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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New! Top Floor! Spacious Oceanfront Condo with Amazing Lanai and A/C!

Elegantly updated and spacious 2-bedroom 2-bathroom condo that's a wonderful choice for your Kona trip with friends or family!The clean interior design, the open layout, and the cozy high end furnishings are sure to make for a luxurious stay.Enjoy the large covered...

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

Kihei Paradise! 1bed/2baths, 5 mins to beach

*** Note: this property is currently a very successful STR. Starting from April, the management will be changed. This is the reason you don't see any review yet. It's Guest's favorite choice.***Charming 1BR home in South Kihei, across Kamaole Beach Park II. King bed,...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Luxurious 4BR/4BA Presidential Suite AC Near Beach

Welcome to BlueTideVillas! Welcome to Poipu's newest luxury resort-style villas! This is a VERY spacious (2750+ total square feet), top floor villa featuring 4 bedrooms and 3 1/2 bathrooms, with three private lanai's to sit on and enjoy your favorite tropical drink....

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

Maui's BEST- DIRECT Oceanfront!! Longest Sandy Beach on Maui!!

Welcome to Sugar Beach #228. I invite you to enjoy one of the world's finest beaches - Sugar Beach, with its 5 miles of golden soft sand, warm water and beautiful sunsets. This direct oceanfront condominium has been completely updated with all of the high end finishes...

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

Loko Kai Nani - Stunning Lagoon Views, Pool, A/C

Welcome to Loko Kai Nani, the Beautiful Lagoon! Look no further. For the Ultimate Big Island Experience. Beats any Hilo Hotel by a mile (IMHO) Fully Air Conditioned, 24 hour security, Everything is Brand New.First time offered, fully renovated with brand new...

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

New Listing- Hale Aka'ula, house of the red sunset

Three bedroom two bath home in the lush sanctuary know as Kohanaiki, this comfortable home is your perfect Hawaiian retreat. Large living room and chef's kitchen are perfect for family gatherings with plenty of windows to enjoy the ocean and sunset views.Tropical...

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

Amazing views from this ground floor, corner unit steps from the beach!

Enjoy a piece of heaven from this ground floor corner unit with granite counter tops, tile flooring, washer and dryer, and a fully furnished kitchen with everything you need to cook gourmet meals. The condo sleeps 4 comfortably. The master bedroom has a king size bed...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapa?a, Hawaii

Wailea Beach Villas | PH307

In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This delightful Maui ocean view vacation residence will cultivate long lasting memories and leave you feeling rejuvenated upon departure. Centrally located on...

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

Spacious 2 Bedroom 2 Bathroom City View Condo at the Ilikai Hotel

Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. You'll love the open floor plan with lots of natural lighting, a spacious balcony, AC, and thoughtfully...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

The Grand Islander, a Hilton Grand Vacations Club - 2 Bedroom Premier - Ocean View

*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...

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

𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 GorgeousBeachfront KoOlina Resort+Amenities.STUDIOsuite

Resort is a beachfront location. Resort has Ocean/Beach views from public area. Condo is within Beachfront Resort. VRBO Rates are Defaulted to Mountain View 2-Bedroom Villa CategoryAll units are assigned by Management onsite for all owners, guests and guests of owners...

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

Hilton Kings Land Vacation Club 2 bedroom unit- full access to Waikoloa resort.

Kings’ Land, the newest Hilton Grand Vacations Club time share resort on the famed Kohala Coast, offers expansive fairway views and stunning Waikoloa panoramas. Carved out of an ancient lava field, this 112-acre oasis occupies a superb location directly between two of...

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

Just Across The Street From The Ocean And Beach. 2 Bed 2 Bath Great Location

This condo has 2 bedrooms 2 Full Bath with a open floor plan in the Living room, Dinning room and Kitchen. You are looking at a lovely and functionally designed 2bd/2ba condominium situated on the third floor of a building. An elevator is provided.The SpaceAre you sick...

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

Mauna Lani Point | C203

Mauna Lani Point C203 offers a spacious 1,129 square foot open floor plan vacation rental designed to maximize breathtaking ocean views. From the living room, kitchen, dining area, lanai, and bedroom, you can admire the expansive blue Pacific Ocean, ancient lava rock...

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

Serenity in South Kihei – Maui Kamaole I215, Your Ideal Island Escape!

Maui Kamaole #I-215Welcome to Maui Kamaole #I-215, a fully remodeled 2-bedroom, 2-bathroom condo nestled in the quiet, tropical hillside of South Kihei. This stylish and spacious upper-level retreat is perfect for couples, families, or friends seeking comfort, privacy,...

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

Maui Resort Rentals: Honua Kai Konea 404 – Upgraded 2BR w/ Partial Ocean & Mountain Views!

Konea 404 is an upgraded two-bedroom suite that offers guests the best of both worlds. Enjoy beautiful partial ocean views, as well as stunning views of the West Maui Mountains, right from the comfort of your spacious lanai (balcony).As the very first two-bedroom back...

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

Plantation House by Destination Kauai - Poipu Beach Estates, Central A/C, 3BD

E Komo Mai, Welcome to “Plantation House In Poipu Beach Estates”Luxury Hawaiian living at its best! Enjoy cooking in a fully equipped gourmet kitchen with an open dining and living floor plan. This new and modern vacation home is uniquely decorated with style,...

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

Luxury Gated private acre , Beach front Rental,with pool,spa,sauna ,and more

TVNC #4224This one of a kind tropical gated oceanfront Luxury Estate offers the ultimate in beachfront island living and privacy on over an acre . With breathtaking ocean views and lush scent filled landscaping. The attention to detail is uncompromising inside and out....

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

NP A23 Relaxing OceanFront Condo w Ocean Views

FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...

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

Amazing Ocean Front at Sugar Beach Resort #519, High End Remodel, 1Bed/1Bath

Sugar Beach Resort is located north of downtown Kihei on beautiful Sugar Beach. Sugar Beach stretches for miles on Maui's Maalaea Bay. Stay in our Hawaiian condo and it will be a vacation you will never forget. Sugar Beach Resort is just a 15 minute drive from Maui's...

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

Renovated 1 Bedroom W/ Stunning Views, Parking, & Central Air

If you've been imagining the perfect place to enjoy your upcoming Waikiki getaway, look no further! Expansive Ocean and Park views, private lanai, central air conditioning, covered parking and rooftop pool and saunas check all the boxes and make this newly renovated,...

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

Kauai Exclusive - Pane Makai Turtle Suite - Steps to the Beach!

With ample room and durable bamboo decor, this plantation-style beach suite is perfect for large groups, wedding parties and family reunions. Comfortably sleeping 7, look no further for the perfect gathering place for friends and loved ones! This 3000 square foot suite...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 koloa, Hawaii

Beach Glam @ Turtle Bay - Kuilima Estates West

We are all looking for a quiet, restful, safe place to de-stress and forget the troubles of the world. As a Hawaii born and raised local, there are few places that can rival this task than the North Shore on Oahu. With 24 hr security, free parking, and the Turtle Bay...

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

PACSA304 Newly Updated 2BD Condo w AC Near Kamaole Beach

FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...

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

Princeville Palms Manor - Hanalei Bay

Locally-crafted Décor, Spacious Chambers, with Natural Wood Trim. Beautiful Two-Story Air-Conditioned Retreat …serenaded in the song of jungle birds!Meticulously thought-out kitchen, accessories, games and endless amenities. For our eco-conscious guests, we've...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 30
📍 Princeville, Hawaii

Maui Westside Presents - Eldorado H208

Welcome to Maui Eldorado H208!This beautiful Second floor 1440 sq ft 2 bedroom/2bath condo has been completely renovated and is ready for your perfect Maui vacation. Ocean views from the spacious lanai are perfect for watching the evening sunset as you sip your favorite...

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

BABY BEACH BUNGALOW 2-STEPS TO BEACH - OCEAN VIEW - AMAZING LOCATION, NEAR SHOPS

POIPU-- Kauai-- Vacation Home Rental-- Ho'ona Road-- Baby Beach Bungalow 2 is steps away from a crescent-shaped white sand beach called Baby Beach and is located in a family-friendly neighborhood on Ho'ona Road. We do not have A/c, all rooms have powerful ceiling fans...

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

#17 Large 1/1 Condo | 1 Bed, 1 Bath

Aloha! This is truly a special and unique part of the world. Condo #17, Hale Maluhia (House of Peace), sits OCEANFRONT on the Sea Mountain Resort at Punalu'u Black Sand Beach. It is a spacious separate one-bedroom unit, built in the 'Kama'aina' (Hawaiian bungalow)...

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

Serene Luxury Golf & Tennis Villa - outdoor pools, hot tub, bbq

Wailea Grand Champions Villas are the perfect place for vacation. Set amid Wailea’s Blue Golf Course and adjoining Wailea Tennis Club, this property is ideal to rest from everything Maui has to offer for your discovery. Within minutes of both driving and walking,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea-Makena, Hawaii

Oceanfront Mana Kai 2BR condo

Located on the 7th floor of Mana Kai, this oceanfront abode provides a wonderful escape for families and couples. Nestled on the serene mountainside of Keawakapu Beach - Maui's most celebrated beach - this opulent 5-star condo offers unrivaled views of the sparkling...

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

Waikoloa Beach retreat! Top floor, walk to beach+shopping+golf, saltwater pool

Welcome to our happy place, Vista Waikoloa D301! Centrally located in Waikoloa Beach Resort on the Big Island, your condo features:- Spacious 350 sq ft. wrap-around lanai (with peek-a-boo views of Anaeho'omalu Bay)- Gorgeous views of Mauna Loa and Hualalai- Walk to...

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

UPGRADED-HOKULANI 605- FANTASTIC OCEAN & RESORT VIEWS- 211 FIVE STAR REVIEWS.

THE SWEEPING UNOBSTRUCTED OCEAN AND RESORT VIEWS FROM THE LANAI ARE BREATHTAKING.HONUA KAI RESORT - OCEANVIEW - 2 BEDRM/ 2 BATHRM - CONDO RENTAL - MAUI - KANNAPALI OUR CONDO HOKULANI 605 IS A TOP FLOOR 2BD/2BA CONDO, LOCATED AT THE FRONT OF THE INNER COURTYARD OF...

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

The Most Gorgeous OV Villa in Kapalua Sleeps 6

THE BEST LOCATION ON MAUI, ALSO, THE BEST LOCATION IN THE COMPLEX!!! THIS IS PARADISE!!! Enjoy beautiful ocean and sunset views. I was just there and from my lanai, we watched whales breaching. You will love our great views of the ocean, golf course and the island of...

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

Updated oceanfront gem @ Sugar Beach Resort, Central AC, NO Booking fees!n

Welcome to Sugar Beach 518. This updated oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit and from your private lanai. Feel right at home with everything from central AC to in unit washer/dryer, and essentials....

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

Great Rates! Intimate Ocean/Beach Condo, Couple's Paradise!

new flooring, walk in shower, new vanity, new kitchen cabinets countertops, appliances,fresh paint quiet concrete building with high ceilingslarge 1 bedroom unit 799 sq ftmeticulous grounds with lots of Hawaiian plantsbbq pool hot tuba true sliver of paradise!

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

Modern Spacious Beachfront Luxury in Wailea. Family Friendly!

A modern 2 bedroom, 2 bath condo with extra bunk beds and an amazing ocean view!South Maui is one of the most beautiful destinations in all of Maui and Wailea Ekahi Village is a perfectly situated, beachside resort we call home. Guests return to Ekahi year after year to...

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

Convenience & Comfort, A minute walk to Hanalei bay and short stroll to town!

Note: Our transient vacation home is located in a Tsunami Evacuation Zone. In an event of a Tidal Wave, evacuate to higher grounds. We also incur occasional bridge closer due to flooding of Hanalei roads. Access to our vacation home may be limited to all local traffic....

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

Home with Swimming Pool | 3 Bed, 2 Bath

Plan your getaway to this gorgeous 3-bedroom, 2 full bath single level home with stunning salt water solar heated pool, Japanese-inspired Pagoda/Gazebo and views of the ocean.  Tropical inspired décor and floorplan make for clean and comfortable stay. The large...

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

#605 Top Floor Unobstructed Ocean View/Sunsets, New quiet A.C.

Island Surf #605 Condo Description:JUNE UPDATE: New central AC was just installed ! Incredibly quiet !! Individual room climate control. Aloha! We are excited to share our condo with you for your beautiful trip to Maui and we would like to make your vacation as...

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

❤️PiH❤️FLORA PARADISE★Closest to Pools Fitness★ PLUS Hilton Resort Passes★3 Full Baths★Private Beach Club

Brought to you by Paradise in Hawaii Luxury HomesWelcome to Flora Paradise Villa, a part of our Hawaiian Luxury Collection. Flora Paradise Villa at KaMilo is a gorgeous 3 bedroom, 3 bathroom home, with two master suites. This beautiful home has been professionally...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kohala Coast, Hawaii

Partial Ocean View King Condo at Maui Vista Kihei

Aloha! Enjoy our newly refurbished 600sqft condo located at the heart of Kihei with only 3min walk to the beachFeatures:• New king bed with 14inch hotel style mattress • Queen sofa sleeper• Two smart TVs• 1 window AC, 1 new portable AC• In-unit wash & dryer•...

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

Beautiful Hawai’i Big Island Luxury Vacation Villa in Kailua Kona

Our gorgeous Big Island Hawai'i Hale Ali'i villa is resort living in the setting of a private home. Enjoy island living at its best! Perfectly situated in the Ali’i Heights area in Kailua Kona, the villa is just 10 minutes away from Kona Town with all the conveniences...

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

Charming Hanalei Beach Cottage Walk to town & the Beach! A/C TVNC-1091

Mana Kauai Island Vacations presents the charming Palaka Cottage! Recapturing bygone days, the completely renovated 2 bedroom 1 bath "Palaka" Vacation Cottage draws one back to the days of the sugar industry's plantation cottages. With immense old world Hawaiian charm...

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

Ideal Family Retreat! - Beach Pass Included - Great Location - Beautiful Sunsets

Fairways at Mauna Lani 1001 -- One of the best locations within the complex -- INCLUDES COMPLIMENTARY ACCESS to the parking at the Beach Club (calm water beach with a great snorkeling and restaurant: 5 minutes driving from us) -- Renovated with attention to details in...

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

Large Home w/ 2 covered Pickleball Courts near Volcano National Park sleeps 16

Hawaii Pickleball Addicts Lodge is a beautiful, large private home with 2 covered Pickleball Courts (35' x 60' x 22' each) on 2 acres in Mountain View, HI, close to Volcano National Park, Kea'au, Kalapana Black Sand Beach, Uncle Robert's Awa Bar and Farmer's Market, and...

🛏 7 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 14
📍 Mountain View, Hawaii

Na Hale Keauhou M5: Your Coastal Villa Awaits

Welcome to the Seaswept Mermaid Villa, a stunning ocean-view condo located in the beautiful Keauhou area of Kailua Kona. This inviting two-bedroom, two-bathroom retreat is perfect for families or groups of up to six guests, offering a serene ambiance that captures the...

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

3 Bed Oceanfront Penthouse

Welcome to your oceanfront Maui basecamp, Papakea B406! This three bedroom, two bath penthouse unit welcomes you with breathtaking ocean views, the sound of crashing waves, and is conveniently located within walking distance to beaches, markets, the ABC store,...

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

Welcome to your stay in PRINCEVILLE on the beautiful North shore.

Our dream can be yours too! Plantation condo #1522 has 3 bedrooms, each with it's own bath. It's air conditioned in the living, dining, kitchen area as well as the master bedroom. There are ceiling fans throughout. Peaceful and quiet. This is a 2nd floor condo (no one...

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

Papakea Resort K301 - Ocean View & Free Parking!

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

This is a beautiful jewel of a house. It's all one level and close to shopping, activities such as hiking, biking, zip lines, farm tours, horseback riding, art school, dining and Haleakala National Park. Just an eight to ten minute drive to white sand beaches.This...

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

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