
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.

Mana Kai 608: July 4th Week Now OPEN!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

Sweeping Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

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.

•Maui BeachVilla• Parking @Your Own Private Entry•
Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

Lovely Oceanfront Condo with pool
Discover Paradise: Lovely Oceanfront Condo with Pool & Unforgettable Views Wake up to the symphony of waves and endless blue horizons in this stunning oceanfront condo, your ideal escape for relaxation, romance, or family adventures. Nestled right on the edge of the beach, this beautifully appointed retreat offers breathtaking panoramic ocean views from your private balcony—perfect for sipping morning coffee as the sun rises over the water or unwinding with a glass of wine at sunset.

Sugar Beach Resort Beach / Ocean Front Unit 426
SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

<2 min to beach! Ocean view w/ AC
This updated, partial oceanview, modern 1 bed 1 bath condo comes equipped with a fully set up kitchen, California king sized bed, full size washer/dryer, TV, beach gear, internet, shared jacuzzi and pool, and (NEW) AC in the bedroom! Enjoy watching the whales during season, viewing the Maui sunset, and relaxing with a beverage and a book on the large lanai in the front of the condo. Located in North Kihei across from Kalepolepo Beach Park, this small complex is a peaceful Maui gem!

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

Very Comfortable Kamaole Sands Condo Sleeps 4
Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. I take my own photos for my unit.

Spring Special - One Bedroom- Closest to beach!
We're happy to assure you that our condo in South Maui is fully compliant and properly zoned for short-term rentals. Book with confidence! As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan.. We bought our condo with a long-term goal in mind.. retirement later but fun now. We ask that if you choose to stay with us that the rental agreement that will be sent to you is respected and followed. Welcome to paradise!

Kihei Condo: Steps from Beach & Yummy Eats!
✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️

Kihei Kai Nani ~ Building 6 Dream Location
Come stay at our recently updated condo in South Kihei. The unit is known for the desirable, ground floor access. Take in the tropical garden and pool view from this 2 bed, 1 bath unit with split AC. The King-size bed with blackout drapes ensures a restful sleep, and a pullout Queen sofa with 8.5" mattress provides room to sleep 4. Kihei Kai Nani is located directly across the road from renowned Kamaole Park II and walking distance to many restaurants and shops.
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Walk to Beach • FREE Paddleboard • Pools

OCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse

Kamaole Sands - AC - King Bed - Ocean View!

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

Spectacular Beachside 2BR+2BA at Maui Kamaole

Full Ocean View 1BR Grnd Floor The Shores of Maui

Sugar Beach Renovated 10% Discnt on 7 days Booking

Close to the beach-2Bd/1Bath Condo-Great Location!
Family- and pet-friendly home rentals

Maui Meadows Ocean View Cottage

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

The Lava Shack

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

Mermaid Bungalow, cozy and ready for action.

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

Sugar Beach Bliss - Best Oceanfront Vacay Ever!
Family-friendly home rentals with a pool

Stunning, Modern Oceanview! Beach, Pool, Hot Tub!

Kihei Maui Getaway

Wailea Elua- 2 Bd/2 Bath Oceanview Condo 1 minute

Wailea Ekahi • Walk to beach • Near quiet pool

Modern Luxury Oceanview! Best views in complex!

*Last Minute Deal*Oceanfront Maui's Sugar Beach!

Tropical Newly Upgraded with CourtyardViews

Spread Aloha: Ocean Views, Artist Inspired Oasis
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £235 | £240 | £235 | £208 | £199 | £206 | £203 | £191 | £175 | £184 | £204 | £246 |
| 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 1,250 holiday rentals in Kihei

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

Verified guest reviews
Over 46,970 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
1,230 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wifi availability
1,240 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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- Family-friendly rentals Maui County
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Wailea Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Hāmoa Beach
- Ulua Beach
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- Old Lahaina Luau
- Big Beach
- Maui Vista Condominium
- Whalers Village
- Black Sand Beach
- Haleakala National Park
- Peahi
- Maui Sunset
- Kihei Kai Nani
- Maui Arts & Cultural Center
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