
Hotels in Wailea
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Top-rated hotels in Wailea
Guests agree: these hotels are highly rated for location, cleanliness and more.

Magical Oceanfront 1BR Sanctuary -Wake to Waves:
Enjoy this rare light filled oceanfront sanctuary featuring 2 private lanais where you can watch the waves, breathe in the salt air, and take in sweeping views of the Pacific. Step outside & you’re on the beach for morning swims, snorkeling, monk seals resting on the sand, & a surf break just steps away. Sunrises & sunsets feel ceremonial. Owned by the founder of Goofy Foot Surf School, this condo carries a soulful, artistic, and zen energy — perfect for rest, reconnection, and inspiration.

Beautiful Kihei Maui 2 Bedroom
Stay in an upscale place that’s near everything you want to visit. Tropical yet sophisticated this Kihei resort just steps from the beach delivers the experiences that we create memories you will treasure for a lifetime. Take in this serene island’s historic, natural and contemporary best. Just steps away from the pristine beaches of south Maui, your stay in this 2 bedroom suite will be a perfect blend of comfort and island bliss. This resort is located just a short walk from Kamaole Beach Park

2 Bedroom Luxury on a Hill
Please always ask about availability first! We MUST check inventory for every inquiry to insure units are available. Please do not request to book until we confirm, as we do not block dates. Rates do vary based on availability and are subject to increase during special events, high season, and holidays. We are using a live owner's inventory. These are stock pictures for our resorts and may not be specific to the actual unit you will be assigned at check in. Thanks for your understanding!

Ocean View Suite - Lumeria Maui
Discover Lumeria Maui! Immerse yourself in our premier educational retreat in Upcountry Maui: yoga, meditation, healing arts, and farm-to-table dining all in a serene, historic estate. Enjoy unique guest rooms, lush gardens, saltwater pool, wellness spa, and inspiring gathering spaces. Connect with nature, embrace personal growth, and experience Maui’s rich culture and community. This suite features an expansive lanai with ocean view, and a separate living quarter with a full daybed.

Waterfront Hotel | Minutes from the Airport
Discover paradise at the Maui Seaside Hotel, where play and relaxation intertwine, creating the ideal Hawaiian vacation on the beautiful island of Maui. Windsurf at Hookipa Beach, hike in 'Iao Valley State Monument, golf at Maui Nui Golf Club, and explore the culture of The Valley Isle. We offer the most convenient location with easy access to explore and discover the spirit of aloha! Room type not guaranteed. The hotel will assign you the best available room.

Women's Only Dorm with Free Tours
Girls only! This 4-bed dorm is perfect for female solo-travelers. We are a locally owned and woman-led youth hostel with a super social atmosphere and adventurous daily tours (free/ tip-based). Meet people from around the world, enjoy fun parties and social events at night, and have a meaningful trip to Maui filled with new friendships and outdoor adventures. Some of our rooms have A/C. Please ask to be placed in one and we will try to accommodate!

Maui Adventure! On-site Pool!
Featuring a harborfront location on the beautiful island of Maui, this property offers guests a convenient location for exploring the area. Spend a relaxing afternoon enjoying the sand and surf at Ho’aloha Park Beach or Paukukalo Beach. Walk the hiking trail to the observation deck lookout in Iao Valley State Park. Plenty of restaurants and shopping are also nearby, making this the perfect home base for your Maui adventure!

Bliss By The Beach | Golf. Pool. Garden Views.
Kohea Kai Hotel Maui offers a serene beachfront escape on Maui's stunning shores. Enjoy modern rooms and a relaxing outdoor pool. Located near Kalepolepo Beach and Cove Beach Park, this boutique hotel is perfect for exploring the island's natural beauty and attractions. Experience the ultimate Hawaiian getaway at Kohea Kai Hotel Maui. ✔ Pool ✔ Private lanai ✔ Gardens ✔ Golf nearby ✔ Short walk from the beach

Family friendly large 2 bedroom condo
This stylish place is close to must-see destinations. Across the street from Keawakapu Beach in south Kihei. Close to some of the best beaches in Maui and located in a quiet tropical resort with large pool, hot tub, tennis courts and free parking. Our large family friendly condo has 2 bedrooms and 2 bathrooms, spacious living room with sofa sleeper and ocean view on the lanais.

Pluemeria Room
Conveniently access popular shops and restaurants from this charming room. The room features an overhead fan and has been newly equipped with air conditioning. There is a shared bathroom (sink, toilet and shower), a shared half bath, and a shared Kitchen. Guests have access to outdoor seating to read a book, enjoy a meal outside or simply relax after a long day of exploring.

Breezy studio w/ lanai & pools access
Welcome to your relaxing Kihei escape - a breezy studio retreat steps from Kamaole II Beach, perfect for easy island days & peaceful evenings. - Sleeps 4 | Studio | 2 beds | 1 shared bath - Access to pools, jet spas & tennis court - Furnished lanai w/ treetop vibes - BBQ grill areas for outdoor dining - Free parking, Wi-Fi & self check-in

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- Hosts make you feel like family, hooking you up with a generous continental breakfast, snorkel and beach gear, and a wealth of local tips and tricks. - Intimate, 4-room property on a residential street is a nice change-up from going the mega-resort route. - Just a 1/2 mile to the beach!
Popular amenities for Wailea hotels
Family-friendly hotels

Westin Kaanapali Ocean Resort North 1 BR Villa

50% OFF!~ Ka'anapali Beach Oceanview ~Whale Season

Westin 2 BR Kaanapali Resort Villas

Luxury 2BR Oceanfront Villa at Westin Nanea, Maui

1BR Westin Kaanapali Ocean Resort Villa

Westin Nanea Ocean Villas Maui - 1 Bedroom Villa

Premium Partial Ocean View 1 King Bed

Studio Partial Ocean View at Honua Kai Resort & Sp
Hotels with a pool

Adventurer’s Cove - Short Walk to Beach, 3 Rooms

Best Place to Unwind! Outdoor Pool, Oceanfront!

Courtyard View King + Daybed Room - Lumeria Maui

Peaceful studio w/ lanai access

2 Pet-friendly Units with Stunning Ocean Views!

You Found it! Pet-friendly, Unit with Island View!

Enjoy 2 Beach Rooms with Outdoor Pool

Tropical Dream! Pool, Pets Allowed, Parking!
Hotels with a patio

Magical Oceanfront 1BR Sanctuary -Wake to Waves:

Beautiful Kihei Maui 2 Bedroom

Women's Only Dorm with Free Tours

Two Bed Private Room in Hostel with Daily Tours

Family friendly large 2 bedroom condo

Maui Schooner Resort for Christmas!
Quick stats about hotels in Wailea

Total holiday rentals
Explore 40 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $351 AUD per night before taxes and fees

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

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Wailea holiday rentals include Wi-Fi access

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

5 Average rating
Wailea stays are highly rated by guests—averaging 5 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
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- Polo Beach
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
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- Whalers Village
- Black Rock Beach
- Haleakala National Park
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- Maui Vista Condominium
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