Family-friendly holiday rentals in Kihei

4.97 out of 5 average rating, 174 reviews

Spectacular ocean views @IslandSurf July Spec $149

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

4.95 out of 5 average rating, 372 reviews

65% Off: TTT#2 of 4 Best in Maui Corner Penthouse

***Tracy's Tropical Treasures were NAMED the #1 Vacation Rentals in all of Maui TWICE and #1 in Kihei for FOUR YEARS. I own 4 Tropical Treasures in Maui and have been a SUPERHOST over 40 times! We also made the shortlist of "Radical Businesses in the 50th State" Corner Penthouse! No Resort Fees Guests pay 13.255% tax NOT 18% Only 300 Steps to Beach Free Parking AC Washer/Dryer Fast/Reliable WIFI Pool Hot Tub Tennis BBQ TV/Cable/Streaming Fully Equipped Kitchen Remodeled A+ ALOHA HOSPITALITY!

4.93 out of 5 average rating, 327 reviews

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

Superhost

4.87 out of 5 average rating, 237 reviews

Ocean Bliss: Beach Condo - Walk to Everything!

Amazing Ocean View Designer Condo - Fronting world’s best beaches! Full kitchen, Remodeled, Four Seasons King bed, Huge Ocean Views, huge balcony! Non-smoking bldg. Walk to everything (no car needed!) – food, drinks, surf/sup, dive, beach, snorkeling, skating, playground, volleyball, tennis, basketball and more! Views of the islands, whales! Fastest internet speed. Love posting photos/vids on socials Maui Surf Condo. Check it out :). Construction is completed *Please message for discounts

Superhost

4.87 out of 5 average rating, 314 reviews

Clean & Stylish Condo in heart of Kihei, Maui

Clean and sleek condo in Kihei on the island of Maui. Ideal for couples or a small family, the condo has a queen bed, a full size sleeper sofa in LR, linens, towels, cookware - all the amenities you need for a comfy stay. You are walking distance to many shops and eateries & are directly across from Kamaole II, one of the best beaches on Maui - door to beach is about a 2 minute walk. Free parking is right in front of the condo; laundry on premises; air conditioned; private lanai. Free wifi!

4.99 out of 5 average rating, 187 reviews

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on incredible Keawakapu beach! This location is ideal, right on the border of Wailea and Kihei. We have designed our condo 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 come stay with us! We have hired the best Property Manager in Maui, Tracy O'Reilly to take care of our guests

4.93 out of 5 average rating, 276 reviews

Flat in Kihei

Huge Discount! - 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!

4.97 out of 5 average rating, 128 reviews

Tropical & Lush Paradise Vistas

Newly remodeled 1 bedroom, 1 bath ground floor condo. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Resort, you will be embraced in the lush & tranquil landscaping. We provide beach chairs, umbrellas, luxury beach towels and a cooler to ensure your beach day is set for success. Our kitchen is fully stocked, ready for the home chef to prepare any meal, or enjoy one of the many incredible dining options close by!

4.91 out of 5 average rating, 194 reviews

Maui Banyan 1BR With View Across from Beach

**PLEASE READ FULL DETAILS B4 BOOKING In order to reduce the fees and taxes, the $160 cleaning fee is NOT included in total and will be collected separately. This quiet Maui Banyan Top-Floor 1BR/1BA condo includes: •HOTEL ZONE - not affected by proposed short-term rental ban •Elevator •Split A/C •Smart lock access •Views of the ocean, West Maui Mtns and Haleakela •5-minute walk to Kamaole II beach •Beach gear •Free assigned parking •Walk to restaurants and shopping

4.93 out of 5 average rating, 227 reviews

Beautiful & clean condo w/ excellent location

This condo is marked with special touches to accent the beauty of the location. The condo is beautifully decorated with local and tropical art and furniture. We value cleanliness, comfort, beauty and exceptional service and hospitality. Whenever we have the chance, we escape to our condo and feel the peace and tranquility the space and surrounding location has to offer. We return to our busy lives feeling refreshed and invite you to do the same.

4.97 out of 5 average rating, 265 reviews

200 Steps from the Beach | Sunset views!

Welcome to our little slice of Paradise! This 1-bedroom condo is just steps from Kamaole 1 beach. The condo is on the 6th floor so it has unobstructed views of the Pacific. It is incredible to sit on the lanai every morning for coffee and watch the world wake up. Kamaole #1 is steps away but if you are more of a pool person, we have that as well. The Kamaole Beach Royale is HOTEL ZONED and not effected by the recent proposed legislation.