
Hotel holiday rentals in Wailea, Wailea-Makena
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Top-rated hotel rentals in Wailea, Wailea-Makena
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for hotel rentals in Wailea, Wailea-Makena
Family-friendly hotel rentals

Westin Ka'anapali Villas 2 bdrm NYE 2025-26

Hilton Grand Vacations 2025 holiday week!

Westin Maui Kaanapali Ocean Resort Villas-1BR

Premium Studio Westin Ka'anapali

Ohanacondos "KA'ANAPALI SHORES GETAWAY" 434

The Westin Ka’anapali 1 bedroom with full kitchen

Westin Kaanapali Ocean Resort North

Stunning & Spacious Suite 111, 1 bed/1bath Sleeps4
Hotel rentals with a pool

The Westin Kā‘anapali Ocean Resort North-Studio

Beachfront, Hear the Ocean, Sunsets, Drinks, Relax

50% OFF MAUI ~ Ka'anapali Beach for Whale Season!

1 BR Villa @ Napili/Lahaina Tower

Westin Kaanapali Ocean Resort Villa One bedroom

Studio-Westin Ka’anapali Ocean Resort

Timeshare in Maui

Luxurious Kihei WorldMark Resort - sleeps 4
Hotel rentals with a patio

Paradise Get-Away

Ocean Front 1BR/Westin Kāʻanapali Ocean Resort

Maui Westin Oceanfront Escape – JULY only Discount

Oceanview 900sf Villa Westin Kaanapali

Maui Awaits You

Ocean Front July 19-26 Westin Kaanapali North Maui

Westin Ka'anapali-Stunning one bedroom unit

Beachfront Ka'anapali Beach Club
Quick stats about hotel rentals in Wailea, Wailea-Makena
Total rentals
30 properties
Nightly prices starting at
€ 260 before taxes and fees
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- Rentals with a patio Wailea
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- Rentals with a hot tub Wailea
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- Family-friendly rentals Wailea
- Rentals with a sauna Wailea
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- Flat rentals Wailea
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- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Oneloa Beach
- Maui Ocean Center
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Papaloa Beach
- Mokulau Beach
- Wailea Golf Club
- Kaulahao Beach