Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Kepuhi Beach Resort #2202--Paradise Found
Located on Molokai’s West End in Kepuhi Beach Resort, our beautifully remodeled ocean-view condo has everything you need to experience your aloha paradise. The king size bed in the bedroom loft and accommodates up to 2 guests comfortably. Enjoy the sunset over the...
A Premier Tropical Retreat at Kamaole Sands
Our condo is a distinctive one-bedroom, two-bath end unit vacation condominium rental (5-301) at beautiful Kamaole Sands, across from popular Kamaole III Beach Park in South Maui.........Smoke free condo and lanai. Top 'Superior' rating from our property management...
2 Bedrooms / 2 Bath Oceanfront Cliff House On Hamakua Coast
The unique and extraordinary Cliff House of Laupahohoe is a perfect retreat for someone who wants the 'real Hawaii' experience and to get away from it all. The Pacific Ocean is your constant companion from almost every room in the house. The property excels in location...
REMODELED-LARGE LANAI-GROUND FLOOR-AC-OCEAN VIEWS-METICULOUS CLEANING
Book with confidence, Wailea Ekahi 46 B is a brand new luxurious 1100 sq. ft. condo. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7. We are committed to...
KBM Resorts | FREE CAR | The Whaler | Renovated 1-Bedroom Villa with A/C, Beachfront views! WH1-211
** 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...
Ocean View Plantation Era Home Featured in Sunset Magazine
Our historic bungalows are stocked with everything you need to enjoy your home away from home. Think of The Ranch as your very own country estate with high speed Wi-Fi and panoramic ocean vistas. Puakea Ranch is proud to offer an organic on site garden, a cackling bunch...
🌴Paradise @ Napili Shores Maui Suite: AC, Pool, Steps to Oceanfront/Beach🌊
🌴 Welcome to Your Maui Paradise! 🌊Escape to this relaxing ground-level suite at Napili Shores, where beachside bliss meets modern comfort. Wake up to the soothing sounds of the waves from the pristine Napili Bay Beach. This beautiful suite features air...
Simply the Best: Oceanview 3rd Floor Kaha Lani Condo – 1 Bedroom, 1.5 Bath with Private Lanai!
Welcome to Simply the Best, a third-floor oceanview retreat at Kaha Lani on Kauai's stunning Royal Coconut Coast. Tastefully updated with subtle coastal touches and Hawaiian-style furnishings, this bright and breezy condo invites you to relax, recharge, and soak in the...
Resort-style home with pool & hot tub access - near beach & golf
Waikoloa Colony Villas 1104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy peace, quiet, and all the pampering you need with this upscale Waikoloa home. You'll be only a short...
Wailea Ekahi 33A 1bd/2bth, luxury, remodel, 3 min walk to beach, many amenities
Coming Up Soon Special: $280/nt 12/2-15, 12/19-22, Plus you also receive a 10% discount Wailea Ekahi 33A is a beautiful, romantic, family friendly, 1,100 square-foot 1 bedroom, 2 bath condo in a magnificent, lush tropical paradise resort on spectacular Keawakapu beach....
LOVELY GROUND FLOOR UNIT. n
We love our beautiful ground floor unit at Kona Isle. Step out from the lanai onto the lovely grounds and you are but a few steps from the heated pool and the lovely beach with its BBQ area and gorgeous view. There are lounge chairs and tables on the beach where you can...
Ocean front location perfect for whale watching
Hololani A203 is a stunning 2-bedroom, 2-bath condo that offers breathtaking views stretching to Molokai and Lanai and ceiling fans throughout. This property has elevators. Unit A203 can accommodate up to 4 guests and does not have A/C. The master bedroom presents a...
Premier Ocean Front with Incredible Views! Polo Beach 604
Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the world famous Wailea Beach Path, enjoy fantastic snorkeling at uncrowded Polo Beach or unwind and sunbathe at the oceanfront pool and jacuzzi.Spend a dream...
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
Welcome to your perfect Hawaiian getaway! Nestled in the lush tropical gardens of Kihei Resort, this beautifully renovated one-bedroom condo offers the ideal blend of comfort, convenience, and island charm. Whether you’re seeking adventure or relaxation, our condo is...
Makaha Beach Front Luxury Bamboo Compound Resort
Take the country road out to West Makaha's Crystal Blue Waters. Feel the ocean breezes where Bethany Hamilton's soul surfer movie was filmed in the waves in front of our very unique new beachfront luxury bamboo compound resort with over 150 feet of sandy beach!! - all...
@ Marbella Lane - Stylish House + Impressive Views
Summary:Welcome to your tropical paradise in the heart of the Makaha Valley. This stylish vacation home offers the perfect retreat for you and your family to unwind and create lasting memories after exciting days of snorkeling, hiking, and sightseeing. Nestled within...
A Cozy and Romantic Studio at Heart of Waikiki
A private cozy and comfortable studio at the heart of Waikiki. Welcome morning with rejuvenating breeze throughout the unit with a wonderful view of the beautiful Ala Wai Canal. New kitchen cabinets and laminate granite counter top, new stylish Livingroom light and...
Updated 1 bedroom in paradise!
Newly listed on VRBO, see our great reviews on alternate platforms! Escape to paradise with this charming 1-bedroom vacation condo in Waikoloa Village on the Big Island of Hawaii. Nestled in a central location, it's your gateway to island adventure. Unwind in style amid...
Hale Hui Kai 104 on Keawakapu Beach
This private garden condo is on the first floor of the south side of the building ...about 50 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
Your adobe among the trees
The Jungle Canopy is your private oasis at GingerHill Farm Retreat Center. Tucked inside our Teak Forest awaits your "glamping"-style getaway with a luxurious queen-size bed, hot water shower, and flushing toilet. Enjoy the best indoor-outdoor living in your private...
Tropical Comfort - Two Story Ocean View Kihei Condo - Central Air
What a treat it is to dine on either one of your two oceanview lanais and watch the sun slip below the horizon! Did you see the green flash? Over a cool evening cocktail, plan to lazily walk across the street in the morning for a dip in the warm, crystal clear water of...
Tropical Garden 1 Bedroom Condo--Private, Quiet, and Romantic, Wi/Fi, A/C
This 1 BR Condo is a lovely, private, even romantic, GARDEN VIEW CORNER UNIT, with a good partial OCEAN VIEW. Two walls of glass look out from the living room to private, tropical gardens and to the West a partial ocean view. Lanai's are on the West and North sides...
Ground Floor Ease w/Lanai, Gourmet Kitchen, Laundry, AC+WiFi–Halii Kai Waikoloa 3H
Say aloha to this island-style home away from home with tropical-inspired bedrooms, luxe master bath, gourmet kitchen, open living area and lanai. You’ll love the convenient dishwasher, air conditioning, ceiling fans, laundry room and high-speed Internet. Amid...
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Summary:Indulge in relaxation and rejuvenation as you take in the breathtaking ocean and mountain views from the living area windows of this peaceful and comfortable house. With convenient access to tropical beaches, surf spots, and hiking trails, your Hawaiian...
KB201-2 bedroom 2 bath Ocean Front Charming Condo with Central Air Conditiong
Experience the ultimate beachfront getaway at the Kihei Beach Resort unit 201, located on the stunning Sugar Beach of North Kihei. This beautifully appointed second-floor unit offers breathtaking panoramic views and convenient access to the beach and pool. The spacious...
Stunning Modern Beachfront Resort Vistas
Summary:Upscale remodel with high-end furnishings 2br oasis situated directly across from Kameole Beach. Fantastic lanai with direct ocean views. Experience the resorts many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from beach...
Hale Kamaole 243 - Chic Ocean View Suite
Book with us and come to Maui to explore everything we have to offer!Chic beautifully decorated condo conveniently located very close to world class beaches, shops, and restaurants! The unit offers an ocean view from the second story with easy elevator access, proximity...
Modern, Ocean View In a Great Location In Waikiki!
NEWS FLASH! This condo has recently removed the carpet & install LUXURY vinyl flooring! Modern and elegant in style, this updated and spacious condo will ensure a comfortable and luxurious stay at the Ilikai Hotel. Located on the 4th floor, you'll enjoying watching the...
Casa De Emdeko 105- 1/1 Ground Floor, Garden View
Casa#A105 is an excellent, affordable Ground floor property that you will certainly love. Unit#A105 has great access in the complex, only 4 doors in from the general parking area. Close to the Pool too! Adorable Unit with Garden Views! WIFI, Cable TV, Elevators at...
2BR/1BA Condo: Amazing Views, Pool, Lanai, and best Sunsets
Aloha to your Hawai'ian vacation at our home in West Molokai. The Island is the perfect getaway for slowing down and enjoying the beauty of old Hawai'i. From the peaceful sound of tropical birds and crashing waves in the morning to the ocean and sunset view, you will...
Maui Resort Rentals: Honua Kai Konea 551 – 5th Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony
From the moment you walk through the door of Konea 551, you will realize that you are entering one of Kaanapali Beach's crown jewels. This masterpiece boasts a stunning 5th-floor location on the interior oceanfront corner above the palm canopy in the closest wing to the...
STUNNING Oceanview FULLY Remodeled Gem 2B/2B
Our lovely beachfront complex has an excellent location in the Maalaea Harbor – take a stroll along Sugar Beach the longest stretch of white sandy beach in Hawaii; while watching the whales and turtles play (while in season)! With its uniquely central location in...
Direct Ocean View Luxury 2 beds/2 baths - Waikiki NO RESORT FEES! FREE WIFI
Beautiful unit overlooking the ocean and lagoon that you can enjoy from either of the two large lanais. This unit features new furniture (April 2019) including an Eastern King bed in the master bedroom, one queen bed and one twin bed in the second bedroom and a queen...
Condo Ocean View 2BR, Beach, Pool, Tennis, Pickleball, WIFI Internet
Welcome to our home away from home at the Maui Vista Resort. Come and enjoy the warm sun, relax and have some fun in an incredible nice condo!Ours is building #1 (closest to the beach) and being on the top floor we have a nice view of the ocean too. The famous Charley...
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
Maalaea Banyans 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch passing whales, their newborn calves, and spectacular sunsets at this oceanfront Maalaea condo, where you'll...
Maui Resort Rentals: Honua Kai Konea 1022 - Top-Floor 1BR w/ Partial Ocean AND West Maui Mountain Views
Konea 1022 is a luxurious 10th-floor "penthouse" one-bedroom suite that offers partial ocean views along with expansive vistas of The West Maui Mountains. The suite is ideally suited for small families and couples who are looking for luxurious and spacious...
Ocean View Condo at Kepuhi Beach Resort – King Bed & Pool Access
Ocean view condo. Enjoy waking up to looking at the ocean. Enjoy looking at the ocean while you are laying in bed. You can listen to the sounds of the Waves while you were sleeping. Take a swim in the outdoor pool. king size bed , however there's only one bed all the...
🏖️Penthouse | Spectacular Ocean Views | Across from Snorkeling Beach | vrKCV
vrKCV - Kahalu'u Alii, Professionally Managed by Kona Coast VacationsABSOLUTELY PRISTINE VIEW! 1 Bedroom with Den/2 Bathroom, 150 ft to waters edge.. Well equipped kitchen, air conditioning, ceiling fans, wireless internet, 55" flat screen TV in Liv Rm, TV's in both the...
Relaxing 4th floor 3br/3ba villa with Pool View - Ocean Tower Beach Villa
*New furnitures as of April 2025, new sofa sleeper, coffee table, TV's, dressers, mattresses etcAmazing 1,699 sq. ft. 3 bedroom, 3 bath villa located in the beautiful Ko Olina resort on the quiet west side of Oahu.The lap pool is perfect for an early morning workout or...
End unit 20 steps to ocean, Eastside, walking/biking trail, family friendly
Queen bed in private bedroom, two twin beds in semi-private area. Washer and Dryer available. Walk in shower, Full kitchen setup includes, dishwasher, regular coffee pot, blender, ample pantry, electric stove, Microwave, Refrigerator/freezer/ice maker, toaster, wine...
KU 321 OceanFront w Spectacular Ocean Views AC
Kuleana 321 Enjoy Spectacular Views As You Relax on the Lanai of this Lovely Condo Kuleana condo resort is right on the beach on Maui's pristine West Coast. With gorgeous panoramic views of the Pacific Ocean and the lovely offshore islands of Molokai and Lanai. Kuleana...
Corner Unit! Best View, C106 is waiting for you!
A LITTLE ABOUT THIS CONDO...Lokelani C106 offers the sound of the waves is very soothing and this location is ideal. The water is right outside your double lanai doors. The nearly private beach is just steps away for snorkeling and swimming with the turtles and fish....
Maui Resort Rentals: Ka'anapali Ali'i 432 - Deluxe Oceanview Interior Courtyard
The Ka'anapali Ali'i is West Maui's premier destination for your family vacation. The resort offers a top shelf experience across the board, from its perfect location amidst famed Ka'anapali Beach and Whalers Village to the impeccably maintained grounds into the most...
OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
At 806 sq. ft. this newly remodeled two bedroom two bathroom unit provides everything you need for your time here on Maui. With hand carved mahogany furnishings, high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space....
Private Banana Tree Cottage with Ocean Views
Aloha and welcome to our private banana tree house. Experience a peaceful, unique cottage with spectacular ocean & lush tropical valley views. The cottage floats above and overlooks an operating organic banana orchard. Gated in a 20 acre estate, with majestic royal...
Nohonani - a 1br/2ba home with mountain views in Wainiha
TVNCU-1037 - TA# 063-173-0176-01 - "House that is Sitting Pretty"Remarkably panoramic views fill the generous windows and screened-in lanai of this serene one-of-a-kind home. Nohonani is a favorite of Honeymooners. Experience sweeping vistas of beautiful Wainiha Valley,...
One of The Best Ocean Views at the Ali'i Cove complex!
Located on Ali'i Drive, directly across from popular local surf spot Honl Beach, Ali'i Cove's gated community, is a beautiful and convenient place to enjoy Big Island living. Offering many amenities and wonderfully landscaped with tropical island plants and flowers,...
Pool, BBQ, Kid Friendly at Beautiful Papakea J102 - Quam Properties
Papakea J102 is a charming two-bedroom, two-bathroom condo located in the ocean-view "J" building, surrounded by lush tropical gardens and tranquil koi ponds. This tastefully decorated unit features Hawaiian fusion décor and offers stunning views of the ocean and...
Poipu Oceanfront Penthouse AC, high WIFI, Well Stocked Kitchen, Beach Chairs
The stunning oceanfront Toyabrown Penthouse is located on Lawai Road, forty feet from the water and features a spacious oceanfront lanai (deck) overlooking four renowned Poipu surf spots, and is the perfect honeymoon accommodation. Note: A Top Floor Oceanfront Location,...
HUGE Luxury Suite in Waikiki! Full Kitchen & Pool! Great for Families!
Luana Waikiki #M400 – 2045 Kalakaua Ave.Your family will feel right at home in this spacious 2,122 sqft 2-Bed/2.5-Bath residence that has the feel of a house! With a coveted spot at the edge of beautiful Fort DeRussy Beach Park, luscious green views fill the windows,...