
Waterfront holiday rentals in Wailea
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Top-rated waterfront accommodation in Wailea
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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

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 an ideal location, right 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 Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

Spacious S. Kihei Suite New A/C across from Kam 3
This spacious suite is perfect a relaxing stay for two. Brand new split system A/C in bedroom & living room to keep you cool. Peak-a-boo ocean views from the suite with glimpses of Kahoolawe. Located in S. Kihei across from one of the BEST beaches on Maui, Kamaole Beach III and steps from the Kihei Boat Ramp. Walk to shops and restaurants in South Kihei. Keawakapu Beach and Wailea is just minutes away. Choose from 2 pools or play a round of tennis or pickle ball. Large lawns and BBQ areas.

Gary’s Kihei Condo, Sun-Sand-Surf KKN 234
Our Kihei retreat. A deluxe condo located on the second floor in the Kihei Kai Nani complex. We are across the street from the 5-star Kama’ole beach II. Short walk to local restaurants, pubs, coffee shops, and grocery stores. Location, location, location! Popular amenities included with your stay are a spacious outdoor pool, bbq, free parking, air conditioning, in-suite laundry, wifi, cable TV, and beach essentials- chairs, snorkel gear, toys, boogie boards! Relaxation, rest, and tranquility.

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.

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

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.

Mermaid Cove Oceanfront Views! 2 bdrm 2 bath
This lovely LEGAL vacation rental condo, overlooking the beautiful Ma'alaea bay, is stunning. 180 degree views, sweet sea breezes, and lullaby of the ocean! We offer A/C, as well as ceiling fans, fully stocked kitchen, pool, W/D, a short walk to the restaurants, shops and boats of Ma'alaea harbor and long, empty beach. The whales play just outside your lanai all winter and the sea turtles are visible all year long. You literally cannot stay any closer to the ocean without being on a boat!

Stunning Ocean Views
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

Top Floor Ocean Views | Beach & Restaurant Access
As Maui heals, the community welcomes visitors to enjoy this beautiful island. Your presence will be a great way to give back and support local businesses. We are happy to host you :) Views From the Six is a gorgeous sixth-floor, penthouse condo in the perfect location. Enjoy unobstructed oceanfront views, a 2 min walk to the beach, and delicious food options nearby. ★ Panoramic oceanfront views ★ Walk to beach, food trucks, surf school ★ Resort amenities (beach gear, toiletries)

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.

180° Ocean views • Luxe condo • Steps to Beach
Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street from the best beaches on Maui and is walking distance to excellent restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.
Popular amenities for Wailea waterfront rentals
Waterfront apartment accommodation

Stylish Oceanfront Remodel 2/2

Stunning Luxury Oceanview Condo

100 steps from the beach! Tranquil Seaside Oasis

Sugar Beach Resort #532 - Maui HI

Oceanview Family Fave! Whale Views! Beach, Pool!

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

Walk to Everything- Beach, Eat, Shop, Whale Watch!

Charley's Hideaway (Oceanfront)
Waterfront house rentals

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Chic Villa 2 | Modern Vibes by the Ocean

Beautiful Beachfront Townhouse !

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Luxe 3BR Pualei Beach House Retreat

Lahaina Shores Oceanfront Haven 327

Aloha Aku Hula Suite – Find Peace by the Shore
Waterfront condo accommodation

New Listing! Beautiful 2bd condo in Wailea

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

Oceanfront Condo. Pool & Spa, 1 Br.

Ma'alaea Surf remodeled, full sunset & ocean views

Stunning Ocean Views - April Specials $260

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

Maui is Open - Come Support the Locals

BeachFront S Kihei Rd~Royal Mauian
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $548 AUD | $560 AUD | $546 AUD | $497 AUD | $417 AUD | $468 AUD | $421 AUD | $399 AUD | $402 AUD | $462 AUD | $535 AUD | $649 AUD |
| 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 waterfront rentals in Wailea

Total holiday rentals
Explore 320 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $225 AUD per night before taxes and fees

Verified guest reviews
Over 6,270 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
320 of Wailea holiday 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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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Polo Beach
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
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- Old Lahaina Luau
- Big Beach
- Whalers Village
- Black Rock Beach
- Haleakala National Park
- Peahi
- Maui Vista Condominium
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