Discover Your Ideal Kihei, Hawaii Vacation Rentals for a Memorable Island Getaway
Discover Your Perfect Kihei Vacation Homes
Best Vacation Homes in Kihei
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Kihei Luxury Rentals
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Kihei Pet Friendly Vacation Rentals
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Kihei Large Vacation Homes
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Why Choose Rent By Owner for your Kihei Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Kihei Vacation Rentals
Where are the best neighborhoods to stay in Kihei?
When choosing where to stay in Kihei, Hawaii, you’ll find a variety of neighborhoods that cater to different preferences and lifestyles. Located on the sunny south shore of Maui, this area offers convenient access to beautiful beaches, local dining spots, and vibrant community events. Whether you prefer the peaceful atmosphere of quieter residential areas or the lively ambiance close to popular attractions, Kihei has accommodations that suit your needs. Booking a vacation rental in this region ensures a comfortable and memorable stay, with easy access to all that makes Kihei a beloved destination in Hawaii.
Wailea
In this part of the region, you'll enjoy luxurious surroundings and stunning ocean views, making it a prime choice for those seeking an upscale experience. Here, your stay is complemented by a serene atmosphere and access to some of the area's most beautiful beaches.
View 1280+ Rentals in WaileaHalama Street
Located in a convenient area, Halama Street offers a relaxed and authentic Hawaiian ambiance, perfect for exploring local eateries and shops. Your stay here provides easy access to the region’s natural beauty and a laid-back coastal vibe.
View 5623+ Rentals in Halama StreetBest Times to Visit Kihei
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit this destination ensures you can enjoy its warm climate and vibrant community, making your stay in Kihei's vacation rentals truly memorable.
Peak Season Highlights
December to April
This is the most popular time to visit the region, as visitors flock here for warm weather and excellent ocean conditions. Expect higher demand for vacation rentals during these months.
June to August
Summer attracts many travelers seeking sunny days and lively atmospheres. Booking your rental ahead of time ensures a great stay during this vibrant period.
Off-Season Highlights
May and November
These shoulder months offer fewer crowds and more flexible availability, making them ideal for more relaxed getaways. You can find attractive rental deals during this time.
September to October
As the busy season winds down, the area becomes quieter, providing a peaceful environment for your vacation. It's an excellent time to enjoy the region's natural beauty without the crowds.
Weekly Weather Forecast for Kihei
How to Book Your Kihei Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Kihei
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to shared swimming pools, perfect for relaxing after a day at the nearby beaches.
- Take advantage of beautifully maintained outdoor grilling areas for memorable cookouts in the warm Hawaiian sun.
- Make the most of direct or easy access to scenic walking trails and lush landscaped gardens.
- Relax on spacious outdoor patios or lanais that offer stunning views of the region’s tropical scenery.
- Utilize beach gear storage facilities, making it convenient to carry your umbrellas, chairs, and snorkel equipment.
- Benefit from outdoor shower stations to rinse off after enjoying the nearby ocean waters.
- Participate in outdoor recreational activities such as tennis courts or volleyball courts available on-site.
Top Attractions Around Kihei
What attractions are nearby?
In this vibrant area, you can enjoy a variety of outdoor activities such as snorkeling, surfing, and exploring scenic beaches, all conveniently accessible from your vacation rental in Kihei, Hawaii.

Family Activities
- Snorkeling at Molokini Crater: Experience the vibrant marine life just offshore, a favorite activity for families seeking unforgettable underwater adventures in this region.
- Beach Days at Kealia Beach: Relax and play on the soft sands with gentle waves, perfect for picnics, swimming, and building sandcastles together in the area.
- Visit the Maui Ocean Center: Discover fascinating marine exhibits and interactive displays that make learning about local sea life engaging and fun for children and adults alike.
- Hiking the Keo communicates Trail: Enjoy family-friendly hikes along scenic paths that offer breathtaking views and an opportunity to connect with nature here in the region.
Adult Activities
- Snorkeling at Molokini Crater: Discover vibrant marine life and crystal-clear waters by exploring this renowned snorkeling site just off the coast.
- Sunset Cruises: Enjoy a relaxing evening on the water with breathtaking sunset cruises that showcase the area's stunning coastline views.
- Whale Watching Tours: During the migration season, embark on a guided tour to witness majestic whales in their natural habitat near here.
- Stand-Up Paddleboarding: Experience the calm waters and warm breezes while mastering stand-up paddleboarding along the scenic shores of this region.
Other Places to Stay in Kihei, HI
Kihei Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Beaches: Take advantage of the region’s pristine beaches to enjoy sunbathing, swimming, and water sports right at your doorstep.
- Visit Sunset Spots: Make sure to catch breathtaking sunsets that illuminate the area, providing perfect photo opportunities during your stay.
- Discover Local Cuisine: Savor authentic Hawaiian flavors by dining at nearby restaurants or preparing fresh seafood in your vacation rental's kitchen.
- Engage in Outdoor Activities: Embrace the outdoors with activities like snorkeling, paddleboarding, or hiking to truly experience what this destination has to offer.
Transportation Options
- Rental Car Services: Renting a car provides you with the flexibility to explore all corners of this destination at your own pace.
- Public Transportation: Local bus routes efficiently connect you to key areas within the region, making it an affordable travel option.
- Taxi and Ride-Sharing: Taxis and ride-sharing apps offer convenient and quick transportation around here, especially for short trips or when arriving from nearby airports.
- Bicycle Rentals: Biking is a popular way to enjoy the scenic surroundings and access beachside locations comfortably in this area.
Local Customs Options
- Ho'oponopono: You’ll find this traditional Hawaiian conflict resolution practice deeply rooted here, emphasizing forgiveness and harmony in community life.
- Aloha Spirit: Embracing the Aloha Spirit means demonstrating genuine kindness and respect to others, which is a cherished custom throughout this welcoming destination.
- Respect for the Land and Environment: Locals prioritize mālama ʻāina, or caring for the land, encouraging visitors to be environmentally conscious during their stay.
- Traditional Hawaiian Luaus: Participating in or observing authentic luaus offers insight into local culture, featuring storytelling, hula dances, and Polynesian cuisine.
Frequently Asked Questions About Kihei?
1. What are the top vacation rentals in Kihei?
There are a lot of options in Kihei. If you plan on staying in the Kihei area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kihei:
- Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
- Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
- Stunning Views from only double lanai Penthouse unit.
- 5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
- Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
- Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
- FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS
- Lovely Tropical Retreat! Spotless and amazingly well equipped. Great rates.
- Hale Ili Ili #A, Panoramic Oceanfront Unit, Steps from Charley Young, A/C
- Maui Paradise – BEACH FRONT condo w/AC, Stunning Ocean & Sunset Views!
2. How many vacation rentals have private pools in Kihei?
There are 320 vacation rentals with private pools near Kihei. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Kihei are best for families?
If you are looking for a family-friendly vacation home in Kihei, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kihei:
4. How many Rentbyowner vacation rentals are available in Kihei?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 7236 in the Kihei area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kihei.
Kihei Top Rated Vacation Rentals
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