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.
Hawaiian paradise at Kona Isle
Newly remodeled, easily accessible and desirable ground floor condo in the beautiful Kona Isle property. Located just steps away from a solar heated pool, ocean front lounge and BBQ area along the rocky shore. Where you can spend the day relaxing in the sun or shade...
Hale Kamaole 174 Ground floor condo, easy access to best beach on Maui!
This Fabulous, Maui Vacation Rental unit #174, has it all. The owners of this condo also owns unit 176, both of which have been completely remodeled from top to bottom recently. Occupancy of these units is limited to only 2 adults. Ocean & garden views from the well...
Ocean-View Studio, Steps from Beaches In Sunny Poipu
HAWAII SAFE TRAVELS: Please check with any and all Hawaii government websites for any updates on health and safety requirements for travel to Hawaii.IMPORTANT: LOOK INTO OBTAINING TRAVEL INSURANCE! My cancellation policy is FIRM and there will be no refunds outside of...
36TH FLOOR SPECTACULAR OCEAN VIEW! LARGE CORNER UNIT
Located only 1 block from world famous Waikiki Beach, this ocean facing, large corner unit with lanai and extra windows on the 36th floor, has panoramic views of the ocean, beach, pool, and Diamond Head, not to mention the sunrise and sunset views. Breathtaking! Our...
❤️PiH❤️ HAWAIIAN DREAM ★Free Hilton Pool & Waterslide Passes ★ Private Beach Club
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Dream Villa, part of our Hawaiian Luxury Collection. Hawaiian Dream Villa at KaMilo is a wonderful 3 bedroom home.We know our Guests look forward to an exceptional experience from the moment you start...
❤️PiH❤️ HARMONY VILLA ★ Hilton Pool & Waterslide Passes ★ 3 Full Bathrooms ★ Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Harmony Villa, part of our Hawaiian Luxury Collection. Harmony Villa at KaMilo is a wonderful 3 bedroom, single-level home.We know our Guests look forward to an exceptional experience from the moment you start...
Puamana 177-3 – Elegant Garden Retreat in South Puamana
Escape to the tranquil beauty of Puamana in this tastefully remodeled 2-bedroom, 2.5-bathroom townhome, ideally located in the lush, tropical oasis of South Puamana—untouched by the 2023 Lahaina fire. This peaceful location offers quick access to the nearby beach,...
Beautiful 2 Bdrm Oceanfront Kihei Condo! Great December rates!!
Beautifully remodeled and freshly painted building exterior, this luxurious unit (2nd floor, #203) features natural stone flooring throughout. Tastefully decorated in casually elegant island style, you will enjoy cooking in our well-appointed kitchen with granite...
nOcean View ! Steps to beach, shops , restaurants !
Bright, clean and comfortable, contemporary and uncluttered with a great view of the ocean and the lush tropical gardens below.This is a very well renovated one bed/one bath unit in KA building C, nicely furnished and well outfitted. Being up higher on the fifth floor,...
405 – Lovely Oceanfront Unit With Amazing Views!
This fourth floor, remodeled oceanfront condo at the Kihei Surfside Resort is located on the sought after ocean side of the elevator. It has a great ocean view from the kitchen, living room, dining area and lanai. It is a one bedroom, one and one half bath unit (680 sq...
Kihei Garden Estates C-105 - Stunning Renovation, AC, Steps from the Beach!
The new roof project will take place on building C from 7/14 to 7/23 and over the pool area from 7/18/25 to 7/27/25. During this time there will be noise and debris surrounding the building.------------------------------------Welcome to Kihei Garden Estates C-105, where...
Golf course views, 1bd with luxurious finishes
Kapalua Golf Villa 12V1 is a newly renovated 1-bedroom, 1.5-bathroom condo with world-class golf course views. The kitchen and dining area feature new cabinetry, stainless steel appliances, and granite countertops. The bedroom offers a comfortable king-size bed, a TV,...
Ocean & mountain view home in amazing setting with pool - walk to Anini Beach
View House TowerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With incredible views that reach the ocean, pool, and Kauai's famous green mountains - on all four sides, this home is...
Waterfall House - Private House Overlooking the Ocean!
Located in Haiku, this private luxury vacation residence is perched on the edge of a three-hundred-foot cliff with a breathtaking views of the Maui north shore coast. A welcomed refuge for couples on vacation or newlyweds on honeymoon, guests have access to a private...
🏖️Beautiful Oceanfront Condo | Steps from Beach | Small 6-Unit Complex | vrKCV
vrKCV - Hale Pohaku 1, Professionally Managed by Kona Coast VacationsWelcome to Hale Pohaku 1 – Your Oceanfront Paradise!Step into your perfect island retreat at Hale Pohaku, a luxurious 2-bedroom, 2-bathroom oceanfront condo on the beautiful Kona Coast. With 1,161...
SWIM WITH MANY TURTLES! #109 CORNER UNIT
NEW.. Just added A/C to both bedrooms!! Oceanfront Honokeana Cove 2 Br / 2 Ba Ground Floor End Unit. You are just a few steps to the ocean for awesome snorkeling with an abundance of green sea turtles, or swimming in the heated pool, cooking on the oceanfront gas BBQs,...
Spacious, Waterfront Condo in the Kanaloa at Kona Resort. 3 Pools, Central A/C.
(To watch a virtual photo tour; please go to the photo tour and look for the video start arrow on one of the photos.)Overview of LocationWe would love to have you stay in our remodeled and redecorated condo at the beautiful 18 acre, Four-Star Kanaloa at Kona Resort. Our...
Immaculate maintained Turtle Bay Condo - Kuilima Estates West
ALOHA! Perfect North Shore getaway! This surf inspired condo is bright and clean, and stocked with all you should need for a great stay! Located in the Turtle Bay Area, it's very close to beaches (about a 5 minute walk), golf coarse, and some amazing restaurants. This...
Family Condo with Queen Beds & Ocean Views from 3 Lanais!
Centrally-located and recently renovated 2 bedroom, 2 bathroom condo minutes from the airport and walking distance to restaurants and bars. With two queen beds and two twin cots your whole family will enjoy watching cruise ships from any of the three lanais. Grab the...
Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach
Villa 8 at Villas By The Cove is a 1 bedroom villa just steps from beautiful white sand beaches. Charming, convenient, and clean, this 700 sq. ft. unit offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 8 sleeps 2...
Great Princeville location across from Queen's Bath
Experience your North Shore adventure from this 3-bedroom, 2-bathroom Princeville home. Just steps from Queen’s Bath trailhead (summer months only) or a short drive to stunning beaches such as HANALEI BAY. This home is the perfect base. It's located less than a mile...
THREE BEDROOM UNIT AT KAMAOLE SANDS-BRING THE GRANDPARENTS!
Imagine being steps away from your morning beach walk...Imagine sunsets and people-watching from your lanai...(blah, blah, blah...)Seriously, while it is easy to hype up our location, we are equally committed to provide you the best lodging experience possible. Kamaole...
Oceanfront retreat with breathtaking ocean views
Discover the beauty of Maui from Hale Mahina A205, a second-floor, 1-bedroom, 1-bathroom condo that offers a comfortable and memorable island retreat. Designed to sleep up to 4 guests, this spacious, open-concept unit invites you to unwind and enjoy the best of...
Lovely Private Home 5 minutes to Hawaii Volcanoes National Park
Mauna Ua is a very quiet, secluded home located in the lush Hawaiian rainforests of Volcano, surrounded by native hapu'us and Ohia trees. A 3 bed 2 bath vacation house that truly feels like home. From the tranquil garden, to the orchids and bananas, this is a great...
Oceanfront MAK-A6 - Maui 1st floor Condo With Double Lanai—Epic View; 2BR/2BA
Escape to a beach-front vacation state of mind with special rates for summer stays from May to June 2023! Book now and experience an unforgettable vacation at Makani A Kai #A-6. This ground-floor condo is only a few steps away from the white sand beach, providing the...
Remodelled 3 Bdrm Grand Champions Villa with Full Ocean View and New Central A/C
We're very excited to offer our returning and our new guests our Maui home, which includes full remodels to the kitchen and both baths. Not pictured: We have replaced all of our noisy inefficient window box A/C units with a quiet and efficient A/C system throughout the...
Manoa Valley A 2BR with ocean and mountain views
Permit 90/BB-0065Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue.Custom stained...
Kahela - Paradise for Rent
Located just steps from the best part of Kailua Beach. The beach is a short walk through Kailua Beach Park where the waves are the most gentle, the sand is wide, and there are plenty of trees for shade, so you and the kids can play and relax at the beach all day. This...
Plantation Hale D11, AC, Walk to Beach, Shops, Restaurants, Pool View
Plantation Hale Suites D11, Royal Coconut Coast Kaua`i, Wailua, Kauai Vacation Rental. Accommodates up to 2 guests, including children and infants*One-bedroom, one-bath condo, 2nd floor end-unit wit a King bed.*633 square feet of living space*Private lanai and balcony...
106 - Oceanfront - Ground Floor - One Bed/One Bath with A/C!
* Ground Floor Unit - Perfect for families!* This ocean front condo.* 100 feet from one of the finest beaches in Maui* Wonderful snorkeling and water sports at your doorstep* Book with Confidence - Resort-zoned and unaffected by Maui County Bill 9.Oceanfront remodeled...
AMAZING OCEANFRONT CONDO, STUNNING VIEWS, FREE PARKING, NO RESORT FEES, 1 BDRM
Welcome to "The Seashore Hideaway", a beautiful 2nd floor direct oceanfront condo with stunning and expansive close-up views of the ocean. We are located at Wailua Bay View, in unit #208. You will hear the mesmerizing sounds of the ocean from the minute you open the...
New Round House With Pool 180 Degree Ocean View 13% discount for 7 nights
Make this home your base camp for all of your Big Island adventures. This unique round house with spectacular ocean views is located one hour from Hawaii Volcano National Park and one hour to Kona, a midpoint location for your sightseeing delights. Hike from here to...
***SPRING SPECIAL***Mauna Lani Resort: Two Large Suites, Shop Nearby, Beach Club access.
Experience Outdoor Living at Its Finest – Welcome to Palm Leaf at Kulalani, Mauna Lani ResortPalm Leaf is a beautifully appointed 2-bedroom, 2.5-bath townhome nestled in the lush Kulalani community within the prestigious Mauna Lani Resort. Designed for comfort and...
Great Location- Quiet Beach, Small Complex, Walk to Bars & Restaurants
Aloha and welcome to the Hale Kai Uli! What exactly is the Hale Kai Uli? In the Hawaiian language hale means house, kai is the ocean and uli means blue. The House of the Deep Blue Sea.The Hale Kai Uli is adjacent to a quiet stretch of sandy beach in sunny Kihei, Maui…...
Mana Kai 410 - The Ultimate Maui Beach Condo Experience - Renovated - Split AC
Mana Kai Maui is Kihei's most exclusive vacation rental resort, with its location on the sand on Keawakapu Beach - and this unit features a prime location in the building, with sweeping views down the south Maui shoreline, to the Wailea resorts. Fabulous snorkeling...
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/C
Central Location | Walk to Kiahuna Beach | Beach Gear ProvidedEnjoy the charm and tranquility of this lovely 1-bedroom condo with A/C at Kiahuna Plantation Resort. Your own private lanai (balcony) opens up to a beautiful view of the lush grounds of Kiahuna Plantation,...
Relax on our extra large Lanai in Beautiful Kauai , 3 Bedroom Condo w/ View!
Our condo home is lovingly appointed with everything you need to feel like you’ve arrived in your own tropical home away from home. New, stylish, and comfortable furnishings & original artwork. Plenty of plush towels & high thread count, 100% cotton bedding. A gourmet...
Maui Resort Rentals: Honua Kai Hokulani 816 - Upgraded 1BR Penthouse w/ Partial Ocean & Mountain Views!
This beautifully upgraded top-floor "penthouse" suite boasts one of the best one-bedroom locations available at Honua Kai. Enjoy gorgeous partial ocean views from the balcony and primary bedroom as well as beautiful views of the lush West Maui Mountains. The suite has...
Rare BEACH FRONT Home at Kona Surf and Racquet Club
Our "Hale Honu" (turtle house) is a rare find in Kona. There are many ocean view homes in Kona but very few beach front properties. You can walk out the back door to your own semi-private beach and drop yourself in the sand. Watch the whales, dolphins and manta rays....
🏖️Gorgeous | Infinity Pool | Gated | Magnificant Views | vrKCV
vrKCV - IO Way, Professionally Managed by Kona Coast VacationsSpend your well-earned vacation in our luxurious ocean view Kona Vacation House located in the hills above Kailua-Kona on the Big Island of Hawaii. This private half-acre home-site is just minutes away from...
Oceanfront 1BR Condo with Spectacular views + Pool.
Spectacular ocean & sunset views at the one-of-a-kind ocean front Maui Kai Resort. The only way to be closer to the ocean is taking a cruise. Located on the 9th floor, the condo offers privacy & 180 degree panoramic view of the islands of Lanai & Molokai. This...
Mahana 718 Last Minute May & June Special at OceanFront Tropical Island Escape
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Mahana 718 “Alohilani,” a seventh-floor 1-bedroom, 1-bath ocean-front sanctuary that sleeps up to 4 guests and earns its...
🌴Wonderful town home in a private setting with ocean views🌴
Let stunning sunsets, pool days and backyard barbecues define your Hawaii vacation. This exquisite, three-bedroom, 2.5-bath townhome offers vast ocean views from practically every room of the house and both covered lanais. The gated resort community of Na Hale O Keauhou...
A quite hideaway on Central Kihei's LIPOA Beach.
This fully remodeled ground floor 2 bedroom condo, a short walk to the many services of Central Kihei, features a contemporary master bath and wide open lanai glass doors.** Lahaina Fire & Pandemic note; Most South, Central & Up Country services have returned to...
🏖️Central AC & WIFI | Concierge Included! | vrKCV
vrKCV - Holua Kai 37, Professionally Managed by Kona Coast VacationsWelcome to Hale Ohana – Your Private Island Retreat in Holua Kai at KeauhouStep into island comfort at Hale Ohana, a beautifully designed plantation-style home in the exclusive, gated community of...
Oceanfront studio with private lanai
Noelani 112 is a Studio condo located on the first-floor featuring amenities such as panoramic ocean views, a private lanai, and air conditioning. This spacious condo can accommodate up to 4 guests with a king-size bed and a queen sleeper sofa in the living space. The...
Adorable cottage near small beach
Maui County Vacation Rental Permit: STPH2013/0010 GE-066-317-9264-02/TA-066-317-9264-01TMK-260120340000Experience a delightful part of “old Hawaii” with all modern conveniences by staying at the Menehune Cottage or House in Kuau, one of the coolest little...
Kihei Holiday 215 - a Charming 2BR, 1BA Condo with AC, Ocean View, and More!
Step into the serene embrace of Kihei Holiday 215, an inviting 2-bedroom, 1-bathroom condo in the heart of North Kihei, Maui. This charming space offers a tranquil refuge, adorned with modest decor and warm ambiance, ensuring your vacation is steeped in comfort and...
Maui Island Aloha! Hale Mahina No ka 'oi! B202
West Maui is open and welcoming guests! Experience your own island Aloha on Maui! Our newly renovated condo is located right on the beach at the beautiful Hale Mahina Beach Resort - one of the most sought after beach resorts in West Maui. It is perfect for a...
🏖️AC | Nicely Updated | Concierge Included | vrKCV
vrKCV - Halii Kai 3D, Professionally managed by Kona Coast VacationsWelcome to Hali'i Kai at Waikoloa Beach Resort, an exclusive oceanfront paradise nestled along the Kohala Gold Coast on the Big Island of Hawaii. This gated resort is the epitome of luxury, offering...