Hotels & places to stay in Wailea

196 places to stay in Wailea, HI — ranked by guest rating and popularity.

Weather in Wailea

Best time to visit: September to November — typically pleasant, with comfortable temperatures and less rain.

26°

19°

Jan

25°

19°

Feb

26°

19°

Mar

27°

20°

Apr

27°

21°

May

28°

22°

Jun

29°

22°

Jul

29°

23°

Aug

29°

23°

Sep

29°

22°

Oct

28°

21°

Nov

26°

20°

Dec

Max/min °C with monthly precipitation. Climate normals via Open-Meteo.

About Wailea:Population 5,93817 m elevationPacific/Honolulu timeAir quality Good (US AQI 30)

Where to stay in Wailea

Wailea has 50 places to stay on Where to Rest, with hotels making up the majority. The most comfortable time to visit is generally from September to November.

Among the highest-rated stays are Grand Wailea, A Waldorf Astoria Resort, Wailea Beach Resort - Marriott, Maui, and Fairmont Kea Lani Maui.

Compare live availability and prices for Wailea across our booking partner. We may earn a commission — it costs you nothing extra.

Check live prices in Wailea

⭐ Top 10 places to stay in Wailea

Browse by type

Apartments & Holiday Homes

19 listed

Resorts & Lodges

73 listed

The numbers

196 places to stay · 33 guest-rated · average 4.5★ — including 5 five-star and 8 four-star hotels

Sort

Showing 196 of 196

Guesthouse

Rainbow Deluxe

458 Hoala Dr, Kihei, HI 96753

★ 5.0 (5)

Hotel

Ho'olei Garden View Rooms by Coldwell Banker Island Vacation

24 Ho'olei Circle #4, Kihei, HI 96753

★ 5.0 (2)

Hotel

Ho olei at Grand Wailea★★★★★

146 Hoolei Cir, Wailea-Makena, HI 96753

★ 4.9 (241)

Bed & Breakfast

Maui What a Wonderful World Bed and Breakfast★★★

2828 Umalu Pl, Kihei, HI 96753

★ 4.9 (197)

Breakfast

Holiday Home

Pineapple Inn Maui★★★

3170 Akala Dr, Kihei, HI 96753

★ 4.9 (80)

BreakfastSwimming pool

Bed & Breakfast

Dreams Come True on Maui Bed and Breakfast

3259 Akala Dr, Kihei, HI 96753

★ 4.9 (16)

Breakfast

Hotel

Fairmont Kea Lani Maui★★★★★

★ 4.7 (3182)

Breakfast

Hotel

Four Seasons Resort Maui at Wailea★★★★★

3900 Wailea Alanui Dr, Kihei, HI 96753

★ 4.7 (2675)

BeachfrontBreakfastSwimming pool

Hotel

Wailea Elua Village - A CoralTree Residence Collection★★★★

3600 Wailea Alanui Dr, Wailea-Makena, HI 96753

★ 4.7 (243)

BeachfrontSwimming pool

Hotel

Wailea Beach Villas★★★★

3800 Wailea Alanui Dr, Kihei, HI 96753

3800 Wailea Alanui Dr, Wailea, HI 96753

★ 4.7 (3)

BeachfrontSwimming pool

Hotel

Wailea Beach Resort - Marriott, Maui★★★★

3700 Wailea Alanui Dr, Wailea, HI 96753

★ 4.6 (4172)inexpensive

Swimming pool

Hotel

Andaz Maui at Wailea Resort★★★★★

★ 4.6 (2404)

Hotel

Residence Inn by Marriott Maui Wailea★★★

75 Wailea Ike Dr, Wailea, HI 96753

★ 4.6 (1092)

Resort

Wailea Ekahi Village - A CoralTree Residence Collection★★★

3300 Wailea Alanui Dr, Kihei, HI 96753

★ 4.6 (468)

BeachfrontSwimming pool

Resort

Wailea Grand Champions - CoralTree Residence Collection★★★★

155 Wailea Ike Pl, Wailea, HI 96753

★ 4.6 (417)

Swimming pool

Resort

Wailea Ekolu Village - A CoralTree Residence Collection★★★★

10 Wailea Ekolu Pl, Kihei, HI 96753

★ 4.6 (274)

Swimming pool

Resort

Polo Beach Club - A CoralTree Residence Collection★★★★

4400 Makena Alanui, Wailea, HI 96753

★ 4.6 (106)

BeachfrontSwimming pool

Hotel

Maui Lea at Maui Hill

2881 S Kihei Rd, Kihei, HI 96753

★ 4.6 (8)

Hotel

Mana Kai Maui★★★

2960 South Kihei Drive, Kihei

Kihei Surfside Resort★★★

2936 S Kihei Rd, Kihei, HI 96753

★ 4.5 (310)

Hotel

Grand Wailea, A Waldorf Astoria Resort★★★★★

3850 Wailea Alanui Dr, Wailea, HI 96753

★ 4.4 (5467)

Resort

Kamaole Sands★★★★

2695 S Kihei Rd, Kihei, HI 96753

★ 4.4 (1702)

BeachfrontSwimming pool

Resort

Palms at Wailea Maui by Outrigger★★★

3200 Wailea Alanui Dr, Wailea, HI 96753

★ 4.4 (501)

Hotel

Kihei Akahi

2531 S Kihei Rd, Kihei, HI 96753

★ 4.4 (40)

Hotel

AC Hotel by Marriott Maui Wailea

88 Wailea Ike Pl, Wailea, HI 96753

★ 4.3 (341)

Resort

Maui Banyan Resort★★★

2575 S Kihei Rd, Wailea, HI 96753

★ 4.3 (32)

Swimming pool

Hotel

Maui Banyan Vacation Club★★★★

2575 S Kihei Rd O, Wailea, HI 96753

★ 4.2 (220)

Swimming pool

Hotel

Aston at the Maui Banyan★★★

2575 S Kihei Rd, Kihei, HI 96753

★ 4.1 (1394)

Beachfront

Hotel

Wailea Point, CoralTree Residence Collection

4000 Wailea Alanui Dr, Kihei, HI 96753

★ 4.0 (1)

Hotel

Days Inn Maui Oceanfront★★

87-090 S Kihei Rd, Kihei, HI 96753

Aloha Suite @ the Four seasons

Andaz Maui At Wailea Resort - a concept by Hyatt

Hotel

At The Pool!

Holiday Home

Awesome Ocean View - Beautiful 2 BR /2.5 BA Wailea Ekahi Condo

Cabana 14 Grand Wailea

Hotel

Cabana 17, Grand Wailea

Resort

Camp Grande @ GW Resort

Hotel

Casabella #2 @ Serenity Pool

Hotel

Club Level Lounge Four Seasons

Destination Residences Hawaii

Resort

Destination Resorts Hawaii , Azeka Mauka

Hotel

Diving pool at Wailea Marriott

Resort

Ekolu Village

Bed & Breakfast

Eva Villa Bed and Breakfast

Fairmout Kea Lani - Poolside

Hotel

Four Seasons Resort

3900 Wailea Alanui Drive, Wailea

Hotel

Four Seasons Serenity Pool

Resort

GG's Maui Estate

Hotel

Games Room Four Seasons

Resort

Googs' Wailea End Room Overlook

Hotel

Grabf Wailea - Cabana I

Holiday Home

Grand Champions By Maui Condo And Home

Hotel

Grand Wailea

Swimming poolBeachfront

Hotel

Grand Wailea - Adult Pool

Hotel

Grand Wailea - Cabana G

Resort

Grand Wailea - Kids' Pool & Slides

Hotel

Grand Wailea - Poolside

Resort

Grand Wailea Bistro Molokini bar

Resort

Grand Wailea Cabana J

Hotel

Grand Wailea Casabella 1

Resort

Grand Wailea Group Entrance

Resort

Grand Wailea Resort & Spa Lazy River

Resort

Grand Wailea-Cruise Boutique

Hotel

Grand Wailea-Water Elevator

Resort

Hale Harris

Bed & Breakfast

Hale Huanani Bed and Breakfast

Hotel

Hale Hui Kai Condominium

2994 South Kihei Drive, Kihei

Resort

Hale Kamaole

2737 South Kihei Road, Kihei

Resort

Hale Kamaole Vacation Condos

Hancho’s Honeymoon Telescope Suite

Ho'olei Residences, A Destination By Hyatt Residence - Destination by Hyatt

Holiday Home

Ho'olei Sassy Villa 57-5

Holiday Home

Ho'olei Villa 87.6

Hotel

Honua’ula Suite At The Grand Wailea

Hotel Wailea, Relais & Chateaux

Hotel

Ilima Suite 288

Hotel

Infiniti Pool at Andaz

Bed & Breakfast

Jasmine House

Hotel

Jorgy’s Copacobana Cabana

Hotel

Juice + Smoothie Bar

Resort

Kea Lani Pool & Slide

Holiday Home

Kihei Akahi D-211

Hotel

Krispy & Anna' Maui Shag Shack

Maui Aloha Vacation Rentals

Hotel

Maui Banyan

2575 South Kihei Road, Kihei

Holiday Home

Maui Banyan #G-302 - 2 Br Condo

Hotel

Maui Banyan H-503 - 1 Bedrooms Deluxe Condo Ocean View 2 pools

Holiday Home

Maui Banyan T-305B - Ocean View Beach Condo for 6

Resort

Maui Hills Resort

Holiday Home

Maui Iris Kamaole Sands Vacation Rental Kihei Maui

Resort

Maui Kamaole

Hotel

Maui Kamaole H-101 - 1 Bedroom 2 Bathrooms Partial View from Lanai Pool

Resort

Maui Kamaole Vacation Condos

Medb2011 @ Grand Wailea

Resort

Molikini Wing

Resort

Molokini Garden at Grand Wailea

Resort

Munik's Villa

Holiday Home

My Maui Vacation Rental

Hotel

Nalu Adventure Pool

Hotel

Napua Tower - Grand Wailea

Resort

Olakino

Hotel

Outrigger Palms at Wailea

Hotel

Paradise - chapel 2014

Hotel

Paradise <3

Holiday Home

Paradise VIP Management

Resort

Paradise1068

Resort

Pavilion Pool @ Wailea Ekahi Village

Polo Beach Club, A Destination Residence

Resort

Polo Lawn

Resort

Poolside Wailea Beach Resort

Resort

Renaissance Wailea Beach Resort

Hotel

Residence Inn

Resort

Residence Inn by Marriott Maui Wailea

Hotel

Residence Inn by Marriott Maui Wailea

75 Wailea Ike Drive, Wailea

Resort

Resort Quest At The Maui Banyan - Partial Ocean View

Steve & Tamara's Maui Vacation Rentals

Hotel

Tarzan Pool

Hotel

The "Modern Family" Hammock

Resort

The McClurg Suite 063

Vacation Maui | Kihei & Wailea

Wailea Beach Marriott Conference Hall

Hotel

Wailea Beach Marriott Resort & Spa

Hotel

Wailea Beach Villas

Hotel

Wailea Beach Villas Resort

Swimming poolBeachfront

Hotel

Wailea Ekahi Village

Hotel

Wailea Ekolu Village, A Destination Residence

Wailea Elua Village - Destination Resorts

Holiday Home

Wailea Elua Village - Destination Resorts Hawaii

Hotel

Wailea Elua Village, A Destination Residence

Resort

Wailea Grand Champions Resort

Hotel

Wailea Grand Champions Villas, A Destination Residence

Resort

Wailea Grand Champions swiimming Pool 1

Hotel

Wailea Oceanfront Hotel

Hotel

Wailea Point

Hotel

Wailea Point, A Destination Residence

Resort

Wailea Wing - Grand Wailea

Resort

hale 6 room 6305

Resort

hammock with the love of my life

Hotel

hotel maui

Daylight hours in Wailea

11.0h

Jan

11.5h

Feb

12.0h

Mar

12.6h

Apr

13.1h

May

13.4h

Jun

13.3h

Jul

12.9h

Aug

12.3h

Sep

11.7h

Oct

11.2h

Nov

10.9h

Dec

Daylight hours (15th of each month).

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Staying in Wailea — FAQs

How many places to stay are there in Wailea?

There are 196 places to stay listed in Wailea on Where to Rest — hotels, motels, hostels, apartments and more, with photos, guest ratings, amenities and booking links.

Where is the best place to stay in Wailea?

Top-rated stays in Wailea include 7070, 8063, A Plus Resorts. See our ranked list of the best places to stay in Wailea.

Are there hotels with a pool in Wailea?

Yes — 15 places to stay have a swimming pool in Wailea. Use the "Swimming pool" filter to find them.

Places to stay nearby

Wailea-Makena (5) 3 km Kihei Mauka (19) 6 km Kīhei (21) 8 km Kēōkea (1) 9 km Kula (6) 16 km

Cities like Wailea

Waikīkī (256)Kihei Mauka (75)Waihi Beach · new-zealand (46)Kaiti · new-zealand (26)Waingapu · indonesia (48)Waikowhai · new-zealand (188)

Hotels & places to stay in Wailea

Weather in Wailea

Where to stay in Wailea

Browse by type

The numbers

Popular filters

Daylight hours in Wailea

Other cities in United States

Staying in Wailea — FAQs

How many places to stay are there in Wailea?

Where is the best place to stay in Wailea?

Are there hotels with a pool in Wailea?

Places to stay nearby

Cities like Wailea