
Beachfront vacation rentals in Wailea
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Top-rated beachfront rentals in Wailea
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Spectacular Beachside 2BR+2BA at Maui Kamaole
For those guests that have been previously reviewed, we are excited to share our remodeled beachside vacation home in Maui Kamaole, known for its lush tropical landscaping, private low-rise condos, and peaceful hillside setting, walking distance to the beach. The large 2 bed 2 bath condo has an expanded garden view lanai and is very private and quiet with wonderful tropical breezes flowing throughout the unit. The condo is upgraded with granite counter tops, new flooring and gorgeous bathrooms.

Ocean view and beach by Wailea
Infants and children welcome! Ocean views, beach across the street. Large lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite, east facing second lanai off bedroom. Guest bathroom living room. Double height single air mattress , pac n play, high chair. Comfortable and quiet split system A/C. Toys, beach wagon, umbrellas, beach chairs, boogie boards, beach towels provided. Close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and 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 snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei! Our condo is designed 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, stay with us! We have the best Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

Full Ocean- Full Sunsets- Beaches at Royal Mauiian
Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 18.5% included in final price.

Ocean Front Paradise! Quiet Romantic!
THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Maui Kamaole Retreat Modern Remodel, Close 2 Beach
Aloha and welcome to your Maui escape! 🌺 This newly remodeled coastal-modern condo in Kihei is just a short walk to world-class beaches. Enjoy upgraded interiors with marble counters, walk-in showers, LED mirrors, SMART TVs, and A/C in every room. Step onto the lanai to take in lush garden views—perfect for morning coffee or sunset cocktails. The resort features two pools, hot tubs, tennis courts, and BBQ grills. Whether you're relaxing or exploring, your Maui getaway starts here!

Ekahi Ocean Studio: Wailea Paradise by the 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.

Beachfront Condo in Kihei
Located on the shores of beautiful Keawakapu Beach lies your next island paradise vacation. The Mana Kai Maui resort straddles the communities of Kihei and Wailea offering the beauty and privacy of Wailea beaches with the value of Kihei. This Maui beachfront condo offers stunning ocean views from a private lanai and is just steps to the beach, with access to a swimming pool, general store and beach equipment rental. With 2 bedrooms and 2 baths, it sleeps four people comfortably.

Turtle Cove Oceanfront Views Island Sands Resort
This rare ocean-front condo (LEGAL vacation Rental) is stunning! We call it a "Cruise ship view" cause you can't get any closer to the water than this! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles frolicking all year long! Fully stocked, has A/C in living room and bedroom. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor!
Popular amenities for Wailea beachfront rentals
Pet-friendly beachfront home rentals

Luxury condo 20 steps from beach/pool/hot tub #103

Paradise! Ground Floor 1BR AC Kamaole lll beach

Oceanfront renovated luxury-best location! SBR 404

Maui Beach House

The Lava Shack

Beautiful Top Floor Oceanfront Condo with A/C!

Sugar Beach Bliss 2 - Oceanfront

Steps to Beach Sand & Surf
Beachfront home rentals with a pool

Newly Remodeled-AC-Ocean Views-Modern Finishes

Wailea Ekahi Getaway•Walk to Keawakapu beach

Gorgeous Condo in Wailea Ekahi Village!

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort

Maui Retreat Ekahi 50F -All YOU Need!

Gorgeous Ocean View Condo steps to the beach

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

Sunset Views | Snorkeling | Resort Amenities
Private beachfront home rentals

Private Lanai · Steps to Beach · Resort Pools · Bo

Maui Kamaole Oceanfront Oasis - South Kihei

***STUNNING SOUTH KIHEI-MAUI 1BDRM w/OCEAN VIEW***

Beautiful Ocean Views -Makena Surf C-103

Modern Luxury Oceanview! Best views in complex!

Remodeled Beachside 1bd | Aloha Pualani 5

Beautiful Kihei Front Row OCEAN View l Top BEACH

Gorgeous Wailea Elua 1 Bd+2Ba Executive Vacation C
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$100,400 GYD | G$94,125 GYD | G$82,621 GYD | G$75,091 GYD | G$63,796 GYD | G$70,071 GYD | G$65,260 GYD | G$67,561 GYD | G$65,679 GYD | G$70,699 GYD | G$83,249 GYD | G$101,864 GYD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Quick stats about beachfront rentals in Wailea

Total vacation rentals
Explore 230 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$27,192 GYD per night before taxes and fees

Verified guest reviews
Over 7,950 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
230 of Wailea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.8 Average rating
Wailea stays are highly rated by guests—averaging 4.8 out of 5!
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