Absolutely Incredible Penthouse Front Facing Ocean Views!From $149/night · Sleeps 2
South Maui Beach Condo Town
Kihei Vacation Rentals
Kihei Vacation Rentals – Oceanfront Condos & Resorts in South Maui
Kihei vacation rentals span everything from cozy studios to large oceanfront condos with resort amenities. Whether you're looking for a beachfront escape, family basecamp, or a long-term stay with kitchen and laundry, Kihei offers some of the best value and versatility in Maui.
Why Stay in Kihei?
Kihei's coastal strip is dotted with parks, beaches, and low-rise condo resorts. With over 6 miles of shoreline, guests enjoy easy access to Kamaole Beach Parks I, II, and III-great for snorkeling, swimming, or sunset picnics. Most rentals are walkable to local shops, food trucks, grocery stores, and oceanfront restaurants. Kihei's central location puts you within 10 minutes of Wailea's luxury resorts and a short drive to Maalaea Harbor or Upcountry Maui.
Top Kihei Condo Resorts
- Sugar Beach Resort – beachfront condos with pool, spa & direct sand access
- Hale Kai O Kihei – oceanfront with stunning sunsets & central location
- Maui Vista – affordable condos near Charley Young Beach
- Maui Kamaole – upscale units in a lush garden setting near Wailea
- Menehune Shores – oceanfront with rooftop BBQs and Indian restaurant
- Kihei Kai Nani – budget-friendly walk-up condos near Kamaole II
- Maui Banyan – popular with families, across from Kamaole II Beach
Key Features of Kihei Vacation Rentals
- Studios, 1-, 2-, and 3-bedroom condos with kitchens & lanais
- Oceanfront options with beach access and poolside views
- Walkable to beaches, restaurants, cafes & groceries
- On-site amenities: pools, BBQ areas, tennis courts, laundry
- Great for couples, families, remote workers & long-term stays
Explore the Best of Kihei and Beyond
- Snorkel at Kamaole Beach or paddleboard from Kalama Park
- Visit the Kihei 4th Friday town party for food, crafts & music
- Catch a snorkeling tour to Molokini Crater from Maalaea Harbor
- Drive south to Wailea's resorts, spas, and golf courses
- Explore Upcountry farms, Haleakala summit, and lavender fields
Whether you're planning a romantic escape, family trip, or snowbird stay, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your right Kihei vacation rental today!
Rental Finder
Find Kihei Rentals by Condo or Resort
Rental Listings
Kihei Vacation Rentals Listings
Map View · Page 20
Kihei Vacation Rentals Map
Absolutely Incredible Penthouse Front Facing Ocean Views!From $149/night · Sleeps 2
"Paradise Found!" writes one VRBO reviewer...From $283/night · Sleeps 3
Amazing Ocean Views - Steps To Beach - Newly RemodeledFrom $309/night · Sleeps 2
Totally renovated, closest to the beach! Last minute specials!From $192/night · Sleeps 5
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acreFrom $1,512/night · Sleeps 17
Gorgeous Oceanfront Condo Steps From The Beach, Air Conditioned, Free Wi-FiFrom $293/night · Sleeps 6
Beachfront,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!From $284/night · Sleeps 4
Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!From $395/night · Sleeps 4
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific ShoresFrom $173/night · Sleeps 6
180° Oceanfront View!! Completely Remodeled - Luxury Condo!From $179/night · Sleeps 4
Great Location- Quiet Beach, Small Complex, Walk to Bars & RestaurantsFrom $181/night · Sleeps 4
Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, WifiFrom $311/night · Sleeps 8
Unobstructed ocean view 2Br/2Ba - upscale at a budget priceFrom $344/night · Sleeps 4
Gorgeous Remodeled Ground Floor Unit w/ New Central Air Conditioning / 1 BedroomFrom $195/night · Sleeps 4
Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.From $270/night · Sleeps 4
#605 Top Floor Unobstructed Ocean View/Sunsets, New quiet A.C.From $240/night · Sleeps 2
Stunning 3BR Penthouse: Ocean Views, Lanais, Steps to BeachFrom $772/night · Sleeps 8
Ground Floor, Renovated, AC ALL Rooms, Pickleball Courts, and Steps to BeachFrom $700/night · Sleeps 6
109.00 OceanView, Full-Size W/D, Dishwasher, 55"TV, Hotel-Zone, Beach across St,From $139/night · Sleeps 2
5-4 thru 5-14 249USD Gorgeous Remodel, Oct 2024 BOSE SOUND STEPS TO POOL &BEACHFrom $235/night · Sleeps 4
Beautiful, Ocean Front Condo With An Ocean View In Sunny Kihei, Maui!From $312/night · Sleeps 4
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!From $134/night · Sleeps 2
Sale MAY 21-31! Ocean View Penthouse 2 BR 2 Ba-At KAM 2 & 3From $360/night · Sleeps 5
Breath taking ocean and volcano views! Pool,Close to beaches and everything elseFrom $1,193/night · Sleeps 6
Wailea Ekolu Oceanview 2B/2B ocean view, ground floor unit, corner unitFrom $340/night · Sleeps 4
Beachfront Maui Kihei HouseFrom $1,150/night · Sleeps 10
Great Rates - Great Location - Clean and Cozy Condo!From $105/night · Sleeps 3
Beautiful Oceanfront #216 At Sugar Beach!From $225/night · Sleeps 2
Stunning 180° MAUI OCEAN VIEW 2 bdrm condo Island Surf 501From $399/night · Sleeps 4
SUMMER Value 10% OFF 7nt+ stays, AC, 1st Fl, Remodeled, Oceanfront complexFrom $157/night · Sleeps 4
Ocean Front Beautiful Bottom Floor Condo B117, 1 minute walk to beachFrom $325/night · Sleeps 6
Maui Banyan fave! Ocean View, Renovated, Steps to the Beach, King Bed, Split ACFrom $185/night · Sleeps 4
Hard To Beat Oceanview 2Br/2Ba - Newly Renovated - Saltwater Pools & Pickleball!From $230/night · Sleeps 6
From $149/night
Absolutely Incredible Penthouse Front Facing Ocean Views!
ALOHA and Welcome to our Island Paradise! This C-601 corner studio unit is on the TOP FLOOR of Kihei Akahi right across from the beautiful Kamaole...
From $283/night
"Paradise Found!" writes one VRBO reviewer...
Perhaps, John Milton should have booked Kihei Surfside Resort before he wrote his epic poem. . . . and thank you Jeanne E. for this April 2024...
From $309/night
Amazing Ocean Views - Steps To Beach - Newly Remodeled
Our luxurious one bedroom, one bath, non-smoking condo has amazing ocean views, and breathtaking sunsets from the beach. We are located at Sugar...
From $192/night
Totally renovated, closest to the beach! Last minute specials!
TOTALLY RENOVATED & CLOSEST TO THE BEACH!! ** please note, the main pool will be closed for re-surfacing Aug. 10 - Oct. 15. The complex has 3 other...
From $1,512/night
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
------------------------------------------Our very private home, a spacious, 3,500 sq. ft. oceanfront estate, sits on 2/3rds of an acre. It has a...
From $293/night
Gorgeous Oceanfront Condo Steps From The Beach, Air Conditioned, Free Wi-Fi
Soak up amazing ocean, mountain and sunset views at our beautiful oceanfront condo, on the sunny Kihei coast. We are just steps from the beach, and...
From $284/night
Beachfront,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
Feb and March 26 open dates still available !- Discounts and good ratesUnit 114 is beachfront Kihei -w perfect sunsets and wonderful fresh mornings -...
From $395/night
Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!
Welcome to Sugar Beach Resort Penthouse 34, one of the best ocean view condos in Maui. The top floor lanai is very private and looks out on endless...
From $173/night
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
Conveniently located in S Kihei across from popular Charles Young and Kamaole 1 beach and park, this 2-bedroom unit is colorfully decorated and well...
From $179/night
180° Oceanfront View!! Completely Remodeled - Luxury Condo!
Direct oceanfront with 180º Ocean and outer island view. Complete luxury remodel just completed in September of 2010. If you are looking for the most...
From $181/night
Great Location- Quiet Beach, Small Complex, Walk to Bars & Restaurants
Aloha and welcome to the Hale Kai Uli! What exactly is the Hale Kai Uli? In the Hawaiian language hale means house, kai is the ocean and uli means...
From $311/night
Ocean & Golf Views in Wailea - Designer 2 Story Condo w/ AC system, Wifi
The Address to Wailea Ekolu #314: 10 Wailea Ekolu Pl. #314 Kihei HI 96753*Professionally Cleaned Condo, No-Contact Check-In/Check Out*Location &...
From $344/night
Unobstructed ocean view 2Br/2Ba - upscale at a budget price
Stylish, upscale and super clean condo. Beautifully and tastefully decorated. Hotel zoned, (so not affected by potential Maui short term rental ban)-...
From $195/night
Gorgeous Remodeled Ground Floor Unit w/ New Central Air Conditioning / 1 Bedroom
Aloha! Welcome to our Kamaole Sands condo, a 2 minute walk to Kamaole III Beach. Our condo, with large lanai, is a private and beautifully remodeled...
From $270/night
Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.
Aloha. Have you noticed how we're constantly towards the top of Kihei and Maui Vista searches. Well, vrbo has a system of metrics they use that ranks...
From $240/night
#605 Top Floor Unobstructed Ocean View/Sunsets, New quiet A.C.
Island Surf #605 Condo Description:JUNE UPDATE: New central AC was just installed ! Incredibly quiet !! Individual room climate control. Aloha! We...
From $772/night
Stunning 3BR Penthouse: Ocean Views, Lanais, Steps to Beach
Escape to South Maui & feel the warm Aloha when you treat yourself to this slice of Hawaiian penthouse! This corner unit boasts huge 1145 sf fits 8...
From $700/night
Ground Floor, Renovated, AC ALL Rooms, Pickleball Courts, and Steps to Beach
Very spacious 3 bedroom 2 bathroom condominum located in Building 5 at the Kamaole Sands Resort. BRAND NEW AIR CONDITIONING SYSTEM FOR ALL ROOMS...
From $139/night
109.00 OceanView, Full-Size W/D, Dishwasher, 55"TV, Hotel-Zone, Beach across St,
This is a one of a kind, quiet, and gorgeous Studio; professionally decorated with Pier1 Furnishings and Local Artwork. New paint, tasty decor, and...
From $235/night
5-4 thru 5-14 249USD Gorgeous Remodel, Oct 2024 BOSE SOUND STEPS TO POOL &BEACH
Luxury Wailea Retreat at The Palms – Sunrise over Haleakalā and Sunset ViewsWelcome to my beautifully remodeled home at The Palms at Wailea, one of...
From $312/night
Beautiful, Ocean Front Condo With An Ocean View In Sunny Kihei, Maui!
Aloha! Welcome to our beautiful luxurious Maui condo. We invite you to stay and enjoy all that the peaceful and beautiful Kauhale Makai (Village by...
From $134/night
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Escape to paradise in our beautifully renovated one-bedroom condo in the popular Kihei Alii Kai complex in South Kihei! Just a one-block stroll from...
From $360/night
Sale MAY 21-31! Ocean View Penthouse 2 BR 2 Ba-At KAM 2 & 3
Our top floor penthouse suite was remodeled just before we purchased it in 2014 to provide you with exceptional value, comfort and location!Our...
From $1,193/night
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
PERMIT NUMBER: BBKM 2014/0001 TAX ID NUMBER TA-030-667-5712-01 About the propertyWe Highly recommend Travel insuranceCheck out our website at...
From $340/night
Wailea Ekolu Oceanview 2B/2B ocean view, ground floor unit, corner unit
ENJOY THE BEAUTIFUL MAUI SUNSET! Sharon's spacious, 1,400 square foot Wailea Ekolu condominium is a two bedroom, two bath, ocean view unit. Located...
From $1,150/night
Beachfront Maui Kihei House
Welcome to the beach! We open our home to you, your family and friends. This home and property was originally built as a family, beachfront vacation...
From $105/night
Great Rates - Great Location - Clean and Cozy Condo!
Come relax in this clean, quiet, and quaint studio condo.Kihei Bay Surf is a 2-story, 7 building complex, with 118 total units in a tropical setting....
From $225/night
Beautiful Oceanfront #216 At Sugar Beach!
Our Maui home is a fully stocked non-smoking one bedroom condominium on the longest beach in the state of Hawaii. Listen to the gentle sound of the...
From $399/night
Stunning 180° MAUI OCEAN VIEW 2 bdrm condo Island Surf 501
***NOTE: our building is exempt from BILL 9: We are a designated short term rental property in Kihei, that will not be subject to ANY rental bans...
From $157/night
SUMMER Value 10% OFF 7nt+ stays, AC, 1st Fl, Remodeled, Oceanfront complex
We highly recommend travel insurance for your trip in case of unexpected events or circumstances. Please read all information below and Dates of Note...
From $325/night
Ocean Front Beautiful Bottom Floor Condo B117, 1 minute walk to beach
Beautiful Ground floor condo is great for kids and older people, Like having a huge yard right off your lanai. 300 feet to ocean and 17 feet to pool....
From $185/night
Maui Banyan fave! Ocean View, Renovated, Steps to the Beach, King Bed, Split AC
Welcome to Maui Banyan H-308, a spacious 1-bedroom, 2-bathroom, tastefully furnished vacation rental condominium with private lanai and ocean...
From $230/night
Hard To Beat Oceanview 2Br/2Ba - Newly Renovated - Saltwater Pools & Pickleball!
CANCELLATION IS POSSIBLE!! See standard cancellation terms outlined in our Rental Agreement. We are also willing to work with our guests to make...