
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.

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!

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.

Ocean Bliss: Beach Condo - Walk to Everything!
Amazing Ocean View Designer Condo - Fronting world’s best beaches! Full kitchen, Remodeled, Four Seasons King bed, Huge Ocean Views, huge balcony! Non-smoking bldg. Walk to everything (no car needed!) – food, drinks, surf/sup, dive, beach, snorkeling, skating, playground, volleyball, tennis, basketball and more! Views of the islands, whales! Fastest internet speed. Love posting photos/vids on socials Maui Surf Condo. Check it out :). Construction is completed *Please message for discounts

Remodeled Ground Floor| 3 mins walk to Kam I beach
🏖️First row building across the best beaches ♿️Ground floor - no stairs! 🌴 Patio➡️Tropical garden 🌸Remodeled in 2024, exterior paint in 2025 - modern nordic vibe inside and out 💠All-tile floors (no carpet!), clean and germ-free 🚿Sparking Spotless bathroom 🍳Fully equipped kitchen 🚗Free parking 🧺Washer & dryer in unit ❄️AC in both living room and bedroom 🛏️King bed +Queen sleeper 🏊♀️Salt Water swimming pool 🎾Pickle ball & tennis court 🏖️Beach gears 🛜Fast Wi-Fi 📱24/7 response host

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.

Renovated Condo | 3 Min Walk to Toes in the Sand!
Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

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

STUNNING Unobstructed Ocean View*Beachy Condo!
This inviting 602-square-foot retreat features an expansive lanai with breathtaking, unobstructed views of the Pacific Ocean. The open-concept layout creates a bright, airy atmosphere complemented by coastal décor that captures the essence of island living. Enjoy restful nights in the comfortable king bed, and extra space with a queen-size sleeper sofa for additional guests. Every detail is thoughtfully designed to offer a relaxing, beach-inspired escape with all the comforts of home.

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.

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.
Popular amenities for Wailea waterfront rentals
Waterfront apartment accommodation

Stunning Luxury Oceanview Condo

Beautiful Studio Oasis Maui Banyan

100 steps from the beach! Tranquil Seaside Oasis

Oceanview Family Fave! Whale Views! Beach, Pool!

Sugar Beach Resort #532 - Maui HI

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

Charley's Hideaway (Oceanfront)

Walk to Everything- Beach, Eat, Shop, Whale Watch!
Waterfront house rentals

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

Chic Villa 2 | Modern Vibes by the Ocean

Ocean Front Cottage, 30 steps to the beach!

Beautiful Beachfront Townhouse !

Luxe 3BR Pualei Beach House Retreat

Maalaea Kai 307 - Maui Prime Oceanfront

Centrally located and steps to the beach!

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

Oceanfront Condo. Pool & Spa, 1 Br.

Wailea/Kihei 2Bed 2bath, Beach Shops steps away

South Maui’s Best Vacation Condo | Steps to Beach!

Gorgeous Condo in Wailea Ekahi Village!

Cozy Beach Condo Ocean & Mountain View’s

Mana Kai Palms Maui Beachfront Condo Keawakapu Bch

Tropical-themed condo with sweeping coastal views

NEW Ocean View 1 Bedroom Condo with Common Hot Tub
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $662 NZD | $678 NZD | $661 NZD | $601 NZD | $504 NZD | $566 NZD | $509 NZD | $482 NZD | $486 NZD | $559 NZD | $647 NZD | $785 NZD |
| 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 $272 NZD 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
- Old Lahaina Luau
- Ulua Beach
- Big Beach
- Whalers Village
- Black Rock Beach
- Haleakala National Park
- Maui Arts & Cultural Center
- Peahi
- Maui Vista Condominium
- Black Sand Beach
- Kihei Kai Nani
- Kahana Beach
- Maui Sunset
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