Hawaiian-style garden courtyard setting across the street from the beach!From $200/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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Hawaiian-style garden courtyard setting across the street from the beach!From $200/night · Sleeps 4
Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning changeFrom $122/night · Sleeps 3
Featured on A&E - Fully Renovated - A/C & Pool - Family FriendlyFrom $236/night · Sleeps 6
Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach FrontFrom $262/night · Sleeps 2
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!From $404/night · Sleeps 2
Awesome Panoramic Ocean Views - Best Beaches - Great Location - Nicely EquippedFrom $153/night · Sleeps 2
Pam and Glyn's Maui Banyan Retreat in Sunny Kihei. Check Out Our ReviewsFrom $278/night · Sleeps 4
Luxury 3BR Ocean View, 2 Lanai's, Steps to Kamaole I Beach! Hotel Zoned.From $470/night · Sleeps 6
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews!!!From $750/night · Sleeps 6
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bedFrom $299/night · Sleeps 4
Freshly Renovated Corner Studio With View of the OceanFrom $209/night · Sleeps 2
Paradise Found! Top Floor, Beachfront, Oceanfront, Ocean ViewFrom $310/night · Sleeps 2
Owner Direct - 35% off in Oct & Nov!! - Elua Village 701, Luxury 2BR, Ocean ViewFrom $620/night · Sleeps 4
The Maui Moon Oceanfront Condo- Perfect for couples!From $301/night · Sleeps 2
Spring Sale! Oceanfront/Ocean view condo in S. Maui,Free A/C,Wifi,Parking,Pool!From $225/night · Sleeps 6
Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.From $641/night · Sleeps 6
Beachfront Family Estate. Great for multiple families.From $1,695/night · Sleeps 15
Private 2BR Cottage House with Waterfall Pool Maui Meadows PermittedFrom $428/night · Sleeps 4
Ocean view home on beautiful Sugar/Kihei Beach - PERMIT #STKM 2015/0003From $580/night · Sleeps 6
Large 2 Floor Condo - Wifi/Central Air & Pool Across From Beach - Lots of ExtrasFrom $200/night · Sleeps 6
Direct Beachfront at Sugar Beach Resort #226 - Awesome Views!From $290/night · Sleeps 2
~ This Is Wailea Living ~From $250/night · Sleeps 4
Hawaiian Paradise- Waiting Just for You-From $378/night · Sleeps 6
Private Cozy Studio walking distance to beaches, shops, restaurants and barsFrom $104/night · Sleeps 2
Beautiful Top Floor Oceanfront #611 with A/C!From $470/night · Sleeps 4
Maui Breeze Retreat at Ho'olei openings Jul 19-29, Aug 22-Sep 14 & Sep 25-Oct 11From $1,595/night · Sleeps 8
Hoaloha Hale - Gorgeous Kihei Home Across from BeachFrom $1,373/night · Sleeps 12
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.From $1,372/night · Sleeps 6
April Cancellation Reserve ASAP ONLY 179/nt! 135 Exceptional Reviews!From $871/night · Sleeps 6
Amazing Hotel Zoned Beach Front Condo on Sugar Beach. Reserve with Confidence!From $235/night · Sleeps 4
Fabulous Beachfront Property - Ground Floor Corner Unit Steps to the Beach!From $200/night · Sleeps 2
Oceanfront Sugar Beach 525 Tropical Condo, on the Beach,From $285/night · Sleeps 2
Beachfront Unobstructed Ocean View, 3rd Floor End Unit, AC, Wi-Fi, Streaming TVsFrom $431/night · Sleeps 4
From $200/night
Hawaiian-style garden courtyard setting across the street from the beach!
Kihei, Hawaii
★★★★★ 10.0/10 · 175 reviews
This is an end unit on the first floor at the back of the resort complex. You can enjoy the lush gardens and tropical breezes from the spacious...
From $122/night
Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning change
Kihei, Hawaii
★★★★★ 10.0/10 · 174 reviews
The Kihei Akahi, opposite Kamaole II Beach Park is a fantastic property for both couples and families. Mere steps from the beach, the property...
From $236/night
Featured on A&E - Fully Renovated - A/C & Pool - Family Friendly
Kihei, Hawaii
★★★★★ 10.0/10 · 174 reviews
Modern Wailea Retreat | Family Friendly | Fully Renovated | Full A/C l PoolFeatured on A&E's Vacation Rental PotentialWelcome to Palms at Wailea...
From $262/night
Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front
Kihei, Hawaii
★★★★★ 10.0/10 · 174 reviews
Premier Hosts! - Book with confidence - Sugar Beach is zoned as a Resort and won't be subject to any legislation that might change its usage.Please...
From $404/night
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Kihei, Hawaii
★★★★★ 10.0/10 · 173 reviews
On Maui's sunny south shore, is the romantic Honu’ea cottage, where quiet peaceful living is a way of life. Honu'ea (Hawksbill Turtle) is named after...
From $153/night
Awesome Panoramic Ocean Views - Best Beaches - Great Location - Nicely Equipped
Kihei, Hawaii
★★★★★ 10.0/10 · 172 reviews
Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located at the end of the...
From $278/night
Pam and Glyn's Maui Banyan Retreat in Sunny Kihei. Check Out Our Reviews
Kihei, Hawaii
★★★★★ 10.0/10 · 171 reviews
PLEASE NOTE: YOU ARE RENTING FROM A PRIVATE OWNER. ALL ACCESS INFORMATION WILL BE SENT TO YOU DIRECTLY FROM THE OWNERS. OUR ONLY ASSOCIATION WITH THE...
From $470/night
Luxury 3BR Ocean View, 2 Lanai's, Steps to Kamaole I Beach! Hotel Zoned.
Kihei, Hawaii
★★★★★ 10.0/10 · 171 reviews
Just steps away from the famous Kamaole I beach is our luxury 3 bedroom/2 bathroom condo. This extra large unit boasts luxury furnishings. We have...
From $750/night
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews!!!
Kihei, Hawaii
★★★★★ 10.0/10 · 171 reviews
OUR MAUI BEACH HOUSE... (Please read our Guest Comments to see how great this place is!) This is the perfect place for a family vacation and...
From $299/night
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei, Hawaii
★★★★★ 10.0/10 · 168 reviews
• Split A/C units• King bed• Remolded 2019• Close to swimming poolKamaole Sands unit 6-302 was fully remodeled in September 2019, this bright one...
From $209/night
Freshly Renovated Corner Studio With View of the Ocean
Kihei, Hawaii
★★★★★ 10.0/10 · 167 reviews
Welcome to our tastefully renovated and decorated Kihei Akahi studio D-301, that we affectionately call “Our Pearl”. BOOK with CONFIDENCEKihei Akahi...
From $310/night
Paradise Found! Top Floor, Beachfront, Oceanfront, Ocean View
Kihei, Hawaii
★★★★★ 10.0/10 · 167 reviews
Welcome to Paradise Found! Memories are made here!Come, relax, unwind, and enjoy the unforgettable breathtaking, panoramic ocean views from EVERY...
From $620/night
Owner Direct - 35% off in Oct & Nov!! - Elua Village 701, Luxury 2BR, Ocean View
Kihei, Hawaii
★★★★★ 10.0/10 · 164 reviews
Aloha! We are Julie and Randy and welcome to our home! We want you to enjoy the fantastic ocean views and luxury of our 2-bedroom, 2-bathroom condo...
From $301/night
The Maui Moon Oceanfront Condo- Perfect for couples!
Kihei, Hawaii
★★★★★ 10.0/10 · 163 reviews
Voted as one of the top 25 islands in the world 2020 by Travel and Leisure magazine. Maui is truly the garden paradise for your hard earned Hawaiian...
From $225/night
Spring Sale! Oceanfront/Ocean view condo in S. Maui,Free A/C,Wifi,Parking,Pool!
Kihei, Hawaii
★★★★★ 10.0/10 · 159 reviews
Make your trip to Maui more memorable with a stay at our 5 star condo at Luana Kai. Luana Kai is a beautiful resort with immaculate grounds in a park...
From $641/night
Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.
Kihei, Hawaii
★★★★★ 10.0/10 · 159 reviews
Aloha, Enjoy stunning panoramic ocean views and just steps from the beach, pools and spas. Watch sunsets from the lounge chairs on the lanai or from...
From $1,695/night
Beachfront Family Estate. Great for multiple families.
Kihei, Hawaii
★★★★★ 10.0/10 · 159 reviews
Nestled in the heart of Kihei at the northern end of picturesque Halama Street, this family-owned and legally permitted beachfront rental offers...
From $428/night
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Kihei, Hawaii
★★★★★ 10.0/10 · 157 reviews
We do not Rent on Craigs list if you find this on any other site it is a scam be careful there are lots of scams ,NEVER wire money ..Please READ the...
From $580/night
Ocean view home on beautiful Sugar/Kihei Beach - PERMIT #STKM 2015/0003
Kihei, Hawaii
★★★★★ 10.0/10 · 157 reviews
Over 150 glowing reviews and counting. This beachfront gem is the perfect retreat for families, couples, or groups seeking space, comfort, local feel...
From $200/night
Large 2 Floor Condo - Wifi/Central Air & Pool Across From Beach - Lots of Extras
Kihei, Hawaii
★★★★★ 10.0/10 · 156 reviews
The perfect place to enjoy your vacation in paradise! Centrally located and just 20 minutes from the airport, we are 1 of 54 condos in 5 buildings on...
From $290/night
Direct Beachfront at Sugar Beach Resort #226 - Awesome Views!
Kihei, Hawaii
★★★★★ 10.0/10 · 155 reviews
Our ocean front condo has unobstructed views of the ocean with the islands of Kahoolawe and Molokini in the distance. SBR#226 is in the middle of the...
From $250/night
~ This Is Wailea Living ~
Kihei, Hawaii
★★★★★ 10.0/10 · 154 reviews
This is Wailea Living!Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis Club, the Wailea Grand Champions...
From $378/night
Hawaiian Paradise- Waiting Just for You-
Kihei, Hawaii
★★★★★ 10.0/10 · 154 reviews
Our 2 bedroom 2 bath condo received a complete renovation so we can offer all the amenities the discriminating traveler desires. The condo has a...
From $104/night
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
Kihei, Hawaii
★★★★★ 10.0/10 · 153 reviews
This studio is perfect for the vacationers who wants to spend their time out and about exploring the island and still have a very nice, comfortable...
From $470/night
Beautiful Top Floor Oceanfront #611 with A/C!
Kihei, Hawaii
★★★★★ 10.0/10 · 153 reviews
Paradise found! Unit #611 occupies the prime location at the Royal Mauian. It is on the top floor and centrally located in the building. This...
From $1,595/night
Maui Breeze Retreat at Ho'olei openings Jul 19-29, Aug 22-Sep 14 & Sep 25-Oct 11
Kihei, Hawaii
★★★★★ 10.0/10 · 152 reviews
Surround yourself with the lush scenery of Maui Breeze Retreat at Ho'ol!ei, a tastefully decorated two-story villa with spectacular views of the...
From $1,373/night
Hoaloha Hale - Gorgeous Kihei Home Across from Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 151 reviews
Hoaloha Hale is a spacious 6-bedroom vacation home in a prime beachside neighborhood in Kihei, Maui. Located just across from Halama Beach, this...
From $1,372/night
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.
Kihei, Hawaii
★★★★★ 10.0/10 · 150 reviews
Aloha and e komo mai (welcome) to Hale Alana, your oasis in Wailea, Maui. Please contact us for seasonal discounts and special rates!Step into Hale...
From $871/night
April Cancellation Reserve ASAP ONLY 179/nt! 135 Exceptional Reviews!
Kihei, Hawaii
★★★★★ 10.0/10 · 149 reviews
BEAUTIFUL Unit A308 is an oceanfront condo just steps to the beach! Ocean view offering large and clean accommodations. Enjoy the garden view and all...
From $235/night
Amazing Hotel Zoned Beach Front Condo on Sugar Beach. Reserve with Confidence!
Kihei, Hawaii
★★★★★ 10.0/10 · 148 reviews
Ready for a beach vacation in paradise?!? Beach front complexes on the south shore of Maui are generally not this close to the shoreline and most are...
From $200/night
Fabulous Beachfront Property - Ground Floor Corner Unit Steps to the Beach!
Kihei, Hawaii
★★★★★ 10.0/10 · 147 reviews
This is the condo you've been waiting for! Location, location, location! Just steps away from a spectacular five mile stretch of white sandy beach,...
From $285/night
Oceanfront Sugar Beach 525 Tropical Condo, on the Beach,
Kihei, Hawaii
★★★★★ 10.0/10 · 147 reviews
SOUTHWEST SUNSETS-Sitting on the lanai, you are facing beautiful southwest sunsets, view is the website pictureWHALES January through April breaching...
From $431/night
Beachfront Unobstructed Ocean View, 3rd Floor End Unit, AC, Wi-Fi, Streaming TVs
Kihei, Hawaii
★★★★★ 10.0/10 · 146 reviews
ALOHA. Come vacation in our beautiful, newly remodeled 2BR/2BA beachfront home. Enjoy the breathtaking views of Kaho’olawe Island, Molokini Crater,...