Luxury Villa with Artful Decor, Stunning Views, Gourmet Kitchen & Private PatioFrom $1,434/night · Sleeps 8
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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Kihei Vacation Rentals Listings
Map View · Page 9
Kihei Vacation Rentals Map
Luxury Villa with Artful Decor, Stunning Views, Gourmet Kitchen & Private PatioFrom $1,434/night · Sleeps 8
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.From $266/night · Sleeps 3
Mana Kai 310 - Beautiful Ocean Front Condo at the Mana KaiFrom $482/night · Sleeps 6
Ekahi Village Gem -- 34C -- 2BR Ground Floor Corner UnitFrom $600/night · Sleeps 4
Discount Week Rates! Elua Premier 2-Bedroom Front-Row... Oceanfront Unit!From $1,666/night · Sleeps 4
WOW!!! Great Winter Special Minutes from the Beach. NEW AC for your Perfect StayFrom $192/night · Sleeps 4
S. Kihei spacious garden condo, 2 lanaisFrom $225/night · Sleeps 5
Beachfront Mana Kai Maui Unit #502From $375/night · Sleeps 4
Breathtaking Ocean Front Views. Incredible Reviews.From $660/night · Sleeps 4
Beach Paradise: 6 BR Kihei Beachfront Home with PoolFrom $3,500/night · Sleeps 12
Kamaole Sands 4-213 - Beautiful Modern Renovation - Bright & Open - Split ACFrom $213/night · Sleeps 4
Lovely 2 bed 2 bath Maui Kamaole 2 story condo w views, tennis, pools, hot tubsFrom $222/night · Sleeps 6
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean ViewFrom $106/night · Sleeps 4
Completely Remodeled-Ac Throughout-Well Equipped-Meticulous CleaningFrom $199/night · Sleeps 4
HALLOWEEN AND THANKSGIVING RATES! Beachfront Living at Sugar Beach - Kealia 302!From $221/night · Sleeps 2
Ekahi 38-A Luxury and Grace Located in Sunny South MauiFrom $550/night · Sleeps 4
Ultimate Oceanfront Luxury-Private penthouse in South Maui-Perfect for familiesFrom $3,301/night · Sleeps 10
Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split ACFrom $186/night · Sleeps 4
KOA RESORT 3-F LOCALLY OWNED AND OPERATED Spacious beautiful ground floor condoFrom $240/night · Sleeps 4
Beautiful Maui Kamaole 2 Br, 2 Bath condo with Ocean view! New Summer/Fall ratesFrom $315/night · Sleeps 5
Oceanfront Vacation Rental in Kihei Maui. Hotel Zoned.From $300/night · Sleeps 4
Condo with Ocean ViewFrom $300/night · Sleeps 5
Kamaole Sands 5307 condo with ocean view. Updated in August 2026. Split AC.From $225/night · Sleeps 4
Palms at Wailea Spectacular Ocean Views with Exceptional Star RatingFrom $390/night · Sleeps 6
Wailea Ekahi 54C: Best View/New Kitchen Paint and Refresh September 2026!From $563/night · Sleeps 6
Kamaole Villa Conditional Permit 2003/0009From $2,310/night · Sleeps 6
Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329From $159/night · Sleeps 2
'The Aloha Spirit ' Relaxing RetreatFrom $190/night · Sleeps 2
Beautifully Updated-Well Equipped-Large Lanai-Ac-Meticulous CleaningFrom $299/night · Sleeps 6
Beautiful Wailea Ekolu Townhouse- Spectacular View- Your Perfect Maui Get-AwayFrom $685/night · Sleeps 6
Ultra Luxury Oceanfront at Royal Mauian | Fully Renovated and Full Ocean ViewFrom $726/night · Sleeps 6
Family friendly condo, bright and beachy, walk to the beach! AC, pool, hot tub!From $908/night · Sleeps 10
Last minute special 180 from 7/1/24-7/31/24! Come and enjoy Aloooooohaa!!From $275/night · Sleeps 4
From $1,434/night
Luxury Villa with Artful Decor, Stunning Views, Gourmet Kitchen & Private Patio
This property is hotel zoned, and not being affected by the recent proposed legislation.Breathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3...
From $266/night
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Escape to the stunning beachfront 1-bedroom condo in Kihei, where the perfect Maui vacation awaits. We are steps away from Kamaole Beach II. Relax by...
From $482/night
Mana Kai 310 - Beautiful Ocean Front Condo at the Mana Kai
Welcome to Mana Kai 310 ... Where you can have your toes on the beach in 60 seconds. Your captivating relaxed Hawaiian vacation starts here! The...
From $600/night
Ekahi Village Gem -- 34C -- 2BR Ground Floor Corner Unit
Welcome to Paradise!!This 2 Bed, 2 Bath Luxury Ekahi Village Unit is impeccably appointed and maintained. Starting Summer 2019, it is being offered...
From $1,666/night
Discount Week Rates! Elua Premier 2-Bedroom Front-Row... Oceanfront Unit!
Ulua Beach Premier 2-Bedroom Oceanfront Unit...Unobstructed Ocean Views!Welcome to Wailea Ulua #1002! This recently renovated luxury beachfront 2...
From $192/night
WOW!!! Great Winter Special Minutes from the Beach. NEW AC for your Perfect Stay
Top to bottom fully renovated 2 bdr 2 bath 1244 sq ft condominium in Maui Kamaole. Largest floor plan in the complex.Enjoy ocean views and the quiet...
From $225/night
S. Kihei spacious garden condo, 2 lanais
Escape to our peaceful 850 sq ft ground-floor resort condo! This private, quiet end unit features 2 outdoor patios, a Cal King master, and 2 sofa...
From $375/night
Beachfront Mana Kai Maui Unit #502
Summary:Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, and the best part of Maui -...
From $660/night
Breathtaking Ocean Front Views. Incredible Reviews.
Unit 516 is a stunning fifth-floor penthouse with unobstructed ocean views of Molokini, Kahoʻolawe, Lānaʻi, and the West Maui Mountains. Perched...
From $3,500/night
Beach Paradise: 6 BR Kihei Beachfront Home with Pool
Beach Paradise is a spacious 6-bedroom, 5.5-bath beachfront home in Kihei on Maui's sunny South Shore, perfect for families or groups of up to 12....
From $213/night
Kamaole Sands 4-213 - Beautiful Modern Renovation - Bright & Open - Split AC
Freshly remodeled throughout including a gourmet kitchen, Kamaole Sands 4-213 has been thoroughly updated to “second home” standards by its owners....
From $222/night
Lovely 2 bed 2 bath Maui Kamaole 2 story condo w views, tennis, pools, hot tubs
Stay in the heart of South Maui at tranquil, low-density Maui Kamaole in southern Kihei. This quiet, second-floor, two-level 2-bedroom, 2-bath condo...
From $106/night
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
Aloha from MauiBreaking News! Iconic, cultural, beautiful Maui is back in business. We are proud to be welcoming guests to our award winning, legal...
From $199/night
Completely Remodeled-Ac Throughout-Well Equipped-Meticulous Cleaning
Book with confidence, this nicely updated, 1 bedroom, 2 bathroom (820 sq. ft) condo at Kamaole Sands has been remodeled. This condo is managed by PMI...
From $221/night
HALLOWEEN AND THANKSGIVING RATES! Beachfront Living at Sugar Beach - Kealia 302!
Kealia 302 offers beachfront living right on Sugar Beach! Others may claim to be beachfront but this is the real deal. As soon as you walk into the...
From $550/night
Ekahi 38-A Luxury and Grace Located in Sunny South Maui
The Quiet Luxury and Attention to Detail Will Give You the Sense That You Have Arrived Home. Our Unit is Air-conditioned With a Master Bedroom / Bath...
From $3,301/night
Ultimate Oceanfront Luxury-Private penthouse in South Maui-Perfect for families
The Penthouse Maui, our luxurious 2,824-square-foot vacation rental, sits directly above the golden sand and shimmering surf of Kamaole Beach II in...
From $186/night
Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split AC
Welcome to Kamaole Sands 6-202, a beautifully updated 1-bedroom, 2-bathroom condo in the heart of South Kihei - just a short walk to the golden sands...
From $240/night
KOA RESORT 3-F LOCALLY OWNED AND OPERATED Spacious beautiful ground floor condo
As owners who manage our own property, our commitment, to our guests, is to have a clean and comfortable experience.Our Ground floor unit is easy to...
From $315/night
Beautiful Maui Kamaole 2 Br, 2 Bath condo with Ocean view! New Summer/Fall rates
Beautiful VRBO Premier Partner Designation and 5 Star Property is in the B building, across from main pool and a 5 min walk across from Kihei's...
From $300/night
Oceanfront Vacation Rental in Kihei Maui. Hotel Zoned.
Looking forward to relaxing on the lanai, enjoying the most beautiful view - morning, noon and night? Want to enjoy incredible sunsets, watching the...
From $300/night
Condo with Ocean View
The Shores of Maui overlooks the beautiful ocean. Enjoy your coffee watching the surf or the breaching whales, fall asleep to the sound of the waves,...
From $225/night
Kamaole Sands 5307 condo with ocean view. Updated in August 2026. Split AC.
Welcome to our one-bedroom condo in Kamaole Sands located in desirable Building 5, unit 307. As new owners we strive to provide an excellent service...
From $390/night
Palms at Wailea Spectacular Ocean Views with Exceptional Star Rating
Aloha and welcome to our retreat in Wailea, Maui, the heart of paradise. Your Hawaiian vacation will be nothing short of spectacular when you stay in...
From $563/night
Wailea Ekahi 54C: Best View/New Kitchen Paint and Refresh September 2026!
Our Family owns 2 - Two bedroom units above and below each other in Ekahi Village. This is perfect for large Family vacations or groups of friends...
From $2,310/night
Kamaole Villa Conditional Permit 2003/0009
Let go of life's stresses in lavish comfort in this luxurious 3 bedroom, 3 bath, 3 pool beach front home. It has the perfect blend of privacy and...
From $159/night
Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329
Sugar Beach Resort #329One Bedroom / One Bath Oceanfront CondominiumWelcome to Sugar Beach Resort #329, a beautifully upgraded one-bedroom condo...
From $190/night
'The Aloha Spirit ' Relaxing Retreat
We have remodeled our spacious one bedroom condo with amenities to be our home away from home. We invite you to make it yours while you enjoy the...
From $299/night
Beautifully Updated-Well Equipped-Large Lanai-Ac-Meticulous Cleaning
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1188 sq. ft) condo that has been beautifully updated. This condo is managed by PMI Maui,...
From $685/night
Beautiful Wailea Ekolu Townhouse- Spectacular View- Your Perfect Maui Get-Away
Welcome to Happy Everything!10 Wailea Ekolu Complex!A premier, fully re-modeled, well appointed and comfortable 2-story townhouse situated on hole 10...
From $726/night
Ultra Luxury Oceanfront at Royal Mauian | Fully Renovated and Full Ocean View
Update as of September 2026: The pool is currently closed for repairs following the recent storm. All other amenities at the complex remain fully...
From $908/night
Family friendly condo, bright and beachy, walk to the beach! AC, pool, hot tub!
Maui needs your help. I live here on Maui and have been volunteering in the medical tents and with organizations delivering supplies to those in...
From $275/night
Last minute special 180 from 7/1/24-7/31/24! Come and enjoy Aloooooohaa!!
Yes you can afford this great vacation in our wonderful condo, located near Wailea . We are in the Hale Kamaole resort and are on the ground...