Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

30 Day Rental in Waikiki with Parking!

Welcome to Fairway Villa, your ideal retreat in the heart of Waikiki! This studio, available for a minimum 30-day stay, is perfect for remote workers, traveling nurses, or anyone needing a longer-term stay in Waikiki. The studio features a comfortable Queen-sized bed, a...

Peaceful Peacock Palace in Makaha

Nestled in the lush landscapes of Makaha Valley, backed by the beautiful Mountains with a 24 hour Oceanview, our enchanting retreat offers guests a unique blend of serene natural beauty and luxurious comfort. As you enter the gates, you are welcomed by the sweet...

Hilton Hawaiian Village Lagoon Tower 2BR 2BA sleeps 6--Ocean View

Consider this condo your home away from home while you visit Honolulu. Lagoon Tower offers 2 bedrooms and 2 bathrooms, ensuring a comfortable stay for guests. With amenities like a hair dryer, heating, WiFi, a washing machine, an iron, a fitness room, and AC, your needs...

Brand New_Tropical Modern Style

Looking for a quiet, peaceful, and relaxing place to stay while visiting the Big Island? Well, Look no further. We offer you a beautiful & Newly built ohana unit that eludes a modern-tropical aesthetic feel; just minutes away from the Ellison Onizuka Kona International...

Aqua Aloha Surf Waikiki 1405 Studio w/Lanai & Partial City Views

Aqua Aloha Surf Waikiki 1405 Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha,(1) Full/double bed, (1) Twin...

2 Marriott Maui Ocean Club Resort and Spa, Hot Tub!

Discover Marriott's Maui Ocean Club – Molokai, Maui and Lanai Towers, a beachfront vacation ownership resort along scenic Ka'anapali Beach in West Maui. Enjoy easy access to outdoor adventures, from snorkeling and paddleboarding to visiting Haleakalā Crater and historic...

New Listing! Waikoloa Colony Villas, Sleeps 6, AC by Coldwell Banker

Colony Villas 2004 – Spacious Luxury Townhome in Waikoloa Beach ResortWelcome to Colony Villas 2004, your perfect tropical escape on the stunning Kohala Coast of the Big Island. Nestled within the private, gated community of Waikoloa Colony Villas, this beautifully...

Kaimana Beach Hotel | Classic Queen | Beachfront Getaway

Tucked at the serene end of Waikiki, Kaimana Beach Hotel offers direct beachfront access, steps from Kapiolani Park and beneath Diamond Head. The Classic Queen is a cozy retreat with a plush bed and breezy island-inspired design. It's perfect for solo travelers or...

Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Beautiful Remodel | 2 Units, 4 Bedrooms | KGV ML-1129

** 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 and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

Chic Coastal Living in the Heart of Wailea

** PLEASE NOTE: The Pool will be closed from September 15th - September 18th, 2026, for yearly maintenance. A brand-new split air-conditioning system has been installed throughout the property, ensuring year-round comfort with contemporary efficiency and quiet...

Kai Lani 21C: Spectacular Ocean Views, Upgraded 2BR Condo

Welcome to Kai Lani 21C by Gather, an elegantly upgraded upstairs condo located in the pristine Ko Olina Resort. Offered as a monthly rental, this home provides a luxurious escape framed by unobstructed Pacific Ocean views, sophisticated interiors, and direct access to...

Honua Kai | 2 Free Rental Cars | KBM Resorts | Partial Ocean Views | 2 Units, 5 Bedrooms | HK ML-1315

** 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 and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

Snowbird-friendly home near the beach with patio, grill, outdoor dining area

Hale Olena Ohana - 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located just 26 blocks from the ocean, this snowbird-friendly home offers the perfect...

Direct Oceanfront unit that will take your breath away. Sugar Beach 528

Book with us and come to Maui to explore everything we have to offer!Incredible views in a well maintained oceanfront unit right over the beach. Take time to relax with your morning coffee as the whales swim by. Amazing unit at amazing resort. Enjoy your Lanai...

Royal Kahana Maui 415 Ocean View 1 Bedroom

Enjoy the perfect blend of comfort and stunning ocean scenery in this charming one-bedroom near white sand beaches. Great for couples, honeymooners, or nature lovers. Unit 415 Ocean View 1 Bedroom 1 Bath• 4th floor condo with nice views of ocean and the island of Lanai...

Kihei Kai Nani 134 - 100 Yards From Beach

About this spaceBEST PRICE for the best vacation across street from Kamaole 2 beach on Maui. The condo is on the ground floor and the third one from the right end of building 12 across the driveway from the pool. The condo complex is not pet-friendly and smoking is...

Oceanview Suite and Cottage

We are a 3 Acre Luxury Vacation Rental Property with an Award Winning Coffee Farm comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona.This rental is composed of 1 Suite and 1 Cottage.We have a brand new split system AC and heating in every room and...

36FL Newly Renovated Condo with Gorgeous Ocean View

Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Escape to this newly renovated 600 sqft ocean-view condo on the 36th floor of Waikiki Banyan, perfect for...

Stunning Oceanfront 1BR/2BA Retreat with Spectacular Views - Wailea Elua 1802

Wailea Elua #1802 – Luxurious Oceanfront Retreat with Panoramic ViewsExperience upscale coastal living at Wailea Elua #1802, a beautifully renovated second-floor, 1-bedroom, 2-bathroom oceanfront condo located in one of Wailea’s most desirable beachfront communities....

Westin Nanea Ocean Villas Resort & Spa, Hot Tub!

A state of relaxation and repose - firsthand at The Westin Nanea Ocean Villas! Set on twenty-six acres of lush, tropical land and infused with a variety of Hawaiian design elements, The Westin Nanea Ocean Villas blends a top-notch vacation experience with the authentic...

Alii Park Place#N-202: Gorgeous Remodeled Top Floor 3 Bedroom unit with AC

Alii Park Place is one of the premier developments on Alii Drive. Tinguely Development group created this complex wanting to offer true quality living. It's clearly apparent this reigns supreme as you walk into the space. Unit#N-202 is beautifully furnished, and offers...

Private Napili Nest Near Beach

Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, a balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet,...

*Free Parking!* Palms at Waikīkī Hotel

This elegantly remodeled unit is located in the heart of Waikiki. Just steps away from world-famous Waikiki Beach, this condotel is across from the Hilton Hawaiian Village, Fort DeRussy Parkl and short walk to the Ala Moana Shopping Center. Restaurants, grocery stores,...

Elegant Island-Inspired 2-Bedroom with Ocean Views

Mahina Surf 205 is sure to impress! Stunning tropical hues greet you the moment you walk in. New and modern furnishings, Maui-inspired designs, and artwork throughout the condo transport you to the perfect beachy abode where you can instantly unwind and enjoy the beauty...

Colony Surf Hideaway: 2BR Beachfront Condo w/ Views & Tub

Welcome to Colony Surf Hideaway, an upscale beachfront retreat perched along Honolulu’s prestigious Waikiki Gold Coast with uninterrupted views of Diamond Head and the shimmering Pacific. This newly updated 2-bedroom, 2-bathroom sanctuary blends refined island style,...

Honua Kai | 2 Free Rental Cars | KBM Resorts | Close To Beach | 2 Units, 5 Bedrooms | HK ML-1643

** 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 and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

Bright & Colorful Beach Condo at Wailea Ekahi

Wailea Ekahi 52 is a luxurious vacation rental property located in the heart of the idyllic Wailea resort community on the southern shores of Maui. This spacious, one-bedroom, one-bathroom condominium offers guests a serene and indulgent island getaway, with all the...

Newly Renovated - Professionally Managed | Wailea Elua 706

Welcome to your dream vacation retreat in Wailea! As you step inside the newly renovated Wailea Elua 706, you\'ll immediately be captivated by the spacious and thoughtfully designed interior. The open concept living area is flooded with natural light, creating a warm...

Makaha Valley Oasis 1-Bedroom | By The Ocean

*Important to note: if you're looking to book for longer than 30 days and the dates aren't showing as avaialble, please still reach out as the unit is likely available and we can assist in getting you booked for longer. Mahalo!*Indulge in a peaceful island escape with...

Aqua Aloha Surf Waikiki 1201 Deluxe Studio with Lanai and Partial City Views

Aqua Aloha Surf Waikiki #1201 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 360 Sq ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are...

Luxury family villa 5bd - Ocean Views - Center of North Shore

Luxury North Shore Villa – 3 Bedroom with 5 bed | 5 Bath | Ocean Views | Sauna | Welcome to your dream getaway on the iconic North Shore! This brand-new luxury villa offers the perfect blend of indoor-outdoor island living with stunning panoramic ocean views and just...

Royal Sea Cliff Kona 303 Garden View 1BD 1BA

Surrounded by tropical greenery, this charming one-bedroom condo offers a peaceful island retreat. Perfect for couples or solo travelers, it features all the comforts of home on the beautiful Kona coast. Unit 303 Garden View 1 Bedroom 1 Bath• Ground floor condo...

Pili Mai at Poipu #13J By Parrish Kauai - Great family location

Nestled among a championship golf course, Pili Mai is set in an ideal location on the island of Kauai’s south shore in Poipu Beach. This is Kauai's newest resort development and has a choice of two, three, and four bedroom luxury condominiums.This central Poipu location...

Queen Bed | Outrigger Waikiki | Shopping & Dining in Central Waikiki! Gym, Pool!

Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 234 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Cleaning services...

Westin Ka'anapali Ocean Resort Villas - 1 BDR Premium Villa - Comforts of home

Clean, high end property nestled next to two sister properties (Ka'anapali Resort North and Nanea Ocean Villas - with access to all amenities of both properties). Just footsteps to Ka'anapali beach, once named America's best beach, where you can watch sunrise and...

Making The Best Memories Along The Way! Outdoor Pool, Oceanfront Property!

This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...

Fairways Villas at Waikoloa E4 Golf View 2 Bedroom

This spacious condo overlooking the fairways offers a peaceful island escape. Perfect for families or couples traveling together, it combines comfort, space, and easy access to beaches and golf. Unit E4 Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200...

KBM Resorts | FREE CAR | Hale Honu At Montage Kapalua Bay, Sleeps 10! 3-Bedroom Condo with Daily Housekeeping, Spa!

** 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 and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

Discovery Bay 1 Bedroom Deluxe Ocean View, Near the Beach!

Experience island living with comfort and style in this 37th-floor ocean-view condo at Discovery Bay! This inviting 1-bedroom unit features a queen bed, sleek vinyl flooring, refreshed furnishings, and a modern design perfect for a relaxing getaway or extended...

Picturesque views of the ocean and Diamond Head

Mesmerizing panoramic views of Diamond Head, the blue Pacific Ocean, the moon and stars! This spacious corner condo is as close as you can get to the sand without being on the beach. Step back in time for this rare opportunity to stay for a while in the home of a...

Honua Kai | Ocean and Mountain Views | 4 FREE Rental Cars | KBM Resorts | 4 Units, 9 Bedrooms | HK ML-2606

** 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 and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

Oceanfront Luxury Island Escape on Hapuna Beach at Mauna Kea

Luxury oceanfront Hapuna Beach Residence A25 on Hawaii's Big Island hosts 8 guests. Unobstructed panoramic ocean views blend indoor-outdoor living with floor-to-ceiling sliding window walls, making you feel immersed in the stunning Hapuna Beach landscape the moment you...

New Listing! Chic, Cozy, and so Kaanapali

Kaanapali Shores 736 is a charming Studio condo with central air conditioning, comfortably accommodating up to 4 guests. Perched on the seventh floor, this unit features an open-concept design, creating a peaceful island retreat. After a day of adventure, relax on the...

Premium One Bedroom One Bath Ocean View - The Whaler 1119

The Whaler Resort is perfectly located directly on Kaanapali Beach, just steps from soft sand and sparkling waters, offering one of Maui’s premier resort settings.Relax by the oceanfront pool and hot tub or swim in the clear blue Pacific. Enjoy the convenience of...

Kaanapali Alii | 192

Kaanapali Alii 1922 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 192, a stunning one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This elegant retreat...

Westin Ka'anapali--Spacious Studio with full kitchen-- full resort access

Guests of this beach resort will appreciate convenient onsite amenities such as a hot tub and a fitness center. Air-conditioned accommodations at this resort offer safes and coffee/tea makers. Rooms open to balconies. Kitchens or kitchenettes offer refrigerators,...

New Listing: Spacious 1BD with Mountain and Ocean Views

Lahaina Shores 302, 1-BD Suite — Enjoy Ocean and Mountain ViewsDiscover your perfect Maui escape at Lahaina Shores Unit 302! Your Maui adventure begins with breathtaking mountain and ocean views and the tranquility of dual private lanais. This inviting corner condo...

Kukui'ula Bungalow 1B

Situated on a private walk up cul-de-sac within walking distance from The Club at Kukui'ula, Bungalow 1B allows guests to experience golf-view one-bedroom tropical living. This 1,275 sq. ft. bungalow opens into a high-ceilinged kitchen and living area with couch and...

Christmas in Hawaii!!! 2 BR & 2 BA Ocean View in Ko Olina on the island of Oahu

Marriott Ko Olina Beach Club is surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the island of Oahu. Soak up the sun by one of our three outdoor pools, work out in our state-o-the-art fitness center. During your stay enjoy...

Golfer's Dream Stay + Golf Course Perks

The privileged third floor location of Mauna Lani Point C303 provides you with the most elevated and dramatic views on property. Once you open the front door to this vacation rental you will be greeted with the ocean and golf course views. Make your way out onto the...