πΊLush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean SunsetsFrom $397/night Β· Sleeps 4
South Maui Beach Condo Town
Kihei Vacation Rentals
Kihei Vacation Rentals β 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 β beachfront condos with pool, spa & direct sand access
- Hale Kai O Kihei β oceanfront with stunning sunsets & central location
- Maui Vista β affordable condos near Charley Young Beach
- Maui Kamaole β upscale units in a lush garden setting near Wailea
- Menehune Shores β oceanfront with rooftop BBQs and Indian restaurant
- Kihei Kai Nani β budget-friendly walk-up condos near Kamaole II
- Maui Banyan β 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!
Rental Finder
Find Kihei Rentals by Condo or Resort
Rental Listings
Kihei Vacation Rentals Listings
Map View Β· Page 3
Kihei Vacation Rentals Map
πΊLush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean SunsetsFrom $397/night Β· Sleeps 4
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311From $299/night Β· Sleeps 4
Spectacular Ocean View Front Row 2 Bedroom Condo! H-209From $368/night Β· Sleeps 6
BEACH LUX VILLA with AWESOME VIEW! CLICK on βAbout this Propertyβ for a TOUR!From $383/night Β· Sleeps 2
π€ APRIL+May Request SPECIAL ποΈ at the upgraded LIVE ALOHA SUITEFrom $315/night Β· Sleeps 4
LUXURY PENTHOUSE 2 BDRM OCEANFRONT BUILDING: Just steps from the beach!From $424/night Β· Sleeps 5
1br/1ba Condo Steps From The Pavilion pool, Mokapu Beach with beautiful views.From $330/night Β· Sleeps 2
Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!From $341/night Β· Sleeps 6
New Luxury Remodel, Ocean End, On the Beach! 5-STAR Luxury Condo In ResortFrom $666/night Β· Sleeps 4
Removed Trees=stunning ocean sunsets,@Wailea Beaches, Green, and Foodie Kitchen!From $238/night Β· Sleeps 4
Perfect South Maui Ocean View CondoFrom $171/night Β· Sleeps 2
Stunning Remodeled 2BD/2BA Oceanview CondoFrom $285/night Β· Sleeps 6
Sunny South Maui Escape!: Relaxing Ocean-View 2BR/2BA Condo, Steps to the Beach!From $258/night Β· Sleeps 5
1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!From $259/night Β· Sleeps 4
FULL OCEAN VIEW, 2nd Floor 2 BR/1 BA, BEST STAND-UP PADDLEBOARDING on MAUI!From $280/night Β· Sleeps 4
Shores of Maui - 208 - Ocean View with poolFrom $385/night Β· Sleeps 3
Ocean View, Double Lanai and a Quick Walk to the BeachFrom $280/night Β· Sleeps 4
5D - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!From $325/night Β· Sleeps 5
Large Private Lanai with Ocean ViewFrom $190/night Β· Sleeps 4
Kamaole Beach Royale 3 Bedroom OCEAN VIEW DOUBLE BALCONY, OCTOBER SPECIAL PRICESFrom $387/night Β· Sleeps 6
Dramatic Ocean Views, Wailea Ekolu 407, Perfect for Couples, Renovated, Split ACFrom $454/night Β· Sleeps 2
Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-AC, Wi-FiFrom $282/night Β· Sleeps 4
Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular ViewsFrom $1,550/night Β· Sleeps 8
Stunning Maui oceanfront resort. 2 bedroom, 2 bathsFrom $269/night Β· Sleeps 4
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023From $410/night Β· Sleeps 4
Elua Village beach front townhomes - 2 Bdrm Premier Unit, Ocean Views, Top RatedFrom $885/night Β· Sleeps 6
Pure comfort in Paradise!From $250/night Β· Sleeps 4
AUGUST OPEN: Oceanfront 2BR unit Kihei MauiβStunning Lanai Sunsets, Beach AccessFrom $340/night Β· Sleeps 5
Best Unit/Location w/ Ocean View! Fully Renovated End-Unit!From $352/night Β· Sleeps 6
Maui Banyan Remodeled Top Floor - Steps to Beach and ShoppingFrom $252/night Β· Sleeps 3
Stunning BEACHFRONT Luxury Makena Escape; Freshly Fully Remodeled 2023From $800/night Β· Sleeps 5
Amazing oceanfront! Updated, convenient, quiet. Book now for your choice in 2025From $300/night Β· Sleeps 4
Fun Condo / Ocean View EscapeFrom $163/night Β· Sleeps 4
From $397/night
πΊLush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
πΊLush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean SunsetsDiscounts for Extended Stays. Digital Nomads Welcome!Clean & Green...
From $299/night
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
Welcome to our home, Sugar Beach 311. This is a non-smoking, professionally cleaned, recently renovated and updated one bedroom condo. It is an...
From $368/night
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...
From $383/night
BEACH LUX VILLA with AWESOME VIEW! CLICK on βAbout this Propertyβ for a TOUR!
If you are looking for luxurious, yet affordable, accommodations in a premier location, you have found it. The Grand Champions Villas are located in...
From $315/night
π€ APRIL+May Request SPECIAL ποΈ at the upgraded LIVE ALOHA SUITE
Receive a discount from the listed price by contacting me through VRBO! And YES! Sugar Beach Resort and Maui continue to rank high by the travel...
From $424/night
LUXURY PENTHOUSE 2 BDRM OCEANFRONT BUILDING: Just steps from the beach!
"Aloha Kai" Completely Renovated 2-bedroom (King Bed in each) Oceanfront at Menehune Shores with A/C in every room (hard to find). Many of these...
From $330/night
1br/1ba Condo Steps From The Pavilion pool, Mokapu Beach with beautiful views.
This is a 1 bedroom, 1 bath upper level condo for a maximum of two people. It is well furnished and equipped, is very comfortable and located in well...
From $341/night
Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!
This completely renovated condo features:-Two bedrooms-Vaulted, bright ceiling with dimmable recessed lights-Two full baths-Loft-Over 1200 square...
From $666/night
New Luxury Remodel, Ocean End, On the Beach! 5-STAR Luxury Condo In Resort
Escape to Paradise: Mana Kai 503 β Mauiβs Premier Oceanfront Luxury Condo RentalNew βFill the Fridgeβ Option Now Available β Call 808 General Store...
From $238/night
Removed Trees=stunning ocean sunsets,@Wailea Beaches, Green, and Foodie Kitchen!
To enjoy our GORGEOUS OCEAN VIEW, from our upscale, VERY GREEN, very sound proof, 2 Bedroom, 1 and 1/2 Bath Condo, just a 4 minute walk to the nicest...
From $171/night
Perfect South Maui Ocean View Condo
NEWLY LOWER RATE FOR APRIL-AUGUST 2026 - BOOK NOWMy lovely Kihei Akahi condo, features a cozy 1-bedroom, 1-bathroom unit with a stunning ocean view!...
From $285/night
Stunning Remodeled 2BD/2BA Oceanview Condo
Kauhale Makai (Village by the Sea) truly embodies paradise. This newly remodeled 2-bedroom, 2-bathroom condo has been beautifully updated, boasting a...
From $258/night
Sunny South Maui Escape!: Relaxing Ocean-View 2BR/2BA Condo, Steps to the Beach!
Beautiful single level condo in South Maui! Our unit is located on the second floor with an ocean view, recent updates, close to shopping, beaches...
From $259/night
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...
From $280/night
FULL OCEAN VIEW, 2nd Floor 2 BR/1 BA, BEST STAND-UP PADDLEBOARDING on MAUI!
2037 S Kihei Rd, Kihei, HI 96753 US, LOCATED 50' FROM THE BEST SURFING COVE IN South MAUI WITH AN UNOBSTRUCTED OCEAN VIEW, our condo is on the second...
From $385/night
Shores of Maui - 208 - Ocean View with pool
Unit #208 has a direct view of South Maui's best beginner surfing beach (COVE PARK ). Overlooking the pool/ hot tub. Incredible views from this...
From $280/night
Ocean View, Double Lanai and a Quick Walk to the Beach
Condo Details: **This is a NON-Smoking Unit AND a non-smoking property. All forms of smoking or vaping is prohibited in the units, lanais as well as...
From $325/night
5D - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!
Tax Map Key 2-1-008-064-0023GE-076-757-1456-01TA-076-757-1456-01 Temporary Summer Discount 8/10/26-10/15/26 $299 per night. The main pool will be...
From $190/night
Large Private Lanai with Ocean View
Congratulations! You've discovered Kamaole Sands, the best holiday complex in Maui. Now you have found one of the best units in the complex!Top 10...
From $387/night
Kamaole Beach Royale 3 Bedroom OCEAN VIEW DOUBLE BALCONY, OCTOBER SPECIAL PRICES
Come visit our place in Paradise in our Tropical family-friendly fully furnished 3-bedroom/2 bath condo with 2 ocean view lanai/balconies.PLEASE READ...
From $454/night
Dramatic Ocean Views, Wailea Ekolu 407, Perfect for Couples, Renovated, Split AC
Experience the essence of Maui at Wailea Ekolu 407, a luxurious 1-bedroom, 2-bathroom condo that offers breathtaking panoramic ocean views from the...
From $282/night
Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-AC, Wi-Fi
Experience relaxed island living in Kamaole Sands 10-307, a beautifully renovated third-floor one-bedroom, two-bath condo in Building 10. Just 100...
From $1,550/night
Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular Views
Note that the neighbor's lanais will be remodeled in late April 2026 through July 2026. There will be some noise impact but can't say how much at...
From $269/night
Stunning Maui oceanfront resort. 2 bedroom, 2 baths
2 bedroom 2 bath ocean front condo in Kihei.Aloha! Our condo is in Kauhale Makai - or Village by the Sea which is a great resort complex on a large...
From $410/night
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
β’ Oceanfrontβ’ Split A/C unitsβ’ King bedβ’ Remolded June 2023β’ Beach access from condo complexFully remodeled in June 2023, unit 218 is bright,...
From $885/night
Elua Village beach front townhomes - 2 Bdrm Premier Unit, Ocean Views, Top Rated
Elua Village 2105 in the Coral Tree Residential Resort Complex. Owner Managed = better value and better service.Read a few of our many guest reviews...
From $250/night
Pure comfort in Paradise!
Location is everything with this property. Not only is the beach right across the street, you are also a short walking distance from restaurants and...
From $340/night
AUGUST OPEN: Oceanfront 2BR unit Kihei MauiβStunning Lanai Sunsets, Beach Access
Beachfront Condo with Ocean Views, Turtles, and MoreProperty Overview - second floor, unit 203β’ Bedrooms: 2β’ Bathrooms: 2β’ Sleeps: 5β’ Square Footage:...
From $352/night
Best Unit/Location w/ Ocean View! Fully Renovated End-Unit!
This is a completely renovated (2018) 2-Bedroom END-unit (one enclosed bedroom and one loft bedroom) in Building 2 of the Maui Vista Condominium...
From $252/night
Maui Banyan Remodeled Top Floor - Steps to Beach and Shopping
The Maui Banyan complex has always been HOTEL-zoned (not apartment zoned).This stylishly remodeled top floor unit (with elevator) has a well-equipped...
From $800/night
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...
From $300/night
Amazing oceanfront! Updated, convenient, quiet. Book now for your choice in 2025
Completely remodeled! We would love to share all the new comforts and conveniences with you. Of course, the third floor 180ΒΊ spectacular ocean view...
From $163/night
Fun Condo / Ocean View Escape
Aloha! Discover Shores of Maui #122, a hidden gem in a prime location!!!!! We have a brand new air conditioning in the Living room and in the bedroom...