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!
Palms at Wailea 2206, Tropical paradise awaits! Top Floor with an ocean view!
Palms at Wailea 2206, offers the perfect location in Wailea. This 2-bedroom/2-bath unit surrounded by the lush landscaping make this a great Hawaiian getaway! As you enter you will immediately be drawn to the fantastic views! Your large private lanai is the perfect spot...
Ocean and Pool View Condo Great for a Family
Hawaii Tax ID: TA-172-922-0608-01TMK: 390010020148This comfortable and spacious condo at Maui Sunset is the best way to enjoy the 5.5 acres of award winning, immaculately maintained, ocean front grounds. Enjoy the BBQ grills, 60 foot tile swimming...
Hale Kamaole 131 Ground floor condo, easy access to best beach on Maui!
This condo was professionally decorated by an interior decorator with Hawaiian style, and has Hawaiian patterns and artwork throughout condo. There's a King bed in the bedroom and Queen hide-a-bed in the front living room. The kitchen cabinets are spacious with an extra...
Kihei Akahi Condo w/ Free WiFi, Shared Grill-Surf, Bike, Golf, More
Kihei Akahi C504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Affordable Comfy Condo - Just Steps Away from a Sandy Beach!
This Beautiful completely remodeled condo in Kihei Bay Vista complex is located across the street from the Humpback Whale Museum and historic Kulepolepo Beach. This beach is ideal for children as the water is generally calm. We have beach chairs and toys for your use at...
Resort Condo near the Beach
Aloha welcome to my condo in Kihei Resort: Located a few steps from the beach, 200 feet to Humpback visitor center, a few blocks to a windsurfing beach, 1.2 miles to Piilani shopping center with Safeway, Ross, Outback Steakhouse, Ruby Tuesday, etc; .9 miles to...
Oceanside Cozy, Clean, Casual Suite - steps to beach and amenities!
Simplicity with stylish comfort in this lock-off suite within the Mana Kai Maui Resort! ! Be ready for active days making Maui memories! Restore enjoying the surrounding grounds, beach, and amenities! We appreciate you supporting the economic recovery of Maui, its...
OCEANFRONT*OCEANVIEW*Exceptional Upgrades 3 Bedroom
Nestled inside this stunning newly redesigned condo with its light and airy modern decor you will feel yourself relax immediately. Open the glass doors in the living room to let the tropical breezes in as you unwind or take a coffee outside on the lanai to enjoy the...
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Nahenahe Cottage -Maui MeadowsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A dreamy tropical getaway awaits at this remodeled cottage, boasting a prime location in the private and...
Sugar Beach Resort Corner Unit | Ocean-View Lanai & AC | Heated Pool, Hot Tub
Sugar Beach Resort 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Overlooking the Pacific, this 2BR/2BA condo has a spacious lanai for enjoying gorgeous sunset views and the...
Your Perfect Maui Getaway - Steps from the Beach with all the comforts of home!
NOTES: (1) Our condo development is zoned "HOTEL" and will not be impacted by any potential changes to short term rental rules/regulations. Your booking is secure with us! (2) VRBO adjusts our pricing automatically, if you are not seeing the nightly rate you were hoping...
Hale Kamaole #107 Ground floor condo, easy access to best beach on Maui!
This one bedroom unit has a great Garden View, and is located close to the pool and office. A brand new kitchen was installed with beautiful granite countertops. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room, for extra guests!...
Maui Banyan G410 - Remodeled, Partial Ocean View, AC, Across Kamaole Beach!
This newly remodeled unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the street from the Resort and offers excellent swimming, snorkeling,...
*OCEANFRONT*Exceptional*UPGRADES 2 Bed / 2 Bath
Watch the striking Maui sunsets from your private, ocean view lanai (terrace) on the sixth floor of this centrally located condo. There is no better place to enjoy your morning coffee, a happy hour cocktail or an evening glass of wine. Come bask in the sky, stroll the...
Pacific Shores A105 Ground Floor Prime Location To Pool And Beaches!
Aloha! If you're looking for the ideal home away from home in Maui, you've just found it! Welcome to Pacific Shores A105, a charming 2-bed/2-bath corner unit, perfectly suited for families or couples seeking a fun and relaxing island getaway. This ground-floor condo...
Beach Front - Beautiful Ocean View And Gorgeous Maui Sunsets
Hale Kai O’Kihei has the best Maui has to offer. Located on the 3rd floor with a view that is second to none. Comfortable and beautifully upgraded 1 bedroom unit with cool tile flooring, new island style furnishing, flat screen TV, wireless, and magnificent ocean...
Fresh and vibrant condo with lush garden views
Pacific Shores A216 is a beautiful 2-bedroom, 2-bathroom condo featuring cozy, ocean inspired interiors and access to fantastic amenities and can accommodate up 6 guests. Step inside to enjoy the bright and airy main living area furnished by LifeStyle Maui. It has one...
Hale Kamaole 333 Third floor condo, easy access to best beach on Maui!
Extremely nice two bedroom Maui vacation condo with a slight Ocean, garden and pool views. Very modern and clean. Refurbished and modernized in 2014 with beautiful solid bamboo flooring installed throughout, completely repainted and the purchase of new bedroom, living...
Maui Sunset A518 Top floor Unbelievable Ocean Views
Spectacular ocean views from this 5th floor, 2 bedroom, 2 bath unit at the Maui Sunset.Nicely decorated,lovely kitchen, Property features beautifully manicured grounds, tennis courts, BBQ grills and sparking, large pool and Jacuzzi. Queen size bed, 2 twin beds and a...
Sugar Beach 207 Ocean Views in Upgraded Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Great updated unit with great views! You will love the remodeled bath and updated electronics and kitchen with upgraded cabinetry and central AC. Take time to relax with your morning coffee as the...
Updated unit, modern and clean
Hawaii Tax ID: TA-109-440-8192-01TMK: 390080030053Experience true oceanfront living in this recently updated Hale Kai O'Kihei 314 condo! This unit features modern furnishings with touches of island decor and custom, one of a kind artwork from both...
Sugar Beach Resort Condo w/ A/C, Private W/D-Great Location
Sugar Beach Resort 424Our 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...
BEACHSIDE BUNGALOW REMDLD 2 BD/2BATHBATH GR FL WALKOUT SUITE -5 MIN FROM BEACH!
Aloha! . Maui Banyan is an ideal and popular vacation getaway, conveniently located in South Kihei, just a short walk away from the beautiful Kamaole Beach Park II (lifeguard-attended) and the nearby shops and restaurants. The grounds are beautifully landscaped &...
Cozy 1bd Kihei condo steps to Kamaole Beach
Kihei Kai Nani 368 is a 1-bedroom, 1-bathroom condo located on the 3rd floor that offers 1 window A/C unit and can accommodate up to 4 guests. Please note that this condominium does not have an elevator. Enjoy the tranquil setting on your private lanai with a tropical...
Ocean view · Prime location · Luxury condo
Located right across the Kamaole 1 beach in Maui, our condo offers breathtaking 180° views of Maui's best. From Molokini crater to the island of Lanai, from beautiful sunsets to splashing whales, you will have the front row seat. Conveniently located in the heart of...
Hale Kamaole 341 Third floor condo, easy access to best beach on Maui!
Fabulous Ocean and Garden View – one of the BEST views on the property. There is new furniture and a king bed in the master bedroom, the loft has new furniture and a queen bed. Downstairs, the bedroom has new furniture with a king bed. The living room has wood...
Brand-new AC in a stylish, contemporary condo
Kihei Akahi B102 is a 2-bedroom, 2-bathroom condo located on the ground floor featuring easy access to the resort grounds, a new split A/C unit in all spaces, and tile flooring throughout. Unit B102 can accommodate up to 4 guests. The master bedroom has a king-size bed,...
Cozy Top-Floor Maui Parkshore Condo
Welcome to beautiful Maui and our inviting condominium at Maui Parkshore! From the lanai on the top floor of this well-located resort, your eyes will feast on the tropical, beautiful surroundings just two minutes from south Kihei’s favorite beach park, Kamaole III....
Enjoy Stunning Ocean Views From Living Room & Lanai, Bright Beautiful Condo
Address for this Condo: 800 S. Kihei Rd #402, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your home away from home, Koa Lagoon #402, where you will find everything you need to enjoy your perfect Maui getaway! Upon entering...
Ocean Front, One bedroom, Completely Renovated! King Bed
Spectacular Western view from this, third floor, direct ocean front condo. Waves breaking just 50 feet off the private lanai. This one bedroom, one bath condo has an open floor plan, full kitchen, spacious lanai and pull-out sofa in the living room sleeps two....
KR203-Oceanfront Beautiful Condo
Beachfront Kealia 203 is a meticulously remodeled vacation rental, exuding charm and tranquility. The condo features light-colored tile flooring, extending seamlessly onto the lanai, offering a perfect spot to savor your morning coffee while taking in the awe-inspiring...
Inner Circle - Ground Floor - Close to Pool Gate
Aloha and Welcome to the Ohana.Memorable sunsets are guaranteed almost every night in Maui. This condo is Kamaole Sands #5-114 and is a ground floor unit which is steps to the pool gate. It is located in the INNER CIRCLE. You will enjoy a spacious one bedroom, two...
Great Location! Steps Away From The Beach. Easy Walk To Shops And Restaraunts
This cute condo on the second floor has one bedroom and bath. Permitted parking is available right in front of the unit. The kitchen is stocked with all the necessities of home. There is a balcony overlooking a lush tree belt, away from traffic noise - perfect for...
Maui Vista 3-102 - Updated, Ground Level, Steps to the Pool, Walk to Everything!
At Maui Vista 3-102 you can walk right out onto your lanai and the beautiful garden beyond, under the Plumeria trees - or sip coffee or your favorite beverage on your own private patio/lanai. Our fully equipped condo, which comes with everything down to your own beach...
Hale Kamaole 273 Second floor condo, easy access to best beach on Maui!
Spectacular ocean and pool views! This condo is a recently remodeled two bedroom with additional loft. Upscale furnishings throughout with king bed in master bedroom, king bed in downstairs bedroom and 2 twin beds in loft area. Large flat screen in living area with...
Gorgeous Updated Wailea Condo Walking Distance to Beaches & Near Golf Courses
Address for this Condo: Palms at Wailea 3200 Wailea Alanui Dr. (Unit 2105)Wailea, HI 96753*** Professionally Cleaned Condo, No Contact Check-In/Check Out ****** Newly RENOVATED CONDO!!***Welcome to Palms at Wailea! This is your tropical paradise! This recently remodeled...
Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!
Spectacular views from this top floor end-unit condo - beautiful views of ocean sunsets, Haleakala volcano sunrises, West Maui Mountains, and the Kealea Pond NWR. This penthouse unit has one bedroom with new king-bed, one bath, and comfortable open floor plan. Pull-out...
514 - Oceanfront 2 bedroom Ocean View with A/C!
This fifth floor two bedroom oceanfront condo at the Kihei Surfside Resort is located on the mauka (mountain) end of the building. This air-conditioned unit has great ocean views from the kitchen, living room, dining area, master bedroom and lanai. The bathrooms of this...
King size bed! On the ocean front property
New custom renovations just competed, perfect for a family of 4 or two couples. No uncomfortable pull-out couch, this has the fold down queen wall bed. New custom built in bench for dining, new tile on the outdoor lanai deck. Picture yourself on the ocean front in sunny...
Brand New Remodel/ 2 Bedroom/ 2 bathroom /steps from the beach. Free WIFI
Enjoy Paradise at an affordable price in our completely remodeled condo.This two bedroom two bath condo comfortably sleeps four. With a queen size bed with TV and ceiling fan in the mater bedroom and two twin beds in the second bedroom. Our condo is furnished with all...
Wailea Ekahi Village 50E - Relaxing Ocean and Mountain Views
Welcome to Wailea Ekahi 50E, our deluxe condo for two. We are on the 2nd (top) floor with beautiful ocean and garden views and wonderful tropical breezes. In addition, there are ceiling fans throughout the unit.The large living room-dining room is beautifully furnished...
Kihei Akahi Condo w/ Shared Grill, Free WiFi-Beaches and Beyond
Kihei Akahi C307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Beautiful*Direct Oceanview & Ideal Location*Best Beaches in Maui
Our lovely Ocean View complex has an excellent location in South Maui – directly nestled between the most popular, golden sandy swimming and snorkel beaches - Kamaole I and Kamaole II. Any accessory for beach side fun is at your fingertips.This one bedroom apartment...
Hale Kai O Kihei Condo w/ Free WiFi, Shared W/D-Near Everything
Hale Kai O Kihei 106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Kamaole Sands -inner court - ocean views- Remodeled
We have Pipe & Roofing project that is taking place from during 2025 During this time there will be noise but it does not directly impact our building. We are all done with new roof and pipes!Unit 6304. Wonderful views and on the third floor.Please come and stay you...
Fun in the Sun at Maui Sunset-Ocean View 1BR/2BA
The Maui Sunset is located on over 5 acres of ocean front in Kihei, which is considered one of the best locations on the Valley Isle. Kihei is noted for its year round sunshine, balmy trade winds and soothing evening air. It is one of the driest and sunniest areas on...
Maui Sunset B218 ~ 2 Bedroom Beautiful Ocean Views, Full Kitchen
Relax and unwind in this tastefully done Hawaiian Island style 2 bedroom / 2 bathroom condo. Feel the spirit of Maui as you watch the spectacular Sunsets, and whale watching during the whale season from your Lanai. Maui Sunset grounds are immaculately groomed with...
*Luxurious & Remodeled *Complex is OCEANFRONT*
*Please Note the Lanai / balcony in the property is not accessible, however make sure to take advantage of the gorgeous one of a kind 360° wrap around views just a 60 second walk from the property on the complexes rooftop or enjoy the ample grassy area around the...
414 - Gorgeous 2 Bedroom Oceanfront property with A/C!
Enjoy Hawaiian Paradise in our comfortable fourth floor, two bedroom, two bath, air-conditioned oceanfront condominium (830 sq ft). Kihei Surfside 414 features a relaxed environment with a tropical ambiance. We are very pleased to share the modern and spacious feel...
New Listing! 45 Seconds to Maui's Sugar Beach, Beautifully renovated Kihei Bay Vista B-102
Kihei Bay Vista B-102 is located just a 45 second walk to the longest stretch of white sand beach on Maui, this air-conditioned condo is fresh, newly updated, and completely furnished to host your romantic Maui getaway or family (up to four) adventure. Spectacular Sugar...