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

Pool House with 2Queen Beds – Poolside Comfort

Enjoy a relaxing poolside retreat in this 484 sq. ft. studio featuring two queen beds and a wet bar. With air conditioning, free Wi-Fi, and modern comforts, this studio provides a perfect blend of convenience and luxury for your stay.Key Features: • Design-Centric Hotel...

Luxury condo w/ ocean views, private lanai, full kitchen, shared pool & hot tub

Hali’i Kai 11A on the Big IslandOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury Living at Hali’i Kai: Waikoloa’s Only Oceanfront Condo Community!Aloha and welcome to your Big...

Royal Sea Cliff Kona Garden View 2 Bedroom

This garden-view two-bedroom retreat tucked away near Kailua-Kona, offering privacy, comfort and local charm. Enjoy quiet mornings on the lanai and easy access to beaches, shops and dining. Garden View 2 Bedroom 2 Bath• Condos located on 1st, 4th, and 5th floors •...

HGVC Point At Poipu 2 Bed 2 Bath Unit

Beautiful 2BR/2BA Villa at The Point at Poipu – Weekly StaysAloha and welcome! Please read before booking:This is a timeshare resort, and availability changes daily.Do not rely on the calendar.Please click “Ask Owner a Question” to confirm availability before sending a...

The Heights Hideaway

About this spaceCute & cozy two-bedroom apartment on the ground level of a single-family home. Private entrance. Includes a full kitchen with appliances and a private bathroom with a shower.The spaceYour space is located on the ground level with a private entrance.You...

Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern Amen

Welcome to Kailua Beachside, a five-bedroom, five-bath beachfront villa where modern design meets the relaxed rhythm of island life. Located on the peaceful north end of world-famous Kailua Beach, this two-story residence offers a seamless connection between indoor and...

Relax in Maui: Ocean View Studio Premium at Westin Kaʻanapali North

Unwind in paradise with this Studio Premium – Ocean View Villa at The Westin Kāʻanapali Ocean Resort Villas North, where comfort meets sweeping views of Maui’s coast. Designed for up to four guests, the villa offers around 500 square feet of thoughtfully appointed...

The Lodge at Kukui‘ula - Cottage 7

Escape to an extraordinary Hawaiian sanctuary nestled in the breathtaking South Shore of Kaua'i within a private 1000-acre resort community. Cottage 7 at the prestigious Lodge at Kukui'ula offers a perfect blend of luxury, comfort, and authentic island living.This...

Spacious 2br Waikiki

Conveniently located in the middle of Waikiki, just a block away from the famous International Market Place. This spacious 2 bedroom 1 bath boasts a full kitchen and private lanai to enjoy the Ala Wai views. Secured assigned parking. Washer / Dryer available on every...

Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach Nearby

Discover the perfect blend of island comfort and spacious living in this two-bedroom, two-bath villa at The Point at Poipu on Kauaʻi’s sunny south shore. Ideal for families or friends traveling together, the residence includes a master bedroom with a king bed and...

Oceanfront Villa- Step Right Out Onto Lahaina's Top Beach

Puunoa Beach Estates 105 2 Bedrooms | 2 Bathrooms | Sleeps 4 | Oceanfront ________________________________________ Welcome to Puunoa Beach Estates 105, your idyllic two-bedroom oceanfront retreat overlooking Lahaina’s family-friendly Baby Beach. This ground-floor slice...

Aqua Aloha Surf Waikiki 1002 Superior Studio w/Lanai & Partial City Views

Aqua Aloha Surf Waikiki #1002 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...

Island Surf 510 | Water Views, Across from the Beach + In the Heart of Kihei!

Escape to the serene paradise of Island Surf 510C, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 4 guests, boasting 2 spacious bedrooms and 2 bathrooms all conveniently situated on one...

Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-208

Makena Surf B-208Welcome to Makena Surf B-208, a luxurious oceanfront condo that combines the serenity of beachfront living with upscale finishes and exceptional comfort. Located in the prestigious Makena Surf Resort, this second-floor unit boasts panoramic views of the...

Couples Retreat! 138 Shores at Waikoloa

Step into paradise at the "138 Shores at Waikoloa," a luxurious one-bedroom condo nestled in the heart of Waikoloa. The sleek, modern design of this condo offers a perfect blend of comfort and style, making it an ideal retreat for couples seeking a romantic getaway. The...

Konishiki Beachhouse: Luxury 4BR Oceanfront Home w/ Private Pool, Beach Access

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Konishiki Beachhouse 4BD by Gather,...

Kapalua Golf Villas Ocean View 2 Bedroom

Golf Villas Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin beds;...

Butterfly House: Beautiful Ali'i Drive Home with Ocean Views!

Incredible Modern Alii Drive Home with Ocean Views! A beautifully renovated home right across Kahalu'u Beach on the historic Ali’i Drive.Modern finishes throughout. 2 Master bedrooms with 2 full baths. Modern fixtures in all areas of the home.Stay cool with ceiling fans...

Cozy 1-bedroom condo at perfect Kiahuna beach unit on the water!

Nestled in Kiahuna Plantation Resort, this peaceful condo offers a comfortable retreat for guests seeking a tranquil getaway. The one-bedroom space features a cozy queen bed and a clean bathroom with a refreshing shower. Guests can enjoy the view from the Balcony that...

2/2 Modern & Elegant Penthouse Oceanfront Vistas

Summary:Spacious and elegant. Completely remodeled, no expense was spared to create our gorgeous oceanfront oasis. This two-bedroom, two-bathroom condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is within reach. Beach...

Bright North Shore Condo With Loft, Golf Views, and Resort Amenities

Welcome to Kuilima Estates West #132, a breezy North Shore vacation studio set within the peaceful resort community surrounding Turtle Bay. This light-filled retreat blends golf-course serenity with easy access to beaches, dining, and the natural beauty that defines...

Waterfront Bliss at Tropical Townhouse

*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!*Step into your own slice of paradise with...

Princeville Kauai 2 bedroom 2 Bath Sleeps 5

Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This premier complex, perched on a verdant bluff, provides a paved path to Hideaways Beach, where you can snorkel, swim and soak up the sun. On-site amenities include a restaurant,...

Hilton's Point at Poipu - Luxury 2 Bedroom Villa

Weeks are offered on a Friday, Saturday, and Sunday check-in & out in SEVEN NIGHT INCREMENTS.The REQUEST TO BOOK feature is a request for a reservation, not a confirmed stay. Please do not reserve your airfare until you have communicated with us and we have accepted the...

New Listing: 1BD Oceanfront Views at Lahaina Shores

Lahaina Shores 601 – Oceanfront Elegance with Panoramic ViewsDiscover the magic of Maui from Lahaina Shores, a charming boutique resort set directly on the ocean in the heart of Lahaina. Unit 601 is a rare, highly coveted 1-bedroom, 1-bathroom corner retreat on the 6th...

Maui Kihei 3 Bedroom Oasis

Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Designed by a premier Hawaii and San Francisco designer, this one-of-a-kind residence has been meticulously crafted as both a refined home and a true statement piece. Every detail reflects...

Oceanfront Paradise Awaits at Kahana Reef 215

Your Oceanfront Escape Begins at Kahana Reef 215Step into paradise the moment you arrive. Kahana Reef 215 sits directly on the water’s edge—so close you’ll fall asleep to the lull of the waves and wake to stunning, unobstructed ocean views. Enjoy your morning coffee or...

Waikiki Tranquil Retreat

At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...

Dlx 1 br Waikiki Condo Rental...Sleeps 5/Lovely views. Waikiki Beach!

Enjoy your own 1-BR Oahu condo rental getaway - just a short stroll to Famous Waikiki Beach & and ideally located near world-famous Diamond Head. We're On the 'quieter side' of Waikiki, near Kapiolani Park. Your 1-bedoom Waikiki Beach Condo vacation getaway is appointed...

Maui Resort Rentals: Honua Kai Konea 504 – Luxurious 2BR w/ Beautiful Partial Ocean & Mountain Views!

Konea 504 is a luxurious two-bedroom suite, offering guests the best of both worlds, beautiful partial ocean and mountain views right from the comfort of your spacious private lanai. Located in the very first two-bedroom stack from the oceanfront column, your group will...

Hawaiian Oasis w/ Private Pool, 2 King Suites & Sunset Views!

Discover true Aloha at this stunning 3-bedroom oasis, where island charm meets luxury. Behind a gated front entry, this beautifully designed home features soaring vaulted ceilings, dramatic lava rock wall & 2 king suites and a chefs kitchen, offering a serene and...

Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Premier 5th Floor Interior Courtyard Offering w/ Stunning Ocean Views!

This 3BR/3BA pairing features two fantastic 5th-floor oceanview suites located directly next door to each other. Both suites overlook the lush resort grounds and pools of the Hokulani Tower interior courtyard and provide stunning full ocean views.Gather, reconnect, and...

Marriott Maui ocean club full kitchen, 2/22/26-3/1 on beautiful Kaanapali Beach

February 22/26 thru 3/1/26 only Escape to this fabulous condo in picturesque Lahaina. This wonderful property features 2 gorgeous bedrooms with king beds, 2 bathrooms with luxurious amenities like a full kitchen, jetted bathtub, and a cozy living room with a sofa bed...

Waikiki Shore Park View 1 Bedroom

Park views and beachfront living come together in this cozy one-bedroom condo, located in the only condo building on Waikiki Beach. Featuring a private bedroom, full bath, and all the essentials, it's the perfect island escape for couples or small families.Park View 1...

Fairways North 22 Four Bedroom

Located within the desirable North Fairways at the prestigious Mauna Kea Beach, this charming 4-bedroom residence will meet all of your Hawaii resort vacation wants. This beautiful vacation rental not only offers breathtaking panoramic ocean views it also provides views...

Honua Kai | 3 Free Rental Cars | KBM Resorts | Large Floorplan | 3 Units, 6 Bedrooms | HK ML-1227

** 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...

*Hono Kai A14* New Listing! Maui condo steps to the sand!

Beautiful ground floor and newly remodeled! Hono Kai A14 is a garden-view unit, immersed in rich tropical foliage with a spacious private lanai only steps from the complex beach access! Decorated with a modern beachy decor, this unit features a master suite with a comfy...

1 Bedroom Partial Ocean View Condo - Kaanapali Shores 830

Settle into your Hawaiian vacation in this Oceanfront and ground-floor condo with beach and pool access in Kaanapali. Wake up to the ocean breeze and just steps away from one of the most popular beaches in Maui. Recent upgrades include: The kitchen has all-new stainless...

Allure Very Nice 2-bedroom condo 30 Day Rental Minimum

This beautiful 2 bedroom condominium at Allure Waikiki #2609, offers state of the art kitchen appliances, great for people that love to cook. It also has a washer and dryer in the unit. The Allure is located in a prominent Waikiki location, walking distance to lots of...

"Windjammer" Studio w/FREE parking & Full Kitchen

Our Premium WINDJAMMER STUDIO is spacious, recently renovated, fully furnished and centrally located just steps away from famous Waikiki Beach where you can enjoy the sand and surf. We include FREE PARKING, full kitchen, free Wi-Fi and a private lanai. We provide 100%...

Ocean View Studio at Marriott’s Maui Ocean Club – Beachfront Paradise

Discover island comfort and breathtaking views in this Studio Ocean View Villa at Marriott’s Maui Ocean Club – Molokai, Maui & Lanai Towers, located along Kaʻanapali Beach. This well-appointed studio accommodates up to four guests and is ideal for couples or small...

The Lodge at Kukui‘ula - Cottage 10

Cottage 10 at The Lodge at Kukui'ula is a private sanctuary nestled on Kauai’s sun-drenched south shore. This charming three-bedroom cottage blends classic Hawaiian style with modern luxury, creating a warm and inviting retreat perfect for couples, families, or small...

Honua Kai | 3 FREE CARS | KBM Resorts | Mountain Views | 3 Units, 6 Bedrooms | HK ML-3568

** 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...

Airy Coastal Dream Vistas

Summary:Completely remodeled 1 br, 1 bath modern condo with upscale Hawaiian style. Located directly across from the beach in warm & sunny Kihei. Nestled in the lovely and desirable Kihei BayResort, you will be embraced in the tranquil grounds and ocean views. We...

RELAX w/ Direct Beach Access High Flr. Sans Souci 2BD/2BA🌴Stunning Ocean Views

Nestled along the southeastern coast of Oahu, Hawaii, welcome to Sans Souci condominium 901/902, on the only beach in the heart of Diamond Head along the Gold Coast adjacent to Waikiki. The first thing you will notice is the incredible ocean view from this luxurious...

Tropical Comfort & Poolside Peace—2 Room Island Haven Awaits

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

4BR Kona Home with Ocean Views and AC!

Walua Hale – Oceanview Escape in Kailua-KonaWake to dazzling Pacific views and end your days dining al fresco on the lanai at this stylish 4-bedroom retreat. With space for up to 10 guests, Walua Hale blends coastal charm with comfort—think breezy open spaces, a hammock...

Relax & Explore: Spacious 2BR Suite at Maui Schooner Resort

Escape to the shores of Kihei with this two-bedroom suite at Maui Schooner, where Hawaiian ease meets roomy, well-appointed living. Designed to sleep up to six guests, the bedrooms are furnished with a king bed and a queen bed, and the living room includes a queen...

A11y Room with 2 Double Beds, Lanai and City Views

Designed with accessibility in mind, this 242 sq. ft. room features two double beds and a private lanai with city views. With accessible features, air conditioning, free Wi-Fi, and modern amenities, this room ensures a comfortable and convenient stay for all guests.Key...

Luxe Ke Iki Beach Villa by Gather: North Shore Getaway w/AC Near Waimea Bay

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.On Oahu’s North Shore, Ke Iki Beach Villa is a...