Explore Kihei Vacation Rentals
Condo
10.0Exceptional
(234 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
Hot Tub
Parking
Pool
Ocean View
US $530/Night
7 Nights - US $3,711
House
8.5Fabulous
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
430.56 ft²
- Parking
- Pool
Air Conditioner
Internet
US $405/Night
7 Nights - US $2,835
Condo
9.8Exceptional
(6 Reviews)
1 Bedroom
2 Baths
3 Guests
813 ft²
Oceanfront- Parking
- Pool
- Ocean View
US $691/Night
7 Nights - US $4,840
Condo
10.0Exceptional
(228 Reviews)
1 Bedroom
1 Bath
2 Guests
702 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $650/Night
7 Nights - US $4,549
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1250.01 ft²
- Oceanfront
Breakfast- Pool
- Ocean View
US $420/Night
7 Nights - US $2,940
Cottage
10.0Exceptional
(209 Reviews)
2 Bedrooms
2 Baths
4 Guests
700 ft²
Private Pool- Hot Tub
- Parking
- Pool
US $1,139/Night
7 Nights - US $7,975
Condo
10.0Exceptional
(208 Reviews)
1 Bedroom
1 Bath
2 Guests
642 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $378/Night
7 Nights - US $2,647
Condo
10.0Exceptional
(204 Reviews)
1 Bedroom
1 Bath
3 Guests
560 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $352/Night
7 Nights - US $2,462
House
10.0Exceptional
(186 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $761/Night
7 Nights - US $5,330
Luxury Places to Stay in Kihei
Over 8411+ Luxury Places to Stay in or Near Kihei
Apartment
3 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
Unlock the Best Price
House
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
Unlock the Best Price
Condo
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $9,199/Night
7 Nights - US $64,390
Hotel
9.8Exceptional
(45 Reviews)
12 Baths
8000 ft²
Balcony/Terrace
Kitchen- Air Conditioner
- Internet
US $6,620/Night
7 Nights - US $46,337
House
- Kihei
- ·
- Halama Street
- 0.32 mi to center
10.0Exceptional
(26 Reviews)
4 Bedrooms
3 Baths
8 Guests
2290 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $6,518/Night
7 Nights - US $45,629
Condo
9.4Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
2174 ft²
- Hot Tub
- Ocean View
- Balcony/Terrace
View
US $6,166/Night
7 Nights - US $43,160
Condo
7 Bedrooms
8 Baths
20 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $5,792/Night
7 Nights - US $40,544
Condo
6 Bedrooms
6 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $5,479/Night
7 Nights - US $38,355
Condo
10.0Exceptional
(47 Reviews)
5 Bedrooms
4 Baths
10 Guests
2824 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $4,890/Night
7 Nights - US $34,231
Top-Rated Vacation Rentals with a Pool in Kihei
Over 7331+ Top-Rated Vacation Rentals with a Pool in or Near Kihei
Condo
10.0Exceptional
(320 Reviews)
1 Bedroom
1 Bath
4 Guests
645 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $412/Night
7 Nights - US $2,882
Condo
10.0Exceptional
(290 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $369/Night
7 Nights - US $2,586
Condo
10.0Exceptional
(275 Reviews)
1 Bedroom
1 Bath
3 Guests
1000 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $416/Night
7 Nights - US $2,909
Condo
10.0Exceptional
(229 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $284/Night
7 Nights - US $1,989
Condo
10.0Exceptional
(226 Reviews)
2 Bedrooms
2 Baths
4 Guests
767 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $917/Night
7 Nights - US $6,422
Condo
10.0Exceptional
(221 Reviews)
1 Bedroom
1 Bath
4 Guests
605 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $194/Night
7 Nights - US $1,356
Condo
10.0Exceptional
(219 Reviews)
3 Bedrooms
2 Baths
6 Guests
1053 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,011/Night
7 Nights - US $7,079
Condo
10.0Exceptional
(209 Reviews)
1 Bedroom
2 Baths
2 Guests
1012 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $681/Night
7 Nights - US $4,767
Condo
10.0Exceptional
(209 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $530/Night
7 Nights - US $3,709
Pet-Friendly Vacation Rentals in Kihei
Over 62+ Pet-Friendly Vacation Rentals in or Near Kihei
House
10.0Exceptional
(193 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,261/Night
7 Nights - US $8,829
House
9.4Exceptional
(34 Reviews)
1 Bedroom
2 Baths
4 Guests
753.47 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $236/Night
7 Nights - US $1,654
Apartment
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- View
- Kitchen
US $693/Night
7 Nights - US $4,854
Villa
10.0Exceptional
(88 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,060/Night
7 Nights - US $7,423
Bed & Breakfast
9.3Exceptional
(61 Reviews)
4 Bedrooms
4 Baths
10 Guests
309.46 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $275/Night
7 Nights - US $1,924
Condo
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
696 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $336/Night
7 Nights - US $2,350
Condo
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
777 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $523/Night
7 Nights - US $3,663
Condo
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $403/Night
7 Nights - US $2,822
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1112 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $647/Night
7 Nights - US $4,528
Large Vacation Homes & Villas in Kihei
Over 304+ Large Vacation Homes & Villas in or Near Kihei
House
- Kihei
- ·
- Halama Street
- 0.27 mi to center
10.0Exceptional
(151 Reviews)
6 Bedrooms
4 Baths
12 Guests
3700 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,420/Night
7 Nights - US $9,941
Villa
8 Bedrooms
7 Baths
18 Guests
3853.48 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $1,892/Night
7 Nights - US $13,244
House
9.8Exceptional
(180 Reviews)
4 Bedrooms
3 Baths
10 Guests
1800 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $1,184/Night
7 Nights - US $8,285
House
10.0Exceptional
(2 Reviews)
84 Bedrooms
84 Baths
208 Guests
2208.69 ft²
- Hot Tub
- Parking
- Pool
Spa
US $1,479/Night
7 Nights - US $10,356
Villa
10.0Exceptional
(44 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,430/Night
7 Nights - US $10,012
Villa
10.0Exceptional
(64 Reviews)
3 Bedrooms
3 Baths
8 Guests
3987 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $1,397/Night
7 Nights - US $9,780
House
9.6Exceptional
(110 Reviews)
4 Bedrooms
3 Baths
14 Guests
2600 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,163/Night
7 Nights - US $15,140
Villa
10.0Exceptional
(101 Reviews)
1 Bedroom
2 Baths
4 Guests
908 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $549/Night
7 Nights - US $3,846
Villa
10.0Exceptional
(17 Reviews)
3 Bedrooms
3 Baths
6 Guests
2300 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,690/Night
7 Nights - US $11,827
Wheelchair Accessible Vacation Homes in Kihei
Over 2974+ Wheelchair Accessible Vacation Homes in or Near Kihei
Apartment
10.0Exceptional
(149 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $921/Night
7 Nights - US $6,447
Apartment
7.8Very Good
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
592.02 ft²
- Parking
- Ocean View
- View
- Air Conditioner
US $197/Night
7 Nights - US $1,379
Condo
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Hot Tub
- Parking
- Pool
US $409/Night
7 Nights - US $2,863
Condo
10.0Exceptional
(146 Reviews)
2 Bedrooms
2 Baths
4 Guests
936 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $602/Night
7 Nights - US $4,217
Apartment
9.0Exceptional
(1 Review)
1 Bedroom
2 Baths
5 Guests
656.6 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $209/Night
7 Nights - US $1,463
Condo
10.0Exceptional
(145 Reviews)
1 Bedroom
2 Baths
4 Guests
793 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $450/Night
7 Nights - US $3,150
Condo
10.0Exceptional
(144 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $674/Night
7 Nights - US $4,715
Condo
10.0Exceptional
(143 Reviews)
2 Bedrooms
2 Baths
4 Guests
814 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,188/Night
7 Nights - US $8,319
Condo
10.0Exceptional
(114 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $840/Night
7 Nights - US $5,882
Kihei Villas and Airbnb Homes Under $200
Over 175+ Kihei Villas and Airbnb Homes Under $200
Condo
9.6Exceptional
(123 Reviews)
1 Bedroom
1 Bath
5 Guests
621 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $179/Night
7 Nights - US $1,252
Apartment
7.7Very Good
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
441.32 ft²
- Parking
- Pool
- Internet
Child Friendly
US $162/Night
7 Nights - US $1,134
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $88/Night
7 Nights - US $619
Condo
9.8Exceptional
(52 Reviews)
1 Bedroom
1 Bath
4 Guests
640 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $188/Night
7 Nights - US $1,314
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Parking
- View
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,393
Condo
9.6Exceptional
(46 Reviews)
1 Bedroom
1 Bath
2 Guests
628 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $200/Night
7 Nights - US $1,400
Apartment
10.0Exceptional
(154 Reviews)
1 Bedroom
1 Bath
2 Guests
240 ft²
- Parking
- Pool
- Ocean View
- View
US $154/Night
7 Nights - US $1,080
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $193/Night
7 Nights - US $1,354
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Sports/Activities
US $131/Night
7 Nights - US $916
Instantly Bookable Vacation Homes in Kihei
Over 5525+ Instantly Bookable Vacation Homes in or Near Kihei
House
10.0Exceptional
(171 Reviews)
2 Bedrooms
3 Baths
6 Guests
1250 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,145/Night
7 Nights - US $8,012
Condo
10.0Exceptional
(178 Reviews)
2 Bedrooms
2 Baths
6 Guests
954 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $725/Night
7 Nights - US $5,076
Condo
10.0Exceptional
(161 Reviews)
1 Bedroom
2 Baths
4 Guests
969 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $468/Night
7 Nights - US $3,275
House
10.0Exceptional
(157 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $855/Night
7 Nights - US $5,985
Cottage
10.0Exceptional
(157 Reviews)
2 Bedrooms
1 Bath
4 Guests
720 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $688/Night
7 Nights - US $4,818
Condo
10.0Exceptional
(140 Reviews)
1 Bedroom
2 Baths
4 Guests
950 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $640/Night
7 Nights - US $4,477
Condo
10.0Exceptional
(103 Reviews)
2 Bedrooms
2 Baths
4 Guests
1038 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $941/Night
7 Nights - US $6,586
Apartment
10.0Exceptional
(77 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $434/Night
7 Nights - US $3,040
Condo
10.0Exceptional
(73 Reviews)
1 Bedroom
2 Baths
4 Guests
850 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $384/Night
7 Nights - US $2,690
Book a Last Minute Place to Stay in Kihei
About Kihei Vacation Rentals
Explore more than 8420 vacation rentals available in Kihei. These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in Kihei.
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Kihei, you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near Kihei. The average room size in accommodations near Kihei is 787.45 ft². Prices average US $595 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in Kihei, often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.
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Top Rental Accommodation Types in Kihei
| Type | Count |
|---|---|
| Holiday Apartments | 1442 |
| Vacation Homes | 857 |
| Villas | 134 |
| Cottages | 18 |
Use these Quick Filters to Find a Vacation Rental in Kihei
★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in Kihei.
Weather in Kihei, HI
View the weather forecast for Kihei before booking your Kihei Vacation Rentals to confirm your best time to go.
December - February
High 82°F Low 63°F
March - May
High 86°F Low 66°F
June - August
High 90°F Low 71°F
September - November
High 90°F Low 66°F
Top Attractions Around Kihei, HI
HawaiiVillas offers a wide selection of top attractions nearby Kihei . Research things to do on your vacation before you visit Kihei.
Other Places to Stay in Kihei, HI
Frequently Asked Questions About Kihei?
What are the top vacation rentals in Kihei?
Currently, HawaiiVillas lists over 8420 properties in the Kihei area for 2026, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties 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!
- Breathtaking ocean views! Steps to the beach! Recently remodeled!
- Stunning Views from only double lanai Penthouse unit.
- 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.
- Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
- Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
- Paradise! Ocean Front Fall Special!
- Lovely Tropical Retreat! Spotless and amazingly well equipped. Great rates.
How many vacation rentals have private pools in Kihei?
Discover 277 vacation rentals featuring private pools near Kihei. Highly-rated HawaiiVillas properties with swimming pool access include:
- Beachfront Condo E 303/Incredible views/Pickleball/Great Snorkeling
- Modern Maui Escape | Walk to Beach + Pools
- Fairmont Kea Lani Maui Villa Experience
- Maui Sunset B407: Ocean view 1 Bed, 2 Bath, Kihei Condo, Sleeps up to four
Which vacation homes in Kihei are best for families?
If you're searching for a family-friendly vacation residence in Kihei, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Kihei:
- Maui Family Owned & Managed - Wailea Grand Champions Villa
- Keawakapu by Coldwell Banker Island Vacations
- 2 2 Oceanview Modern Resort Vistas
How many Hawaii.Villas vacation rentals are available in Kihei?
At present, HawaiiVillas showcases more than 8420 properties available in the Kihei area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Kihei.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Wailea Vacation Rentals in Kihei, Hawaii | 1046 |
| Halama Street Vacation Rentals in Kihei, Hawaii | 6077 |
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