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

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Northshore - Paia Beach Town

Walk to the beach and everything in Paia Town. Paia Family House is very spacious, well equipped, with a variety of comfortable indoor, and sweet outdoor living spaces for everyone! There's a yard where kids can play, and views out over the green cane fields. This 4...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Paia, Hawaii

Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

Welcome to the newest addition to the Villas by The Cove, our Oceanview Penthouse I. This modern home has stunning ocean views, three bedrooms and three full baths, private gated parking, private lanais on both levels, and a large shared heated saline pool and bbq...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more

Welcome to Sunny Poipu Beach! Enjoy this ground floor, newly decorated condo and relax on your private lanai while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips. Fast 200mgb Wifi, fully stocked kitchen, free parking, 24...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo, Gorgeously Remodeled! KBV-26B1

Breathtaking oceanfront villa at Kapalua Bay Villas with private lanai, stunning Molokai views, and unmatched privacy-perfect for a serene Maui escape just steps from the ocean and nearby pools.This stunning Oceanfront property at the Kapalua Bay Villas offers...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Luxury Aloha Escape Turtle Bay - Kuilima Estates West

Stay comfortably in Kahuku at this 2-bedroom condo. Experience the enchanting atmosphere of this cozy retreat, complete with a king bed and a twin bed. Enjoy the peaceful surroundings and modern amenities like WiFi, AC, and a washing machine. Relax in the living room...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C

If Kauai has reinstalled the 10-to14-day Quarantine requirement for your dates, we will fully refund your costs, even though our regular cancellation policy is more strict. A quarantine is not a vacation!Just steps from Poipu Beach and Brennecke’s Beach, this is an...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Poipu Beach, Hawaii

Magic Sands Light Hawaii Oasis: Steps to Beach, AC ,No Cleaning Fee!

High in Demand & Highly Rated, this beautiful 3 bedroom / 2 bathroom duplex home is only a 3 min walk from Magic Sands Beach. Remodeled & professionally decorated, this charming vacation getaway has all of the comforts you desire in your home away from home, including...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua Kona, Hawaii

Magnificent Mauna Kea Home With Stunning Views

This 7,768 square foot home was designed by Hawaiian architect Thomas Bingham (a protege of Frank Lloyd Wright) for indoor/outdoor living and entertainment. It has 5 bedrooms, each with a private bath, the master suite enjoying complete privacy on its own floor. The...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Kamuela, Hawaii

Penthouse - 3 Bedrooms 2 Baths

Welcome to our Paradise Home come and relax in luxurious surroundings at our tropical condo, which has been freshly painted, and new air conditioner installed and kitchen renovation, new King Mattress. ( Winter 2016). New appliances, carpet and furniture (2017).Bathroom...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Puako, Hawaii

Kapalua's Finest: Luxe Villas with White Sand Beach Access

Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Maui, island of the Haleakala Volcano is the heart chakra of the earth

Kapalua's history began in 1836 with Dr. Dwight Baldwin's royal land grant, evolving from an agricultural area (Honolua Ranch/Plantation) to a luxury resort, now known for its golf courses, beaches, and upscale amenitiesKapalua simply is 'A Place Of Life', perfectly...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Lahaina, Hawaii

New Listing In Princeville ~Heated Pool/Jacuzzi

Steps away from the Heated Pool, Jacuzzi and Gas BBQ Grills... This sunlit retreat is designed for a Couples Getaway or Family Adventure. Nestled in the heart of Kauai's lush North Shore, this ground-floor condo combines island charm with all the comforts of home. With...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Kilohana At Poipu By Parrish Kauai - Private Pool with AC - Great for the Family

Kilohana at Poipu is a private tranquil vacation home nestled in the center of Kiahuna Golf Village and the Robert Trent Jones, Jr. golf course. This single-level home has a spacious indoor/outdoor living layout centered around a heated swimming pool and courtyard,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118

Kanai A Nalu (“Gentle Breeze”) is located in Maalaea; a place often called “Maui’s best kept secret”. Our condo is direct OCEANFRONT, BEACHFRONT! You simply cannot get any closer to the ocean than our beautifully upgraded, ground floor unit!From the lanai,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailuku, Hawaii

Alii Cove C-4 Beautiful Beachy Townhome on Alii Drive

Experience the allure of the Alii Cove C-4 Town-home, where exquisite decor meets cozy comfort, perfect for entertaining large gatherings while radiating that charming beach house vibe. The expansive Primary suite exudes glamour and luxury, featuring sumptuous bedding...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Oceanfront Condo, 5G Wi-Fi, King Bed, Hot Tub/Pool, Free Parking

Was recently completely remodeled.Our oceanfront condo is 23ft. from the ocean and is located on the 2nd floor and offers spectacular ocean views and sunsets.Watch the surfers and the dolphins from your lanai. A Short Walk to town and over 20 restaurants.Our...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Heart of Downtown 1 bedroom 1 bath condo 1 reserved parking

This 1 bedroom suite located in the heart of downtown in Executive Centre. Free parking is included! It is 15 minutes to Waikiki, airport. It has central AC, free wifi, and an on-site laundry room. If you don’t have a car, no problem, there are bus stops right outside...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Wailea Elua 3 Bedroom+2 Bath Spacious Beach Home with Oceanview Lanai

This is the one! A real Maui home-away-from-home. If you are looking for an impressive vacation home with new Ohia wood cabinets, cupboards, and accents in the kitchen, new sandstone tile flooring, super quiet new Fleetwood glass doors, new Miele appliances, and new...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

!DISCOUNTED RATES! FULL ocean view. Rated "EXCEPTIONAL". Renovated. Top Floor.

**The condo is already booked 50% in 2025. I've HEAVILY discounted some dates in 2025. Reserve your stay today before your dates are gone.****Hale Ono Loa Condos, the resorts at Ka'anapali, the Whalers Village, and Northward (i.e.,Honokowai, Kahana, Napili, Kapalau)...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

PANORAMIC GOLF COURSE VIEW HOME "C", MODERN-CLEAN-GATED, NEAR PEARL HARBOR-JBPHH

Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers and visiting construction teams...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Spacious 3BR/2.5BA Townhome in Quiet Ko Olina - Pool, Beaches & Golf Nearby

Escape to our cozy, peaceful 3-bedroom, 2.5-bath townhouse in the serene Hillside Villas at Ko Olina. Just minutes from world-class beaches, golf, and restaurants, our home offers the perfect blend of comfort and convenience for your tropical getaway. Nestled in a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Guaranteed 2024 Thanksgiving, Christmas & New Years Weeks In Maui, Westin Villas

** Guaranteed dates are: 11/22/2025 - 11/29/2025, 12/20/2025 - 12/27/2027 ****Please email me to inquire about dates before submitting a reservation request**Have you been to Maui? It's time! Come experience Maui in comfort and style at the Westin Ka'anapali Ocean...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Two Bedroom Oasis!

This upscale, high end condo has all the amenities and comforts you could ever want in a vacation rental. A large dining table is located on the lanai where you can sit and watch the whales, boats and surfers. The weekend brings the canoe club and kayakers going by your...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Maalaea, Hawaii

Golfers Dream Condo with Exclusive Golf Deals!

Welcome to Waikoloa Beach Villas K22 located on the 3rd Fairway on the New lakes course! This charming 2 bedroom 2 bathroom condo with lanai and BBQ will make you never want to leave The Gold Coast! The Waikoloa Beach Villas is a gated community within walking distance...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

Aloha Condos, Keauhou Resort, Condo 108, Ocean View, AC

Experience perfection at Keauhou Resort Condo 108! This immaculate, renovated condo offers stunning ocean views, breathtaking sunsets, and stellar stargazing from your private lanai. Enjoy top-notch amenities, a fully equipped kitchen, updated appliances, and the most...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kailua Kona, Hawaii

G302: Remodeled Maui Condo with Ocean & Sunset Views, Updated Kitchen & Baths

Beautifully remodeled home at one of Maui’s favorite properties! G302 is one of a handful of condos on property with a fantastic ocean and sunset view as well as views of Haleakala all from your own lanai. The kitchen and both baths have been fully updated. New vinyl...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

OCEANFRONT Platinum Five Star remodeled villa! FRONT ROW!! Water views!! 27G1-2

This fabulous meticulously remodeled (recently) extra large one bedroom TWO bath villa (1300 square feet) is located within the Kapalua Bay Villa premier oceanfront complex. This villa, (significantly larger than ALL one bedroom level villas in the resort), is situated...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Lahaina, Hawaii

Spectacular Ocean View, Privacy, Sunsets & Whales from Lanai, Konea Tower #544

Spectacular OCEAN VIEW from our 5TH FLOOR KONEA extra large one bedroom one bath home #544 on the much preferred quiet and shady north side of the KONEA tower. Wake each morning to stunning ocean views from your king-size bed and spacious lanai. Floor to ceiling 'nana'...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

LUXURY DIRECT OCEANFRONT! Fully Renovated! Free Parking! Sleeps 6

Waikiki Shore #700 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Gorgeously renovated from top to bottom in 2021 with FREE onsite Parking and everything you need for a luxurious Hawaiian...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

🏖️Concierge Included | Ocean View | Walk to Beach! | Cental AC | vrKCV

vrKCV - Na Hale O Keauhou E6, Professionally Managed by Kona Coast VacationsEscape to paradise at Na Hale O Keauhou E6! Nestled in the serene and popular Na Hale O Keauhou complex, this townhome offers everything you need for a relaxing Hawaiian getaway. Just a short...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Beautiful conveniently located 2-bedroom ocean view home in Kailua-Kona.

Beautiful and peaceful two bedroom home with an ocean view and convenient location. Located 7 minutes from the airport and 5 miles from town. Easy access to beaches, grocery stores, and everything Kona has to offer. This two bedroom space is the second floor of a...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Magnificent Mountain Views ~Near Beaches & Village

We've got everything you need to enjoy your holiday: bicycles, boogie boards, beach chairs, umbrellas, BBQ and many other amenities.Only a 15 minutes drive to Hanalei Bay, Hideaways and Aninni Beach and a short stroll to Queen's Bath plus the amenities of Princeville...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Upscale Kailua Getaway: Steps to Swim Beach!

An unforgettable Hawaiian escape awaits at this luxurious 3-bedroom, 2-bathroom Kailua vacation rental home! Sip your coffee on the deck, then walk to Lanikai Beach to enjoy the morning waves. Spend your days relaxing in the private pool, lounging in the hammock, or...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii

Luxury house in Mauna Kea & Hapuna Resort: Private Pool & Hot tub.

Aloha & Welcome to this slice of paradise at Wai'ula'ula, nestled within the prestigious Mauna Kea Resort. This rare 4-bedroom private home offers sweeping ocean views, a private infinity pool, and a separate Ohana cottage with it's own entrance, providing an exquisite...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Kamuela, Hawaii

Mid-century Remodeled Spectacular Ocean Views! 10% Discount for Week+ Stays!

Our spacious remodeled vacation home has amazing ocean, Bali Hai and golf course views and now boasts updated modern bathrooms with Hans Grohe rain showers and fixtures plus a free-standing tub in the master bathroom, state of the art kitchen with Caesarstone counters...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Spectacular View Home for 20! Ocean, Mountain, golf views! 5min from Poipu beach

Brand new listing on VRBO; I'm a Super host for the past 3 years on Air B&BThis newly constructed luxury home sleeps 20+; it's perfection for multigenerational gatherings, vacationing with a few families or large groups. Partial ocean views sits backing the Kukui’ula...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 20
📍 Koloa, Hawaii

Best Location @ Ekahi... year round sunsets from lanai, stroll to the Beach

What you will love about 14C: * CDC cleaning guidelines implemented * laundry done off site in professional grade CDC protocol machines* “Touchless” checkin * Expansive ocean view from multiple lanais* air conditioned, 3 flat panel tv's, fast internet, sonos...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea-Makena, Hawaii

Legendary Estate 50 Steps to Maui's Best Beach! New! 5 Bedroom, Pool with Slide!

Have you been dreaming about the ultimate Hawaii family vacation? Do you dream of a property that sits across the street from the top beach on Maui? Welcome to this incredible estateAs one of the only properties on Maui this close to an impeccable sandy beach, you'll...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 18
📍 Lahaina, Hawaii

Vintage Kahuna Waikoloa Beach Villas D1

Welcome to our Big Island Kahuna with a Touch of Nostalgia condo in Waikoloa! We are excited to have you as our guests. This beautifully appointed 3-bedroom, 3-bathroom townhome at Waikoloa Beach Villas offers both privacy and convenience. You'll love its close...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Dream Vintage Surf Cottage TVNC 4301

Step back in time in this charming cottage by the beach. Built in the 1920's, this plantation style home will give you a true Hanalei experience. Just steps to the beach and a short stroll or bike ride to many restaurants and shopping. This is a dream location in the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Hanalei, Hawaii

Hilton Pool Pass thru 2025. Golf Discounts. Waikoloa Beach Villas L2

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas L2Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: One Queen BedLiving Room: Sleeper SofaHilton Pool Pass: Valid for stays...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Beach Resort, Hawaii

G & Z Upcountry Bed & Breakfast Cottage in Kula

G & Z Upcountry Bed & Breakfast Cottage, situated on half an acre in Kula Maui is adjacent to the hosts' 6-acre farm. TMK 2-2-2-006-101-0000.A large jacaranda and two avocado trees shade the wide-open lawn. At an elevation of around 3,000 feet, guests welcome the day as...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kula, Hawaii

Alii Cove#Q3 Beautiful ground floor spacious 2 bedroom with Ac

Alii Cove#Q-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~No stairs! Beautiful Tile and new Laminate Flooring throughout the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Fairways Ko Olina 27H: Your Ultimate 3BR Retreat in Hawaii with Resort 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.Step into paradise with a stay at Fairways at...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Tropical surroundings with home comforts

Welcome to Maui Kamaole I109, a luxurious 1-bedroom, 2-bathroom ground-floor unit that promises an unforgettable Hawaiian retreat. This tastefully decorated condo, designed to accommodate up to 6 guests, is a true home away from home. As you enter, you'll be greeted by...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Luxury OCEAN VIEW Home..Miles of Beach, Sunsets - FULL HOUSE A/C - TVNCU #1076

County of Kauai Vacation Rental License # TVNC-1076 - State of Hawaii Business Registration #s GE-047-578-3168-01 & TA-047-578-3168-01 - 24 hr guest contact: Keenan Driver @ 808-639-0772 (Guest emergencies only) Emergency # is also listed inside the property for quick,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kekaha, Hawaii

Fabulous, Spacious Oceanview 3 Bedroom Condo with A/C!

Welcome to Ola Loa Hale!!! (Long Life House) This large three-bedroom, two-bathroom condo is the perfect choice for family and friends traveling together. The home is located in the beautiful Keauhou Kona Surf & Racquet Club, a gated resort community that has long been...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Upscale Oceanfront Penthouse Vistas

Summary:Full remodel and decorated in May 2023 with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach. Beach chairs,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Pili Mai 13B 4Bedroom AC POOL

Pili Mai 13B is your perfect Island home… With views of rolling greens and distant ocean views from the lanai and bedroom windows. While the entrancing Ha’upu Mountains greet you with Aloha. Pili Mai is an exclusive resort that provides a wonderful escape while...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Spacious Poolside Villa | Gourmet Kitchen, Lanai

Summary:D211 | TA-018-220-0320-02Welcome to your tropical retreat in sunny Poipu! Villa D211 is a luxurious 3-bedroom, 3-bathroom poolside villa offering 1,600 sq ft of thoughtfully designed indoor-outdoor living. Ideal for families or groups, this elegant space blends...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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