ceilings are open air, the rooms and bedrooms are not completely private (walls do not meet the ceiling). Condo is clean, we have beach towels, beach chairs, & WiFi!

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Condo in Kihei

4.82 out of 5 average rating, 169 reviews

Spectacular Direct Ocean Front location!

Spectacular oceanfront location only steps away from the beach! This stunning space provides everything a Maui vacation should offer. Positioned right on the water, this quaint condo offers direct ocean views and access along with a dreamy sight of the West Maui mountains. Wake up in paradise to the sound of the ocean waves crashing right outside your door!

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Townhouse in Lahaina

4.88 out of 5 average rating, 136 reviews

Luxurious Hawaiiana Home in Napili with Hot Tub

Follow us on Insta: @alohastays Elegant 3 Bedroom 3 bath home 2 min walk from Napili Bay Solar Panels & Tesla Batteries power this home. Relax in your own private hot tub or lounge in the hammock on the back lanai.The Napili Bay Villa is the best in accommodating your group right in the heart of the Napili & Kapalua area.

Guest favorite

Condo in Kihei

4.86 out of 5 average rating, 259 reviews

Newly remodeled and close to beaches, shopping!

Newly remodeled condominium with all new furniture and appliances. Our condo is located within walking distance to restaurants and shopping. We are located directly across the street from Charlie Young Beach. Swimming pool and tennis courts, quiet location, nice views and plenty of parking. TA-143-927-7055-01

Guest favorite

Rental unit in Kihei

4.79 out of 5 average rating, 156 reviews

Summer Special! Remodel Great Value Book Now!

This beautiful remodeled Two-bedroom/One bath condo is only 126 steps from the beach!! Enjoy beautiful sunsets and long walks on miles of beautiful beach! Watch the whales in the bay and enjoy snorkeling, swimming and boarding. This spot is a well kept secret - close to shopping and dining spots!

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Condo in Kihei

4.79 out of 5 average rating, 127 reviews

Ocean View 1 BR sleeps 4, Steps to the Beach!

My place is close to The BEACH, great views, restaurants and dining, art and culture. You’ll love my place because of the ambiance, the outdoors space, the neighborhood, and the comfy bed. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Vacation rentals for every style

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Popular amenities for Paia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 111 reviews

Oceanfront Modern & Spacious Condo near Kaanapali

Guest favorite

Townhouse in Kihei

4.87 out of 5 average rating, 141 reviews

Aloha and welcome! Feel at home in Paradise.

Guest favorite

Home in Kihei

4.88 out of 5 average rating, 142 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

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Condo in Kihei

4.85 out of 5 average rating, 171 reviews

Kihei Bay Vista #A202- Kalepolepo Beach

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Condo in Kihei

4.9 out of 5 average rating, 123 reviews

WinterSale 3BR/2BA Villa with Ocean & Sunset views

Guest favorite

Rental unit in Kihei

4.89 out of 5 average rating, 363 reviews

Tranquil Kihei 2 Bedroom Condo

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Condo in Kihei

4.8 out of 5 average rating, 367 reviews

Tropical Resort Across Beach With Turtles!

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Condo in Kihei

4.77 out of 5 average rating, 148 reviews

Maui Banyan - Remodeled Studio Across from Kamaole

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Family- and pet-friendly home rentals

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Condo in Lahaina

4.88 out of 5 average rating, 125 reviews

Beautiful Views~

Guest favorite

Townhouse in Wailea

4.98 out of 5 average rating, 104 reviews

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Home in Makawao

4.86 out of 5 average rating, 43 reviews

Pookela Paradise-Newly Renovated, Fantastic Views!

Guest favorite

Home in Wailea-Makena

4.99 out of 5 average rating, 81 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Rental unit in Lahaina

5 out of 5 average rating, 4 reviews

Maui Westin Kaanapali Ocean Resort Studio

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Home in Kihei

4.92 out of 5 average rating, 25 reviews

Oceanview Home with Private pool and hot tub

Guest favorite

Home in Kula

4.91 out of 5 average rating, 303 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Guest favorite

Home in Paia

4.85 out of 5 average rating, 110 reviews

Two Bedroom Paia North Shore Beach House

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Family-friendly home rentals with a pool

Guest favorite

Bungalow in Kihei

4.93 out of 5 average rating, 119 reviews

Go for an Ocean Swim From a Fun Beach Villa

Guest favorite

Rental unit in Kihei

4.83 out of 5 average rating, 170 reviews

Maui Vista

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Condo in Kihei

4.9 out of 5 average rating, 167 reviews

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ

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Condo in Kihei

4.82 out of 5 average rating, 263 reviews

Sea Views entire 1 Bedroom Apartment Poolside

Guest favorite

Condo in Kīhei

4.97 out of 5 average rating, 253 reviews

Paradise - owned and operated by Maui resident

Guest favorite

Condo in Kihei

4.89 out of 5 average rating, 105 reviews

Cute one BR ground floor. Long & short term rates

Guest favorite

Condo in Kihei

4.96 out of 5 average rating, 108 reviews

Luxurious Condo - Beautiful Pool View

Guest favorite

Rental unit in Kihei

4.75 out of 5 average rating, 59 reviews

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

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Quick stats about vacation rentals that are family-friendly in Paia

Total rentals
30 properties
Nightly prices starting at
$220 before taxes and fees
Total number of reviews
1.8K reviews
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Ho'okipa Beach Park, Mama's Fish House, and Baldwin Beach Park

Family-friendly vacation rentals in Paia

Top-rated family-friendly rentals in Paia

Vacation rentals for every style

Cottages

Apartments

Houses

Popular amenities for Paia family-friendly rentals

Family-friendly home rentals with a hot tub

Condo in Lahaina

Townhouse in Kihei

Home in Kihei

Condo in Kihei

Condo in Kihei

Rental unit in Kihei

Condo in Kihei

Condo in Kihei

Family- and pet-friendly home rentals

Condo in Lahaina

Townhouse in Wailea

Home in Makawao

Home in Wailea-Makena

Rental unit in Lahaina

Home in Kihei

Home in Kula

Home in Paia

Family-friendly home rentals with a pool

Bungalow in Kihei

Rental unit in Kihei

Condo in Kihei

Condo in Kihei

Condo in Kīhei

Condo in Kihei

Condo in Kihei

Rental unit in Kihei

Quick stats about vacation rentals that are family-friendly in Paia

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore