ONLY $129...... LUXURY CONDO SPECIAL ***TOTAL REMODEL*** Bldg 1From $269/night · Sleeps 2
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
ONLY $129...... LUXURY CONDO SPECIAL ***TOTAL REMODEL*** Bldg 1From $269/night · Sleeps 2
Modern Renovated Maui Kamaole Condo Near Main Pool, Beach Across StreetFrom $299/night · Sleeps 6
Paradise at Maui Kamaole J115 - Ocean Views & Quiet RetreatFrom $350/night · Sleeps 2
Beachfront Condo B303 May 10-15 available at special rate of 750 per nightFrom $950/night · Sleeps 4
Wailea Ekahi 1B Recently Remodeled Ocean View 1st Floor Luxury 1BD 2BA CondoFrom $575/night · Sleeps 4
U WANT 2 BE HERE!! Romantic 5* Reviews!!From $197/night · Sleeps 4
Maui Sunset #A216 - Oceanview King Bed, 1BR, 2 BA CondoFrom $229/night · Sleeps 5
1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally OwnedFrom $401/night · Sleeps 4
Beachfront Paradise! Updated, Fresh and Ready for your tropical getaway.From $500/night · Sleeps 2
Modern and Cozy Ocean View Condo - 10% Discount on 7 days BookingFrom $226/night · Sleeps 3
25% discount now to mid July. Fab Kihei Condo-Across from beach, A/C, PickleballFrom $899/night · Sleeps 6
Beautiful Condo -Beachfront Complex 3-4 min easy walk to beach. Grt Ocean viewsFrom $308/night · Sleeps 5
Kama'ole One Beachfront CondoFrom $470/night · Sleeps 4
New Listing! - Wailea Ekahi 39E - Luxurious Ocean View Condo, Split AC!From $518/night · Sleeps 4
4th Floor Ocean, Pool & Haleakala Views - Free Late Checkout with 7+NightsFrom $285/night · Sleeps 2
Private Home OASIS-3 Bedroom-Ocean Views-Pool-Hot Tub-Meticulous CleaningFrom $803/night · Sleeps 6
South Kihei Condo Steps from Kam III Beach w/ Ocean ViewFrom $249/night · Sleeps 4
Book Your Ocean Front Summer Vacation TodayFrom $446/night · Sleeps 4
Maui Banyan ground floor 2 full baths,steps to Kamaole 2,great walking location.From $243/night · Sleeps 4
Brand NEW Remodel-Ocean View-Ground Floor-Large Lanai-Ac-Modern FinishesFrom $422/night · Sleeps 4
Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308From $695/night · Sleeps 4
Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • PickleballFrom $1,146/night · Sleeps 6
Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!From $460/night · Sleeps 4
Wailea Ekahi 54A: Panoramic Ocean View. Paint & Refresh August 2026!From $495/night · Sleeps 6
Make Easter Memories in Maui! "Palekaiko" at Kihei Akahi is waiting for you!From $289/night · Sleeps 5
JUST REMODELED Spacious & Exceptional Value! Tropical Garden & Ocean View!From $479/night · Sleeps 5
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-From $310/night · Sleeps 4
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!From $896/night · Sleeps 4
Magnificent Condo in Paradise. Three mini split air conditioners. Unit A208From $354/night · Sleeps 6
"ALOHA" Ocean View Maui Kamaole Condo in South MauiFrom $275/night · Sleeps 5
Breathtaking penthouse ocean view in South KiheiFrom $334/night · Sleeps 4
Cant get any closer to the OCEAN!From $682/night · Sleeps 6
Ma'alaea Surf, Unit F6 2 BR Beachfront Condo, AC, Wi-Fi, Pool, TV, KitchenFrom $196/night · Sleeps 6
From $269/night
ONLY $129...... LUXURY CONDO SPECIAL ***TOTAL REMODEL*** Bldg 1
Kihei, Hawaii
★★★★★ 10.0/10 · 103 reviews
OCEAN VIEWBOOK WITH US TODAY! BEST REMODEL in MAUI VISTACompletely gutted with NEW EVERYTHING!!!Tigerwood Hardwood Floors, Italian Tile, Travertine,...
From $299/night
Modern Renovated Maui Kamaole Condo Near Main Pool, Beach Across Street
Kihei, Hawaii
★★★★★ 10.0/10 · 103 reviews
***Maui Kamaole remains legally rentable under Maui County Bill 9 through Jan 2031. Bill 88 passed on Jun 19 creating new H3/H4 hotel zoning, of...
From $350/night
Paradise at Maui Kamaole J115 - Ocean Views & Quiet Retreat
Kihei, Hawaii
★★★★★ 10.0/10 · 103 reviews
Welcome to Paradise at Maui Kamaole J115Unwind in a quiet, spotless, and light-filled tropical retreat designed for the ultimate island getaway....
From $950/night
Beachfront Condo B303 May 10-15 available at special rate of 750 per night
Kihei, Hawaii
★★★★★ 10.0/10 · 103 reviews
Relax and enjoy panoramic views and beachfront perfection. The 2 bedroom, 2 bath home is located in the B building and sits only steps from an...
From $575/night
Wailea Ekahi 1B Recently Remodeled Ocean View 1st Floor Luxury 1BD 2BA Condo
Kihei, Hawaii
★★★★★ 10.0/10 · 102 reviews
Unit 1B is located on beautiful Keawakapu Beach in gorgeous Wailea. This totally remodeled lower village, ground floor unit has one large lanai with...
From $197/night
U WANT 2 BE HERE!! Romantic 5* Reviews!!
Kihei, Hawaii
★★★★★ 10.0/10 · 101 reviews
Trust us- our property inspires you like no other!Looking for that special place to inspire you, and relax you and your family like no other?Our...
From $229/night
Maui Sunset #A216 - Oceanview King Bed, 1BR, 2 BA Condo
Kihei, Hawaii
★★★★★ 10.0/10 · 101 reviews
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...
From $401/night
1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally Owned
Kihei, Hawaii
★★★★★ 10.0/10 · 101 reviews
Retreat and relax in this comfortable, serene, light and airy, completely remodeled unit. This ground floor unit in the quiet, beachfront Wailea...
From $500/night
Beachfront Paradise! Updated, Fresh and Ready for your tropical getaway.
Kihei, Hawaii
★★★★★ 10.0/10 · 101 reviews
Need more Info? Not sure of Dates? Got Questions? Click "Ask Owner a Question" link on the right. We are here to help!***This property is guaranteed...
From $226/night
Modern and Cozy Ocean View Condo - 10% Discount on 7 days Booking
Kihei, Hawaii
★★★★★ 10.0/10 · 99 reviews
Sugar Beach Resort sits steps away from the Pacific Ocean in North Kihei and a 5-mile white sandy beach that fronts the property. Guest enjoy taking...
From $899/night
25% discount now to mid July. Fab Kihei Condo-Across from beach, A/C, Pickleball
Kihei, Hawaii
★★★★★ 10.0/10 · 99 reviews
Our unit is in Building 9. As we vacation often in our condo, we have furnished it to represent our home away from home. Central air has been...
From $308/night
Beautiful Condo -Beachfront Complex 3-4 min easy walk to beach. Grt Ocean views
Kihei, Hawaii
★★★★★ 10.0/10 · 98 reviews
***NOTE: We respect and follow relevant Government, Vrbo, CDC and WHO best practices for cleaning and disinfection. Covid -19 is a very unpredictable...
From $470/night
Kama'ole One Beachfront Condo
Kihei, Hawaii
★★★★★ 10.0/10 · 98 reviews
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....
From $518/night
New Listing! - Wailea Ekahi 39E - Luxurious Ocean View Condo, Split AC!
Kihei, Hawaii
★★★★★ 10.0/10 · 98 reviews
* * * * The Wailea Ekahi main pool area will be closed for renovations from August 10, 2026 to October 15, 2026. The 3 other pools on property will...
From $285/night
4th Floor Ocean, Pool & Haleakala Views - Free Late Checkout with 7+Nights
Kihei, Hawaii
★★★★★ 10.0/10 · 97 reviews
For stays of 7 nights or more, enjoy your last day with a late checkout (up to 7pm at no additional cost). Watch the sunrise over Haleakala or the...
From $803/night
Private Home OASIS-3 Bedroom-Ocean Views-Pool-Hot Tub-Meticulous Cleaning
Kihei, Hawaii
★★★★★ 10.0/10 · 96 reviews
Book With Confidence,This Gorgeous, Newly Remodeled, 3 Bedroom, 2 Bathroom Home That Has Beautiful Ocean Views, A Stunning Resort Style Backyard With...
From $249/night
South Kihei Condo Steps from Kam III Beach w/ Ocean View
Kihei, Hawaii
★★★★★ 10.0/10 · 95 reviews
Stay directly across from Kamaole Beach Park III in this beautifully renovated 2-bedroom, 2-bathroom condo with ocean views and a rare oversized...
From $446/night
Book Your Ocean Front Summer Vacation Today
Kihei, Hawaii
★★★★★ 10.0/10 · 95 reviews
Welcome to your tropical paradise! Step into our inviting ground floor condo, just a stone's throw from the golden sands of Sugar Beach. Featuring...
From $243/night
Maui Banyan ground floor 2 full baths,steps to Kamaole 2,great walking location.
Kihei, Hawaii
★★★★★ 10.0/10 · 94 reviews
In Maui its all about LOCATION and this unit is in the perfect spot. Maui Banyan is located in prime South Kihei where the weather is sunny and...
From $422/night
Brand NEW Remodel-Ocean View-Ground Floor-Large Lanai-Ac-Modern Finishes
Kihei, Hawaii
★★★★★ 10.0/10 · 94 reviews
Book with confidence, this brand new, completely remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands where even the lanai doors and...
From $695/night
Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308
Kihei, Hawaii
★★★★★ 10.0/10 · 94 reviews
For those looking for a peaceful, comfortable condo on Maui with true beachfront access. Just steps away, you can enjoy wonderful swimming and...
From $1,146/night
Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • Pickleball
Kihei, Hawaii
★★★★★ 10.0/10 · 94 reviews
A Heritage Vacation Homes PropertyMAUI LIVING ALL IN ONE CONDOIf you want a Maui condo where you can relax in an open-air inspired living room, watch...
From $460/night
Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!
Kihei, Hawaii
★★★★★ 10.0/10 · 93 reviews
In sunny Wailea, a short stroll to some of south Maui's most incredible sand beaches, you will find our WAILEA TREASURE! Close proximity to all of...
From $495/night
Wailea Ekahi 54A: Panoramic Ocean View. Paint & Refresh August 2026!
Kihei, Hawaii
★★★★★ 10.0/10 · 93 reviews
Our Family has Two - Two Bedroom/Two Bathroom Units above and Below Each other in Ekahi Village. This is great for Families or large groups traveling...
From $289/night
Make Easter Memories in Maui! "Palekaiko" at Kihei Akahi is waiting for you!
Kihei, Hawaii
★★★★★ 10.0/10 · 92 reviews
A tropical paradise in Maui - "Palekaiko" at Kihei Akahi is waiting for you!We are thrilled to present 'Palekaiko' at Kihei Akahi - our little piece...
From $479/night
JUST REMODELED Spacious & Exceptional Value! Tropical Garden & Ocean View!
Kihei, Hawaii
★★★★★ 10.0/10 · 92 reviews
We invite you to enjoy days of fun & discovery on Maui in our bright, spacious, attractively decorated, comfortable, fully-equipped condo. Easy...
From $310/night
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-
Kihei, Hawaii
★★★★★ 10.0/10 · 91 reviews
***The pool has just been renovated and it is gorgeous*** DESIGNED BY A NYC ARTIST. THIS BEAUTIFUL CONDOMINIUM IS BORDERING KIHEI AND WAILEA IN SOUTH...
From $896/night
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!
Kihei, Hawaii
★★★★★ 10.0/10 · 91 reviews
Surround yourself in luxury while enjoying privacy and seclusion all while being close to world class dining and shopping. Enjoy unparalleled views...
From $354/night
Magnificent Condo in Paradise. Three mini split air conditioners. Unit A208
Kihei, Hawaii
★★★★★ 10.0/10 · 90 reviews
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....
From $275/night
"ALOHA" Ocean View Maui Kamaole Condo in South Maui
Kihei, Hawaii
★★★★★ 10.0/10 · 89 reviews
With an incredible OCEAN FRONT view, G-212 is a light and bright elegantly upgraded condo across the street from Kamaole Beach Park III. Maui...
From $334/night
Breathtaking penthouse ocean view in South Kihei
Kihei, Hawaii
★★★★★ 10.0/10 · 89 reviews
Menehune Shores is an oceanfront complex located in North Kihei, which is ideal for families and couples that don’t like rain, love beautiful sandy...
From $682/night
Cant get any closer to the OCEAN!
Kihei, Hawaii
★★★★★ 10.0/10 · 89 reviews
Completely Renovated 3-bedroom Oceanfront at Menehune Shores with A/C The view doesn't get any better than this!! Pack your suit...Menehune 518 has...
From $196/night
Ma'alaea Surf, Unit F6 2 BR Beachfront Condo, AC, Wi-Fi, Pool, TV, Kitchen
KIHEI, Hawaii
★★★★★ 10.0/10 · 88 reviews
Ma'alaea Surf, Unit F6 is a townhouse unit situated on the second floor offering guest total privacy. With the latest in contemporary upgrades, this...