Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in KiheiFrom $399/night · Sleeps 4
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!
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Rental Listings
Kihei Vacation Rentals Listings
Map View · Page 22
Kihei Vacation Rentals Map
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in KiheiFrom $399/night · Sleeps 4
~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~From $650/night · Sleeps 4
Beautifully Remodeled with Great Ocean View!From $275/night · Sleeps 4
Fabulous Ocean Views from Front Row Condo!From $335/night · Sleeps 4
APRIL BLOWOUT ONLY 229/nt Oceanview TWO bedroom-TWO baths. Read our reviews.From $250/night · Sleeps 6
Beautiful Maui Home Away from HomeFrom $142/night · Sleeps 4
Beautiful Ocean Front Condo - unit A-314From $235/night · Sleeps 2
Haleakala Shores A-308 - Ocean & Mountain Views, King, Pool, Walk to Kamaole IIIFrom $188/night · Sleeps 6
FALL SPECIAL!!! Ocean view Maui paradise - Maui Vista 1315From $157/night · Sleeps 2
Beachfront Condo, Direct Ocean Views! Floor To Ceiling Windows & Lanai!From $414/night · Sleeps 4
Comfortable, Serene, ground floor, Steps from Best Maui Beaches!From $131/night · Sleeps 4
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/BeachFrom $152/night · Sleeps 5
Penthouse Oceanfront Renovated Condo - PH28. 180 Degree Direct Ocean Views!From $200/night · Sleeps 4
Spectacular Beachfront at Hale Pau Hana. You never leave the beach when you stay with us.From $454/night · Sleeps 4
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best BeachFrom $225/night · Sleeps 6
$149 a night Book Now. Pool and Ocean at Your Doorstep Unit #123From $197/night · Sleeps 4
Beachfront 2 BR Ground Floor CondoFrom $320/night · Sleeps 6
May 13-June 19 SPRING RATE SPECIAL 2Bed/2Bath,Ocean view,Steps from beach, KiheiFrom $250/night · Sleeps 6
Updated 2 Bedroom/2 Bath/2 Lanai Condo, Split AC System - Here 2 Day Gone 2 MauiFrom $286/night · Sleeps 6
A quiet Maui 2BR condo hideaway on THE BEACH at Central KiheiFrom $293/night · Sleeps 4
Maui Beachfront GemFrom $531/night · Sleeps 4
KOA RESORT1F-4, bdrm,3 BA Pool,A/C, across from beach,From $625/night · Sleeps 10
LOW April rates at only 139/nt! Reserve SOON! Sleeps 4From $141/night · Sleeps 4
House Beachfront!! Slps 6, 2BED\\2BA NostalgicFrom $575/night · Sleeps 6
Remodeled ground floor & easy walk to the beach! 10% is donated to the whalesFrom $153/night · Sleeps 4
Steps from the Beach in North Kihei, AC in Bedroom & Living RoomFrom $171/night · Sleeps 3
407 - Gorgeous Oceanfront one bedroom unit!From $484/night · Sleeps 4
Ground Floor - Ocean Front Condo Maui Sunset- Modern FurnishingsFrom $250/night · Sleeps 5
Beautiful South Maui Top Floor Condo with Ocean & Mountain views!From $208/night · Sleeps 4
Remodeled-Rare 3 Bedroom-Ocean Views-Ac-Sleeps 8-METICULOUS CleaningFrom $423/night · Sleeps 8
Kihei Akahi - Romantic getaway just for you! Great views!From $200/night · Sleeps 4
Ground floor Kihei condo~ updated one bedroom. Hale Kamaole. Updated gem!From $220/night · Sleeps 4
Luxurious 3 Bedroom Penthouse W/ Oceanview! Across The Street From Beach!From $399/night · Sleeps 8
From $399/night
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
Welcome to Unit #330 at Sugar Beach Resort, Your private oceanfront oasis! The unit is in the Front row, literally 50 feet from the Ocean. Come enjoy...
From $650/night
~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~
-Sugar Beach Resort #407 has been taken down to the studs (if there were such a thing in a concrete complex but you get my drift).This is the true...
From $275/night
Beautifully Remodeled with Great Ocean View!
BEAUTIFUL OCEAN VIEW AND NICELY REMODELED with fully equipped kitchen, granite counters, bamboo cabinets and stainless appliances. New bathroom with...
From $335/night
Fabulous Ocean Views from Front Row Condo!
Why come to Maui and not be able to see the ocean? Enjoy dining from my lanai looking right at the ocean! My one bedroom condo in the Ginger complex...
From $250/night
APRIL BLOWOUT ONLY 229/nt Oceanview TWO bedroom-TWO baths. Read our reviews.
UNIT # 1-404 is located in a PRIME LOCATION IN BUILDING 1 just across the street from the world known Kamaole Beach III Beach Park. Beautiful...
From $142/night
Beautiful Maui Home Away from Home
Aloha! Welcome to Hale Ma'kai (house beside the sea), my tropical-themed one-bedroom vacation condo in the Kihei Akahi complex in sunny Kihei. It is...
From $235/night
Beautiful Ocean Front Condo - unit A-314
Maui Sunset is the perfect vacation home. The large 112 square foot private lanai, overlooks the beautiful gardens, pool and ocean. It is perfect for...
From $188/night
Haleakala Shores A-308 - Ocean & Mountain Views, King, Pool, Walk to Kamaole III
Haleakala Shores A-308 is a two-bedroom, two-bath condo in South Kihei, across South Kihei Road from Kamaole Beach Park III. Accommodating up to six...
From $157/night
FALL SPECIAL!!! Ocean view Maui paradise - Maui Vista 1315
This beautiful, well-appointed One-bedroom/One-bath condo at Maui Vista is your personal paradise—just a short stroll from the beach! Enjoy warm...
From $414/night
Beachfront Condo, Direct Ocean Views! Floor To Ceiling Windows & Lanai!
Address for this Condo: 800 S. Kihei Rd #505, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Koa Lagoon is an...
From $131/night
Comfortable, Serene, ground floor, Steps from Best Maui Beaches!
Our Maui Beach Retreat is located in the pleasant Kihei Kai Nani condo complex. The unit is situated away from street noise, providing a nice quiet...
From $152/night
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
This beautifully remodeled ground level, 1 bedroom 2 full bathroom condo, features all new stainless steel appliances, air condition throughout, king...
From $200/night
Penthouse Oceanfront Renovated Condo - PH28. 180 Degree Direct Ocean Views!
Welcome to Sugar Beach Resort Penthouse 28. Our condo was completely remodeled in September, 2019 including a new kitchen and bathroom, new flooring,...
From $454/night
Spectacular Beachfront at Hale Pau Hana. You never leave the beach when you stay with us.
Watch the waves come ashore as the beach wakes up every morning, but you are already at the beach. Stay right on the beach and experience Maui like...
From $225/night
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
If you're searching for a truly unique and comfortable Maui getaway, this artistic top-floor condo has it all! Recently remodeled and thoughtfully...
From $197/night
$149 a night Book Now. Pool and Ocean at Your Doorstep Unit #123
Welcome to your easy, sun-soaked Maui escape 🌺Waiohuli Beach Hale 123 puts you right where you want to be… ground floor, just steps from the pool,...
From $320/night
Beachfront 2 BR Ground Floor Condo
This oceanfront home has been completely remodeled. Beautiful tile floors throughout. Walk in shower in the master suite. Welcome to The Waiohuli...
From $250/night
May 13-June 19 SPRING RATE SPECIAL 2Bed/2Bath,Ocean view,Steps from beach, Kihei
Special summer rates!! Aug 11-17 and Sept 17-25 $199/night. We look forward to hosting you. Envision this view as you dine or prep in the kitchen!...
From $286/night
Updated 2 Bedroom/2 Bath/2 Lanai Condo, Split AC System - Here 2 Day Gone 2 Maui
Come experience PARADISE in this beautiful, NON-SMOKING, peek-a-boo ocean view, end unit on the third floor (with elevator) that offers extra...
From $293/night
A quiet Maui 2BR condo hideaway on THE BEACH at Central Kihei
This fully remodeled ground floor 2 bedroom condo, a short walk to the many services of Central Kihei, features a contemporary master bath and wide...
From $531/night
Maui Beachfront Gem
Searching for 'Paradise?' You've found it! A perfect Condo, ON a perfect beach, on the perfect island. Maui's sunniest corner enjoys more than 300...
From $625/night
KOA RESORT1F-4, bdrm,3 BA Pool,A/C, across from beach,
WELCOME TO KOA RESORT UNIT 1F - Managed by Aloha Maui GetawayYOU PAY CLEANERS AT TIME OF ARRIVAL $525 (SAVING YOU ABOUT $90 IN TAXES)ONE OF A KIND,...
From $141/night
LOW April rates at only 139/nt! Reserve SOON! Sleeps 4
Welcome to our little piece of paradise – a cozy and stylish unit perfect for your Hawaiian getaway! Located in a prime location, this unit offers...
From $575/night
House Beachfront!! Slps 6, 2BED\\2BA Nostalgic
Note: We are a Legal Vacation Rental since 1970's. TA-160-886-7840-01This is a PRIVATE BEACHFRONT SINGLE FAMILY HOUSE! PROPERTY IS FRONTED BY A HAND...
From $153/night
Remodeled ground floor & easy walk to the beach! 10% is donated to the whales
Aloha and welcome to DG-14! Ground floor and closest unit to the pool and BBQ - no need to wait for an elevator or trek everything through hallways....
From $171/night
Steps from the Beach in North Kihei, AC in Bedroom & Living Room
Wailana Kai is located in North Kihei just a short distance from Sugar Beach. This is the perfect location for somebody who wants to be near the...
From $484/night
407 - Gorgeous Oceanfront one bedroom unit!
This fourth floor unit is a luxuriously appointed fully remodeled oceanfront property located on the sought after ocean side of the elevator. It is a...
From $250/night
Ground Floor - Ocean Front Condo Maui Sunset- Modern Furnishings
Maui Sunset 1032 S Kihei Rd - unit B109; Full kitchen and both bathrooms remodeled making the unit modern and sleek. The unit has 1 King bed in...
From $208/night
Beautiful South Maui Top Floor Condo with Ocean & Mountain views!
Aloha & E Komo Mai to our South Kihei Beach Town condo!This spacious 2 Bedroom Ocean View corner condo is located on the top 4th floor of the B...
From $423/night
Remodeled-Rare 3 Bedroom-Ocean Views-Ac-Sleeps 8-METICULOUS Cleaning
Book with confidence, this nicely remodeled, 3 bedroom, 3 bathroom (1450 sq. ft) condo that is newly remodeled. This condo is managed by PMI Maui, a...
From $200/night
Kihei Akahi - Romantic getaway just for you! Great views!
Susan, the new owner of this wonderful unit wants to support the island and all it has to offer by having the unit be as Green and Eco-friendly as...
From $220/night
Ground floor Kihei condo~ updated one bedroom. Hale Kamaole. Updated gem!
Wake up to peaceful mountain views, walk across the street to Kamaole III Beach, and enjoy everything Maui has to offer from this renovated...
From $399/night
Luxurious 3 Bedroom Penthouse W/ Oceanview! Across The Street From Beach!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Paradise! Ocean View, 3 Bed/2 Bath Penthouse Corner Unit, Across From...