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Select your check-in and check-out dates above to see the latest Wailea hotel, resort and vacation rental home deals.
Prices may increase. Choose a book now, pay later room and lock in a great hotel room price in Wailea now. PLUS WE PRICE MATCH and its easy. If you see a cheaper price after you have booked just let us know via your online confirmation.
Located on 40 acres of tropical landscape on the white sand of Wailea Beach, the Grand Wailea Resort Hotel and Spa, A Waldorf Astoria Resort boasts 5 re...more
Providing all the comforts of home, including full kitchens, along with state-of-the-art amenities and services such as in-room spa treatments, these...more
Overlooking the Pacific Ocean, Fairmont Kea Lani, Maui features a full-service spa and on-site dining. It offers free shuttle service to the Wailea Go...more
Experience the beauty of Hawaii at the Wailea Beach Resort - Marriott, Maui, which offers spectacular views of the ocean and nearby islands, complete...more
Overlooking Wailea Beach, this luxurious Maui hotel offers 3 swimming pools and 3 restaurants on-site. It features spacious rooms with ocean or garde...more
Located on 15 acres of Mokapu Beach, Andaz Maui at Wailea Resort boasts 4 outdoor infinity pools, 2 restaurants and a full-service spa. Free WiFi is p...more
Located in Wailea, The Villas at Fairmont Kea Lani offers beachfront accommodation less than 1 km from Polo Beach and provides various facilities, suc...more
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations is set in Wailea and has a heated pool and sea views. This beachfront prop...more
Set in Wailea, near Polo Beach, Wailea Emerald Course and Wailea Gold Course, Polo Beach Club Two Bedrooms - Sleeps 4 by Coldwell Banker Island Vacati...more
Set within the Makena district in Wailea, Makena Surf G-201 - End Unit, Panoramic Views, AC! has air conditioning, a balcony, and sea views. It is loc...more
Located in Wailea, WAILEA ELUA, #1305^ condo provides accommodation with a heated pool and sea views. This beachfront property offers access to free W...more
WAILEA ELUA, #1402^ condo is situated in Wailea and has a heated pool and sea views. This beachfront property offers access to free WiFi and free priv...more
Set in Wailea, Kihei Surfside 306 provides accommodation with an outdoor pool. This beachfront property offers access to free WiFi and free private pa...more
Featuring an outdoor pool and sea views, KIHEI SURFSIDE #102 condo is set in Wailea. This beachfront property offers access to free WiFi and free priv...more
Located in Wailea, 400 metres from Keawakapu Beach and 4.8 km from Wailea Emerald Course, Keawakapu 208 offers air conditioning. This beachfront prope...more
Located in Wailea, MAKENA SURF, #G-301-302 condo provides accommodation with a heated pool and sea views. This beachfront property offers access to fr...more
Boasting air-conditioned accommodation with a private pool, Makena Surf G303, Maui on the Beach is situated in Wailea. This beachfront property offers...more
Wailea Elua Village 803, Ocean Views, Modern Reno is a beachfront property located in Wailea, 1.2 km from Ulua Beach and 2.9 km from Wailea Emerald Co...more
Featuring a patio with mountain views, water sports facilities and pool with a view, Polo Beach Club can be found in Wailea, close to Polo Beach and 3...more
Set in Wailea, just 300 metres from Keawakapu Beach, Mana Kai 611C offers beachfront accommodation with an outdoor swimming pool, a terrace, a bar and...more
Featuring mountain views, Wailea Sunset Condo - Ekolu #607 features accommodation with a garden, a bar and barbecue facilities, around 1.7 km from Ulu...more
Situated in Wailea, 200 metres from Keawakapu Beach and 400 metres from Mokapu Beach, Hale Hui Kai offers a private beach area and air conditioning. T...more
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations is a property with a heated pool, located in Wailea, within just 1.1 km of...more
Set within 400 metres of Kamaole Beach and 1.9 km of Cove Beach, Condos in Maui Banyan offers rooms with air conditioning and a private bathroom in Wa...more
Boasting a heated pool and sea views, MAKENA SURF #B304 condo is set in Wailea. This beachfront property offers access to free WiFi and free private p...more
Set in Wailea, Wailea Beach Villa B202 condo offers accommodation with a heated pool and sea views. This beachfront property offers access to free WiF...more
Featuring a heated pool and sea views, Polo Beach Club One Bedrooms by Coldwell Banker Island Vacations is set in Wailea. This beachfront property off...more
Boasting a garden, heated pool and sea views, Kihei Surfside 506 condo is situated in Wailea. This beachfront property offers access to free WiFi and...more
Boasting air-conditioned accommodation with a balcony, Gorgeous Oceanfront Kihei Condo with Balcony! is set in Wailea. This beachfront property offers...more
Boasting a garden, an outdoor pool and sea views, WAILEA ELUA, #0909 condo is situated in Wailea. This beachfront property offers access to free WiFi...more
Makena Surf B208 is a beachfront property located in Wailea, a few steps from Po’olenalena Beach and 2.6 km from Wailea Emerald Course. The air-condit...more
Set in Wailea, 1.6 km from Mokapu Beach and 3.4 km from Wailea Emerald Course, 9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW - 1 MINUTE STROLL to BEACH! o...more
Featuring air-conditioned accommodation with a pool with a view, sea view and a patio, Beach Front King Bed Ocean View Studio in Wailea Ekahi is locat...more
Set in Wailea, less than 1 km from Ulua Beach and 2.8 km from Wailea Emerald Course, Elua 406 offers an outdoor swimming pool and air conditioning. Th...more
Featuring a garden, heated pool and sea views, Kihei Surfside 412 condo is located in Wailea. This beachfront property offers access to free WiFi and...more
Featuring an outdoor pool and sea views, WAILEA ELUA, #1204 condo is located in Wailea. This beachfront property offers access to free WiFi and free p...more
Boasting air-conditioned accommodation with a heated pool, Wailea Beach Villas M312 condo is set in Wailea. This beachfront property offers access to...more
Offering sea views, Grand Champions 55, Beautiful Renovation, Split AC is an accommodation situated in Wailea, 1.4 km from Ulua Beach and 2.1 km from...more
Situated in Wailea, Wailea Elua Village 1201 - Stunning and Ocean Front! is a recently renovated accommodation, 1.2 km from Ulua Beach and 2.9 km from W...more
Featuring air-conditioned accommodation with a heated pool, Wailea Ekahi Two Bedrooms - Ocean View by Coldwell Banker Island Vacations is set in Waile...more
Hale Hui Kai 313, Direct Ocean Front, Split AC is set in Wailea, 4.5 km from Wailea Emerald Course, 29 km from Iao Valley State Park, and 44 km from L...more
Located in Wailea, 200 metres from Keawakapu Beach and 4.7 km from Wailea Emerald Course, Enjoy Your Oceanside Dream at Kihei Surfside offers a garden...more
Featuring a garden, an outdoor pool and sea views, WAILEA ELUA, #0807 condo is located in Wailea. This beachfront property offers access to free WiFi...more
Boasting an outdoor pool and sea views, WAILEA ELUA, #1601 condo is set in Wailea. This beachfront property offers access to free WiFi and free privat...more
Located in Wailea, WAILEA EKAHI, #22D condo provides accommodation with a heated pool and sea views. This beachfront property offers access to free Wi...more
Featuring air-conditioned accommodation with a heated pool, MAKENA SURF, #E-202 condo is located in Wailea. This beachfront property offers access to...more
WAILEA ELUA, #1702 condo is situated in Wailea and has a heated pool and sea views. This beachfront property offers access to free WiFi and free priva...more
Boasting an outdoor pool and sea views, POLO BEACH CLUB, #707 condo is situated in Wailea. This beachfront property offers access to free WiFi and fre...more
Boasting an outdoor pool and sea views, WAILEA ELUA, #2003 condo is situated in Wailea. This beachfront property offers access to free WiFi and free p...more
Boasting air-conditioned accommodation with a heated pool, sea view and a terrace, Luxury Oceanfront Mana Kai Resort Condo is set in Wailea. This beac...more
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