Best Vacation Homes in Kihei
New
Villa
2 Bedrooms
2 Baths
6 Guests
1978 ft²
Oceanfront
Hot Tub
Pool
Ocean View
R22,802/Night
7 Nights - R159,607
Apartment
10.0(8 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
- Oceanfront
Fireplace/Heating- Ocean View
Balcony/Terrace
R4,120/Night
7 Nights - R28,840
Condo
10.0(18 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
R8,635/Night
7 Nights - R60,448
New
Condo
2 Bedrooms
2 Baths
4 Guests
1186 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R20,485/Night
7 Nights - R143,390
House
10.0(6 Reviews)
1 Bedroom
1 Bath
4 Guests
656.6 ft²
View
Breakfast
Parking
Internet
R3,675/Night
7 Nights - R25,725
Apartment
3 Bedrooms
3 Baths
10 Guests
650 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R19,873/Night
7 Nights - R139,106
New
Condo
1 Bedroom
1 Bath
4 Guests
275 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R8,946/Night
7 Nights - R62,623
Condo
1 Bedroom
2 Baths
4 Guests
958 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R8,137/Night
7 Nights - R56,954
Kihei Luxury Rentals
House
10.0(1 Review)
6 Bedrooms
6 Baths
10 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
Unlock the Best Price
House
7.8(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
10.76 ft²
- Pool
- Parking
- Internet
Child Friendly
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Apartment
1 Bedroom
3 Baths
6 Guests
1959.03 ft²
- Private Pool
- Oceanfront
- Hot Tub
Spa
R160,661/Night
7 Nights - R1,124,629
House
9.5(2 Reviews)
1 Bedroom
1 Bath
4 Guests
10.76 ft²
- Pool
- Parking
- Internet
- Child Friendly
R160,236/Night
7 Nights - R1,121,646
Apartment
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
Kitchen
R159,201/Night
7 Nights - R1,114,411
Apartment
1 Bedroom
6 Baths
12 Guests
4133.34 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
R135,747/Night
7 Nights - R950,223
Apartment
6 Bedrooms
6 Baths
12 Guests
4133.34 ft²
- Spa
- Balcony/Terrace
- View
Air Conditioner
R118,433/Night
7 Nights - R829,031
Hotel
9.8(44 Reviews)
12 Baths
8000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R105,812/Night
7 Nights - R740,683
Kihei Pet Friendly Vacation Rentals
New
Condo
1 Bedroom
1 Bath
4 Guests
550 ft²
- Pool
- Ocean View
- View
Pet Friendly
R6,037/Night
7 Nights - R42,254
Bed & Breakfast
9.4(82 Reviews)
4 Bedrooms
4 Baths
10 Guests
309.46 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R5,591/Night
7 Nights - R39,139
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- View
R9,724/Night
7 Nights - R68,061
Condo
10.0(264 Reviews)
1 Bedroom
1 Bath
3 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R4,970/Night
7 Nights - R34,789
House
9.2(7 Reviews)
1 Bedroom
2 Baths
4 Guests
1022.57 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
R8,629/Night
7 Nights - R60,398
Condo
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R5,413/Night
7 Nights - R37,887
Condo
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R23,900/Night
7 Nights - R167,303
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
1112 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R9,857/Night
7 Nights - R69,001
Kihei Large Vacation Homes
New
Villa
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,101/Night
7 Nights - R42,699
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
1905.21 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
R22,617/Night
7 Nights - R158,321
Villa
10.0(143 Reviews)
2 Bedrooms
2 Baths
4 Guests
1182 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R6,428/Night
7 Nights - R44,990
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
8 Guests
1797.57 ft²
- Hot Tub
- Spa
- Pool
- View
R11,058/Night
7 Nights - R77,405
Villa
10.0(139 Reviews)
2 Bedrooms
2 Baths
5 Guests
1371 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R7,330/Night
7 Nights - R51,318
Villa
10.0(132 Reviews)
1 Bedroom
2 Baths
2 Guests
906 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R5,659/Night
7 Nights - R39,617
Villa
10.0(100 Reviews)
1 Bedroom
2 Baths
4 Guests
908 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R6,721/Night
7 Nights - R47,050
Villa
10.0(66 Reviews)
2 Bedrooms
2 Baths
7 Guests
2000 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R24,096/Night
7 Nights - R168,670
Why Choose Rent By Owner for your Kihei Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
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 1292+ 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 6082+ 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.
Average Temperature Daytime: mid to high 70s°F - Nighttime: mid 60s°F
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.
Average Temperature Daytime: high 80s°F to low 90s°F - Nighttime: mid 70s°F
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.
Average Temperature Daytime: mid 70s°F to low 80s°F - Nighttime: mid 60s°F
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.
Average Temperature Daytime: high 70s°F to low 80s°F - Nighttime: mid 60s°F
Weekly Weather Forecast for Kihei
How to Book Your Kihei Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Kihei
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
Cove Park
Kamaole Beach Park
Maui Fish Pipe
Kalama Beach Park
Kamaole Beach Park 2
Halama Street
South Maui
Kamaole Beach Park 3
Kihei Town Center Shopping Center
Coast Guard Beach
Makena
Wailea
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:
- 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
- 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
- Breathtaking ocean views! Steps to the beach! Recently remodeled!
- 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
- 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
- FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS
- Hotel-zoned Oceanfront Comfort on a Budget 2bed 2ba condo - NEW LISTING!
2. How many vacation rentals have private pools in Kihei?
There are 297 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 2026 is over 8136 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.
5. What is the cancellation policy for vacation rentals in Kihei, Hawaii?
Cancellation policies vary depending on the property listing. You should review the specific policies outlined on the rental’s page or contact the property owner directly to understand any applicable fees or restrictions before finalizing your booking.
6. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning, service charges, or taxes may apply and are specified in the listing details. Always read the full description or reach out to the host for clarity on all costs involved.
7. What amenities are typically included in vacation rentals in this region?
Most properties offer amenities like Wi-Fi, fully equipped kitchens, air conditioning, and laundry facilities. To ensure your needs are met, check the listing details or contact the owner for a list of available amenities.
8. How do I secure my reservation for a vacation rental in this destination?
Reservations are secured through the platform’s booking system once you provide the necessary details and payment. Confirm your dates early to lock in your preferred property, and communicate with the owner if any special arrangements are needed.
9. What should I know about the check-in and check-out process for vacation rentals in this area?
Check-in and check-out times are set by each property owner and are detailed in the listing. It’s best to review these details beforehand and contact the host if you need any flexibility or additional instructions for a smooth stay.
Kihei Top Rated Vacation Rentals
Condo
10.0(307 Reviews)
1 Bedroom
1 Bath
4 Guests
645 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R3,610/Night
7 Nights - R25,263
Condo
10.0(284 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R6,730/Night
7 Nights - R47,116
Condo
10.0(283 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R8,119/Night
7 Nights - R56,839
Condo
10.0(274 Reviews)
1 Bedroom
1 Bath
4 Guests
455 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R3,869/Night
7 Nights - R27,076
Condo
10.0(242 Reviews)
1 Bedroom
2 Baths
2 Guests
900 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R4,256/Night
7 Nights - R29,795
Condo
10.0(231 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R4,839/Night
7 Nights - R33,866
Condo
10.0(226 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R8,137/Night
7 Nights - R56,954
Condo
10.0(222 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R6,627/Night
7 Nights - R46,391
