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!
Island Living: Beachfront Penthouse Retreat at Sugar Beach PH#23
Sugar Beach Resort #PH23 – Island Living in a Penthouse Oceanfront CondoWelcome to Sugar Beach Resort #PH23, a beautifully appointed one-bedroom, one-bathroom penthouse condo with panoramic ocean views. Nestled along Maui’s longest stretch of sandy shoreline, this...
Holy Kamaole! Beachfront Kihei!
** If this unit is already booked, check out our unit next door https://www.vrbo.com/9432451haLocation, Location, Location. Imagine fixing a meal while enjoying the sunset, or maybe watching the whales from our perfect beach front location on Kamaole One beach. This...
Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
Lodging is an important part of the perfect Maui vacation. Being in a great location, not only on the island, but also on the property itself, is key. It should be updated, clean, well-equipped, and the beds have to be comfortable. Just steps from the sand, this condo...
Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II
Offered as an alternative to a condo and the crowd. A 10 minute walk to Kihei Rd at Kamaole Beach II. Far enough away from the activity, yet convenient to the restaurants, shops, some of the best beaches Maui offers.The guest suite is Maui County permitted, attached one...
A 5-Star Estate, Large Groups, Luxury Living
This luxury condo is situated a short walk from the beauty of the beach! A 3,700 square foot, 3 bedroom, 3.5 bath gem, it is the ideal place for a quiet retreat. Features a Master Suite with private lanai and two additional bedrooms with en suite baths, sleeping up to a...
Only Steps to Ulua Beach and the main Wailea Ekahi Pool/Pavilion -1 Bd+2Ba
If this vacation home is available, you'll want to reserve it. Wailea Rentals presents: Wailea Ekahi Village 8E - Ekahi means #1 in Hawaiian and that is exactly what Ekahi Village is - 1 of Wailea's top luxury beachfront condominium resorts. Treat yourself to new! New...
Gorgeous Elua 1 Bd+2Ba Executive Vacation Condominium - #2011
2011 Wailea Elua Village - The very best in accommodations that the Wailea Elua Village has to offer. Immaculate, contemporary and beautiful - a state-of-the-art 1 Bedroom + 2 Bathroom vacation condominium that can accommodate up to 4 guests with an expansive lanai...
JUST REMODELED Spacious & Exceptional Value! Tropical Garden & Ocean View!
We invite you to enjoy days of fun & discovery on Maui in our bright, spacious, attractively decorated, comfortable, fully-equipped condo. Easy tropical living for all.Enjoy exceptional value with affordable rates, ocean view in the distance, a larger floor plan &...
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...
Best 2 Bedroom Condo In Wailea - Enjoy Paradise All Year
Aloha and welcome to our home at The Palms at Wailea. The ocean view will take your breath away the minute you step inside. But it's the condo renovation and our commitment to our guests that will keep you coming back.Our remodeled unit has beautiful floors, plenty of...
Last minute special 180 from 7/1/24-7/31/24! nCome 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 floor.Features include:Nice quiet split system air conditioner throughout the condo.1. Walking distance to Kamaole Beach 3 (it's...
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 Suite That Includes a New Serta King Mattresss With 1000 Count Prima Linens, Fluffy Bath Towls for the Bath and a...
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 Grand Champions Villas. It offers luxury amenities, such as super quiet central air conditioning, a private lanai, in-unit...
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. Our beautiful second story condo is located in building 1 at the Kihei Kai Nani Resort. It has great ocean and beach views...
Beachside Penthouse ❀ Royal Mauian 604
Experience No. 604 at Royal Mauian, a comfy top-floor, air-conditioned beachfront sanctuary with breathtaking views. Nestled between two white sand beaches, enjoy the best of both worlds: dive into vibrant beach life or relax watching the ocean theater from your private...
Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR / 3 BA
Wailea Beach Villas voted as one of the top 100 USA Hotels by the Conde Nast Traveler Readers Choice Awards!Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. Our Aloha Kai Suite is elegant...
Hale Kamaole #309 Spacious Ocean View Family Vacation Condo Near Kamaole Beaches
This outstanding condo, situated in the Kihei Hale Kamaole Resort, features ocean views from every room! Watch the whales from our lanai. The two bedroom plus loft, split level unit has over 1300 square feet of living area. Completely furnished in a casual, comfortable...
OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!
Situated in the centrally located "Penthouse" building on the 4th floor in a west-facing ocean view corner location with breathtakingly beautiful panoramic ocean and sunset views, this 2.5 bedroom (king bed in each bedroom plus 2 twin beds the enclose-able den that can...
Kihei Beach Cottage - 1 Block to the Beach!
This cozy 2-bedroom, 1-bathroom cottage is just one block from the beach, offering a peaceful and private retreat. Perfect for a relaxing vacation or remote workers, traveling healthcare professionals, snowbirds or those in transition to longer-term accommodation. The...
101 - 2 bed/2 bath with A/C! Ground Floor Oceanfront with Breathtaking Views!
When only the Best will do! * Beautifully remodeled AIR CONDITIONED oceanfront condo! * FREE HI SPEED WIRELESS INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at...
Beautiful and Serene Maui Kamaole Condo I-209
This ocean view, two-bedroom, two-bath condominium is located near the front of Maui Kamaole and is located up one flight of stairs on the second level. Inside you will notice it is designed in the style of a townhouse with the master bedroom on the main floor and a...
1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!
Personal Touch:We stock everything you need: dish soap, laundry soap, paper towels, napkins, Kleenex, TP, garbage bags, coffee filters etc... All you need to bring is you! We provide the definition of a care free vacation, if this interests you, read on... This is our...
Fantastic 4th Floor Views of Ocean, Pool & Haleakala
IF you have been hearing on the news that Short Term Rentals on Maui might be phased out NO WORRIES about booking at Sugar Beach Resort. We are located in a Country Zoned Hotel/Resort area. Only those in Apartment Zones are potentially going to be phased out. Watch the...
NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA
Aloha! We are back on the rental market after a lengthy remodel! Enjoy beautiful ocean views while relaxing in our very spacious 2 story, 2 bedroom/2.5 bath Condo/Townhouse! Our end unit, #1702, has 1500 sq ft of living area, plus 400 sq ft of lanai/patio area. Great...
Breathtaking Ocean Views!
This spacious condo is completely renovated with beautiful tile throughout and comfortable island-style furniture. Its soothing atmosphere combined with breathtaking ocean views will be the perfect place for you to relax during your island holiday.Awaken to see the sky...
Stunning BEACHFRONT Luxury Makena Escape; Freshly Fully Remodeled 2023
No other condo on Maui can beat this beachfront location and upscale modernity mixed with Hawaiian beachfront chic. Full remodel finished in December 2023.Located in the oceanfront B Building, the entire unit faces outwards over the Pacific Ocean through a fifteen foot...
Your own private cottage, 60+ FIVE STAR exceptional reviews!
Hibiscus Hideaway is a licensed Bed and Breakfast, permit # BBKM 2015/0004TA-001-473-5360-01Hawaii Tax I.D. NO W01511848-01This beautiful one bedroom one bathroom cottage is completely brand new and is kept immaculate. Tile floors throughout, granite counter tops in the...
Wailea Ekahi 1B Recently Remodeled Ocean View 1st Floor Luxury 1BD 2BA Condo
Unit 1B is located on beautiful Keawakapu Beach in gorgeous Wailea. This totally remodeled lower village, ground floor unit has one large lanai with a beautiful ocean view and Ekahi’s 34 acre tropical landscaped gardens. It has a lanai table that seats 6. It is located...
Spectacular Ocean View Front Row 2 Bedroom Condo! H-209
Aloha, we would like to welcome you to a beautiful ocean front condo designed by Peter Rusnak. Hawaiian decor with island style furnishings throughout the unit. You will experience Hawaii while relaxing in a luxury 2 bedroom condo. H209 is a quiet condo located in the...
Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
Luxurious Tropical Retreat - Unit 31D is truly "one-of-kind"!Ideally located overlooking the lower Ekahi Village, Unit 31D provides our guests with the best of everything Maui has to offer: spectacular views, privacy and a short stroll to the beach and main pool.With...
Maui Sunset #A216 - Oceanview King Bed, 1BR, 2 BA Condo
Maui Sunset is a beautiful oceanfront resort and is the perfect vacation home on Maui. Swim in the large swimming pool or just enjoy sitting on a chaise lounge by the pool or in the jet spa. It is especially beautiful in the evening relaxing under the stars and enjoying...
Maui's Best - Wailea Ekahi 47A
Aloha and mahalo for your interest in our spot in Paradise. Ekahi says it all. This one bedroom (with comfortable sleeper sofa), two-bath renovated unit is on the ground floor. This means the lanai is much larger than upper units. It also means that when you step off...
Steps To The Beach, Ocean View From Lanai, (Ground Floor, A/C, W/D, End Unit)
Enjoy Sunny South Kihei in our comfortable newly remodeled condominium in the Kihei Kai Nani Resort. Wake up to mountain views of Haleakala Volcano and enjoy the ocean sunsets in the evening from your lanai. Our corner unit condo is in the building closest to the beach....
Ekahi 4C - Quiet Garden View Close to Beach - 20% off Summer pricing
1 Bedroom, 1 Bathroom, Sleeps 2-4Located in the lower village, unit 4C is a ground floor unit is backing on to a quiet ravine and surrounded by a tropical lawn area where children may securely play. Very light and airy 780 square foot unit is situated on the corner of...
YOUR OWN LUXURY PRIVATE RESORT WITHIN A RESORT AT SEAGLASS 810 AT ANDAZ MAUI
Tucked within one of Wailea's most exclusive beachfront communities, SeaGlass Villa 810 at Andaz Maui Wailea Resort is a privately-owned and independently-managed 3 bedroom 4 bath pool-side ultra-luxury residence available for your next vacation dream. Experience "Your...
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 seclusion, yet is within walking distance of Kihei's restaurants and shopping.Enjoy sunset dinners on the lanai, beach walks...
⭐️ NEW KITCHEN - Large lanai with best views of sunsets, pool & grounds ⭐️
Spectacular, nicely decorated, across the street from Kamaole Beach III in Kihei!Feast your eyes on this fabulous condo with a lanai to die for.Enjoy this spacious and tastefully furnished 818 sq. ft. condo with views of the pool, tropical gardens and sunsets. The unit...
Beautiful Kamaole Sands Oceanview Condominium - MAUI IS OPEN FOR VISITORS!!
This beautiful, large two bedroom, two bath townhouse type unit is decorated in light, airy island decor. The living room has a cathedral ceiling with a circular oak staircase to the second floor master bedroom and bath. Interior amenities include a fully equipped,...
Wow!! What a Great View!!--GREAT REVIEWS!
WOW !! What a GREAT view! We've heard this comment many times from vacation rental guests and friends visiting our Maui condo.Sweeping ocean views greet you as you enter, and are visible from nearly every room. The walk to the beach is less than 4 minutes. When you turn...
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
Listen to the pounding surf! One bedroom, Penthouse unit, full-on-OCEAN VIEW. This beach front unit is literally 50' from the ocean. This unit is on the ocean side with great cross-breezes and fantastic surrounding ocean views. This unit was hand-picked for its...
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special forMon, Oct 31 - Thu, Nov 10, 2022 $350/nightRegular rates 2022: April 1 - December 27 2022$410/nite for 2 personsWinter rates 2023: January 3 - March 31 $490/nite for 2...
Wailea Elua 3 Bedroom+2 Bath Spacious Beach Home with Oceanview Lanai
This is the one! If it's available, you'll want to reserve it. A real Maui home-away-from-home. New carpet in bedrooms, new bedroom furniture, lots of additional new personal touches! If you are looking for an impressive vacation home with new Ohia wood cabinets,...
Corner Unit With Views From Every Window--Awesome Reviews
**CLICK ON THE PHOTO ABOVE TO ENLARGE AND SCROLL THROUGH THE GALLERY. AFTER THE LAST PHOTO IS A VIDEO YOU WILL ENJOY.A Day in the Life at Sugar BeachStart your morning with a barefoot stroll along the surf on Hawaii’s longest beach and feel the warm white sand between...
605 - Top Floor, Luxury Oceanfront, Newly-renovated with A/C! 1/1.5
Oceanfront condo with NEW luxury renovation July 2023 with A/C in both bedroom and living area.* FREE HI SPEED INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * Ocean front condo has been upgraded * 100 feet from one of the finest beaches in Maui -...
Kama'ole One Beachfront Condo
Kama'ole One (oh-nee) means from "the Mountain to the sand" Discover the beauty of Kihei from this delightful beachfront 2-bedroom, 2-bath condo. Located on one of Maui’s finest beaches, Charley Young Beach. This wonderful property offers aloha spirit for all guests. We...
Maui Family Owned & Managed - Wailea Grand Champions Villa
Located on the world-class Wailea Blue Golf Course. Our Wailea Grand Champions condo has been newly redecorated and furnished with decor that depicts the beauty of Hawaii and our rich Hawaiian culture. As a local family who live on island, we are able to actively...
Where Happiness Lives!
The Grand Champions Villas are nestled in a premier location of Wailea, Maui and provide the experience you would expect from a world-class resort. This quiet, well-managed property features two pools, two whirlpool spas, with barbecue facilities surrounded by lush...
Impressive 2 Bdrm+2 Ba Paradise Condominium at Wailea Grand Champion Villas
Treat yourself to an impeccable Front-Row 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is the finest that Wailea Grand Champion Golf Villas has to offer in a 2 bedroom + 2 bath category. Upgraded in every way with split A/C...
HEAVENLY OCEANFRONT CONDO!!! PH22 STEPS TO THE BEACH!!!
The perfect place for a romantic honeymoon, a restful getaway, or a fun-filled family vacation. Welcome to Penthouse 22. Our top floor, ocean front condo is just steps from the sand and surf. We are a consistently A+ rated unit and have just re-decorated with new...
Unquie Artists Condo Home
Koa resort condo community has 5 tropical landscaped acres with 5 low rise buildings surrounding an Olympic sized pool. Ground floor unit completely remodeled with all the comforts of home. Private entrance, a private lanai with a view straight to the pool makes this a...