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

Kanaloa at Kona Partial Ocean View 2 Bedroom

Beautiful condominium situated on 16 acres of a secluded oceanfront lava flow overlooking beautiful Keauhou Bay. Relax in tropical gardens and lush flower-filled landscapes. Golfers, families and outdoor enthusiasts will enjoy snorkeling, golf and deep-sea fishing...

Tropical Tranquility and Sunset Views! Maui Vista 2223

Tropical Tranquility and Sunset ViewsWelcome to your perfect Maui getaway! Nestled in the heart of South Kihei in the desirable Maui Vista Resort, this beautifully renovated condo offers the ideal blend of comfort, convenience, and island charm. Whether you’re seeking a...

Kahala Estate

A private porte-cochere leads you to the luxury and grandeur that is Kahala Place. Steps away from Kahala beach, Waialae Country Club, and The Kahala Hotel -- this is a very special estate. All bedrooms with their own en-suite bedrooms. Master with his and her walk-in...

Parking and Ground floor Close to Beach & Shops Waikiki 103

Parking and Ground floor Close to Beach & Shops Waikiki 103.Honolulu Hawaii Nightly RentalAll New Complete Remodel! One Parking Space Included, Midsize OnlyBook your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, & Full...

Beach Lover's Dream: Inviting Room with Stunning Partial Ocean Views!

Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for a room within a hotel.✦ Your room is 280 sq. ft, equipped with...

Welcome to Unit 365

Welcome to 365, a gorgeous condominium in Maui’s exclusive Kaanapali Alii Resort. This luxury residence offers dazzling unobstructed views of the sparkling Pacific Ocean disappearing into the horizon and neighboring islands Lanai and Molokai. Vast windows and a private...

Moani Heights 13 Four Bedroom

Rest and recharge in this luxurious four-bedroom, four-bath island retreat, where indoor comfort meets stunning outdoor living. The open-concept kitchen and living area flow seamlessly onto a spacious, furnished lanai, perfect for enjoying the coastal breeze. Step...

Recently Renovated - Wailea Beach Villas Excellence

Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Mauiâs most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional...

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...

Christmas Week Dec 19-26th at The Westin Nanea ocean resort on Kaanapali beach

Special week December 19th - 26th!!!!!Experience Nanea - a state of relaxation and repose - firsthand. Resort blends a top-notch vacation experience with the authentic history and culture of Hawaii. Amenities include a 10,000 square foot lagoon style pool with a upper...

Honua Kai K204 Elegant 2BD Maui Condo w/ Lanai, Pools, Beach Access & Mountain View

Honua Kai K204 Experience the Maui Beach Resort Life from this West Maui Condo, Steps to the Pool and Sand Professionally managed by Maui Paradise Properties. Welcome to your Maui Retreat: Welcome to Honua Kai Konea 204, an expansive two-bedroom, two-bath retreat (1,250...

Kaanapali Shores | Oceanfront, Beachfront | KBM Resorts | Oceanfront, Beachfront | 2 Units, 3 Bedrooms | KS ML-3659

** 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...

Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Spacious Lanai | 3 Units, 4 Bedrooms | ML-2531

** 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...

Tranquil Oceanfront Retreat | Lahaina Shores 421, Pure Aloha!

Lahaina Shores 421 - Many upgrades!Welcome to Lahaina Shores 421—a beautifully appointed oceanfront studio on the 4th floor, designed for comfort and relaxation. Perfect for two guests, this retreat features central air conditioning, a brand-new platform bed with a firm...

Beautifully designed quiet townhome with a fenced backyard!

Unique and inviting 2 story townhome with a yard ! Upper level features a master suite with separate bathroom and trundle bed under California King, second bed has a Queen bed and a single bed folded in closet and it’s own full bathroom. Main level has a sectional couch...

The Westin Kāanapali Ocean Resort/ 2-Bedroom

Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...

Waikiki on a Budget | Dining, Surf & Shopping Nearby 404

Waikiki Condo 3 Blocks to Beach | Sun, Sand & Surf Waikiki 404 96815.Located in the heart of Waikiki '2413 Kuhio' is ideal for remote workers and longer stays with a full kitchen, space studio floorplan and full bathroom. Styled with modern comfortable furnishings and...

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

Summary:Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island...

AS11F-02 Heart of Waikiki: Partial Ocean Corner View

Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...

Westin Princeville Ocean Resort Villas Studio Unit - Many Dates Available!

Located on the north shore of the Princeville Resort, along a cliff two hundred feet above the ocean, you might just have found your paradise. The beautiful Westin Princeville Ocean Resort Villas is set on eighteen oceanfront acres and absolutely packed with the...

Maui Ocean Club in Lãhainã - Garden View Studio

🏖 Resort Highlights:✔ Prime beachfront location on famous Kaanapali Beach 🏝✔ Lagoon-style pools, waterfalls & whirlpools 🏊‍♂️✔ Children’s pool, splash zones & water slides 🛝✔ On-site restaurants, bars & marketplace 🍹✔ Fitness center, spa & yoga classes 🧘‍♀️✔ Beach...

Diamond Head Grandeur: Kahala Luxury Villa with Ocean View

Welcome to Diamond Head Grandeur, a breathtaking 5 bedroom, 5.5 bathroom luxury villa located in the prestigious Kahala neighborhood on Oahu’s south shore. Just minutes from the iconic Diamond Head State Monument, Kaalawai Beach, and the vibrant energy of Waikiki and...

Honua Kai | Large Lanai | KBM Resorts | 2 Units, 4 Bedrooms | HK ML-3738

** 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...

Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 3 Bedrooms | KBV ML-1987

** 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...

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...

Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, 6th Floor Partial Ocean AND West Maui Mountain Views!

Designed for families and groups seeking both space and privacy, this luxurious combined offering pairs a 2BR/2BA suite with a neighboring 1BR/1BA suite to create the ideal setting for your group to gather and reconnect. Both residences enjoy beautiful partial ocean...

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...