
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.

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

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
Location and Quality! You will feel the relaxed beach vibes from the very first step walking into this tastefully updated & beach luxe unit. Directly sit across the famous Cove surf spot & in the middle of all, you will be memorized by the ocean waves along with surfers, paddlers and the breathtaking sunset views, and the incredible walk distance to everything Kihei has to offer including activities, shopping, dining, nightlife and more! Experience the best of Maui from our Luxe-design condo!

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.

Sea-rene & Tropical Views
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.

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.

Ocean View - Deluxe Unit #201
AMAZING location 1/2 mile from Wailea one of the most upscale/expensive and prestigious parts of the island, where there are GPA golf courses, and high end shops. You can walk to 13 restaurants, coffee shops, lots of souvenir shops. Snorkeling, boating, all kinds of water sports and sightseeing. And the beautiful Kam II white sand beach is across the street! Kamaole Shopping center is next door, has Coconut's fresh food restaurant, Cones on Maui icecream shop, and much more!

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 162 by Beach, King Bed, Wi-Fi, A/C
Beautiful and clean 1-bedroom vacation condo in South Kihei Maui. Kihei Kai Nani complex is directly across the street from Kamaole Beach 2. Walk to restaurants, shopping and fun beach activities. Sleeps 2-4; Cal King bed and Queen sofa bed plus comfy recliner chair. In-suite washer/dryer, digital safe box, air conditioner. Free parking, 50” cable TV and Wi-Fi internet and Tommy Bahama beach chairs with cooler at the back. 24-hour keyless smart lock check-in.

Pickleball, Saltwater Pool, King Bed, AC, Ground
NO GUEST FEES – We Pay Them (taxes and cleaning still apply)! Escape to paradise at Rainbow Island Retreat! This tropical, professionally designed ground-level condo is perfect for couples, families, or groups of 4. Enjoy extra outdoor space, steps from the saltwater pool, tennis/pickleball courts, and Charley Young Beach across the street. Beach and child gear provided for a comfortable, fun, and memorable stay.

Penthouse Ocean View- Delux Remodel
Kauhale Makai Complex has great grounds and staff. Bedroom has king bed, brand new bamboo floor and flat screen tv. Livingroom has large flat screen tv and comfy pull out couch. Amazing new kitchen. Ocean views from every angle of the condo. **PLEASE NOTE THERE IS SOME CONSTRUCTION ON THE COMPLEX THRU 2021....PRICES HAVE BEEN DISCOUNTED FOR THE INCONVENIENCE. WORK HOURS ARE FROM 8:00 A.M. TO 4:30 P.M**

Aloha. Ground floor, A little different. AC. W/D.
This condo across the street from Charley Young Beach, restaurants and dining, nightlife, family-friendly activities all within walking distance. You’ll love it because of the location. Right across the street from the beach. This condo is good for couples, solo adventurers, and business travelers. 18000 BTU AC in living room and 6000 BTU Portable AC in bedroom. This will keep you cool. Aloha and Enjoy.
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning Luxury Oceanview Condo

Oceanfront Getaway, Brand New, Steps To Beach

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

160KReno-Stunning Palms in Wailea Condo-Beach/Golf

Maui is Open - Come Support the Locals

Valted Ceiling Condo - Beautiful Pool View

Oceanfront Condo with Pool and Jacuzzi

3BR spacious Condo with Ocean View in top location
Family- and pet-friendly home rentals

Maui Meadows Ocean View Cottage

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

High-Floor Island Surf | AC | Walk to Beach

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

A New Piece of Paradise in Kihei # BBKM20150003

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

Mermaid Bungalow, cozy and ready for action.

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

Groundfloor, meticulously cleaned Sugar Beach 104

Garden View Centrally Located to Shops WB107

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

Two BD,Ocean, Great view, AC,pool, hot tub D308

Turtle Cove Oceanfront Views Island Sands Resort

Newly Renovated Corner Unit w/ View at Maui Vista

*SPACIOUS LUXURY *OWNER DIRECT* OCEAN peek-a-view*

180° Ocean views • Luxe condo • Steps to Beach
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £237 | £243 | £237 | £210 | £201 | £208 | £206 | £193 | £177 | £186 | £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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- 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
- Ka'anapali Golf Courses
- Maui Ocean Center
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- Whalers Village
- Haleakala National Park
- Peahi
- Maui Sunset
- Maui Vista Condominium
- Kihei Kai Nani
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