
Family-friendly holiday rentals in Kihei
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Top-rated family-friendly rentals in Kihei
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

☀Very Desirable South Kihei | Enlivening Getaway ☀
☀Aloha & welcome to our Maui Kamaole condo☀ ✪ Video: search for "Very Desirable South Kihei" on youtube ⦿ Elegantly remodeled (2021) ⦿ Ground floor unit steps away from parking/pool ⦿ Lush and serene property w/ amenities (2 pools, hot tub, tennis.) ⦿ Walking distance to fine sand beaches: -Kihei boat landing (5-min) -Kamaole Beach Park III (8-min) ⦿ Perfect central location away from traffic & easy access to: -Wailea shopping center (5-min) -Makena beach (14-min) -Kahului Airport (25-min)

Refined Oceanfront Vistas
Spaciest & completely renovated oceanfront 1 bedroom, 1 bathroom top floor penthouse condo. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in the magical valley isle. Whether you dine out at one of the restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

Stylish garden oasis near Maui's top beaches!
Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located next to Keawakapu Beach and minutes to Wailea. Our condo is perfectly suited for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ memory foam sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Unwind in paradise on two lush garden patios!

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Stylish Kihei Condo in Oceanfront Resort Complex
This 2 bed 2 bath home away from home offers everything you need for your Maui vacation and sleeps up to 6. Situated in the Hotel zoned oceanfront Menehune Shores complex, the condo is just steps to the beach and features an oceanfront pool, shuffleboard courts, and acres of grassy lawn. Snorkel with the turtles in the ancient Hawaiian fishpond fronting the property or watch whales while you BBQ on the rooftop deck at sunset. The centrally located condo will have you never wanting to leave.

Top Floor Ocean Views | Beach & Restaurant Access
As Maui heals, the community welcomes visitors to enjoy this beautiful island. Your presence will be a great way to give back and support local businesses. We are happy to host you :) Views From the Six is a gorgeous sixth-floor, penthouse condo in the perfect location. Enjoy unobstructed oceanfront views, a 2 min walk to the beach, and delicious food options nearby. ★ Panoramic oceanfront views ★ Walk to beach, food trucks, surf school ★ Resort amenities (beach gear, toiletries)

Tranquil Oceanfront Vistas
Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

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

Ocean Front With Ocean View! AC, King Bed, 2 Bath!
E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

Oceanfront*Brand New AC throughout*On Sandy Beach!
Embrace breathtaking turquoise ocean views as you step into this generously sized, FULLY AIR CONDITIONED and stunning one-bedroom, one-bathroom condo spanning 702 square feet in paradise. Upon settling into this tastefully decorated and upgraded condo at the Hale Pau Hana resort, you'll discover your sanctuary for a well-deserved Maui vacation. Our commitment is to make certain you consistently experience the comfort of being at home.

Maui is Open - Come Support the Locals
This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!

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
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Maui Poolside Villa at Kihei Bay Vista (B104)

Stunning Luxury Oceanview Condo

Very Comfortable Kamaole Sands Condo Sleeps 4

Luxury Vacationing Modern Condo April Special $375

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

Comfy Kihei Condo for easy access to all Maui!

Close to the beach-2Bd/1Bath Condo-Great Location!

Walk To Sand Beach, 2BR/2BA, Cozy Condo for Family
Family- and pet-friendly home rentals

Maui Meadows Ocean View Cottage

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Grateful Casita

High-Floor Island Surf | AC | Walk to Beach

40% off monthly stay! 4 Bed Family Home (Kihei)

Luxury condo 20 steps from beach/pool/hot tub #103

2B/2B Cottage/Cozy/Central/Private/Historic town

Ocean View 3 bedroom 3bath Full AC Beach Access
Family-friendly home rentals with a pool

Ocean and beach view 1-bedroom condo

High quality furnishings, 2 min walk to beach

South Maui Condo in Kihei, Quiet and Private Condo

*Last Min Sale * Across Beach, Big 2BDRM 2BATH #4

1 Bedroom Villa with Ocean Views, Steps to Beach

Maui Vista 2-301 - Modern and Bright Renovation

Deluxe Oceanfront Remodeled, Ground Floor WB126

Sale! Ocean View Maui Vista - Newly Updated
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £238 | £243 | £238 | £211 | £202 | £208 | £206 | £193 | £178 | £187 | £207 | £249 |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Quick stats about holiday rentals that are family-friendly in Kihei

Total holiday rentals
Explore 1,140 holiday rentals in Kihei

Nightly prices starting at
Kihei holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 44,860 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
1,060 properties feature pools

Rentals with dedicated workspaces
480 properties have a dedicated workspace

Wifi availability
1,120 of Kihei holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kihei rentals

4.8 Average rating
Kihei stays are highly rated by guests – averaging 4.8 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
- Hāmoa Beach
- Old Lahaina Luau
- Ulua Beach
- Black Rock Beach
- Big Beach
- Maui Vista Condominium
- Whalers Village
- Peahi
- Haleakala National Park
- Maui Arts & Cultural Center
- Black Sand Beach
- Maui Sunset
- Kihei Kai Nani
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