Kihei Vacation Rentals – Oceanfront Condos & Resorts in South Maui
Kihei is one of Maui's most beloved beach towns, offering oceanfront vacation rentals, budget condos, and family-friendly resorts just steps from golden beaches, casual cafés, and scenic coastlines. Explore one of Hawaii's sunniest regions with year-round warm weather, calm waters, and walkable charm.
Browse Kihei Vacation Rentals by condo/hotel name:
Located 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 retreat, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your perfect Kihei vacation rental today!
Stunning, Fully Remodeled, Luxury Condo
This renovated and tastefully decorated 650 sq. ft. condo provides 1 bedroom and 2 bathrooms. Spacious and airy with a modern Hawaiian feel, take the time to relax in this oasis after a nearby yoga class or long beach walk. Beautiful pathways guide you through tropical...
Special Rate! Maui Kamaole D103! Ground floor condo! Garden Retreat!
Maui Kamaole D103 provides an exceptional Hawaiian retreat! This ground floor, 1bedroom condo comfortably accommodates four. Enjoy the large private lanai and garden area!Take in the charm of this condo. Open and inviting living area offers the perfect setting to relax...
Enjoy amazing sunsets from the ocean view lanai
Hawaii Tax ID: TA-067-383-2960-01TMK: 390080030021Enjoy a piece of true luxury when you stay in this completely remodeled condo. From the floor to the ceiling, no detail has been overlooked. Hale Kai O'Kihei 301 is a corner unit with beautiful ocean...
KM 114 2BD Oceanfront Condo w Ocean Views AC Pool
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Kauhale Makai 535 | Surf, Snorkel, Kayak and More!
When you stay at Kauhale Makai 535, you'll see firsthand why Kihei was once so popular with Hawaiian royalty! This 2 bedroom, 2 bathroom Maui retreat can accomodate up to 4 guests making it perfect for any island escape!Sleek and stylish, Kauhale Makai 535‘s living...
Maui Beachfront Vacation Rental
Beautiful, newly remodeled, two bed/bath condo 50 yards from scenic Kamaole Beach III. Full kitchen and washer /dryer included among brand new appliances, furniture and other essential living amenities. Relax with the trade winds on the newly tiled lanai while watching...
Top-level condo with pools, hot tub, grill, W/D - close to beach access
Maui Kamaole D207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Kauhale Makai 506 | Stunning Ocean Views!
Guests rave about their accommodations and view from Kauhale Makai 506. You have a great view of the ocean from your balcony. This condo has hardwood floors, modern furniture, and all the little extras that will make your stay extra special. Plus, the Kauhale Makai...
Maui Vista #1323: 1 Br, Walk to Kamaole Beach Park I (Charlie Young)
This one-bedroom condo can accommodate up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The fully equipped kitchen is perfect for preparing meals to dine-in or to take with you while on the go. The living area is an open...
Top-floor oceanfront condo with AC, water views, & pool access - steps to beach
Menehune Shores 626Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'We donate 10% of our rental proceeds to the Pacific Whale Foundation, supporting victims of the Maui...
Hale Kamaole Condo w/Private Washer/Dryer, Shared Pool, Free WiFi
Hale Kamaole 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi
SPECTACULAR OCEAN VIEW! FREE PARKING!Come enjoy this 2nd story condo with its direct ocean view. Feel the gentle ocean breezes and watch the waves as they rush across the reef to the sandy beach and shore.This gorgeous studio is across from the 'Humpback Whale Marine...
Maui Sunset B409 1 bedroom, 2 bath with ocean views!
Renovated one bedroom, two bath ocean view fourth floor condo. Stainless steel kitchen appliances. Air conditioning in living room and bedroom. Condo has a queen size bed and a sofa sleeper. Remodeled bathrooms feature tiled showers, no tub. Good walking, windsurfing,...
Chic Condo steps from White Sandy Beach Fast Wi-Fi
Consistently Top-Rated Villa by Maui Visitors!Why You’ll Love This Place:Pet-Friendly – Traveling with your pet? We welcome well-behaved furry companions (please disclose before check-in).Prime Location – Just a 2-minute walk to the soft sands of Kamaole II...
Maui Sunset Vacation Rentals A419
Watch the life of Maui unfold from the morning till evening from your private extra large 180 sq foot private view deck. Premium condo suite located near the pool area. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei,...
Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!
Experience a rejuvenated retreat at Kamaole Sands, ideally located just steps from the stunning Kamaole Beach III in South Kihei, Maui. Our recently refreshed rental condo is designed to provide a clean, light, and bright atmosphere, featuring a new king-size mattress,...
Sugar Beach Resort Condo w/ Shared Grill, Ocean View-Beaches and Beyond
Sugar Beach Resort 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Hale Kamaole 173 Ground floor condo, easy access to best beach on Maui!
Nice one bedroom, one bath condo with ocean view as well as a full view of the West Maui Mountains from the lanai.Comfortable furniture. Queen bed in bedroom with queen hide- a- bed in living room. Very nice upgraded kitchen as well as upgraded bath with custom tiled...
Spacious Hawaiian home 50 steps from Sugar Beach!
This permitted private home (STKM2020/003, TA-145-334-3744) is unique to the vacation rental market! The home is a short 50 steps to a stretch of the famous Sugar Beach. It's a spacious and updated three bedroom, two bathroom, that comfortably sleeps a total of SIX...
Magnificent Sunsets and Beachfront at Luana Kai
Summary:Top floor beachfront unit with vaulted ceilings, AC, Oceanview's and Beautiful Sunsets. Luana Kai is truly a beautifully landscaped property. You can enjoy a heated pool, Jacuzzi, Saunas, shuffleboard, BBQ area, tennis/pickleball courts, and putting green....
Kihei Akahi D414 1br/1ba garden view condo at Short walk to beaches, shops
Enjoy Ocean Views from this one-bedroom Ocean View Condo. This unit sleeps four (4) people with a king bed in the bedroom and a sofa bed in the living room. The bathroom has a large walk-in shower. Enjoy the conveniences of a full kitchen and dining area.Situated in the...
Kihei Alii Kai D104 - Private Large 1 bedroom close to the Beach and Restaurants
Book with us and come to Maui to explore everything we have to offer!A fantastic 1 bedroom 1 bath air conditioned ground floor unit at Kihei Alii Kai with sleeper sofa in living room. Enjoy the relaxing sunny garden area and relax in the coolness from the Air...
Haleakala Shores A403: Spacious 2-Bed/2-Bath Condo with Mountain and Water Views
Haleakala Shores A403 offers a great location with peeks of the water and West Maui mountains. This 2-bedroom/2-bath condo is perfect for families or couples traveling together. It's spacious, open, and inviting with vaulted ceilings. Enjoy dining or your favorite...
Oceanfront Paradise at Sugar Beach PH35 | Direct Ocean Views | 2 Bed/2 Bath
Oceanfront Paradise at Sugar Beach PH35 | Direct Ocean Views | 2 Bed/2 BathExperience the magic of Maui from this stunning oceanfront penthouse at Sugar Beach Resort. With breathtaking views of Maalaea Bay and luxurious amenities, PH35 offers the perfect blend of...
Beautiful ground floor condo by Kamaole beach
Hale Kamaole 109 is a 1-bedroom, 1-bathroom condo featuring amenities such as a ground-floor patio, a washer/dryer, and air-conditioning. This ground-floor condo can comfortably accommodate up to 2 guests with a King bed in the bedroom and a Queen sleeper sofa in the...
6th Floor View Across from Kamaole Beach Park II
Relax and Enjoy the Gorgeous 6th Floor Lanai View! One bedroom unit with a sofabed in living room. Amenities include: Wifi, Cable TV, VCR. Two Swimming Pools, Tennis Court, Gas Barbecues, and easy walking distance to shopping/dining/bars/beaches.Steps away from Kamaole...
Palms at Wailea 601, perfect location in Wailea! Ground floor 2 bedroom!
Palms at Wailea 601 offers the perfect location in Wailea. This 2-bedroom/2-bath ground level unit surrounded by the lush landscaping makes this a great Hawaiian getaway!Maui's most exclusive location with the best weather is the award-winning Wailea Resort. Ideally...
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Book with us and come to Maui to explore everything we have to offer!Welcome to your beautiful vacation home at Maui Vista. This amazing unit features brand-new carpet and a split AC system in the living room, glass titled back-splash, remodeled bathroom and nice...
3-6k mo now2dec24@OCEANFRONT resort!1-6moAsk4dealsSingleOccupant?
Sweet, small condo in incredible location!, can get further discounts after 90 days-Perfect for workers or travel nurses needed nidagoulding a dark bedroom &I’m a caring host too...GIVE IT A CHANCE! I book up every year and now it’s open -unfortunate Recent reviewer...
Two Bedroom Deluxe Partial Ocean View Luana Kai Resort B207
Unit B207 with AC is a deluxe, two bedroom two bathroom condo . It has a partial ocean view as shown below and is spacious and warm and has all the amenities you expect Condo B207 is tiled throughout which helps keep it cool in summer. The view of the courtyard, pool...
Maui Kamaole H202: Renovated Two bedroom garden view Maui vacation Condo
This beautiful two-bedroom condo at the Maui Kamaole was renovated featuring a new, top-of-the-line kitchen. This condo offers partial ocean views at garden-view prices! The wide-open living space in this unit creates a spacious atmosphere for you to relax and...
Spacious 2 bedroom 2 bath Palms at Wailea 1703
Book with us and come to Maui to explore everything we have to offer!Enjoy the beautiful lanai and grounds of the Palms at Wailea with this elegant vaulted ceiling two bedroom two bath condominium in north Wailea. The gardens are spectacular and include a beautiful pool...
Two Bedroom Ocean View Deluxe Luana Kai D204
D204 is a deluxe, 2 bedroom, 2 bathroom ocean view. The master bedroom has a king sized bed and the guest has a queen size bed. There is a sofa bed in the living room. D204 has large white stone tiled floors everywhere but the bedrooms which are carpeted. The kitchen...
Ocean Front in South Maui, top floor condo
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 1 bedroom with private attached bathroom. 2nd...
Top floor, oceanfront, steps to beach!
Hawaii Tax ID: TA-008-505-7536-01TMK: 390080030022This Oceanfront unit is one of the best places to stay in Kihei. You will be blown away by 190 degree views of the ocean . Enjoy a piece of tropical paradise when you stay in this Hale Kai O'Kihei 302 condo.Bedding...
Maui Luxe Beach Condo & Pool
Consistently Top-Rated Villa by Maui Visitors!What You’ll Love Pet-Friendly (But Not a Surprise Party) – Your pet is welcome! Just make sure to tell us when you book, just like you'd list your guests. No sneaky chihuahuas in beach bags, please. Fully Renovated –...
Kamaole Sands Ocean View Condo, 5 mins walk to a beautiful beach!
Kamaole Sands 5-403Located just across from Kamaole Beach III, this penthouse condo has one of the best locations inside Kamaole Sands resort and on the island of Maui. The ocean and pool view private lanai will be your favorite spot to watch the beautiful sunset or the...
Location, location, location! Ocean view! Close to pool, ocean, shops, bars...
This is a great 2 bedroom, 2 bathroom condo is within walking distance to fabulous restaurants, all kinds of shopping, and even the grocery store. Want adventure? Simply walk across the street to the beach for swimming, surfing, snorkeling, paddle boarding, and...
B216 Ocean and Pool views in sunny Kihei, Maui
Granite countertops, great views of pool and ocean. Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Free WIFI in the condo and at the pool.Large private condominium apartment at the resort condominium complex on...
Partial Ocean View Condo with Great Location
Hawaii Tax ID: TA-124-867-7888-01TMK: 390180030084This two bedroom top floor Maui Vista 1411 unit, perfect place to stay for your home away from home vacation! Simple and clean; distant ocean view, complimentary WiFi and parking space included, you will be sure to enjoy...
Kauhale Makai 627: Top Floor Ocean view Condo at Ocean Front Resort
Newly renovated one-bedroom Ocean View Condo. Enjoy ocean and mountain views from the comfort of this gorgeous unit. The furnishings are a beautiful mixture of rattan and the bright pillows and upholstery create a lively atmosphere. The flooring is tile in the kitchen...
Beach lovers dream condo with pools, hot tub, beach access & W/D
Maui Kamaole D111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Koa Resort #2J Spacious 3-Bedroom 2-bath, Pool, BBQ, AC, WIFI
Gorgeous townhome, across from ocean -Steps from Pool, BBQ at Cabana, A/C, Air-Conditioning located in all three bedrooms and living room, FREE WIFIThis beautiful 3-bedroom, 2-bath townhome will be your home-away-from-home during your vacation on Maui! The owners have...
Stunning retreat with oceanfront views
Welcome to Mana Kai 501, where luxury meets paradise in this exquisite 2-bedroom, 2-bathroom upscale condo, accommodating up to 4 guests. As you step into this stunning retreat, be greeted by direct oceanfront views and tastefully appointed Hawaiian-inspired decor....
PacSB303 Spacious Kihei 2BR w/Pool, AC & Steps to the Beach
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Kamaole Sands 8-402 | Balcony, Resort Amenities!
Welcome to Kamaole Sands 8-402, a beautiful 2-bedroom, 2-bathroom vacation condo in Kihei, Maui, Hawaii. Located in the sought-after Kamaole Sands Resort, this spacious top-floor retreat offers the perfect blend of comfort, convenience, and island charm—just steps...
3rd Floor Oceanfront Mana Kai Unit
Hawaii Tax ID: TA-081-303-9616-01TMK: 390040230025Relax and enjoy sunrise over Haleakala and sunset over the ocean from your lanai of this third floor condo.Bedding Configuration:Bedroom: 1 King BedLiving Room: 1 Full Sofa SleeperLiving Room: This...
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
This wonderful small unique north Kihei condo complex is made up 6 delightful condos, private and peaceful. The Hale Wailana is located across from the 4 mile beautiful white sandy beach "sugar beach". This is pleasant for jogging, beautiful sunsets, and amazing for...
Oceanfront Studio #102 at Kauhale Makai: Beach, Activities & Comfort Await!
Oceanfront property with beautiful beaches and outdoor activities just yards from your front door. #102 at Kauhale Makai is the perfect spot for a couple visiting Maui. This adorable studio has everything you need for a comfortable stay on one on the most beautiful...
Kihei Bay Surf 227 | Beach, Resort Pool, Tennis
Discover paradise at Kihei Bay Surf 227, hailed by guests as "a gem in a tropical garden paradise." Tucked away amidst lush landscaping and just a short stroll from Kalepolepo Beach Park, this second-floor studio condo offers a tranquil retreat like no other.Step onto...