This Is Your Home away from Home! Well equipped condo and breathtaking Views!From $400/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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Kihei Vacation Rentals Listings
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Kihei Vacation Rentals Map
This Is Your Home away from Home! Well equipped condo and breathtaking Views!From $400/night · Sleeps 4
Amazing Front-Row Ocean View, Retractable Lanai Awning. Walk to Beaches & ShopsFrom $250/night · Sleeps 4
Gorgeous Wailea Elua 1 Bd+2Ba Executive Vacation Condominium - #2011From $536/night · Sleeps 4
Private Home-Newly Remodeled-Ac-Hot Tub-Meticulous CleaningFrom $749/night · Sleeps 8
Enjoy sunsets-Beautiful Oceanview Pac Shores perfect for couples and families!From $283/night · Sleeps 6
Wailea Ekahi 33c Ocean View Condo - 500 Feet from the Beach!From $310/night · Sleeps 4
Quiet and Beautiful Place for a Hawaiian Getaway!From $316/night · Sleeps 6
Stunning Property in Building 10 of Kamaole SandsFrom $401/night · Sleeps 4
Exceptional Ocean Views - Renovated - Maui Kamaole #G-114, 1 Bd/2 Ba/ (Sleeps 2)From $287/night · Sleeps 2
Luxury Wailea Villa l Stunning Remodel l Couples Retreat l Only 5 Star ReviewsFrom $362/night · Sleeps 2
Beachfront Kihei! A True Beachfront Experience!From $452/night · Sleeps 4
Ocean View, Very Clean, Updated 1 BR Condo Steps from Beach, Shops, RestaurantsFrom $229/night · Sleeps 3
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unitFrom $234/night · Sleeps 4
Hawaiian Dream. Maui Kamaole. Special Rates July AugustFrom $275/night · Sleeps 4
Penthouse with Private Rooftop Deck, HOT TUB & BBQ! Stunning Ocean Views!From $500/night · Sleeps 4
Newly remodeled ocean view condo - Kihei Alii KaiFrom $215/night · Sleeps 4
Beautifully updated ground floor condo. Just steps from the beach and pool!From $225/night · Sleeps 4
Modern Luxury 2nd-Floor 2Bd/2Ba Retreat with Ultra-Quiet A/C, & 6'x5' ShowerFrom $295/night · Sleeps 4
Ekahi 8F, Oceanview Studio, extremely close to Beach and Main Pool! 2nd FloorFrom $450/night · Sleeps 2
Wailea Elua 1308 - Direct Beachfront Luxury Condo in the Heart of Wailea, MauiFrom $1,350/night · Sleeps 5
Remodeled-Ocean Views from Every Window-Great Beach Access-Ac-Well EquippedFrom $378/night · Sleeps 4
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughoutFrom $159/night · Sleeps 4
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEWFrom $328/night · Sleeps 4
Kealia 405 Beautifully Remodeled Oceanfront with Park and White Sand BeachFrom $259/night · Sleeps 4
On Wailea Blue Golf Course ⛳️with Ocean View. 🌊From $585/night · Sleeps 6
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'oleiFrom $2,475/night · Sleeps 8
Beautiful Condo in Kihei Alii Kai, steps from Kam 1 beachFrom $170/night · Sleeps 4
Stunning Remodel-Large Lanai-Ac Throughout-Well Equipped-Meticulous CleaningFrom $200/night · Sleeps 4
Luxury designer remodel, top floor, direct ocean viewFrom $225/night · Sleeps 2
Hale Kamaole 176 Ground floor condo, easy access to best beach on Maui!From $280/night · Sleeps 2
Coastal Elegance Across from the BeachFrom $300/night · Sleeps 3
Oceanfront Condo & Pool, Beautiful views & SunsetsFrom $384/night · Sleeps 4
1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!From $405/night · Sleeps 4
From $400/night
This Is Your Home away from Home! Well equipped condo and breathtaking Views!
Your vacation of a lifetime starts with sprawling ocean, beach and mountain views. The cool northwest exposure #407 allows for views of sublime...
From $250/night
Amazing Front-Row Ocean View, Retractable Lanai Awning. Walk to Beaches & Shops
Walk into breathtaking ocean views at our beautifully remodeled Maui Kamaole condo in South Kihei. From the moment you step through the front door,...
From $536/night
Gorgeous Wailea Elua 1 Bd+2Ba Executive Vacation Condominium - #2011
*** Please note there is construction work to the right of the property by the Andaz from August 18th to 25th that will be pretty noisy**2011 Wailea...
From $749/night
Private Home-Newly Remodeled-Ac-Hot Tub-Meticulous Cleaning
Book With Confidence, This Gorgeous, Newly Remodeled, 4 Bedroom, 2.5 Bathroom Private Home, With Modern Finishes, Located In A Residential...
From $283/night
Enjoy sunsets-Beautiful Oceanview Pac Shores perfect for couples and families!
Start your mornings on the third-floor lanai for sunrise and end the day at Charley Young beach for spectacular sunsets. Watch turtles cruising the...
From $310/night
Wailea Ekahi 33c Ocean View Condo - 500 Feet from the Beach!
Welcome to this Wailea Ekahi Condo (Unit 33C -LINKS TO OUR PERSONAL WEBSITE ARE LOCATED BELOW). Our one bedroom, one bath ocean view unit is located...
From $316/night
Quiet and Beautiful Place for a Hawaiian Getaway!
A quiet and beautiful setting for a wonderful Hawaiian getaway. Our condo was built in 2000 and is one of the newest in the Maui Kamaole complex We...
From $401/night
Stunning Property in Building 10 of Kamaole Sands
Completely remodeled, luxury condo in Kihei, Maui. 2 bedroom, 2 bathroom, third floor, end unit in Building 10 of Kamaole Sands. Kamaole Sands is...
From $287/night
Exceptional Ocean Views - Renovated - Maui Kamaole #G-114, 1 Bd/2 Ba/ (Sleeps 2)
Welcome to your slice of paradise! Incredible ocean views, quiet, private and relaxing. The perfect place and location to call home during your stay...
From $362/night
Luxury Wailea Villa l Stunning Remodel l Couples Retreat l Only 5 Star Reviews
Your Maui Escape Starts HereBeautifully remodeled, meticulously cleaned, exceptionally comfortable, and perfectly located in Wailea. Make yourself at...
From $452/night
Beachfront Kihei! A True Beachfront Experience!
Unbelievable main floor beach front condo. Unit 5 of Kamaole One is a 2 bedroom, 2 bathroom, 1100 + sq ft corner unit condo perfect for 4 people....
From $229/night
Ocean View, Very Clean, Updated 1 BR Condo Steps from Beach, Shops, Restaurants
If you are looking for a well kept island-feel condominium at an affordable price, our unit, located 100 yards from the ocean, will not disappoint....
From $234/night
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
• Oceanfront• Split A/C units• King bed• Remolded November 2024• Beach access from condo complexFully remodeled in November 2024, unit 313 is a...
From $275/night
Hawaiian Dream. Maui Kamaole. Special Rates July August
Aloha! Welcome to your Maui home away from home! Our beautifully updated ground-floor end unit in Kihei is located just across the street from...
From $500/night
Penthouse with Private Rooftop Deck, HOT TUB & BBQ! Stunning Ocean Views!
Welcome to Hala Kahiki - our hidden paradise located in the heart of south Kihei just steps from Kamaole Beach! This luxury Penthouse Condo is truly...
From $215/night
Newly remodeled ocean view condo - Kihei Alii Kai
Unit D-205. Located across the street from the kamaole beach park. This property has all new furnishings and king size bed. Air conditioning, 65 in...
From $225/night
Beautifully updated ground floor condo. Just steps from the beach and pool!
Walk to beautiful beaches, soak up the Maui sunshine, and come home to the comfort of your own lanai/patio when you escape to this well-appointed...
From $295/night
Modern Luxury 2nd-Floor 2Bd/2Ba Retreat with Ultra-Quiet A/C, & 6'x5' Shower
About Grand Champions Villas 128 (Hawaii Tax ID: 104-909-0048-01):This roomy 2-bedroom 2-bath second floor unit is situated in the serene Wailea...
From $450/night
Ekahi 8F, Oceanview Studio, extremely close to Beach and Main Pool! 2nd Floor
Escape to paradise with stunning ocean and green belt views from the lanai of this 2nd floor studio. 8F is a fully-furnished studio featuring...
From $1,350/night
Wailea Elua 1308 - Direct Beachfront Luxury Condo in the Heart of Wailea, Maui
Introducing: Wailea Elua 1308. Offering a front row beachfront location, this immaculately maintained unit features unobstructed ocean view...
From $378/night
Remodeled-Ocean Views from Every Window-Great Beach Access-Ac-Well Equipped
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1033 sq. ft) condo that has been completely remodeled with beautiful modern finishes. The...
From $159/night
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Kihei Akahi C310 is a fantastic 1 bedroom, 1 bath condo. It has an ocean and Haleakala view from the lanai (balcony). It was completely renovated in...
From $328/night
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW
Aloha! Welcome to our Maui paradise and your personal getaway to relax and regenerate. Whether this is your first trip to the Valley Isle or you’re a...
From $259/night
Kealia 405 Beautifully Remodeled Oceanfront with Park and White Sand Beach
2026 Rates Discounted - Book Now!Beachfront Kealia #405 is a remarkable vacation rental that has recently undergone an impressive renovation. Upon...
From $585/night
On Wailea Blue Golf Course ⛳️with Ocean View. 🌊
Hawaii GE & TA Tax ID # G/T 006-824-3456-01 Taxes on total amount is 17.42%. Not included in the vrbo quote. Required is a signed rental agreement...
From $2,475/night
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Come relax and enjoy your stay at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful...
From $170/night
Beautiful Condo in Kihei Alii Kai, steps from Kam 1 beach
Welcome to our bright and beautiful condo, ideally situated near the front of the complex—just steps away from the beach! Thoughtfully upgraded with...
From $200/night
Stunning Remodel-Large Lanai-Ac Throughout-Well Equipped-Meticulous Cleaning
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of February 2018. Everything in the condo...
From $225/night
Luxury designer remodel, top floor, direct ocean view
Hawaii Tax ID: TA-109-440-8192-01TMK: 390080030030Hale Kai O'Kihei 310 is the epitome of luxury. No detail has been overlooked in this...
From $280/night
Hale Kamaole 176 Ground floor condo, easy access to best beach on Maui!
This Modern, Maui Vacation Rental unit #176, has it all. The owner of this condo also owns unit 174, both of which have been completely remodeled...
From $300/night
Coastal Elegance Across from the Beach
Ekahi 20b is a 1 bedroom / 2 bath, tastefully decorated condo in the LOWER VILLAGE of the Ekahi complex, at the bottom of the hill and closest to the...
From $384/night
Oceanfront Condo & Pool, Beautiful views & Sunsets
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Hale Hui Kai 309! This beautiful condo is located within a...
From $405/night
1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!
DIRECT TO ROOM CHECK-IN: At 1206 The Palms, you go directly to your private condo without ever needing to check in. The same is true upon check-out....