Southwestern Hawaiian Islands Rentals
From $1115 per night (USD)VRBO
Private Luxury Estate w/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'a
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Step into the beauty of island life at Ohana le'ale'a, a newly built 3-bedroom, 3.5-bath luxury estate in Kona that blen ...
From $1115 per night (USD)VRBO
From $141 per night (USD)VRBO
Amazing Views 13th Floor 1-Bedroom Makaha Valley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
On the West side of the Island, Oahu Nearby surfing, swimming, fishing, golf courses, horseback riding provide recreatio ...
From $141 per night (USD)VRBO
From $2169 per night (USD)VRBO
Haena Beach House: Private Luxury Beachfront Home w/ Breathtaking Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Kauai’s North Shore turns wild and green just past Hanalei, where the road narrows and the mountains lean in close to th ...
From $2169 per night (USD)VRBO
From $575 per night (USD)Expedia
Kona’s Best Golf and Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 1,950 SF three bedroom two and half bath townhome, with ONE parking space. Located at the picturesque Fairw ...
From $575 per night (USD)Expedia
From $613 per night (USD)VRBO
Stylish Home w/Mauna Kea Views, A/C, Pool, & Spa. Mauna Lani KaMilo Home 424
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Mauna Lani KaMilo Home (424) offers a refined Big Island retreat in Kamuela, HI, where contemporary comfort meets the na ...
From $613 per night (USD)VRBO
From $1496 per night (USD)Expedia
Honua Kai Ocean Front 3/3 condo, Hokulani 350
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Aloha and welcome to Maui. This gorgeous 3BR/3BA condo is oceanfront. Hokulani #350 is among the very finest 3 bedroom ...
From $1496 per night (USD)Expedia
From $428 per night (USD)VRBO
Ilikai Hotel, Ocean Front, Hip Real 1 BDR, City View, Best Surf in Waikiki
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
OCEAN FRONT, City Sky Line View! Free WiFi, 7 minute walk to Ala Moana Shopping Center and Park. Modern, One Bedroom wit ...
From $428 per night (USD)VRBO
From $681 per night (USD)Expedia
Steps from the Sand ! Stunning Curated Interior Mahana at Kaanapali. Fully AC!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Mahana at Kaanapali Unit 317, Lahaina, Maui We are trying to capture the essence of resort living with the cool and ...
From $681 per night (USD)Expedia
From $1615 per night (USD)VRBO
Elegant 3BR Ka 'Ulu Villa 131C at Hualalai – Golf, Garden & Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Important Resort Notices • Please note that the annual Chairman's Club Event will take place at the Four Seasons Resort ...
From $1615 per night (USD)VRBO
From $835 per night (USD)Expedia
Pili Mai at Poipu #03D By Parrish Kauai - Great Resort pool for families
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled among a championship golf course, Pili Mai is set in an ideal location on the island of Kauai’s south shore in P ...
From $835 per night (USD)Expedia
From $271 per night (USD)VRBO
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Unit: Wailuku 1BR House | Maui Guidebook Committed To Clean We’re committed to enhanced cleaning protocols developed i ...
From $271 per night (USD)VRBO
From $392 per night (USD)Expedia
Gorgeous! Beautifully renovated DIRECT OCEAN FRONT condo. A must see!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Aloha! Welcome to Paradise on the Big Island of Hawaii! Our condo is located in the beautiful "The Sea Village" cond ...
From $392 per night (USD)Expedia
From $242 per night (USD)VRBO
Ilikai 1636 Ocean / Lagoon /King Bed, Sofa Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, ...
From $242 per night (USD)VRBO
From $931 per night (USD)Expedia
Luxury Penthouse with Beach, Ocean, Pool views! Discounts available! Book now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our luxurious paradise retreat at Ko Olina Beach Villas, where relaxation meets first-class amenities. This i ...
From $931 per night (USD)Expedia
From $1627 per night (USD)VRBO
--20% off Select Dates-Direct Ocean Views From Every Window - 3bd/3bth Honua Kai
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
***SALE 20%*** off when you book 1 week or more for dates through December 15! THE MAUI LUXURY RESORT LIKE NO OTHER Pi ...
From $1627 per night (USD)VRBO
From $987 per night (USD)Expedia
Hale Kanani Kauai: Steps to Hanalei Bay w/ AC, Mountain & Waterfall Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Hale Kanani (Kaua‘i) TVNC 1342 offers a welcoming retreat in the heart of Hanalei, perfectly suited for families or coup ...
From $987 per night (USD)Expedia
From $277 per night (USD)VRBO
Experience Maui in Comfort!! ~Fully Furnished 1b/2b Recently Updated Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The Kamaole Sands complex and condo is one of the best and most desirable locations, located just across the street from ...
From $277 per night (USD)VRBO
From $407 per night (USD)Expedia
Permitted Hawaiian Princess condo on beach with sea turtles and amazing sunsets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This mid-floor beachfront condo at the Hawaiian Princess comes complete with a spectacular sunset ocean view from the l ...
From $407 per night (USD)Expedia
From $606 per night (USD)VRBO
BEAUTIFUL! Cooks Landing at Hali'i Kai 18H
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cooks Landing! A 3 bedroom 2 bath ground floor luxury villa (18H) in the prestigious Hali'i Kai gated condo ...
From $606 per night (USD)VRBO
From $232 per night (USD)Expedia
Spectacular Keauhou Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Let our 2nd home be your 2nd home! Vacation in the beautiful islands of Hawaii! Our quiet little complex consists of on ...
From $232 per night (USD)Expedia
From $1579 per night (USD)VRBO
Penthouse I
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This modern home has stunning ocean views, three bedrooms and three full baths, private gated parking, private ...
From $1579 per night (USD)VRBO
From $583 per night (USD)Expedia
Poipu Palms 204 – Oceanfront Views, Intimate Complex, Plunge Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Oceanfront 2-bedroom, 2-bath retreat at Poipu Palms with sweeping Pacific views, private lanai, and access to ...
From $583 per night (USD)Expedia
From $568 per night (USD)VRBO
Where the Pacific is Your Front Yard.. Stunning Oceanfront Condo with A/C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Imagine waking each morning to the sound of waves just outside your window, enjoying coffee while sea turtles glide belo ...
From $568 per night (USD)VRBO
From $449 per night (USD)Expedia
Klvr presents Honua Kai Resort K238*Quiet location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kaanapali Luxury Vacation Rentals (KLVR) Welcomes you to Konea 238*2nd Floor*Great location*QUIET part of resort*** Alo ...
From $449 per night (USD)Expedia
From $756 per night (USD)VRBO
Hanalei Bay Resort 7307: Oceanview Condo w/ AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Hanalei Bay Resort 7307 welcomes you to an unforgettable escape on Kauaʻi’s North Shore, where panoramic views of Hanale ...
From $756 per night (USD)VRBO
From $470 per night (USD)Expedia
Beautiful Oceanfront Two Bedroom Condo with A/C!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic view ...
From $470 per night (USD)Expedia
From $462 per night (USD)VRBO
Kahana Sunset E5E - Ocean Views - Free Fun - Great Rates
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kahana Sunset Resort E5E - Spacious one bedroom corner unit with air conditioning. Located less than 100 yards from the ...
From $462 per night (USD)VRBO
From $475 per night (USD)Expedia
2BD/2BA Oceanfront Condo with Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to paradise at Kaha Lani 222, a comfortable oceanfront condo where the sound of the waves and refreshing island b ...
From $475 per night (USD)Expedia
From $478 per night (USD)VRBO
Refreshed Ocean Front Condo with AC, enjoy the ocean from your own private lanai
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the sights and sounds of the ocean from your own private lanai. The master bedroom features a California King bed ...
From $478 per night (USD)VRBO
From $319 per night (USD)Expedia
Kihei Akahi #D-513 Oceanview, Across from Kamaole Beach ll, Great Rates!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kihei Akahi #D-513 is an air-conditioned, ocean view, 1 bedroom, 1 bath, located right across the street from Kamaole Be ...
From $319 per night (USD)Expedia
From $529 per night (USD)VRBO
Hanalei Bay Villa Cottage 2Br 2Ba with Mountain Views HBV24
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful, modern Kauai vacation home makes an excellent home base while exploring all the beauty and adventure Kau ...
From $529 per night (USD)VRBO
From $666 per night (USD)Expedia
Kamaole Beach Royale 3 Bedroom OCEAN VIEW DOUBLE BALCONY, OCTOBER SPECIAL PRICES
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come visit our place in Paradise in our Tropical family-friendly fully furnished 3-bedroom/2 bath condo with 2 ocean vie ...
From $666 per night (USD)Expedia
From $455 per night (USD)VRBO
Lovely home with hot tub near Volcano National Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hale Ma‘ukele is a large, well decorated home located near the heart of Volcano Village and 1 mile from Volcano National ...
From $455 per night (USD)VRBO
From $290 per night (USD)Expedia
Kamaole Beach Condo 20% SALE, WEEKLY Discount 10% Sep-Oct 159
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just 200 yards, 3 min. walk to Kamaole Beach! This gorgeous condo is fully-stocked and has been completely remodeled for ...
From $290 per night (USD)Expedia
From $446 per night (USD)VRBO
Heart of Wailea, Remodeled Kitchen and AC! Ekahi 45A
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Full remodel! New AC, appliances and furnishings! Wailea Ekahi 45A is a 1 bed, 2 bath condo conveniently located on the ...
From $446 per night (USD)VRBO
From $516 per night (USD)Expedia
🏖️Ground-Floor Mauna Lani Condo | Beach Club Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ground-Floor Mauna Lani Condo | Beach Club Access + Walk to Pool Escape to Golf Villas at Mauna Lani Q2, a peaceful gro ...
From $516 per night (USD)Expedia
From $568 per night (USD)VRBO
Napili Point Condo - Spectacular View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Napili Point, Unit A-2 is located on Maui's western shore. This fully-equipped one-bedroom ground-floor condo (sleeps ...
From $568 per night (USD)VRBO
From $250 per night (USD)Expedia
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Want to be close to a beautiful beach and the little fishing village of Kailua Kona? If so this place is for you. Magic ...
From $250 per night (USD)Expedia
From $242 per night (USD)VRBO
Ilikai 606 Ocean / Sunset / Marina Views King Bed, Sofa Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall ...
From $242 per night (USD)VRBO
From $466 per night (USD)Expedia
Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioni ...
From $466 per night (USD)Expedia
From $1079 per night (USD)VRBO
KLVR presents*Honua Kai K325*Great Ocean Views*
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Kaanapali Luxury Vacation Rentals (KLVR) Welcomes you to K325**Great Ocean Views from all bedrooms and living room** Al ...
From $1079 per night (USD)VRBO
From $630 per night (USD)Expedia
Luxurious DistantOcean View Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THIS IS THE BEST VALUE ONE CAN GET AT THE 5 STAR ACCOMODATIONS AT THE BEACH VILLAS AT KO OLINA! Located in the Beach Vi ...
From $630 per night (USD)Expedia
From $393 per night (USD)VRBO
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Prince Kuhio #205. This one bedroom is the perfect place to stay while in Kauai. Recently renovated and full ...
From $393 per night (USD)VRBO
From $2014 per night (USD)Expedia
Champion Ridge Home: Luxe w/ Private Pool,Spa,AC & Ocean/Mountain View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Set within the prestigious Champion Ridge enclave at Mauna Lani Resort, Champion Ridge Home by Gather is a luxurious sin ...
From $2014 per night (USD)Expedia
From $861 per night (USD)VRBO
5 Stars AC Unit Oceanfront Puu Poa in Princeville Kauai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the ultimate beachside oasis with this exquisite end unit boasting breathtaking ocean views from every angle. S ...
From $861 per night (USD)VRBO
From $746 per night (USD)Expedia
Elevated Waikiki retreat w/ pool & beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to your 34th-floor Waikiki escape at Waikiki Banyan Tower 2. - Mountain & city views from balcony ...
From $746 per night (USD)Expedia
From $194 per night (USD)VRBO
LAST MINUTE DISCOUNT SPECIALS! Luxurious Condo on Ali’i Drive with Ocean view.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Complete your visit to the islands by staying in this Samoan-inspired 3-bedroom, 2-bathroom condo at Ali'i Cove. Featur ...
From $194 per night (USD)VRBO
Click For PricingVRBO
3 Bedroom, 3 Bath Oceanfront Condo With Amazing Views of Molakai and Lanai
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom, 3 Bathroom Oceanfront Condominium with Panoramic Views and Sunsets over the Islands of Lanai and Molokai. A h ...
Click For PricingVRBO
From $256 per night (USD)VRBO
Ilikai 1721 City / Mountain Views - Nice Remodel - 2 Double Beds & Sleeper
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars ...
From $256 per night (USD)VRBO
From $510 per night (USD)Expedia
Maui Special!! 2BDRM/2BA Ocean View and Convenient Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Ocean view condo is spacious with 2 Bedrooms, 2 Baths, and airy living room. The sliding glass doors slide into the ...
From $510 per night (USD)Expedia
From $1462 per night (USD)VRBO
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Experience the beauty of the Pacific Ocean from this dramatic setting, the panoramic views of neighboring Molokai and La ...
From $1462 per night (USD)VRBO
From $2293 per night (USD)Expedia
Hale Leimomi: Luxurious Comfort + Pool + Views!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
In this sparkling new villa, laid-back comfort harmonizes—beautifully—with the ultimate in luxurious appointments & upsc ...
From $2293 per night (USD)Expedia
From $342 per night (USD)VRBO
Kamaole Sands #5-313 Idyllic Ocean Courtyard View, Across from Beach! A/C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands #5-313 is a desirable one bedroom, two bath unit with an amazing view of a scenic tropical courtyard, comp ...
From $342 per night (USD)VRBO
From $665 per night (USD)Expedia
Ocean view retreat w/ lanai, pool & beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to your 28th-floor ocean view retreat at Waikiki Banyan. - Heated pool, hot tubs & sauna on-site - ...
From $665 per night (USD)Expedia
From $476 per night (USD)VRBO
Honu Kai@Turtle Bay- Pool, AC, Golf, Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Swimming pool, tennis courts, pickleball courts, club house; these are just some of the community amenities that you can ...
From $476 per night (USD)VRBO
From $160 per night (USD)Expedia
Beautiful Oceanfront Condo on West Side of Oahu. Spectacular Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
ALOHA, this beautiful, white sandy beach front home is located, right in front of Turtle Cove Beach. Not to mention, th ...
From $160 per night (USD)Expedia
From $619 per night (USD)VRBO
Poipu Sands 513 – Oceanfront, Ground Floor, Steps to Shipwreck Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: True oceanfront ground-floor retreat with unobstructed views of Shipwreck Beach and the Pacific. Poipu Sands 5 ...
From $619 per night (USD)VRBO
From $331 per night (USD)Expedia
Special Rate.Charming 1BD With Ko'olau Mountain Range View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
High Floor 1 Bedroom with the Great View!! You can feel time goes by slowly and leisurely while you enjoy your stay in t ...
From $331 per night (USD)Expedia
From $553 per night (USD)VRBO
Plantation Cottage - very private 1br/1ba cottage near the beach in Hanalei
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
TVNCU-1104 - TA# 154-325-1968-01 Charming 1 bedroom, 1 bath, vintage Hawaiian style cottage, located just off the main ...
From $553 per night (USD)VRBO
From $584 per night (USD)Expedia
North Shore Tropical Studio with breathtaking mountain views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This beautiful studio apartment with stunning mountain views is a perfect place to unwind for your North Shore get-away. ...
From $584 per night (USD)Expedia
From $177 per night (USD)VRBO
Oceanfront Condo with Amazing View—King Bed, Lanai, Walk to Town, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Oceanfront 1BR Condo • Amazing Views • Prime Kona Location Second-floor unit with king bed, full bath, two TVs, free Wi ...
From $177 per night (USD)VRBO
From $1462 per night (USD)Expedia
Large Roof Balcony (1,385 Sqft)!! Comfortable 2 Bedroom at Waikiki! (LW14)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Step inside of a spacious 2bed-room you will be astonished by the amount of sunlight beaming through the floor to ceilin ...
From $1462 per night (USD)Expedia
From $1608 per night (USD)VRBO
Four Bedroom,, Remodeled 2022, Closest to Ho'olei Pool, Wailea Beach, the Grand
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
One of a kind four bedroom Ho'olei home in Wailea! Breathtaking is the best word to describe this luxury townhouse-styl ...
From $1608 per night (USD)VRBO
From $141 per night (USD)Expedia
Cozy Honolulu Retreat w/ Pool Access, Near Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
There’s no better way to experience Oahu’s south shore than from this charming Honolulu vacation rental home. Ideal for ...
From $141 per night (USD)Expedia
From $621 per night (USD)VRBO
Heaven on Earth in Upcountry Maui
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Star Lookout, a magical vacation cottage in Maui's Upcountry. Experience a taste of 'Old Hawaii' in our q ...
From $621 per night (USD)VRBO
From $552 per night (USD)Expedia
Hanalei Bay Villas #22 - a 2br / 2.5BA, mountain and golf course view condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hanalei Bay Villas #22 is a spacious two bedroom, two and a half bath, two story stand-alone condominium. With an additi ...
From $552 per night (USD)Expedia
From $559 per night (USD)VRBO
Keone Nani Condo - New AC, Golf, Swim, Food Trucks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Best Value at Turtle Bay – Stunning Golf & Ocean Views Welcome to your tropical home away from home at Kuilima Estates, ...
From $559 per night (USD)VRBO
From $1495 per night (USD)Expedia
Penthouse II
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Breathe the salty air over breakfast on the balcony and admire outstanding views of the manicured grounds, the ...
From $1495 per night (USD)Expedia
From $354 per night (USD)VRBO
KIHEI KAI NANI #6-246 Beautiful open view with Ocean/Pool in Tropical Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This beautiful OCEAN/POOL view unit is situated in the best location of the complex, where you wake up to a calm mornin ...
From $354 per night (USD)VRBO
From $350 per night (USD)Expedia
Kona Reef F11: Oceanview Condo w/ Shared Pool, AC & Lanai Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Kona Reef F11—an inviting oceanfront retreat in the heart of Kailua Kona, HI. This beautifully appointed 1-be ...
From $350 per night (USD)Expedia
From $529 per night (USD)VRBO
Ocean-View Maui Kamaole Condo – A/C, Lanai, Walk to Beach & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful two-bedroom condominium has been remodeled and decorated by a designer. Enjoy sunsets and ocean views whi ...
From $529 per night (USD)VRBO
From $1112 per night (USD)Expedia
Luxurious 4BR/4BA Presidential Suite AC Near Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to BlueTideVillas! Welcome to Poipu's newest luxury resort-style villas! This is a VERY spacious (2750+ total ...
From $1112 per night (USD)Expedia
From $905 per night (USD)VRBO
Maile Retreat ~ Peaceful Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious two-bedroom, two bathroom ground floor unit home is your home away from home. Large open living room/din ...
From $905 per night (USD)VRBO
From $273 per night (USD)Expedia
Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Thank you for looking at our listing! Our unobstructed ocean view condo has 1 bedroom, 1 bathroom, a sleeper sofa, and a ...
From $273 per night (USD)Expedia
From $1300 per night (USD)VRBO
Nalu Aloha ~ Love and Aloha
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Nalu Aloha ~ Love and Aloha," your serene retreat nestled in the heart of Kahuku. This charming two-bedroom, ...
From $1300 per night (USD)VRBO
From $424 per night (USD)Expedia
Hale Kamaole 123 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience Maui from this ground floor one bedroom unit - close to grill and easy parking! The furniture has been renewe ...
From $424 per night (USD)Expedia
From $380 per night (USD)VRBO
Endless Waves, Incredible Direct Oceanfront Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
New Owners, Completely remodeled throughout! 1 bed (Cal King), 1 bath, beachfront condo, Free Wi-Fi You Can Not Get Cl ...
From $380 per night (USD)VRBO
From $385 per night (USD)Expedia
Aloha Condos, Nohonani Condos and Resort, Condo 206, Beachfront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Direct beachfront location with views of Molokai, Lanai and the Pailolo Channel Oceanfront swimming pool Spectacular ...
From $385 per night (USD)Expedia
From $538 per night (USD)VRBO
Private Beachfront Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
RESERVATIONS: 2 NIGHT MINIMUM ... 8 NIGHT MAXIMUM . . NO A/C BOOKINGS: 8 NIGHT's OR MORE "REQUIRE" THE HOST'S CONS ...
From $538 per night (USD)VRBO
From $479 per night (USD)Expedia
2025 Upgrade, Ko Olina Panoramic Ocean View Villa, Luxury 3BR & 3BA, 9th Floor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wake up to panoramic ocean views from the 9th floor of the Ocean Tower at Ko Olina Beach Villas Resort. This upgraded 3- ...
From $479 per night (USD)Expedia
From $1360 per night (USD)VRBO
Ho'omaika'i ~ Give Thanks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Hoomaikai ~ Give Thanks, your serene retreat nestled in the heart of Kahuku. This charming 2-bedroom, 2-bathr ...
From $1360 per night (USD)VRBO
From $424 per night (USD)Expedia
Hale Kamaole 141 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This one bedroom condo with Garden View, is located near pool in upper complex and has beautiful Hawaiian decor througho ...
From $424 per night (USD)Expedia
From $489 per night (USD)VRBO
TOP ROW (unit 21T-3&4) ~ PANORAMIC OCEAN VIEWS ~ No Stairs ~ AFFORDABLE ~ Platinum Maui Vacations
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Hawaii Tax ID # TA‐146‐091‐4176‐01 This villa, Hale Ka'ikenanani, is located inside the prestigious Kapalua Resort on th ...
From $489 per night (USD)VRBO
From $1469 per night (USD)Expedia
Hale Niu ~ Coconut House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Hale Niu, your idyllic retreat nestled on the prestigious Fazio Golf Course in at The Ritz-Carlton Turtle Bay ...
From $1469 per night (USD)Expedia
From $794 per night (USD)VRBO
Hale `A`ohe ~ The House of Ease
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to this charming ground-floor studio at Ku'ilima Estates East, perfectly positioned just moments from the pristin ...
From $794 per night (USD)VRBO
From $501 per night (USD)Expedia
Gorgeous Monthly rental Near the Beach w/ Iconic Ocean, City, Mountain Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waikiki Shore #1418 – 2161 Kalia Rd (LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJ ...
From $501 per night (USD)Expedia
From $308 per night (USD)VRBO
Top Floor Gem! Direct Ocean Views! Near Kaanapali #215
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
ALOHA AND WELCOME TO HALE KAI # 215 Located right on the ocean on the beautiful island of Maui, our second floor ...
From $308 per night (USD)VRBO
From $1162 per night (USD)Expedia
Hale Lani ~ Heavenly Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Hale Lani ~ Heavenly Home, nestled in the serene coastal town of Kahuku. This charming vacation rental offers ...
From $1162 per night (USD)Expedia
From $423 per night (USD)VRBO
Beachside Kihei Vacation Rental w/ Stunning Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Book this airy corner vacation rental condo for an incredible stay in Kihei, Maui!! Nestled in Leina’ala Condominiums, t ...
From $423 per night (USD)VRBO
From $621 per night (USD)Expedia
Princeville Condo with AC, Pool, Garage, Beach Gear 27B
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Set amidst lush, garden landscape and just steps from the resort's tropical pool and poolside lounging area, this beauti ...
From $621 per night (USD)Expedia
From $376 per night (USD)VRBO
1Br Princeville Sands Condo with Pool and Hot Tub (137-A)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Are you looking for a updated condo in Princeville for your vacation? If so... You have arrived! This wonderful 1 bedroo ...
From $376 per night (USD)VRBO
From $420 per night (USD)Expedia
Turtle Bay Condo w/ Pool Access & Golf Course!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pack your bags and retreat to Oahu's peaceful North Shore in this well-appointed and updated 1-bedroom, 1-bathroom Kahuk ...
From $420 per night (USD)Expedia
From $649 per night (USD)VRBO
Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Castle Kanaloa at Kona #502 - Why leave this stylish 1,850sf villa? To golf just outside the door! Perks include AC, cei ...
From $649 per night (USD)VRBO
From $252 per night (USD)Expedia
Kihei Kai Nani #11-343 Renovated, Large Lanai, across Kamaole Beach II!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Same day bookings (meaning arrival is within 24 hours of making the reservation) requires a phone call to Rentals Maui f ...
From $252 per night (USD)Expedia
From $456 per night (USD)VRBO
Kuhio Shores 415 Top Floor Oceanfront Condo with central a/c
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mini split Air Conditioning system installed to make your Kuhio Shores 415 cooling experience perfect. Open windows, tra ...
From $456 per night (USD)VRBO
From $1878 per night (USD)VRBO
Wai'ula'ula Villa 328 Three Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This luxe, ‘upcountry’, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor islan ...
From $1878 per night (USD)VRBO
From $332 per night (USD)VRBO
#605 Top Floor Unobstructed Ocean View/Sunsets, New quiet A.C.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Island Surf #605 Condo Description: JUNE UPDATE: New central AC was just installed ! Incredibly quiet !! Individual ...
From $332 per night (USD)VRBO
From $414 per night (USD)Expedia
Best Value - Beautiful remodel - Whole Unit A/C - Ocean Views - Best location
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Spectacular remodel. All living areas have been upgraded. Whole unit air conditioning and oversized king bedroom. Ocean ...
From $414 per night (USD)Expedia
From $472 per night (USD)VRBO
Affordable Luxury - Golfer's Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Golf Villas at Mauna Lani places you in the midst of this legendary and hallowed land. Imagine gently greeting the ...
From $472 per night (USD)VRBO
From $667 per night (USD)Expedia
Princeville Wellness Loft ~ A/C, Massage Chair, King Bed, Kitchen, Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Wellness Loft — a romantic, Balinese-inspired Princeville retreat designed for couples and wellness-focus ...
From $667 per night (USD)Expedia