Waterfront vacation rentals in Wailea, Wailea-Makena

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Top-rated waterfront rentals in Wailea, Wailea-Makena

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Guest favorite

Condo

4.95 out of 5 average rating, 149 reviews

Renovated! Just 3 Min Walk to Toes in the Sand

Welcome to Pacific Pearl, nestled in South Coastal Kihei Maui. Positioned directly opposite the renowned Kamaole Beach Park II, this condominium offers easy access to restaurants and shops, and is just a short drive from Wailea. It's an ideal spot for spending quality time with family and friends. Dive into a plethora of activities including swimming, snorkeling, paddle boarding, sailing, fishing, golfing, scuba diving, and immersing yourself in the natural splendor of Maui's tropical landscape.

Guest favorite

Condo

4.99 out of 5 average rating, 140 reviews

Spectacular ocean views Kihei Nov. Special $225

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANTS

Guest favorite

Condo in Kihei

4.96 out of 5 average rating, 104 reviews

Romantic Beach Retreat, New King Bed & A+ Wi-fi

Hale Kamaole: Romantic Bright & Airy Beach Condo Across The Street from Kamaole III Beach in South Kihei! Tasteful heritage decor, fast internet, King bed, walk-in shower, 1st floor unit. Perfect for couple's getaway, anniversaries, honeymooners. Washer/Dryer. Spacious lawns & tropical gardens w/ 2 pools, Tennis court & BBQ grills. Popular snorkeling area. Eddie Pu walking trail w/ plenty of wildlife just steps away. Walk to shops & restaurants.Free Parking Pass NB:17.712% Hawaiian Transient Tax

Guest favorite

Condo

4.87 out of 5 average rating, 260 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

MAALAEA OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

Guest favorite

Condo

4.99 out of 5 average rating, 168 reviews

Mana Kai 608- Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on incredible Keawakapu beach! This location is ideal, right on the border of Wailea and Kihei. We have designed our remodel with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5-star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach come stay with us! We have hired the best Property Manager in Maui, Tracy O'Reilly to take care of our guests.

Guest favorite

Condo

5 out of 5 average rating, 156 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

Guest favorite

Condo in Kihei

4.9 out of 5 average rating, 108 reviews

Beautiful Studio Condo with Partial Ocean View

This second-floor ocean view studio has everything you need to feel at home: Fully equipped kitchenette, dining area, comfy queen bed, cozy sitting area, SmartTV with streaming apps, Wifi, bathroom with bathtub, beach equipment, and much more. Resort amenities include a coin/card operated laundry room, pool, hot tub and tennis court. Less than 1 mile from shopping and restaurants. Enjoy stunning sunset views from the lanai or cross the street to Kalepolepo Beach to be with the sea turtles.

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 103 reviews

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and ocean front views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (unit 806) that includes two bedroom suites on the world famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent body surfing, whale watching, snorkeling, scuba diving paddle boarding and kayaking literally at your doorstep.

Guest favorite

Condo

4.94 out of 5 average rating, 158 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES! *** We are pleased that the roofing project in our building has been very smooth with anticipated completion by September 18. We now have central AC and no noise disruptions. Newly renovated 10th-floor OCEANFRONT studio condo with the best views on Maui! Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to the soothing melody of crashing waves. Condo is stocked with beach chairs, umbrella, boogie boards, and cooler for you to use.

Guest favorite

Rental unit

4.95 out of 5 average rating, 119 reviews

Wailea Couples Retreat, 300 FT To Keawakapu Beach

Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

Superhost

Condo

4.78 out of 5 average rating, 216 reviews

Oceanfront Maui Condo with a Fantastic Ocean View

This charming second-floor oceanfront condo features sweeping views of mesmerizing ocean waves, surfers, islands, and sunsets from the lanai...a lovely scenic backdrop for your relaxing dream vacation on Maui! Located in Punahoa Beach Condominiums, this unit directly faces the ocean right next to secluded Cove Beach, affording you dramatic sunset skies facing due West over the Pacific. THE GRAND TOTAL SHOWN ON AIRBNB IS THE FINAL TOTAL; THERE ARE NO ADDITIONAL TAXES DUE LATER.

Guest favorite

Rental unit

4.98 out of 5 average rating, 109 reviews

Next to Beach, Foods & Shops - Updated w/ View!

Centrally located in south Downtown Kihei. The place is literally next to the world famous Kameole Beach, next to many restaurants, next to bakery, next to ice cream shop, next to bar, next to small market. Literally walk to everything. Your family will be close to everything when you stay at this centrally-located place.