
Family-friendly vacation rentals in Kihei
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Top-rated family-friendly rentals in Kihei
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Tropical Kihei Resort | 3 Min Walk to Beach | A/C
NEW kitchen remodel, new floors & paint! Professionally CLEANED. Plush King size Sealy bed, all new kitchen and bathroom cabinets, stainless steel appliances, full size washer dryer, tile & LV floors throughout. Beautiful furniture, artwork throughout, granite countertops, high end linens, Queen sofa sleeper with 5" FOAM mattress. After the beach relax and enjoy sipping a beverage and lounging on your private lanai overlooking the tropical grounds. A/C units in BOTH the living area & bedroom.

Family Friendly! Walk to Everything PLUS Save BIG
Escape to Maui! Family Friendly Condo with Discounted Rates - Book your Tropical Getaway Now! Last minute cancellation means you save BIG! Spacious, walkable Kihei condo that sleeps 6 - with parking, pack n play, and tons of kid friendly gear! Due to last minute cancellations, we are offering a HUGE DISCOUNT off our normal rates for our family friendly 2-bedroom, 2-bathroom (2 bathtubs) beach condo. If you are looking for the perfect place for your family to call home in Maui, this is it!

Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

Gorgeous Getaway on the Beach
A freshly updated, fully-furnished condo situated across the street from the beach and nestled in a welcoming and quiet complex. Enjoy a beautiful space complete with a king-sized bed, renovated kitchen, a new sleeper sofa and a quiet lanai. With modern design and minimal decor, this space is perfect for you to unwind and relax. Complete with an in-unit washer and drier, this will be your home on the island and your oasis to rest. Steps away from food, drinks, a pool and the beach! Come stay!

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.

Renovated Condo | 3 Min Walk to Toes in the Sand!
Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

*Tropical luxury at South Maui Surf Shack*
South Maui Surf Shack is located in Maui Kamaole. New renovations (Feb 2022) 1bed (King) 2bath + Murphy bed (Queen), beach style condo, over 1050 sq feet! Our fully stocked kitchen gives you the ability to cook your meals or head to any of the nearby restaurants in Kihei or Wailea (we are on the border). You are in the center of it all with the best beaches & golf courses Maui has to offer. We are here to help with absolutely anything you need to make your trip memorable, fun & relaxing!

Lovely Ocean View Walk to Beach Kihei Studio
You will love staying at our newly upgraded studio with new floors and fresh furniture. Relax at the pool & jacuzzi. Beach towels, beach chairs and tennis rackets are provided for your stay. Walk to the beach in <2 minutes and spot sea turtles at Kalepolepo Beach park. The unit is secluded from the road but overlooks the tennis court and has partial ocean view! Unit has a Cali King Bed for maximum comfort plus smart TV and cable hookup. Located minutes away from shopping and restaurants.

Stunning Ocean Views · Steps to Beach · Comfort
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Maui Kamaole Retreat Modern Remodel, Close 2 Beach
Aloha and welcome to your Maui escape! 🌺 This newly remodeled coastal-modern condo in Kihei is just a short walk to world-class beaches. Enjoy upgraded interiors with marble counters, walk-in showers, LED mirrors, SMART TVs, and A/C in every room. Step onto the lanai to take in lush garden views—perfect for morning coffee or sunset cocktails. The resort features two pools, hot tubs, tennis courts, and BBQ grills. Whether you're relaxing or exploring, your Maui getaway starts here!

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
This is the one you've been waiting for! Perfect for families, couples, or anyone who loves to spread out, this 1700 sq ft Grand Champions 3 bedroom has been painstakingly remodeled with luxury finishes throughout. Two kings, two pull-out queens, plus...bunk beds! Nestled in the most peaceful corner of the resort, boasting stunning ocean views from the lanai, and minutes away from Wailea beaches, restaurants, and shopping, this is truly what Maui vacation dreams are made of!
Popular amenities for Kihei family-friendly rentals
Family-friendly home rentals with air conditioning

Hawaiian Paradise Escape Across Street from Beach

Oceanfront Kihei Condo Free SUP & Resort Pools!

Ocean View, 1 minute walk to the beach 2BR/2BA

Chic Maui Condo Steps From Beach & Ocean

Beach/Oceanfront Property, Sleeps 5, Kihei Maui

Sugar Beach Resort Beach / Ocean Front Unit 426

200 Steps from the Beach | Sunset views!

Beach View! MODERN & SPACIOUS! 3 min to Downtown!
Family-friendly home rentals with a pool

Kihei Bay Surf #149 / HI Taxes included in price

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

Stunning Luxury Oceanview Condo

★ MAUI BEACH LOFT- Kihei, HI ★

Turtle Cove Oceanfront Views Island Sands Resort

Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108

Charming Maui Beach Condo Steps from the Shore!

Wailea Resort studio suite
Family-friendly home rentals with a kitchen

Coastal Dream Oceanfront Condo!

New Listing!

Best Oceanview! Whale Watch, Beach, Pool + AC.

Beautiful Beachfront Townhouse !

Stylish Retreat in South Maui

Modern Renovated Palms at Wailea Condo!

Beautiful Kihei Front Row OCEAN View l Top BEACH

Hip Hawaiian Oceanfront Vistas
Quick stats about vacation rentals that are family-friendly in Kihei
Total rentals
1K properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
41K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
950 properties have a pool
Rentals with dedicated workspaces
440 properties have a dedicated workspace
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- Family-friendly rentals Maui County
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