Kihei Vacation Rentals

Romantic Private Garden Cottage B&B Within Walking Distance to the...From $169/night · Sleeps 2 Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for...From $293/night · Sleeps 4 Breathtaking ocean views!! Steps to the beach!! Recently remodeled!!From $400/night · Sleeps 4 Stunning Views from only double lanai Penthouse unit.From $222/night · Sleeps 3 5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden...From $189/night · Sleeps 2 Ocean, mountain, pool views. Best location at The Banyan. Across...From $219/night · Sleeps 4 Full Ocean View Clean Spacious High END Remodeled A/C in...From $343/night · Sleeps 4 Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C &...From $201/night · Sleeps 2 Maui Paradise – BEACH FRONT condo w/AC, Stunning Ocean &...From $295/night · Sleeps 4 Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury...From $563/night · Sleeps 4 Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels...From $350/night · Sleeps 2 One of highest # of five star reviews, 1 of...From $394/night · Sleeps 4 Rare, Gated, Private Beachfront Home! Private Pool, 6 Beds 6...From $2,795/night · Sleeps 12 Romantic, Luxury, Sensual Retreat - Couples OnlyFrom $320/night · Sleeps 2 Amazing Ocean View, In Kihei, Top Floor, AC, Across St...From $161/night · Sleeps 3 LUXURIOUS ~ 1 bdrm • 2 bath • Sleeps 4...From $200/night · Sleeps 4 Auntie Kali's Cottage: 2 BR Wailea Home with Pool &...From $810/night · Sleeps 4 Corner Unit With Views From Every Window--Awesome ReviewsFrom $260/night · Sleeps 3 On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal...From $215/night · Sleeps 2 Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsetsFrom $423/night · Sleeps 4 Ekahi 34F - Best Panoramic Ocean View!!From $600/night · Sleeps 6 Oceanfront, Million-Dollar-View, Newly renovated! B421From $617/night · Sleeps 6 Luxury Cottage w/ Private Pool. Under The Warm Maui Sun...From $441/night · Sleeps 2 Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,ACFrom $780/night · Sleeps 8 Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C. 2nd...From $405/night · Sleeps 4 PRIVATE HOME on a lush half acre, Kihei Oasis boasts...From $829/night · Sleeps 6 Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean...From $1,199/night · Sleeps 8 Welcome to Azure Bay, luxury oceanfront condoFrom $333/night · Sleeps 4 Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden ViewsFrom $245/night · Sleeps 6 Royal Mauian - Remodeled 2 bed/ 2 bath gr floor...From $375/night · Sleeps 6 Hawaiian-style garden courtyard setting across the street from the beach!From $200/night · Sleeps 4 View of Maui Mt, Partial Ocean View, A/C in All...From $365/night · Sleeps 7 Superior 1 Bed Bright decor Part ocean view King Bed...From $180/night · Sleeps 3 Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews!!!From $750/night · Sleeps 6 Maui Kamaole CONDO M102 TOTALLY RENOVATEDFrom $203/night · Sleeps 4 Awesome Panoramic Ocean Views - Best Beaches - Great Location...From $153/night · Sleeps 2 Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!From $189/night · Sleeps 4 Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!From $404/night · Sleeps 2 Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar...From $264/night · Sleeps 2 Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O...From $390/night · Sleeps 4 Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach...From $248/night · Sleeps 2 Owner Direct - Check our 160 Reviews! - Elua Village...From $775/night · Sleeps 4 Pam and Glyn's Maui Banyan Retreat in Sunny Kihei. Check...From $152/night · Sleeps 4 Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC...From $276/night · Sleeps 6 LOOKING FOR A LUXURY CONDO WITH FAB VIEWS? THIS IS...From $453/night · Sleeps 6 Freshly Renovated Corner Studio With View of the OceanFrom $175/night · Sleeps 2 Nice Large Floor Plan / Pool View Unit B-201From $250/night · Sleeps 6 Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king...From $179/night · Sleeps 4 Paradise Found! Top Floor, Beachfront, Oceanfront, Ocean ViewFrom $247/night · Sleeps 2 The Maui Moon Oceanfront Condo- Perfect for couples!From $249/night · Sleeps 2 Spring Sale! Oceanfront/Ocean view condo in S. Maui,Free A/C,Wifi,Parking,Pool!From $312/night · Sleeps 6 Ocean view home on beautiful Sugar/Kihei Beach - PERMIT #STKM...From $502/night · Sleeps 6 Beachfront Family Estate. Great for multiple families.From $2,300/night · Sleeps 15 Private 2BR Cottage House with Waterfall Pool Maui Meadows PermittedFrom $428/night · Sleeps 4 Summer Discounted Rates Oceanfront at Sugar Beach Resort - #226From $261/night · Sleeps 2 Large 2 Floor Condo - Wifi/Central Air & Pool Across...From $225/night · Sleeps 6 Hawaiian Paradise- Waiting Just for You-From $247/night · Sleeps 6 Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.From $705/night · Sleeps 6 Maui's BEST- DIRECT Oceanfront!! Longest Sandy Beach on Maui!!From $250/night · Sleeps 2 April Cancellation Reserve ASAP ONLY 179/nt! 135 Exceptional Reviews!From $871/night · Sleeps 6 Maui Breeze Retreat at Ho'olei openings Jul 19-29, Aug 22-Sep...From $1,266/night · Sleeps 8 May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.From $1,017/night · Sleeps 6 Beautiful Top Floor Oceanfront #611 with A/C!From $446/night · Sleeps 4 Oceanfront Sugar Beach 525 Tropical Condo, on the Beach,From $285/night · Sleeps 2 Private Cozy Studio walking distance to beaches, shops, restaurants and...From $116/night · Sleeps 2 ~ This Is Wailea Living ~From $250/night · Sleeps 4 Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo...From $270/night · Sleeps 4 🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean...From $357/night · Sleeps 4 Amazing Hotel Zoned Beach Front Condo on Sugar Beach. Reserve...From $239/night · Sleeps 4 Hoaloha Hale - Gorgeous Kihei Home Across from BeachFrom $1,780/night · Sleeps 12 🤙 APRIL+May Request SPECIAL 🏝️ at the upgraded LIVE ALOHA...From $250/night · Sleeps 4 BEACH LUX VILLA with AWESOME VIEW! CLICK on “About this...From $293/night · Sleeps 2 Beachfront Unobstructed Ocean View, 3rd Floor End Unit, AC, Wi-Fi,...From $425/night · Sleeps 4 Perfect South Maui Ocean View CondoFrom $171/night · Sleeps 2 Removed Trees=stunning ocean sunsets,@Wailea Beaches, Green, and Foodie Kitchen!From $223/night · Sleeps 4 Fabulous Beachfront Property - Ground Floor Corner Unit Steps to...From $175/night · Sleeps 4 Spectacular Ocean View Front Row 2 Bedroom Condo! H-209From $279/night · Sleeps 6 1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!From $189/night · Sleeps 4 FULL OCEAN VIEW, 2nd Floor 2 BR/1 BA, BEST STAND-UP...From $270/night · Sleeps 4 1br/1ba Condo Steps From The Pavilion pool, Mokapu Beach with...From $330/night · Sleeps 2 LUXURY PENTHOUSE 2 BDRM OCEANFRONT BUILDING: Just steps from the...From $355/night · Sleeps 5 New Luxury Remodel, Ocean End, On the Beach! 5-STAR Luxury...From $625/night · Sleeps 4 Enjoy Sun Rise over Volcano & Sunset over Ocean from...From $341/night · Sleeps 6 Sunny South Maui Escape!: Relaxing Ocean-View 2BR/2BA Condo, Steps to...From $270/night · Sleeps 5 Ocean View, Double Lanai and a Quick Walk to the...From $323/night · Sleeps 4 Stunning Remodeled 2BD/2BA Oceanview CondoFrom $250/night · Sleeps 6 Shores of Maui - 208 - Ocean View with poolFrom $241/night · Sleeps 3 5D - 2 Minute Walk to the beach/main pool, well-equipped,...From $325/night · Sleeps 5 Dramatic Ocean Views, Wailea Ekolu 407, Perfect for Couples, Renovated,...From $355/night · Sleeps 2 Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds,...From $241/night · Sleeps 4 Large Private Lanai with Ocean ViewFrom $163/night · Sleeps 4 Your own private cottage, 60+ FIVE STAR exceptional reviews!From $360/night · Sleeps 3 Kamaole Beach Royale 3 Bedroom Fabulous OCEAN VIEW DOUBLE BALCONY,...From $500/night · Sleeps 6 Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular ViewsFrom $1,550/night · Sleeps 8 Maui Banyan Remodeled Top Floor - Steps to Beach and...From $175/night · Sleeps 3 Stunning Maui oceanfront resort. 2 bedroom, 2 bathsFrom $299/night · Sleeps 4 Pure comfort in Paradise!From $214/night · Sleeps 4 AUGUST OPEN: Oceanfront 2BR unit Kihei Maui–Stunning Lanai Sunsets, Beach...From $323/night · Sleeps 5 Elua Village Beach Front Townhomes - 2 Bdrm Premier Unit,...From $782/night · Sleeps 6 Lovely Remodeled 2BR, 2BA Condo, across from Kamaole beaches, Sleeps...From $300/night · Sleeps 6 Best Unit/Location w/ Ocean View! Fully Renovated End-Unit!From $222/night · Sleeps 6 One-of-a-Kind Maui Getaway!From $2,500/night · Sleeps 10 Stunning BEACHFRONT Luxury Makena Escape; Freshly Fully Remodeled 2023From $800/night · Sleeps 5 Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom CondoFrom $1,067/night · Sleeps 8 Amazing oceanfront! Updated, convenient, quiet. Book now for your choice...From $300/night · Sleeps 4 Fun Condo / Ocean View EscapeFrom $182/night · Sleeps 4 Amazing Ocean Front at Sugar Beach Resort #519, High End...From $290/night · Sleeps 2 Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC,...From $333/night · Sleeps 4 Direct Oceanfront/Beachfront Luxury! Recently RemodeledFrom $485/night · Sleeps 4 Picturesque Ocean View Condo - Last Minute Deal! Beautiful Wailea...From $900/night · Sleeps 6 Spectacular Maui Beachfront 3 Bdr. Home - Great Location -...From $1,080/night · Sleeps 8 Remodeled 1 BR Garden View Maui Kamaole Condo - Short...From $315/night · Sleeps 2 Beautiful Pacific Shores Condo 2BR, 2BA Full A/C & ready...From $150/night · Sleeps 4 Spectacular ocean and beach view 2 BR condo, steps from...From $315/night · Sleeps 4 Enjoy a Piece of Paradise with Ocean View, Whale Watching,...From $299/night · Sleeps 2 Steps to the beach, come share our Maui dream.From $152/night · Sleeps 3 Squeaky Clean & Remodeled ~ King Bed ~ Beachfront Sugar...From $235/night · Sleeps 4 Unquie Artists Condo HomeFrom $244/night · Sleeps 6 Designer - Best View!Ground Flr 2 Bdm/2Bth 39c! Remaining Spring...From $720/night · Sleeps 7 Ocean And Mountain ViewsFrom $158/night · Sleeps 4