NEW Oceanfront Comfort for Four at Sugar BeachFrom $178/night · Sleeps 4
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NEW Oceanfront Comfort for Four at Sugar BeachFrom $178/night · Sleeps 4
*New* Fall Deal Oceanfront Kahana Stay, Walk to Pohaku ParkFrom $208/night · Sleeps 5
Wake Steps from Five Miles of Sugar BeachFrom $178/night · Sleeps 4
New Fall Special Ocean-View Cottage Above Kihei Near Wailea BeachesFrom $183/night · Sleeps 5
August Sale! Kihei Sugar Beach Condo with Private W/D & WiFi - Surf & SwimFrom $216/night · Sleeps 2
1BD Resort Condo w/ Garden, Pool & Partial Ocean Views from Private Lanai - Kaanapali Shores 746From $240/night · Sleeps 4
SUMMER SALE! Direct Oceanfront 2BR with Superb Views - Nohonani 401From $198/night · Sleeps 6
August Sale! Kihei Sugar Beach Condo with Pool - Great for Surf & SnorkelingFrom $215/night · Sleeps 4
Tropical 2BR Kihei Condo with Pool and Beach AccessFrom $211/night · Sleeps 4
New Beachfront Grill Nights and Room for FourFrom $139/night · Sleeps 4
Studio Relaxing Garden View Retreat Near Napili Bay & Ocean-Napili Shores D230From $220/night · Sleeps 3
SUMMER SALE! Experience luxury in a spacious 2BR Stunning Ocean views- WE 1106From $273/night · Sleeps 6
*New* Fall Deal Panoramic Kahana Oceanfront for TwoFrom $134/night · Sleeps 2
*NEW* Oceanfront Ma'alaea Hideaway Near Harbor AdventuresFrom $132/night · Sleeps 4
Sunlit 2BR Island Haven Plantation StyleFrom $156/night · Sleeps 4
SUMMER SALE! Remodeled Oceanview Condo with Lanai & Breathtaking Views -KRV 1421From $198/night · Sleeps 4
*New* Ground-Floor Ka'anapali Stay Steps from SandFrom $375/night · Sleeps 6
New Listing! Charming Napili Shores EscapeFrom $424/night · Sleeps 3
Two-Bedroom Kihei Retreat Across From Kamaole IIIFrom $242/night · Sleeps 6
*New* Fall Deal Renovated Keawakapu Beach Condo Steps from SandFrom $420/night · Sleeps 6
New Ocean-View Beach Escape for Two in KiheiFrom $168/night · Sleeps 2
*NEW* Fall $pecial Kihei Two-Bedroom with Ocean Views for the Whole GroupFrom $214/night · Sleeps 6
*NEW* Turtle-Watching Oceanfront Lanai in West MauiFrom $216/night · Sleeps 6
Mahana Resort | Oceanfront Studio | Car Incl. w/ 6+ Nights | MAH-1002 by KBMFrom $238/night · Sleeps 2
SUMMER SALE! Luxurious 3BR Villa Sleeps 8 - Hoolei Residences 93-3From $791/night · Sleeps 8
*NEW* Fall Sale Wailea Blue Fairway and Sunset-View CondoFrom $119/night · Sleeps 4
*New* Beachfront Kihei Condo near Pickleball and PoolFrom $218/night · Sleeps 6
NEW Ground-Floor Oceanfront Kihei Stay for Easy Beach MorningsFrom $225/night · Sleeps 4
August Sale! Tropical Kihei Hideaway with Pools, Hot Tub & Grill Near WavesFrom $249/night · Sleeps 4
August Sale! Unwind in a Wailea Ocean-View Condo with Pool, Hot Tub & W/DFrom $475/night · Sleeps 4
NEW Ocean-View Keawakapu Beach Suite for FourFrom $559/night · Sleeps 4
*NEW* Fall Deal Cool Beach Days for Four at Sugar BeachFrom $139/night · Sleeps 4
Stunning Ocean View 2 Bedroom Condo in LahainaFrom $188/night · Sleeps 6
From $178/night
NEW Oceanfront Comfort for Four at Sugar Beach
Kihei, Hawaii
★★★★★ 42 reviews
Summary:This is the kind of Maui base where the oceanfront setting does most of the talking. Start at Sugar Beach, then let the rest of the day...
From $208/night
*New* Fall Deal Oceanfront Kahana Stay, Walk to Pohaku Park
Lahaina, Hawaii
★★★★★ 42 reviews
Summary:Keep your beach day simple at this oceanfront Kahana condo, where Pohaku Park is a short walk away and the Pacific is always in view from the...
From $178/night
Wake Steps from Five Miles of Sugar Beach
Kihei, Hawaii
★★★★★ 40 reviews
Summary:Wake to gentle waves and walk straight onto the long white sand that makes Sugar Beach Resort such a beloved North Kihei address. This...
From $183/night
New Fall Special Ocean-View Cottage Above Kihei Near Wailea Beaches
Kihei, Hawaii
★★★★★ 40 reviews
Summary:Let the morning begin on the covered lanai, with ocean views, a little extra quiet, and nowhere you need to be in a hurry. Set in peaceful...
From $216/night
August Sale! Kihei Sugar Beach Condo with Private W/D & WiFi - Surf & Swim
Kihei, Hawaii
★★★★★ 40 reviews
Summary:A beach stay for two should feel easy from the first morning. This 613-square-foot, one-bedroom Sugar Beach Resort condo has one bed and one...
From $240/night
1BD Resort Condo w/ Garden, Pool & Partial Ocean Views from Private Lanai - Kaanapali Shores 746
Lahaina, Hawaii
★★★★★ 40 reviews
Beautifully Updated Resort Condo with Ocean and Pool Views on North Kaanapali Beach - Kaanapali Shores 746Welcome to your Maui Retreat: Kaanapali...
From $198/night
SUMMER SALE! Direct Oceanfront 2BR with Superb Views - Nohonani 401
Lahaina, Hawaii
★★★★★ 39 reviews
Beautiful Sunsets and Direct Oceanfront Views from this Spacious 2 Bedroom Condo with Convenient West Maui Location - Nohonani 401 Welcome to Your...
From $215/night
August Sale! Kihei Sugar Beach Condo with Pool - Great for Surf & Snorkeling
Kihei, Hawaii
★★★★★ 39 reviews
Summary:Let the shoreline be the outing and the garden view be the place you come back to. Sugar Beach Resort 109 is a one-bedroom, one-bath condo...
From $211/night
Tropical 2BR Kihei Condo with Pool and Beach Access
Kihei, Hawaii
★★★★★ 38 reviews
Summary:Leave a little space in the day for the tropical view at Maui Kamaole D209. This two-bedroom, two-bath condo sleeps four across three beds,...
From $139/night
New Beachfront Grill Nights and Room for Four
Kihei, Hawaii
★★★★★ 37 reviews
Summary:A shared-grill dinner can be the most memorable plan of the day when you have spent the afternoon at Sugar Beach. This beachfront,...
From $220/night
Studio Relaxing Garden View Retreat Near Napili Bay & Ocean-Napili Shores D230
Lahaina, Hawaii
★★★★★ 37 reviews
Wonderful Studio On the West Maui Coast and Steps from Napili Bay - Napili Shores D230Welcome to Your Maui Retreat: A cozy studio condo nestled in...
From $273/night
SUMMER SALE! Experience luxury in a spacious 2BR Stunning Ocean views- WE 1106
Kihei, Hawaii
★★★★★ 37 reviews
Wailea Ekolu 1106 Breathtaking Panoramic Ocean and Neighboring Island Views from High Above Wailea MauiWelcome to your Maui Retreat: Wailea Ekolu...
From $134/night
*New* Fall Deal Panoramic Kahana Oceanfront for Two
Lahaina, Hawaii
★★★★★ 36 reviews
Summary:This is the kind of place for an unhurried Maui pair: a private lanai, a broad Pacific view, and no reason to rush a sunset. Kahana Reef 304...
From $132/night
*NEW* Oceanfront Ma'alaea Hideaway Near Harbor Adventures
Wailuku, Hawaii
★★★★★ 35 reviews
Summary:Watch the light move across Ma'alaea Bay from your oceanfront patio, then decide whether the day calls for the community pool and hot tub, a...
From $156/night
Sunlit 2BR Island Haven Plantation Style
Lahaina, Hawaii
★★★★★ 35 reviews
Welcome to Kaanapali Plantation 52, a beautiful 2-bedroom, 2-bathroom condo located in the heart of West Maui. Blending comfort, convenience, and...
From $198/night
SUMMER SALE! Remodeled Oceanview Condo with Lanai & Breathtaking Views -KRV 1421
Lahaina, Hawaii
★★★★★ 35 reviews
Breathtaking Ocean Vistas Perched High Above the Kapalua Coastline from this Beautifully Remodeled Maui Condo - Kapalua Ridge 1421Welcome to your...
From $375/night
*New* Ground-Floor Ka'anapali Stay Steps from Sand
Lahaina, Hawaii
★★★★★ 35 reviews
Summary:Let the kids start the morning in the pool, then walk down to the sand and meet back on the lanai for coffee while the West Maui coast comes...
From $424/night
New Listing! Charming Napili Shores Escape
Napili, Hawaii
★★★★★ 35 reviews
Napili Shores C119 – Ground Floor Garden View Studio! Step out onto your private lanai and enjoy the peaceful garden views that make this...
From $242/night
Two-Bedroom Kihei Retreat Across From Kamaole III
Kihei, Hawaii
★★★★★ 34 reviews
Summary:Kamaole Beach Park III sits right across the street, ready for a beach morning that does not need a car or a detailed plan. This two-bedroom,...
From $420/night
*New* Fall Deal Renovated Keawakapu Beach Condo Steps from Sand
Kihei, Hawaii
★★★★★ 34 reviews
Summary:The sand at Keawakapu Beach is moments away, but the return home is part of the appeal here. This freshly renovated Mana Kai Maui Resort...
From $168/night
New Ocean-View Beach Escape for Two in Kihei
Kihei, Hawaii
★★★★★ 32 reviews
Summary:A shared grill dinner with the ocean still in view is a fine way to end a day at this Sugar Beach Resort condo. The one-bedroom, one-bath...
From $214/night
*NEW* Fall $pecial Kihei Two-Bedroom with Ocean Views for the Whole Group
Kihei, Hawaii
★★★★★ 32 reviews
Summary:There is a difference between visiting the ocean and seeing it from the rooms where your family actually wakes up. This two-bedroom, two-bath...
From $216/night
*NEW* Turtle-Watching Oceanfront Lanai in West Maui
Lahaina, Hawaii
★★★★★ 32 reviews
Summary:Let the sound of the surf set the rhythm from this Mahina Surf condo, only yards from the ocean. Windows in every room face the water, with...
From $238/night
Mahana Resort | Oceanfront Studio | Car Incl. w/ 6+ Nights | MAH-1002 by KBM
Lahaina, Hawaii
★★★★★ 32 reviews
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more...
From $791/night
SUMMER SALE! Luxurious 3BR Villa Sleeps 8 - Hoolei Residences 93-3
Kihei, Hawaii
★★★★★ 32 reviews
Stunning Wailea Luxury Vacation Rental Residence Perfect for Family and Group Travel - Hoʻolei Residences 93-3Welcome to your Maui Retreat: Ho'olei...
From $119/night
*NEW* Fall Sale Wailea Blue Fairway and Sunset-View Condo
Kihei, Hawaii
★★★★★ 31 reviews
Summary:Settle onto the furnished balcony and watch the sun drop toward the ocean beyond the Wailea Blue fairway. This one-bedroom, two-bath condo...
From $218/night
*New* Beachfront Kihei Condo near Pickleball and Pool
Kihei, Hawaii
★★★★★ 31 reviews
Summary:Let your Maui days run on a simple schedule: beach in the morning, pool in the afternoon, and sunsets from the lanai. This two-bedroom,...
From $225/night
NEW Ground-Floor Oceanfront Kihei Stay for Easy Beach Mornings
Kihei, Hawaii
★★★★★ 31 reviews
Summary:Wake to the sound of waves, carry coffee to your ground-floor lanai, and let the ocean set the day’s pace. This remodeled one-bedroom...
From $249/night
August Sale! Tropical Kihei Hideaway with Pools, Hot Tub & Grill Near Waves
Kihei, Hawaii
★★★★★ 30 reviews
Summary:When one person wants a beach morning and another wants a pool day, Maui Kamaole H206 gives the family a good middle ground. This...
From $475/night
August Sale! Unwind in a Wailea Ocean-View Condo with Pool, Hot Tub & W/D
Wailea, Hawaii
★★★★★ 30 reviews
Summary:Start the morning on your lanai with coffee, ocean blue on the horizon and golfers moving across the fairway below. This remodeled...
From $559/night
NEW Ocean-View Keawakapu Beach Suite for Four
Kihei, Hawaii
★★★★★ 30 reviews
Summary:Keawakapu Beach can be the first and last stop of the day from this oceanfront Mana Kai Maui Resort suite. Take your coffee to the private...
From $139/night
*NEW* Fall Deal Cool Beach Days for Four at Sugar Beach
Kihei, Hawaii
★★★★★ 29 reviews
Summary:A cool place to come back to matters after a sunny Maui beach day. This one-bedroom Sugar Beach Resort condo sleeps up to four with two beds...
From $188/night
Stunning Ocean View 2 Bedroom Condo in Lahaina
Lahaina, Hawaii
★★★★★ 29 reviews
Summary:Plumeria in the trade winds and a playful honu-inspired interior set a warm tone for this Mahina Surf oceanfront stay. Two bedrooms, two...