Kihei Vacation Rentals

Kihei is a sun-drenched beach town in South Maui offering a wide range of vacation rentals, from oceanfront condos to affordable studios, all near shops, cafés, and top snorkeling beaches.

Browse Kihei Vacation Rentals by condo/hotel name:

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Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views
Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views
Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views

Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views

Aloha!

Quick note:
--We also own 2 other Maui Condos & Sunriver Oregon Vacation Properties, see below for VRBO #'s

We invite you to escape to our newest place in paradise. We now have something for everyone at Kamaole Sands. We also own a 1 Bdrm/2 Bath condo at Kamaole Sands, (VRBO 338814).

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $407
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Magnificant Condo in Paradise.  New mini split air condioners.  Unit A208
Magnificant Condo in Paradise.  New mini split air condioners.  Unit A208
Magnificant Condo in Paradise.  New mini split air condioners.  Unit A208

Magnificant Condo in Paradise. New mini split air condioners. Unit A208

Welcome to the sunny side of Maui! Our 2 bedroom, 2 bath condo is exceptionally large, approximately 1050 sq. ft. with a terrific Kehei location. Restaurants, shops, and beaches are easily walked to within a matter of minutes. Haleakala Shores is a smaller condo complex featuring 72 units.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $359
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RARE SINGLE LEVEL 2 BEDROOM-SPECTACULAR OCEAN VIEWS-AC-METICULOUS CLEANING
RARE SINGLE LEVEL 2 BEDROOM-SPECTACULAR OCEAN VIEWS-AC-METICULOUS CLEANING
RARE SINGLE LEVEL 2 BEDROOM-SPECTACULAR OCEAN VIEWS-AC-METICULOUS CLEANING

RARE SINGLE LEVEL 2 BEDROOM-SPECTACULAR OCEAN VIEWS-AC-METICULOUS CLEANING

Book with confidence, this beautiful over sized, 2 bedroom, 2 bathroom condo that has stunning ocean views. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our guests.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $464
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Beautifully Updated 3 Bedroom Villa on Fairway with Ocean View
Beautifully Updated 3 Bedroom Villa on Fairway with Ocean View
Beautifully Updated 3 Bedroom Villa on Fairway with Ocean View

Beautifully Updated 3 Bedroom Villa on Fairway with Ocean View

Truly a piece of paradise. We have visited this beautiful island for the past 25 years, and finally decided to invest in our own property. We've searched out the perfect place so that you don't have to! Located in the Grand Champions Villas, this condo/villa (#69) is situated on the Wailea Blue #2 Fairway, accompanied with an ocean view.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> KIHEI
from $620
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Oceanview Remodeled Across from Kamaole 3 Beach
Oceanview Remodeled Across from Kamaole 3 Beach
Oceanview Remodeled Across from Kamaole 3 Beach

Oceanview Remodeled Across from Kamaole 3 Beach

Hosted by VacaMaui

Welcome to your perfect Hawaiian getaway at Haleakala Shores! This beautifully remodeled condo, located directly across the street from the pristine white sands of Kamaole Beach Park 3, offers an unbeatable location for swimming, snorkeling, and boogie boarding.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $766
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Beautifully appointed 3 bedrooms and 3 full bathrooms with lots of space!
Beautifully appointed 3 bedrooms and 3 full bathrooms with lots of space!
Beautifully appointed 3 bedrooms and 3 full bathrooms with lots of space!

Beautifully appointed 3 bedrooms and 3 full bathrooms with lots of space!

Book with us and come to Maui to explore everything we have to offer!

Large 3 bedroom unit with 3 full bathrooms! Perfect for a large family or a group getaway!

A rare double level 3 bedroom/3 bath unit at the Kamaole Sands Resort.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kihei
from $1,065
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🤙 APRIL+May Request SPECIAL 🏝️ at the upgraded LIVE ALOHA SUITE
🤙 APRIL+May Request SPECIAL 🏝️ at the upgraded LIVE ALOHA SUITE
🤙 APRIL+May Request SPECIAL 🏝️ at the upgraded LIVE ALOHA SUITE

🤙 APRIL+May Request SPECIAL 🏝️ at the upgraded LIVE ALOHA SUITE

Receive a discount from the listed price by contacting me through VRBO! THE LIVE ALOHA SUITE is a tastefully designed condo by Stannard Architects, of an international design firm, Olson Sundberg. It is a reflection of the tropics, well appointed, fresh, clean and lovingly cared for by the owners.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $642
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Calming Coastal Vistas
Calming Coastal Vistas
Calming Coastal Vistas

Calming Coastal Vistas

Summary:
Renovated oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $347
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Remodeled ground floor & easy walk to the beach!   \n10% is donated to the whales
Remodeled ground floor & easy walk to the beach!   \n10% is donated to the whales
Remodeled ground floor & easy walk to the beach!   \n10% is donated to the whales

Remodeled ground floor & easy walk to the beach! n10% 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. Largest one bedroom layout within the Kihei Akahi.

Steps away from Kamaole II beach, restaurants, the pool and BBQ.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $247
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Kamaole Beach Royale 405 - Expansive Ocean Views, Spectacular Remodel, Split AC!
Kamaole Beach Royale 405 - Expansive Ocean Views, Spectacular Remodel, Split AC!
Kamaole Beach Royale 405 - Expansive Ocean Views, Spectacular Remodel, Split AC!

Kamaole Beach Royale 405 - Expansive Ocean Views, Spectacular Remodel, Split AC!

Experience the true essence of Aloha in this completely remodeled South Maui hideaway. Kamaole Beach Royale 405 now boasts split AC with thermostatically controlled air handlers in both the bedroom and living room, a brand-new kitchen with stainless steel appliances.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $256
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Wailea Ekahi Gem! Remodeled Large 1BR+sleeper, Close to Beach & Pools, XL Lanai
Wailea Ekahi Gem! Remodeled Large 1BR+sleeper, Close to Beach & Pools, XL Lanai
Wailea Ekahi Gem! Remodeled Large 1BR+sleeper, Close to Beach & Pools, XL Lanai

Wailea Ekahi Gem! Remodeled Large 1BR+sleeper, Close to Beach & Pools, XL Lanai

Experience Maui paradise at Wailea Ekahi 21B, a fully renovated ground-floor one-bedroom/two-bath vacation condo nestled within the prestigious Wailea resort district. This beautiful unit showcases a designer remodel, offering a spacious, modern, and bright atmosphere perfect for your island getaway.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $671
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Beautiful, Ocean Front Condo With An Ocean View In Sunny Kihei, Maui!
Beautiful, Ocean Front Condo With An Ocean View In Sunny Kihei, Maui!
Beautiful, Ocean Front Condo With An Ocean View In Sunny Kihei, Maui!

Beautiful, Ocean Front Condo With An Ocean View In Sunny Kihei, Maui!

Aloha! Welcome to our beautiful luxurious Maui condo. We invite you to stay and enjoy all that the peaceful and beautiful Kauhale Makai (Village by The Sea) has to offer.

We would like to share our vacation home with you!
This condo offers; an open concept kitchen, granite counters, stainless steel appliances, many kitchen accessories, Hawaiian style furniture, porcelain floors throughout (including the Lanai), and much, much more!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $376
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Kamaole Sands 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed
Kamaole Sands 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed
Kamaole Sands 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed

Kamaole Sands 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed

Welcome to Kamaole Sands 4-306 - a beautifully remodeled, third-floor condo designed for comfort, luxury, and an authentic Maui experience. This bright and airy one-bedroom retreat accommodates up to four guests and features a fully upgraded interior, including a modern kitchen with custom bamboo cabinetry, high-end appliances, and sleek porcelain tile throughout.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $255
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Unit 10-401, Hidden Treasure, Bldg 10, Top Floor, Ocean Corner, Nearest to Beach
Unit 10-401, Hidden Treasure, Bldg 10, Top Floor, Ocean Corner, Nearest to Beach
Unit 10-401, Hidden Treasure, Bldg 10, Top Floor, Ocean Corner, Nearest to Beach

Unit 10-401, Hidden Treasure, Bldg 10, Top Floor, Ocean Corner, Nearest to Beach

Congratulations! You have found one of the 'Hidden Treasures' of the Kamaole Sands Condominiums!

LOCATION: Our Unit 10-401, being 1,188 square feet of living space and lanai on the TOP-FLOOR OCEAN-CORNER of Building 10, is sunny and well-lit and well-ventilated, secure and private, and one of the closest to the beach of all units in Kamaole Sands.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kihei
from $335
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Pacific Shores Paradise. Central Air Condition.
Pacific Shores Paradise. Central Air Condition.
Pacific Shores Paradise. Central Air Condition.

Pacific Shores Paradise. Central Air Condition.

Central Air Condition, 2 bedroom/2 bath, fully equipped kitchen, with a tropical theme, Queen beds, FREE WiFi, 55 inch HDTV. Across from BEAUTIFUL sandy Charley Young Beach. Short walk to restaurants, shops, watch surfers at nearby beaches. Twenty minutes from Kahului airport.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $324
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WBH C212 Ocean Views 2BD Beachfront Kihei Condo | Lounge by the Pool
WBH C212 Ocean Views 2BD Beachfront Kihei Condo | Lounge by the Pool
WBH C212 Ocean Views 2BD Beachfront Kihei Condo | Lounge by the Pool

WBH C212 Ocean Views 2BD Beachfront Kihei Condo | Lounge by the 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 activity per day.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $364
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10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

No Additional Fees beyond HI state tax.
The Condo you are Renting is the Condo in the Pictures.
715 S. , Kihei, HI 96753 Unit 254

Aloha! When you rent this condo, you will be renting from me, Kevin. I own, manage and maintain this property.

  • 0 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $383
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Roomy condo with sunset views
Roomy condo with sunset views
Roomy condo with sunset views

Roomy condo with sunset views

Maui Vista 2417 is a 2-bedroom, 2-bathroom condo offering amenities such as a washer/dryer and 1 air-conditioning unit in the living room. Located on the fourth floor, the spacious condo accommodates up to 6 guests, featuring a King-sized bed in the master bedroom, a King-sized bed in the guest bedroom, and a Queen sleeper sofa in the living room.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $345
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OCEAN VIEWS-BUILDING 10-STUNNING REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING
OCEAN VIEWS-BUILDING 10-STUNNING REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING
OCEAN VIEWS-BUILDING 10-STUNNING REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING

OCEAN VIEWS-BUILDING 10-STUNNING REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING

Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands has been completely remodeled. Everything in the condo is new and finished with high end materials. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $403
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NEW LISTING Private Home across from Keawakapu Beach Tennis Pickleball Court!
NEW LISTING Private Home across from Keawakapu Beach Tennis Pickleball Court!
NEW LISTING Private Home across from Keawakapu Beach Tennis Pickleball Court!

NEW LISTING Private Home across from Keawakapu Beach Tennis Pickleball Court!

This recently remodeled home is nestled on over an acre property with four private homes. An estate from Old Hawaii-Days gone by. This three bedroom two bath home sits on a mature tropical landscape of seasonal mangoes, bananas, oranges, ginger, birds of paradise, surrounded by a large lawn and private tennis or pickleball court.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $809
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Wailea Ekahi 45B-Great Rates,Lovely New Kitchen, Large Lanai, Pool #3 w\/BBQ
Wailea Ekahi 45B-Great Rates,Lovely New Kitchen, Large Lanai, Pool #3 w\/BBQ
Wailea Ekahi 45B-Great Rates,Lovely New Kitchen, Large Lanai, Pool #3 w\/BBQ

Wailea Ekahi 45B-Great Rates,Lovely New Kitchen, Large Lanai, Pool #3 w/BBQ

Unit 45B is located in Building 45 on the ground floor. This lovely one bedroom, two bathroom condo has a 400 square foot lanai with picturesque garden and ocean views and Quiet Pool 3 just steps away. Patio equipped with spacious patio seating & chaise lounge.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $410
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150K Reno-Ocean View* Across from Beach*PoolTennis
150K Reno-Ocean View* Across from Beach*PoolTennis
150K Reno-Ocean View* Across from Beach*PoolTennis

150K Reno-Ocean View* Across from Beach*PoolTennis

BRAND NEW 150K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Check out our other properties #201 VRBO (2050379)+#1905 VRBO(1222713)+#178 (2491672)Super Host with 5 STAR reviews-BOOK UP TO 365 DAY

We own 2 condos in The Palms of Wailea, one in Grand Champions and Kamaole Sands.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $380
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🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets

🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets

🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Discounts for Extended Stays. Digital Nomads Welcome!

Clean & Green Sleep Suite Beyond Luxury to Vibrance
Thank you so much for considering A502 Maui Sunset for your Time, Energy and Money.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $327
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Can't get any closer to the Ocean#2
Can't get any closer to the Ocean#2
Can't get any closer to the Ocean#2

Can't get any closer to the Ocean#2

Menehune 512 is a little gem in Paradise. Full brand-new remodel just completed. This one bedroom one bath sleeps 4 with the queen size hide-a-bed.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $324
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Fabulous Ocean Views from Front Row Condo!
Fabulous Ocean Views from Front Row Condo!
Fabulous Ocean Views from Front Row Condo!

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 (G-104) is your paradise! Over 20' wide living room, 1039 sq. ft. 2 baths, large master bedroom with a king bedroom set.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $367
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REMODELED-KAMAOLE SANDS-BEAUTIFUL OCEAN VIEWS-AC-METICULOUS CLEANING
REMODELED-KAMAOLE SANDS-BEAUTIFUL OCEAN VIEWS-AC-METICULOUS CLEANING
REMODELED-KAMAOLE SANDS-BEAUTIFUL OCEAN VIEWS-AC-METICULOUS CLEANING

REMODELED-KAMAOLE SANDS-BEAUTIFUL OCEAN VIEWS-AC-METICULOUS CLEANING

Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1188 sq. ft) condo that is located at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our guests.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $377
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STUNNING REMODEL-OCEAN VIEWS-ALL NEW MODERN FINISHES-AC-METICULOUS CLEANING
STUNNING REMODEL-OCEAN VIEWS-ALL NEW MODERN FINISHES-AC-METICULOUS CLEANING
STUNNING REMODEL-OCEAN VIEWS-ALL NEW MODERN FINISHES-AC-METICULOUS CLEANING

STUNNING REMODEL-OCEAN VIEWS-ALL NEW MODERN FINISHES-AC-METICULOUS CLEANING

Book with confidence, this stunning over sized, 2 bedroom, 2 bathroom (1260 sq. ft) condo that has been completely remodeled from top to bottom. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $480
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Polo Beach Club  |  408
Polo Beach Club  |  408
Polo Beach Club  |  408

Polo Beach Club | 408

Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal getaway. Guests can relax on the lanai, enjoying the sight and sound of turquoise waters gently lapping the shores of the serene Polo Beach, conveniently located near the Wailea Beach Walk.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $1,106
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Ground Level Condo In Oceanfront Complex, Just Steps Away From Pool & Beach!
Ground Level Condo In Oceanfront Complex, Just Steps Away From Pool & Beach!
Ground Level Condo In Oceanfront Complex, Just Steps Away From Pool & Beach!

Ground Level Condo In Oceanfront Complex, Just Steps Away From Pool & Beach!

Address for this Condo: Luana Kai 940 S. Kihei Rd #C102, Kihei HI 96753

***Professionally Cleaned Condo, No-Contact Check-In/Check Out***

Aloha and Welcome to Luana Kai #C102, a beautifully remodeled, ground-floor unit in a tropical, oceanfront complex, featuring contemporary beached-inspired décor and furnishings, as well as a brand new split AC system, for your comfort.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $261
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OCEANFRONT RESORT- $169\/nt til Apr 18! Kihei Sands Beachfront Condos-A3
OCEANFRONT RESORT- $169\/nt til Apr 18! Kihei Sands Beachfront Condos-A3
OCEANFRONT RESORT- $169\/nt til Apr 18! Kihei Sands Beachfront Condos-A3

OCEANFRONT RESORT- $169/nt til Apr 18! Kihei Sands Beachfront Condos-A3

We are ON THE WATER! You won't need to cross the street or walk through acres of land to get your feet wet. The weather is warm (it's 85 all day every day,) skies are sunny & the drinks are cold! If you're looking for an unpopulated spot within a 15-minute drive of dining, shopping & nightlife, we're it!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $570
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KBR 506 Condo w Expansive Ocean Views Across from Beach
KBR 506 Condo w Expansive Ocean Views Across from Beach
KBR 506 Condo w Expansive Ocean Views Across from Beach

KBR 506 Condo w Expansive Ocean Views Across from 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 activity per day.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $261
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Kihei Akahi  C-519: Beautifully Renovated 2bd\/2ba Garden View Condo
Kihei Akahi  C-519: Beautifully Renovated 2bd\/2ba Garden View Condo
Kihei Akahi  C-519: Beautifully Renovated 2bd\/2ba Garden View Condo

Kihei Akahi C-519: Beautifully Renovated 2bd/2ba Garden View Condo

This two-bedroom, two-bath Maui vacation rental is located in the heart of Kihei and has access to many of the shops and restaurants local people love. The rattan furniture in the living room is cozy and inviting. The living room in this condo is wide open and sunlit, making it great for relaxing.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $349
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Our family Maui Condo..A home away from home.
Our family Maui Condo..A home away from home.
Our family Maui Condo..A home away from home.

Our family Maui Condo..A home away from home.

Our 2 bedroom – 2 bath condo is just across the street from two of Maui’s best south shore beaches (Charley Young and Kamaole 1). Charley Young beach has awesome volcanic rock formations, and there are restrooms and lifeguards stationed just down the beach at Kamaole 1.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $299
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Wailana Sands -'Ideal for 2 couples travelling together'-  2 Bedroom Condo
Wailana Sands -'Ideal for 2 couples travelling together'-  2 Bedroom Condo
Wailana Sands -'Ideal for 2 couples travelling together'-  2 Bedroom Condo

Wailana Sands -'Ideal for 2 couples travelling together'- 2 Bedroom Condo

This serene condo offers the perfect home base for your dream Hawaiian getaway.

Imagine waking up in a tropical paradise where the warm Aloha spirit instantly melts away the stress of everyday life. Located just steps from Sugar Beach—Hawaii’s longest stretch of uninterrupted white sand—Wailana Sands is your ticket to laid-back island living.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $266
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Maui Kamaole K206: Luxe Tropical Oasis with Mountain View Walk to Beach
Maui Kamaole K206: Luxe Tropical Oasis with Mountain View Walk to Beach
Maui Kamaole K206: Luxe Tropical Oasis with Mountain View Walk to Beach

Maui Kamaole K206: Luxe Tropical Oasis with Mountain View Walk to Beach

Immerse in Maui Kamaole's quiet corner condo, graced with stunning West Maui Mountain views. This peaceful retreat offers A/C, an in-unit washer/dryer, a fully stocked kitchen, and beach gear. Relish the sunrise and sunset, accompanied by birdsong from three lanais.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $428
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Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!
Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!
Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!

Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!

Location, location, location! After vacationing at the Sugar Beach for 35+ years, we can honestly say that unit #111 is our favorite condo at the Sugar Beach Resort. This ground-floor, corner-unit condo is located steps from the pool area and beach!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $265
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Welcome to our small piece of paradise on the island of Maui!
Welcome to our small piece of paradise on the island of Maui!
Welcome to our small piece of paradise on the island of Maui!

Welcome to our small piece of paradise on the island of Maui!

Welcome to our Maui condo at the Shores of Maui, a small, low-rise (fifty unit) condominium complex with spectacular direct ocean views of South Maui’s best surfing beach, Cove Park Beach and Molokini Crater, a popular snorkeling and diving destination.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $277
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Spectacular OceanFront Menehune Shores 412
Spectacular OceanFront Menehune Shores 412
Spectacular OceanFront Menehune Shores 412

Spectacular OceanFront Menehune Shores 412

Hawaii Life Vacations presents a stunning new addition to our Hotel Collection. This oceanfront 1 bd / 1 ba condo was recently remodeled and offers a private lanai overlooking the beach just steps away.

Take a dip in the heated pool, or enjoy long walks and a swim at the protected beach just steps from the condo.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $386
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MauiJOY Villa -Heaven on Earth ~PRIVATE Estate OCEAN Views, Swimming pool.
MauiJOY Villa -Heaven on Earth ~PRIVATE Estate OCEAN Views, Swimming pool.
MauiJOY Villa -Heaven on Earth ~PRIVATE Estate OCEAN Views, Swimming pool.

MauiJOY Villa -Heaven on Earth ~PRIVATE Estate OCEAN Views, Swimming pool.

A PRIVATE ESTATE where you will experience Comfort, Ease, Quality, Carefree, Private, Relaxing, Heaven on Earth. Our permit number is BBKM 2014/0004.
We believe in the Malama Hawaii program where visitors are respected as Ohana "family" and they in turn respect the aina (place) and it's people as Ohana.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $847
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GREAT LOCATION, OCEAN VIEWS FROM LANAI, ACROSS THE STREET FROM KAM II
GREAT LOCATION, OCEAN VIEWS FROM LANAI, ACROSS THE STREET FROM KAM II
GREAT LOCATION, OCEAN VIEWS FROM LANAI, ACROSS THE STREET FROM KAM II

GREAT LOCATION, OCEAN VIEWS FROM LANAI, ACROSS THE STREET FROM KAM II

Our condo is Top-of-the-Line! Great consideration for our Guests in mind when we remodeled and updated this unit. Ocean views from the lanai, Brand new sofa sleeper, brand new dining set, granite counter tops in kitchen, new cherry cabinets along with all new appliances.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $206
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Open-concept living with tropical resort views
Open-concept living with tropical resort views
Open-concept living with tropical resort views

Open-concept living with tropical resort views

Kihei Kai Nani 217 is a 1-bedroom, 1-bathroom condo on the 2nd floor with garden views that can accommodate up to 4 guests. Please note that this condominium does not offer an elevator. Dine al fresco on your private lanai, taking in the sights and smells of Maui with tropical resort views.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $233
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Ground floor Kihei condo~ updated  one bedroom.  Hale Kamaole. Updated gem!
Ground floor Kihei condo~ updated  one bedroom.  Hale Kamaole. Updated gem!
Ground floor Kihei condo~ updated  one bedroom.  Hale Kamaole. Updated gem!

Ground floor Kihei condo~ updated one bedroom. Hale Kamaole. Updated gem!

, 1br (very comfortable new king size bed) & flat screen TV, 1 bath, living room w Queen size sofa bed ( just updated with a new sofa sleeper mattress), flat screen TV, wireless modem & high speed Spectrum internet (free). Ceiling fans in bedroom & living room.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $301
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\"Paradise Found!\" writes one VRBO reviewer. . .
\"Paradise Found!\" writes one VRBO reviewer. . .
\"Paradise Found!\" writes one VRBO reviewer. . .

"Paradise Found!" writes one VRBO reviewer. . .

Perhaps, John Milton should have booked Kihei Surfside Resort before he wrote his epic poem. . and thank you Jeanne E. for this April 2024 review.

Live large and experience Maui on your terms at the legendary Kihei Surfside Resort in south Kihei (built in 1975).

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kihei
from $295
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Beautiful Ocean Views From Maui Kamaole I-118
Beautiful Ocean Views From Maui Kamaole I-118
Beautiful Ocean Views From Maui Kamaole I-118

Beautiful Ocean Views From Maui Kamaole I-118

This light and bright ground floor unit has beautiful ocean views. The recently updated decor has a mid-century modern vibe with vintage Hawaiian accents. One of the larger units, this condo has over 1000 square feet of living space, large master bedroom with a new king sized bed, queen sized pull out sofa, 2 bathrooms, air-conditioning, ceiling fans, a fully equipped kitchen, in-unit washer/dryer and two lanais.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $351
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Remodeled ground floor 2BD\/1BA Condo-Walk to Beach, Restaurants  N Stores in Min
Remodeled ground floor 2BD\/1BA Condo-Walk to Beach, Restaurants  N Stores in Min
Remodeled ground floor 2BD\/1BA Condo-Walk to Beach, Restaurants  N Stores in Min

Remodeled ground floor 2BD/1BA Condo-Walk to Beach, Restaurants N Stores in Min

Relax with the family and friends at this peaceful home in a well maintained and lush tropical complex.

You will enjoy 1 minute walk to a beautiful beach and 2-5 minutes walk to several restaurants, grocery store, drug store, food truck park, fruit stand and more.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Kihei
from $406
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South Maui, Condo in Kihei, Great Location - Top Floor, Quiet And Private!
South Maui, Condo in Kihei, Great Location - Top Floor, Quiet And Private!
South Maui, Condo in Kihei, Great Location - Top Floor, Quiet And Private!

South Maui, Condo in Kihei, Great Location - Top Floor, Quiet And Private!

Large one bedroom condo for rent in beautiful South Maui. The complex is rated a "Solid Gold Value" by the Maui Revealed guidebook.

Located across the street from Kamaole State Beach Park II, this 1 bedroom, 1 bath condo is located on the third (top) floor, with partial ocean view from the large and private lanai.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kihei
from $202
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Deluxe Two Bedroom Partial Ocean View Luana Kai Resort B307
Deluxe Two Bedroom Partial Ocean View Luana Kai Resort B307
Deluxe Two Bedroom Partial Ocean View Luana Kai Resort B307

Deluxe Two Bedroom Partial Ocean View Luana Kai Resort B307

*AC is an option, You must check the AC box during checkout or pay at the front desk. $25/night.

Unit B307 is an air conditioned*, deluxe, two bedroom two bathroom accommodation on the North West side of the resort. It has a partial ocean view and full view of the interior of the resort.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $368
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BEAUTIFULLY REMODELED WITH GREAT OCEAN VIEW!
BEAUTIFULLY REMODELED WITH GREAT OCEAN VIEW!
BEAUTIFULLY REMODELED WITH GREAT OCEAN VIEW!

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 granite and tiled shower and fixtures. New tile flooring throughout. Same fabulous ocean view from the lanai and complimentary beach gear for your use.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $254
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***SPECIAL LOW SEASON RATES**** May -November 2025
***SPECIAL LOW SEASON RATES**** May -November 2025
***SPECIAL LOW SEASON RATES**** May -November 2025

***SPECIAL LOW SEASON RATES**** May -November 2025

Private and very quiet, ground floor, inner circle in highly desirable building # 5. This condo has been professionally renovated in 2024, overlooks a tropical garden, and has a partial ocean view.
This adult-oriented unit has two flat-screen TVs, high-end tropical-style furniture, including a King bed & Queen sofa, 4 person dining table, and many quality furniture and art pieces.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $207
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Premier 2Bed+2Ba Paradise Condo - Kamaole Beach Royale
Premier 2Bed+2Ba Paradise Condo - Kamaole Beach Royale
Premier 2Bed+2Ba Paradise Condo - Kamaole Beach Royale

Premier 2Bed+2Ba Paradise Condo - Kamaole Beach Royale

New split A/C system cools down the entire condominium! Treat yourself and stay at this true Maui home away from home. Kamaole Beach Royale 611 is a special 2 Bed/2 Bath Ocean view vacation home with contemporary upgrades and a commanding western view across the Pacific Ocean from the lanai and the living, dining, kitchen areas.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $452
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